Diaminovinylidene derivative or salt thereof, pest control agent containing said compound, and methods for using these

Abstract

The purpose of the present invention is to provide a novel external parasite control agent for animals and a novel internal parasite control agent for animals.　The present invention provides: a compound represented by general formula (1) (the symbols of which are as defined in the description) or a salt thereof; a pest control agent including said compound as an active ingredient; and a usage method therefor.

Description

Diaminovinylidene derivatives or salts thereof, pest control agents containing said compounds, and methods of using them

[0001] The present invention relates to a diaminovinylidene derivative or a salt thereof, a pesticide containing said compound, and a method for using the same.

[0002] Patent Documents 1 to 3 describe that certain tetrahydropyridine derivatives, tetrahydropyridazine derivatives, and cyclohexanedione derivatives have control activity against agricultural and horticultural pests. Patent Documents 4 to 6 report certain dihydropyran derivatives, piperidinone derivatives, and azepanedione derivatives as pharmaceutical compounds or intermediates thereof. However, these documents neither describe nor suggest the compounds having a diaminovinylidene skeleton of the present invention, and nothing is known about the control activity of these compounds against harmful organisms such as agricultural and horticultural pests and animal parasites.

[0003] International Publication No. WO 2021 / 261562 International Publication No. WO 2021 / 261563 U.S. Patent No. 3,976,785 International Publication No. WO 2008 / 014311 International Publication No. WO 2017 / 102649 International Publication No. WO 2014 / 021281

[0004] In the production of useful crops such as agriculture and horticulture, damage caused by pests is severe, and many agricultural and horticultural pest control agents effective against this are on the market. However, due to demands for agents that are highly effective against pests resistant to existing agents, agents with physical properties suitable for various labor-saving application methods, agents with excellent safety for humans and animals due to reduced acute toxicity, and agents with excellent environmental safety due to appropriate soil residual properties, the development of new agricultural and horticultural pest control agents remains one of the important challenges in the agricultural and horticultural field. Furthermore, controlling parasites is also an important challenge in raising animals such as livestock and companion animals (pets). Infection by parasites, as well as diseases caused by viruses, bacteria, etc. transmitted by the parasites, cause significant pain to animals and result in significant economic losses in livestock, so there is a need for the development of new animal ectoparasite control agents and animal endoparasite control agents.

[0005] The present inventors have conducted extensive research to develop novel pest control agents, particularly agricultural and horticultural pest control agents, animal ectoparasite control agents, and animal endoparasite control agents. As a result, they have found that the diaminovinylidene compound represented by general formula (1) of the present invention or a salt thereof is useful as a pest control agent, and have completed the present invention.

[0006] That is, the present invention provides a compound represented by the following general formula (1):

[0007]

[0008] wherein X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom. １ａ and R １ｂ (a1) a hydrogen atom; (a2) a halogen atom; (a3) ​​(C １ -C ６ ) alkyl group; (a4) halo(C １ -C ６ (a5) a phenyl group; (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, １ａ and R １ｂ may be the same or different. １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b3) (C ２ -C ６ ) alkenyl group; (b4) (C ２ -C ６ ) an alkynyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo (C １ -C ６ ) alkyl group; (b7) halo (C ２ -C ６ ) alkenyl group; (b8) halo (C ２ -C ６ ) alkynyl group; (b9) halo (C ３ -C６ (b10) a cycloalkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b11) (C １ -C ６ ) alkylcarbonyl group; (b12) (C １ -C ６ ) alkoxycarbonyl group; (b13) (C １ -C ６ ) alkoxy(C １ -C ６ ) alkoxycarbonyl group; (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (b18) a pyridazinyl group; (b19) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b20) a pyrimidinyl group; (b21) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (b22) a pyrazinyl group; (b23) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b24) a phenyl (C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ ) alkyl group; (b27) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group B １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group B １ -C ６ ) alkyl group. Y is CR ２ａ R２ｂ , N.R. ２ｃ or CH ２ CH ２ Indicates. ２ａ(c1) a hydrogen atom; (c2) a phenyl group; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furanyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) (c16) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent selected from substituent group B; (c28) (c29) a triazinyl group having 1 to 2 substituents independently selected from substituent group B; (c30) a thiadiazolyl group; (c31) a thiadiazolyl group having 1 substituent independently selected from substituent group B; (c32) a pyrrolyl group; (c33) a pyrrolyl group having 1 to 4 substituents independently selected from substituent group B; (c34) an imidazolyl group;(c35) an imidazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c36) a triazolyl group; (c37) a triazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c38) a tetrazolyl group; (c39) a tetrazolyl group having 1 substituent selected from substituent group B; (c40) a naphthyl group; (c41) a naphthyl group having 1 to 7 substituents each independently selected from substituent group B; (c42) a quinolyl group; (c43) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B; (c44) a carboxyl group; or (c45) (C; １ -C ６ ) represents an alkoxycarbonyl group. ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) represents an alkyl group. ２c is (e1) (C １ -C ６(e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furanyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) a pyridyl group having 1 to 4 substituents independently selected from substituent group B; (e16) a pyridazinyl group; (e7) a pyridazinyl group having 1 to 3 substituents independently selected from substituent group B; (e8) a pyrimidinyl group; (e9) a pyrimidinyl group having 1 to 3 substituents independently selected from substituent group B; (e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furanyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) (e16) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (e17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e18) an isoxazolyl group; (e19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e20) a thiazolyl group; (e21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e22) an isothiazolyl group; (e23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e24) a triazinyl group; (e25) a triazinyl group having 1 to 2 substituents each independently selected from substituent group B; (e26) an oxadiazolyl group; (e27) an oxadiazolyl group having one substituent selected from substituent group B; (e28) a thiadiazolyl group; (e29) a thiadiazolyl group having one substituent selected from substituent group B; (e30) a pyrrolyl group; (e31) a pyrrolyl group having 1 to 4 substituents each independently selected from substituent group B; (e32) a pyrazolyl group; (e33) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (e34) an imidazolyl group;(e35) an imidazolyl group having 1 to 3 substituents each independently selected from substituent group B; (e36) a triazolyl group; (e37) a triazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e38) a tetrazolyl group; (e39) a tetrazolyl group having 1 substituent selected from substituent group B; (e40) a naphthyl group; (e41) a naphthyl group having 1 to 7 substituents each independently selected from substituent group B; (e42) a quinolyl group; (e43) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B; (e44) a pyridylcarbonyl group; (e45) a pyridylcarbonyl group having 1 to 4 substituents each independently selected from substituent group B; or (e46) a hydrogen atom. R; ３ａ (f1) a hydrogen atom; (f2) (C １ -C ６ ) alkyl group; (f3) halo (C １ -C ６ ) alkyl group; (f4) phenyl group; (f5) phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) pyridyl group; (f7) pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) thiazolyl group; (f9) thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) quinolyl group; or (f11) quinolyl group having 1 to 6 substituents each independently selected from substituent group B. R ３ｂ (g1) a hydrogen atom; (g2) (C １ -C ６ ) alkyl group; or (g3) halo (C １ -C ６ ) represents an alkyl group. １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ does not simultaneously represent a hydrogen atom. ４ａ and R ５(h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo (C １ -C ６ ) alkyl group; (h10) halo (C ２ -C ６ ) alkenyl group; (h11) halo (C ２ -C ６ ) alkynyl group; (h12) halo (C ３ -C ６ ) cycloalkyl group; (h13) halo (C １ -C ６ (h14) an alkoxy group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) A pyrazolyl group having 1 to 3 substituents independently selected from the substituent group C (h29) phenyl (C １ -C ６ ) alkyl group; (h30) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ ) alkyl group; (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h33) pyridazinyl (C １ -C ６ ) alkyl group; (h34) pyridazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h35) pyrimidinyl (C １ -C ６ ) alkyl group; (h36) pyrimidinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６) alkyl group; (h38) pyrazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ ) alkyl group; (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６ ) alkyl group; (h42) furanyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ ) alkyl group; (h44) oxazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ ) alkyl group; (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group; or (h51) dihydrobenzopyranyl group, R ４ａ and R ５ may be the same or different. ４ｂ (i1) a hydrogen atom; (i2) (C １ -C ６ ) alkyl group; or (i3) halo(C１ -C ６ ) represents an alkyl group. ４ａ But (h4) (C １ -C ６ ) an alkyl group, or (h14) a group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) represents an alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom. Z is an oxygen atom, a sulfur atom, or NR ７ (In the formula, R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) The alkyl groups may be the same or different. ) represents. ) represents. Substituent group A is: (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; (j4) (C １ -C ６ ) alkylsulfanyl group; (j5) (C １ -C ６ ) alkylsulfinyl group; (j6) (C １ -C ６ ) alkylsulfonyl group; (j7) (C １ -C ６) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (j9) halo (C ３ -C ６ ) cycloalkyl group; (j10) halo (C １ -C ６ ) alkoxy group; (j11) halo (C １ -C ６ ) alkylsulfanyl group; (j12) halo(C １ -C ６ ) alkylsulfinyl group; and (j13) halo(C １ -C ６ ) alkylsulfonyl groups. Substituent group B consists of (k1) a halogen atom; (k2) a cyano group; (k3) a nitro group; (k4) an amino group; (k5) a hydroxyl group; (k6) a carboxyl group; (k7) (C １ -C ６ ) alkyl group; (k8) (C ２ -C ６ ) alkenyl group; (k9) (C ２ -C ６ ) an alkynyl group; (k10) (C １ -C ６ ) alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６ ) alkylsulfanyl group; (k13) (C １ -C ６ ) alkylsulfinyl group; (k14) (C １ -C ６ ) alkylsulfonyl group; (k15) (C １ -C ６ ) alkylamino group; (k16) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (k17) halo (C １ -C６ ) alkyl group; (k18) halo (C ２ -C ６ ) alkenyl group; (k19) halo (C ２ -C ６ ) alkynyl group; (k20) halo (C １ -C ６ ) alkoxy group; (k21) halo (C ３ -C ６ ) cycloalkyl group; (k22) halo (C １ -C ６ ) alkylsulfanyl group; (k23) halo (C １ -C ６ ) alkylsulfinyl group; (k24) halo (C １ -C ６ ) alkylsulfonyl group; (k25) (C １ -C ６ ) alkoxy(C １ -C ６ ) alkyl group; (k26) phenyl group; (k27) halogen atom, cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (k28) a pyridyl group; and (k29) a halogen atom, a cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６(11) a halogen atom; (12) a cyano group; (13) a nitro group; (14) an amino group; (15) a hydroxyl group; (16) a carboxyl group; (17) a (C １ -C ６ ) alkyl group; (18) (C ２ -C ６ ) alkenyl group; (19) (C ２ -C ６ ) alkynyl group; (110) (C １ -C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (112) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C ６ ) alkylsulfinyl group; (114) (C １ -C ６ ) alkylsulfonyl group; (l15) (C １ -C ６ ) alkylamino group; (116) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (l17) halo (C １ -C ６ ) alkyl group; (118) halo (C ２ -C ６ ) alkenyl group; (119) halo(C ２ -C ６ ) alkynyl group; (l20) halo (C １ -C ６ ) alkoxy group; (l21) halo (C ３ -C ６ ) cycloalkyl group; (122) halo (C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; (124) halo(C１ -C ６ ) alkylsulfonyl group; and (l25) (C １ -C ６ ) alkoxy(C １ -C ６ ) alkyl group.} (hereinafter, also referred to as compound (1)) or a salt thereof. [2] A compound represented by the formula: １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; (a2) a halogen atom; (a3) ​​(C １ -C ６ ) alkyl group; (a4) halo(C １ -C ６ (a5) a phenyl group; (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo (C １ -C ６ ) alkyl group; (b9) halo (C ３ -C ６ (b10) a cycloalkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) alkoxycarbonyl group; (b13) (C １ -C ６ ) alkoxy(C １ -C ６) alkoxycarbonyl group; (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (b18) a pyridazinyl group; (b19) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b20) a pyrimidinyl group; (b21) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (b22) a pyrazinyl group; (b23) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b24) a phenyl (C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ ) alkyl group; (b27) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group B １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group B １ -C ６ ) alkyl group, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ(c1) a hydrogen atom; (c2) a phenyl group; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) (c16) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent selected from substituent group B; (c44) Carboxyl group; or (c45) (C １ -C ６ ) an alkoxycarbonyl group, R ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) alkyl group, R ２c But, (e1) (C １ -C ６(e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) a pyridyl group having 1 to 4 substituents independently selected from substituent group B; (e16) a pyridazinyl group; (e7) a pyridazinyl group having 1 to 3 substituents independently selected from substituent group B; (e8) a pyrimidinyl group; (e9) a pyrimidinyl group having 1 to 3 substituents independently selected from substituent group B; (e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (e16) an oxazolyl group; (e17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e20) a thiazolyl group; (e21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e44) a pyridylcarbonyl group; (e45) a pyridylcarbonyl group having 1 to 4 substituents each independently selected from substituent group B; or (e46) a hydrogen atom, ３ａ (f1) hydrogen atom; (f2) (C １ -C ６ (f4) a phenyl group; (f5) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B, ３ｂ (g1) a hydrogen atom; (g2) (C １ -C ６) alkyl group; or (g3) halo (C １ -C ６ ) alkyl group, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not represent a hydrogen atom at the same time, and R ４ａ and R ５ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo (C １ -C ６ ) alkyl group; (h12) halo (C ３ -C ６ ) cycloalkyl group; (h13) halo (C １ -C ６ (h14) an alkoxy group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents independently selected from the substituent group C; (h29) a phenyl (C １ -C ６ ) alkyl group; (h30) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ ) alkyl group; (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ ) alkyl group; (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６) alkyl group; (h42) furyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ ) alkyl group; (h44) oxazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ ) alkyl group; (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group; or (h51) dihydrobenzopyranyl group, R ４ａ and R ５ may be the same or different, R ４ｂ (i1) a hydrogen atom; (i2) (C １ -C ６ ) alkyl group; or (i3) halo(C １ -C ６ ) alkyl group, R ４ａ But (h4) (C １ -C ６ ) an alkyl group, or (h14) a group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) represents an alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and Z is an oxygen atom, a sulfur atom, or NR ７ (In the formula, R ７ is a hydroxyl group or (C １ -C ６ (j1) represents an alkoxy group. [2'] The compound or salt thereof according to the above [1], wherein the substituent group A is: (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; (j4) (C １ -C ６ ) alkylsulfanyl group; (j5) (C １ -C ６ ) alkylsulfinyl group; (j6) (C １ -C ６ ) alkylsulfonyl group; (j7) (C １ -C ６ ) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); and (j10) halo (C １ -C ６ ) alkoxy group, and the substituent group B is (k1) a halogen atom; (k2) a cyano group; (k7) (C １ -C ６ ) alkyl group; (k10) (C １ -C ６ ) alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６ ) alkylsulfanyl group; (k13) (C １ -C ６ ) alkylsulfinyl group; (k14) (C １ -C ６ ) alkylsulfonyl group; (k17) halo (C １ -C ６ ) alkyl group; (k20) halo (C１ -C ６ ) alkoxy group; (k22) halo (C １ -C ６ ) alkylsulfanyl group; (k23) halo (C １ -C ６ ) alkylsulfinyl group; (k24) halo (C １ -C ６ ) alkylsulfonyl group; (k26) phenyl group; (k27) halogen atom, cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (k28) a pyridyl group; and (k29) a halogen atom, a cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (l1) a halogen atom; (l2) a cyano group; (l7) (C １ -C ６ ) alkyl group; (110) (C １ -C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (112) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C ６ ) alkylsulfinyl group; (114) (C１ -C ６ ) alkylsulfonyl group; (l17) halo(C １ -C ６ ) alkyl group; (120) halo (C １ -C ６ ) alkoxy group; (l22) halo (C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; and (124) halo(C １ -C ６ ) an alkylsulfonyl group. [3] The compound or salt thereof according to the above [2]. １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; (a3) ​​(C １ -C ６ ) alkyl group; (a4) halo(C １ -C ６ (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, wherein R １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C １ -C ６ (b10) an alkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) alkoxycarbonyl group; (b13) (C １ -C ６ ) alkoxy(C １ -C ６) alkoxycarbonyl group; (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (b24) a phenyl (C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group B １ -C ６ ) alkyl group, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ(c1) a hydrogen atom; (c2) a phenyl group; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) (c16) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent selected from substituent group B; (c44) Carboxyl group; or (c45) (C １ -C ６ ) an alkoxycarbonyl group, R ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) alkyl group, R ２c But, (e1) (C １ -C ６(e3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (e4) a pyridyl group; (e5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (e6) a pyridazinyl group; (e7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (e8) a pyrimidinyl group; (e9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (e44) a pyridylcarbonyl group; (e45) a pyridylcarbonyl group having 1 to 4 substituents each independently selected from substituent group B; or (e46) a hydrogen atom, ３ａ (f1) a hydrogen atom; (f5) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B, and R ３ｂ (g1) a hydrogen atom; or (g2) (C １ -C ６ ) alkyl group, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not represent a hydrogen atom at the same time, and R ４ａ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo (C １ -C ６) alkyl group; (h14) (C) having 1 to 3 substituents independently selected from the substituent group A １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group C; (h29) a phenyl (C １ -C ６ ) alkyl group; (h30) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ ) alkyl group; (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ ) alkyl group; (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６) alkyl group; (h42) furyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ ) alkyl group; (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; or (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group, R ４ｂ (i1) a hydrogen atom; or (i2) (C １ -C ６ ) alkyl group, R ４ａ But (h4) (C １ -C ６ ) represents an alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ (h1) a hydrogen atom; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h9) halo (C １ -C ６) alkyl group; (h14) (C) having 1 to 3 substituents independently selected from the substituent group A １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group C; (h29) a phenyl (C １ -C ６ ) alkyl group; (h30) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ (h51) a dihydrobenzopyranyl group, and Z is an oxygen atom, or a salt thereof. [3'] The compound or salt thereof according to the above [1], wherein the substituent group A is: (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; and (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６) alkyl may be the same or different), and the substituent group B is (k1) a halogen atom; (k2) a cyano group; (k7) (C １ -C ６ ) alkyl group; (k10) (C １ -C ６ ) alkoxy group; (k17) halo (C １ -C ６ ) alkyl group; (k20) halo (C １ -C ６ ) alkoxy group; (k26) phenyl group; and (k27) halogen atom, cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (k28) a pyridyl group; and (k29) a halogen atom, a cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (l1) a halogen atom; (l7) a pyridyl group having 1 to 4 substituents independently selected from the group consisting of (C) alkoxy groups; １ -C ６ ) alkyl group; (110) (C １ -C ６ ) alkoxy groups; and (l20) halo(C １ -C ６ [4] The compound or salt thereof according to the above [3], wherein Y is CR ２ａ R ２ｂ or NR ２ｃ[5] The compound or salt thereof according to the above [1], wherein Y is CR ２ａ R ２ｂ or NR ２ｃ [6] The compound or salt thereof according to the above [2] or [2'], wherein Y is CR ２ａ R ２ｂ or NR ２ｃ

[0023] The compound or salt thereof according to the above [3] or [3'], wherein the compound or salt thereof is selected from the group consisting of:

[0024] ,

[0025] ,

[0026] ,

[0027] ,

[0028] ,

[0029] ,

[103] ,

[104] ,

[105] ,

[106] ,

[107] ,

[108] ,

[109] ,

[1109] ,

[1111] ,

[1121] ,

[1132] ,

[1142] ,

[1152] ,

[1162] ,

[1172] ,

[1182] ,

[1192] ,

[1192] ,

[1233] ,

[1243] ,

[1252] ,

[1263] ,

[1272] ,

[1282] ,

[1292] ,

[1303] ,

[1314] ,

[1325] ,

[1335] ,

[1342] ,

[1352] ,

[1362] ,

[1372] ,

[1382] ,

[1392] ,

[1433] ,

[1443] ,

[1452] ,

[1462] ,

[1472] ,

[1482] ,

[1492] ,

[1503] ,

[1514] ,

[1525] ,

[1533] ,

[1542] ,

[1552] ,

[1552] ,

[1562] ,

[1572] ,

[1582] ,

[1603] ,

[1614] ,

[1625] ,

[1633] ,

[1642] ,

[1652] ,

[1762] ,

[1772] ,

[1803] ,

[1814] , [182

[12] A method for controlling ectoparasites in animals, comprising orally or parenterally administering to a target animal an effective amount of the ectoparasite-controlling agent for animals described in [9] above.

[13] A method for controlling endoparasites in animals, comprising orally or parenterally administering to a target animal an effective amount of the endoparasite-controlling agent for animals described in

[10] above.

[14] Use of the compound or salt thereof described in any of [1] to [6], [2'] and [3'] above as a pest control agent.

[15] A compound represented by the general formula (3)

[0009]

[0010] wherein X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom. １ａ and R １ｂ (a1) a hydrogen atom; (a2) a halogen atom; (a3) ​​(C １ -C ６ ) alkyl group; (a4) halo(C １ -C６ (a5) a phenyl group; (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, １ａ and R １ｂ may be the same or different. １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo (C １ -C ６ ) alkyl group; (b9) halo (C ３ -C ６ (b10) a cycloalkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) alkoxycarbonyl group; (b13) (C １ -C ６ ) alkoxy(C １ -C ６ ) alkoxycarbonyl group; (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (b18) a pyridazinyl group; (b19) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b20) a pyrimidinyl group; (b21) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (b22) a pyrazinyl group; (b23) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b24) a phenyl (C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B;１ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ ) alkyl group; (b27) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group B １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group B １ -C ６ ) alkyl group. Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ Indicates. ２ａ(c1) a hydrogen atom; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent independently selected from substituent group B; (c28) a carboxyl group; (c29) (C １ -C ６ ) alkoxycarbonyl group (c44) carboxyl group; or (c45) (C １ -C ６ ) represents an alkoxycarbonyl group. ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) represents an alkyl group. ２cis (e1) (C １ -C ６ (e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) a pyridyl group having 1 to 4 substituents independently selected from substituent group B; (e16) a pyridazinyl group; (e7) a pyridazinyl group having 1 to 3 substituents independently selected from substituent group B; (e8) a pyrimidinyl group; (e9) a pyrimidinyl group having 1 to 3 substituents independently selected from substituent group B; (e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) (e16) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (e17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e20) a thiazolyl group; (e21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e44) a pyridylcarbonyl group; or (e45) a pyridylcarbonyl group having 1 to 4 substituents each independently selected from substituent group B. R ３ａ (f1) a hydrogen atom; (f2) (C １ -C ６ ) alkyl group; (f4) phenyl group; (f5) phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) pyridyl group; (f7) pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) thiazolyl group; (f9) thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) quinolyl group; or (f11) quinolyl group having 1 to 6 substituents each independently selected from substituent group B. R ３ｂ (g1) a hydrogen atom; (g2) (C１ -C ６ ) alkyl group; or (g3) halo (C １ -C ６ ) represents an alkyl group. １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, X does not simultaneously represent a hydrogen atom, and NR １ｃ Y is NR ２ｃ R is not shown at the same time. ５ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo (C １ -C ６ ) alkyl group; (h12) halo (C ３ -C ６ ) cycloalkyl group; (h13) halo (C １ -C ６ (h14) an alkoxy group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents independently selected from the substituent group C; (h29) a phenyl (C １ -C ６ ) alkyl group; (h30) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ ) alkyl group; (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ ) alkyl group; (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６) alkyl group; (h42) furyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ ) alkyl group; (h44) oxazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ ) alkyl group; (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group; or (h51) dihydrobenzopyranyl group. R ６ is (m1) (C １ -C ６ ) alkyl group; (m2) (C ２ -C ６ ) alkenyl group; (m3) (C ２ -C ６ ) alkynyl group; (m4) halo (C １ -C ６ ) alkyl group; (m5) phenyl (C １ -C ６ ) alkyl group; or (m6) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group. Substituent group A is (j1) a cyano group; (j2) (C ３ -C ６) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; (j4) (C １ -C ６ ) alkylsulfanyl group; (j5) (C １ -C ６ ) alkylsulfinyl group; (j6) (C １ -C ６ ) alkylsulfonyl group; (j7) (C １ -C ６ ) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (j9) halo (C ３ -C ６ ) cycloalkyl group; (j10) halo (C １ -C ６ ) alkoxy group; (j11) halo (C １ -C ６ ) alkylsulfanyl group; (j12) halo(C １ -C ６ ) alkylsulfinyl group; and (j13) halo(C １ -C ６ ) alkylsulfonyl groups. Substituent group B consists of (k1) a halogen atom; (k2) a cyano group; (k3) a nitro group; (k4) an amino group; (k5) a hydroxyl group; (k6) a carboxyl group; (k7) (C １ -C ６ ) alkyl group; (k8) (C ２ -C ６ ) alkenyl group; (k9) (C ２ -C ６ ) an alkynyl group; (k10) (C １ -C ６ ) alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６ ) alkylsulfanyl group; (k13) (C １ -C ６) alkylsulfinyl group; (k14) (C １ -C ６ ) alkylsulfonyl group; (k15) (C １ -C ６ ) alkylamino group; (k16) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (k17) halo (C １ -C ６ ) alkyl group; (k18) halo (C ２ -C ６ ) alkenyl group; (k19) halo (C ２ -C ６ ) alkynyl group; (k20) halo (C １ -C ６ ) alkoxy group; (k21) halo (C ３ -C ６ ) cycloalkyl group; (k22) halo (C １ -C ６ ) alkylsulfanyl group; (k23) halo (C １ -C ６ ) alkylsulfinyl group; (k24) halo (C １ -C ６ ) alkylsulfonyl group; (k25) (C １ -C ６ ) alkoxy(C １ -C ６ ) alkyl group; (k26) phenyl group; (k27) halogen atom, cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (k28) a pyridyl group; and (k29) a halogen atom, a cyano group, (C １ -C６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (11) a halogen atom; (12) a cyano group; (13) a nitro group; (14) an amino group; (15) a hydroxyl group; (16) a carboxyl group; (17) a (C １ -C ６ ) alkyl group; (18) (C ２ -C ６ ) alkenyl group; (19) (C ２ -C ６ ) alkynyl group; (110) (C １ -C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (112) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C ６ ) alkylsulfinyl group; (114) (C １ -C ６ ) alkylsulfonyl group; (l15) (C １ -C ６ ) alkylamino group; (116) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (l17) halo (C １ -C ６ ) alkyl group; (118) halo (C ２ -C ６ ) alkenyl group; (119) halo(C ２ -C ６ ) alkynyl group; (l20) halo (C １ -C ６) alkoxy group; (l21) halo (C ３ -C ６ ) cycloalkyl group; (122) halo (C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; (124) halo(C １ -C ６ ) alkylsulfonyl group; and (l25) (C １ -C ６ ) alkoxy(C １ -C ６ (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; (j4) (C １ -C ６ ) alkylsulfanyl group; (j5) (C １ -C ６ ) alkylsulfinyl group; (j6) (C １ -C ６ ) alkylsulfonyl group; (j7) (C １ -C ６ ) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); and (j10) halo (C １ -C ６ ) alkoxy group, and the substituent group B is (k1) a halogen atom; (k2) a cyano group; (k7) (C １ -C ６ ) alkyl group; (k10) (C １ -C ６ ) alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６) alkylsulfanyl group; (k13) (C １ -C ６ ) alkylsulfinyl group; (k14) (C １ -C ６ ) alkylsulfonyl group; (k17) halo (C １ -C ６ ) alkyl group; (k20) halo (C １ -C ６ ) alkoxy group; (k22) halo (C １ -C ６ ) alkylsulfanyl group; (k23) halo (C １ -C ６ ) alkylsulfinyl group; (k24) halo (C １ -C ６ ) alkylsulfonyl group; (k26) phenyl group; (k27) halogen atom, cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (k28) a pyridyl group; and (k29) a halogen atom, a cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (l1) a halogen atom; (l2) a cyano group; (l7) a (C １ -C ６ ) alkyl group; (110) (C １-C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (112) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C ６ ) alkylsulfinyl group; (114) (C １ -C ６ ) alkylsulfonyl group; (l17) halo(C １ -C ６ ) alkyl group; (120) halo (C １ -C ６ ) alkoxy group; (l22) halo (C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; and (124) halo(C １ -C ６ ) an alkylsulfonyl group.

[16] The compound or salt thereof according to the above

[15] . １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; (a3) ​​(C １ -C ６ ) alkyl group; (a4) halo(C １ -C ６ (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, wherein R １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b12) (C １ -C ６(b14) an alkoxycarbonyl group; (b15) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (b16) a pyridyl group; or (b17) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ(c1) a hydrogen atom; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having 1 substituent selected from substituent group B; (c44) a carboxyl group; or (c45) (C １ -C ６ ) an alkoxycarbonyl group, R ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) alkyl group, R ２c But, (e1) (C １ -C ６(e4) a pyridyl group; (e5) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B; (e44) a pyridylcarbonyl group; or (e45) a pyridylcarbonyl group having 1 to 4 substituents independently selected from the substituent group B, ３ａ (f1) a hydrogen atom; (f5) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B, and R ３ｂ (g1) a hydrogen atom; or (g2) (C １ -C ６ ) alkyl group, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and X is NR １ｃ Y is NR ２ｃ are not shown at the same time, and R ５ (h1) a hydrogen atom; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h9) halo (C １ -C ６ ) alkyl group; (h14) (C) having 1 to 3 substituents independently selected from the substituent group A １ -C ６) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group C; (h29) a phenyl (C １ -C ６ ) alkyl group; (h30) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; or (h51) dihydrobenzopyranyl group, R ６ But, (m1) (C １ -C ６ ) alkyl group; (m5) phenyl (C １ -C ６ ) alkyl group; or (m6) phenyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６

[17] The compound or salt thereof according to the above

[15] or [15'], wherein R is an alkyl group, ...

[0011]

[0012] wherein X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom. １ａ and R １ｂ(a1) a hydrogen atom; (a2) a halogen atom; (a3) ​​(C １ -C ６ ) alkyl group; or (a4) halo (C １ -C ６ ) represents an alkyl group, R １ａ and R １ｂ may be the same or different. １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b3) (C ２ -C ６ ) alkenyl group; (b4) (C ２ -C ６ ) an alkynyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo (C １ -C ６ ) alkyl group; (b7) halo (C ２ -C ６ ) alkenyl group; (b8) halo (C ２ -C ６ ) alkynyl group; (b9) halo (C ３ -C ６ ) a cycloalkyl group; (b10') a substituent group A ０ (C １ -C ６ ) alkyl group; (b11) (C １ -C ６ ) alkylcarbonyl group; (b12) (C １ -C ６ ) alkoxycarbonyl group; (b13) (C １ -C ６ ) alkoxy(C １ -C ６ ) an alkoxycarbonyl group; (b14) a phenyl group; (b15') Substituent group B ０ (b16) a pyridyl group; (b17') a substituent group B ０ (b18) a pyridazinyl group; (b19') a substituent group B０ (b20) a pyrimidinyl group; (b21') a substituent group B ０ (b22) a pyrazinyl group; (b23') a substituent group B ０ (b24) a pyrazinyl group having 1 to 3 substituents independently selected from the group consisting of phenyl (C １ -C ６ ) alkyl group; (b25') Substituent group B ０ Phenyl (C １ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ ) alkyl group; (b27') Substituent group B ０ Pyridyl (C １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29') Substituent group B ０ Thiazolyl (C １ -C ６ ) alkyl group. Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ Indicates. ２ａ (c1) a hydrogen atom; (c2) a phenyl group; (c3') a substituent group B ０ (c4) a pyridyl group; (c5') a substituent group B ０ (c6) a pyridazinyl group; (c7') a substituent group B ０ (c8) a pyrimidinyl group; (c9') a substituent group B ０(c10) a pyrimidinyl group having 1 to 3 substituents independently selected from the following: (c11) a pyrazinyl group; (c12) a substituent group B ０ (c12) a furyl group; (c13') a substituent group B ０ (c14) a furyl group having 1 to 3 substituents independently selected from the following: (c15') a thienyl group; ０ (c16) a thienyl group having 1 to 3 substituents independently selected from the following: (c17') a substituent group B ０ (c18) an isoxazolyl group; (c19') a substituent group B ０ (c20) an isoxazolyl group having 1 to 2 substituents independently selected from the following: (c21') a thiazolyl group; ０ (c22) an isothiazolyl group; or (c23') a substituent group B ０ R represents an isothiazolyl group having 1 to 2 substituents independently selected from ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) represents an alkyl group. ２c is (e1) (C １ -C ６ ) an alkoxycarbonyl group; (e2) a phenyl group; (e3') a substituent group B ０ (e4) a pyridyl group; (e5') a substituent group B ０ (e6) a pyridazinyl group; (e7') a substituent group B ０ (e8) a pyrimidinyl group; (e9') a substituent group B ０(e10) a pyrimidinyl group having 1 to 3 substituents independently selected from the following: (e11) a pyrazinyl group; (e12) a substituent group B ０ (e12) a furyl group; (e13') a substituent group B ０ (e14) a thienyl group; (e15') a substituent group B ０ (e16) a thienyl group having 1 to 3 substituents independently selected from the following: (e17') a substituent group B ０ (e18) an isoxazolyl group; (e19') a substituent group B ０ (e20) a thiazolyl group; (e21') a substituent group B ０ (e22) an isothiazolyl group; or (e23') a substituent group B ０ R represents an isothiazolyl group having 1 to 2 substituents independently selected from ３ａ (f1) a hydrogen atom; (f2) (C １ -C ６ ) alkyl group; (f3) halo (C １ -C ６ ) alkyl group; (f4) phenyl group; (f5') substituent group B ０ (f6) a pyridyl group; or (f7') a substituent group B ０ R represents a pyridyl group having 1 to 4 substituents independently selected from ３ｂ (g1) a hydrogen atom; (g2) (C １ -C ６ ) alkyl group; or (g3) halo (C １ -C ６ ) represents an alkyl group. ４ａ and R ５(h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo (C １ -C ６ ) alkyl group; (h10) halo (C ２ -C ６ ) alkenyl group; (h11) halo (C ２ -C ６ ) alkynyl group; (h12) halo (C ３ -C ６ ) cycloalkyl group; (h13) halo (C １ -C ６ ) an alkoxy group; (h14') Substituent group A ０ (C １ -C ６ ) alkyl group; (h15) phenyl group; (h16') substituent group C ０ (h17) a pyridyl group; (h18') a substituent group C ０ (h19) a pyridazinyl group; (h20') a substituent group C ０ (h21) a pyrimidinyl group; (h22') a substituent group C ０ (h23) a pyrazinyl group; (h24') a substituent group C ０ (h25) an isoxazolyl group; (h26') a substituent group C ０(h27) a pyrazolyl group; (h28') a substituent group C ０ (h29) a pyrazolyl group having 1 to 3 substituents independently selected from the group consisting of phenyl (C １ -C ６ ) alkyl group; (h30') substituent group C ０ Phenyl (C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ ) alkyl group; (h32') substituent group C ０ Pyridyl (C １ -C ６ ) alkyl group; (h33) pyridazinyl (C １ -C ６ ) alkyl group; (h34') substituent group C ０ Pyridazinyl (C) having 1 to 3 substituents independently selected from １ -C ６ ) alkyl group; (h35) pyrimidinyl (C １ -C ６ ) alkyl group; (h36') substituent group C ０ Pyrimidinyl (C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38') substituent group C ０ pyrazinyl (C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ ) alkyl group; (h40') substituent group C ０ Thienyl (C １ -C ６ ) alkyl group; (h41) furyl (C １ -C６ ) alkyl group; (h42') substituent group C ０ furyl (C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ ) alkyl group; (h44') substituent group C ０ oxazolyl (C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ ) alkyl group; (h46') substituent group C ０ Thiazolyl (C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48') substituent group C ０ benzofuranyl (C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; or (h50) tetrahydrofuryl (C １ -C ６ ) represents an alkyl group, R ４ａ and R ５ may be the same or different. ４ｂ (i1) a hydrogen atom; (i2) (C １ -C ６ ) alkyl group; or (i3) halo(C １ -C ６ ) represents an alkyl group. ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) represents an alkyl group, and R ４ｂHowever, (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom. ０ (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; (j4) (C １ -C ６ ) alkylsulfanyl group; (j5) (C １ -C ６ ) alkylsulfinyl group; (j6) (C １ -C ６ ) alkylsulfonyl group; (j7) (C １ -C ６ ) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (j9) halo (C ３ -C ６ ) cycloalkyl group; (j10) halo (C １ -C ６ ) alkoxy group; (j11) halo (C １ -C ６ ) alkylsulfanyl group; (j12) halo(C １ -C ６ ) alkylsulfinyl group; and (j13) halo(C １ -C ６ ) alkylsulfonyl groups. ０ (k1) a halogen atom; (k2) a cyano group; (k3) a nitro group; (k4) an amino group; (k5) a hydroxyl group; (k6) a carboxyl group; (k7) a (C １ -C ６ ) alkyl group; (k8) (C ２ -C ６ ) alkenyl group; (k9) (C ２ -C ６) an alkynyl group; (k10) (C １ -C ６ ) alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６ ) alkylsulfanyl group; (k13) (C １ -C ６ ) alkylsulfinyl group; (k14) (C １ -C ６ ) alkylsulfonyl group; (k15) (C １ -C ６ ) alkylamino group; (k16) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (k17) halo (C １ -C ６ ) alkyl group; (k18) halo (C ２ -C ６ ) alkenyl group; (k19) halo (C ２ -C ６ ) alkynyl group; (k20) halo (C １ -C ６ ) alkoxy group; (k21) halo (C ３ -C ６ ) cycloalkyl group; (k22) halo (C １ -C ６ ) alkylsulfanyl group; (k23) halo (C １ -C ６ ) alkylsulfinyl group; (k24) halo (C １ -C ６ ) alkylsulfonyl group; and (k25) (C １ -C ６ ) alkoxy(C １ -C ６ ) alkyl groups. ０ (l1) a halogen atom; (l2) a cyano group; (l3) a nitro group; (l4) an amino group; (l5) a hydroxyl group; (l6) a carboxyl group; (l7) (C １ -C６ ) alkyl group; (18) (C ２ -C ６ ) alkenyl group; (19) (C ２ -C ６ ) alkynyl group; (110) (C １ -C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (112) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C ６ ) alkylsulfinyl group; (114) (C １ -C ６ ) alkylsulfonyl group; (l15) (C １ -C ６ ) alkylamino group; (116) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (l17) halo (C １ -C ６ ) alkyl group; (118) halo (C ２ -C ６ ) alkenyl group; (119) halo(C ２ -C ６ ) alkynyl group; (l20) halo (C １ -C ６ ) alkoxy group; (l21) halo (C ３ -C ６ ) cycloalkyl group; (122) halo (C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; (124) halo(C １ -C ６ ) alkylsulfonyl group; and (l25) (C １ -C ６ ) alkoxy(C １ -C ６ ) alkyl groups, provided that R ２ａ(c3') substituted phenyl group, (c5') substituted pyridyl group, (c7') substituted pyridazinyl group, (c9') substituted pyrimidinyl group, (c11') substituted pyrazinyl group, (c13') substituted furyl group, (c15') substituted thienyl group, (c17') substituted oxazolyl group, (c19') substituted isoxazolyl group, (c21') substituted thiazolyl group, and (c23') substituted isothiazolyl group, and R ３ａ The (f5') substituted phenyl group and the (f7') substituted pyridyl group each have a carbon atom adjacent to the bonded atom (C １ -C ６ ) alkylsulfonyl group, or halo(C １ -C ６ ) the alkylsulfonyl group is unsubstituted, R １ｃ (b15') a substituted phenyl group, (b17') a substituted pyridyl group, (b19') a substituted pyridazinyl group, (b21') a substituted pyrimidinyl group, and (b23') a substituted pyrazinyl group, and R ２ｃ (e3') substituted phenyl group, (e5') substituted pyridyl group, (e7') substituted pyridazinyl group, (e9') substituted pyrimidinyl group, (e11') substituted pyrazinyl group, (e13') substituted furyl group, (e15') substituted thienyl group, (e17') substituted oxazolyl group, (e19') substituted isoxazolyl group, (e21') substituted thiazolyl group, and (e23') substituted isothiazolyl group each have (C) on an atom adjacent to the atom bonding to the nitrogen atom. １ -C ６ ) alkylsulfonyl group, or halo(C １ -C ６ ) an alkylsulfonyl group is not substituted.} (hereinafter, also referred to as compound (1A)) or a salt thereof,

[18] a compound represented by the formula: １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; (a2) a halogen atom; or (a3) ​​(C １ -C ６ ) alkyl group, R １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C１ -C ６ ) alkyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo (C １ -C ６ ) alkyl group; (b9) halo (C ３ -C ６ ) a cycloalkyl group; (b10') a substituent group A ０ (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) alkoxycarbonyl group; (b13) (C １ -C ６ ) alkoxy(C １ -C ６ ) an alkoxycarbonyl group; (b14) a phenyl group; (b15') Substituent group B ０ (b16) a pyridyl group; (b17') a substituent group B ０ (b18) a pyridazinyl group; (b19') a substituent group B ０ (b20) a pyrimidinyl group; (b21') a substituent group B ０ (b22) a pyrazinyl group; (b23') a substituent group B ０ (b24) a pyrazinyl group having 1 to 3 substituents independently selected from the group consisting of phenyl (C １ -C ６ ) alkyl group; (b25') Substituent group B ０ Phenyl (C １ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ ) alkyl group; (b27') Substituent group B ０Pyridyl (C １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29') Substituent group B ０ Thiazolyl (C １ -C ６ ) alkyl group, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ (c1) a hydrogen atom; (c2) a phenyl group; (c3') a substituent group B ０ (c4) a pyridyl group; (c5') a substituent group B ０ (c6) a pyridazinyl group; (c7') a substituent group B ０ (c8) a pyrimidinyl group; (c9') a substituent group B ０ (c10) a pyrimidinyl group having 1 to 3 substituents independently selected from the following: (c11) a pyrazinyl group; (c12) a substituent group B ０ (c12) a furyl group; (c13') a substituent group B ０ (c14) a thienyl group; or (c15') a substituent group B ０ is a thienyl group having 1 to 3 substituents independently selected from ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) alkyl group, R ２c But, (e1) (C １ -C ６) an alkoxycarbonyl group; (e2) a phenyl group; (e3') a substituent group B ０ (e4) a pyridyl group; (e5') a substituent group B ０ (e6) a pyridazinyl group; (e7') a substituent group B ０ (e8) a pyrimidinyl group; (e9') a substituent group B ０ (e10) a pyrimidinyl group having 1 to 3 substituents independently selected from the following: (e11) a pyrazinyl group; (e12) a substituent group B ０ (e12) a furyl group; (e13') a substituent group B ０ (e14) a thienyl group; (e15') a substituent group B ０ (e16) a thienyl group having 1 to 3 substituents independently selected from the following: (e17') a substituent group B ０ (e20) a thiazolyl group; or (e21') a substituent group B ０ R is a thiazolyl group having 1 to 2 substituents independently selected from ３ａ (f1) hydrogen atom; (f2) (C １ -C ６ ) alkyl group; (f4) phenyl group; (f5') substituent group B ０ (f6) a pyridyl group; or (f7') a substituent group B ０ R is a pyridyl group having 1 to 4 substituents independently selected from ３ｂ (g1) a hydrogen atom; (g2) (C １ -C ６ ) alkyl group; or (g3) halo (C １ -C ６) alkyl group, R ４ａ and R ５ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo (C １ -C ６ ) alkyl group; (h12) halo (C ３ -C ６ ) cycloalkyl group; (h13) halo (C １ -C ６ ) an alkoxy group; (h14') Substituent group A ０ (C １ -C ６ ) alkyl group; (h15) phenyl group; (h16') substituent group C ０ (h17) a pyridyl group; (h18') a substituent group C ０ (h19) a pyridazinyl group; (h20') a substituent group C ０ (h21) a pyrimidinyl group; (h22') a substituent group C ０ (h23) a pyrazinyl group; (h24') a substituent group C ０ (h25) an isoxazolyl group; (h26') a substituent group C ０ (h27) a pyrazolyl group; (h28') a substituent group C ０ (h29) a pyrazolyl group having 1 to 3 substituents independently selected from the group consisting of phenyl (C １ -C６ ) alkyl group; (h30') substituent group C ０ Phenyl (C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ ) alkyl group; (h32') substituent group C ０ Pyridyl (C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38') substituent group C ０ pyrazinyl (C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ ) alkyl group; (h40') substituent group C ０ Thienyl (C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６ ) alkyl group; (h42') substituent group C ０ furyl (C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ ) alkyl group; (h44') substituent group C ０ oxazolyl (C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ ) alkyl group; (h46') substituent group C ０ Thiazolyl (C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C６ ) alkyl group; (h48') substituent group C ０ benzofuranyl (C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; or (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group, R ４ａ and R ５ may be the same or different, R ４ｂ (i1) a hydrogen atom; (i2) (C １ -C ６ ) alkyl group; or (i3) halo(C １ -C ６ ) alkyl group, R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) represents an alkyl group, and R ４ｂ (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom; [18'] Substituent Group A ０ (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; (j4) (C １ -C ６ ) alkylsulfanyl group; (j5) (C １ -C ６ ) alkylsulfinyl group; (j6) (C １ -C ６ ) alkylsulfonyl group; (j7) (C １ -C ６) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); and (j10) halo (C １ -C ６ ) an alkoxy group, and Substituent Group B ０ (k1) a halogen atom; (k2) a cyano group; (k7) (C １ -C ６ ) alkyl group; (k10) (C １ -C ６ ) alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６ ) alkylsulfanyl group; (k13) (C １ -C ６ ) alkylsulfinyl group; (k14) (C １ -C ６ ) alkylsulfonyl group; (k17) halo (C １ -C ６ ) alkyl group; (k20) halo (C １ -C ６ ) alkoxy group; (k22) halo (C １ -C ６ ) alkylsulfanyl group; (k23) halo (C １ -C ６ ) alkylsulfinyl group; and (k24) halo(C １ -C ６ ) an alkylsulfonyl group, and ０ (l1) a halogen atom; (l2) a cyano group; (l7) (C １ -C ６ ) alkyl group; (110) (C １ -C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (112) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C６ ) alkylsulfinyl group; (114) (C １ -C ６ ) alkylsulfonyl group; (l17) halo(C １ -C ６ ) alkyl group; (120) halo (C １ -C ６ ) alkoxy group; (l22) halo (C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; and (124) halo(C １ -C ６ ) an alkylsulfonyl group;

[19] the compound or salt thereof according to the above

[18] , １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; or (a3) ​​(C １ -C ６ ) alkyl group, R １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b10') Substituent group A ０ (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) alkoxycarbonyl group; (b13) (C １ -C ６ ) alkoxy(C １ -C ６ ) an alkoxycarbonyl group; (b14) a phenyl group; (b15') Substituent group B ０ (b16) a pyridyl group; (b17') a substituent group B ０ (b24) a pyridyl group having 1 to 4 substituents independently selected from the group consisting of phenyl (C１ -C ６ ) alkyl group; (b25') Substituent group B ０ Phenyl (C １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29') Substituent group B ０ Thiazolyl (C １ -C ６ ) alkyl group, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ (c1) a hydrogen atom; (c2) a phenyl group; (c3') a substituent group B ０ (c4) a pyridyl group; (c5') a substituent group B ０ (c12) a furyl group; (c13') a substituent group B ０ (c14) a thienyl group; or (c15') a substituent group B ０ is a thienyl group having 1 to 3 substituents independently selected from ２ｂ (d1) is a hydrogen atom, and R ２c But, (e1) (C １ -C ６ ) an alkoxycarbonyl group; (e2) a phenyl group; (e3') a substituent group B ０ (e4) a pyridyl group; (e5') a substituent group B ０ (e6) a pyridazinyl group; (e7') a substituent group B ０(e8) a pyrimidinyl group; or (e9') a substituent group B ０ R is a pyrimidinyl group having 1 to 3 substituents independently selected from ３ａ (f1) a hydrogen atom; (f6) a pyridyl group; or (f7') a substituent group B ０ R is a pyridyl group having 1 to 4 substituents independently selected from ３ｂ (g1) a hydrogen atom; or (g2) (C １ -C ６ ) alkyl group, R ４ａ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo (C １ -C ６ ) alkyl group; (h14') Substituent group A ０ (C １ -C ６ ) alkyl group; (h15) phenyl group; (h16') substituent group C ０ (h17) a pyridyl group; (h18') a substituent group C ０ (h21) a pyrimidinyl group; (h22') a substituent group C ０ (h25) a pyrimidinyl group having 1 to 3 substituents independently selected from the following: (h26') a substituent group C ０ (h27) a pyrazolyl group; (h28') a substituent group C ０ (h29) a pyrazolyl group having 1 to 3 substituents independently selected from the group consisting of phenyl (C１ -C ６ ) alkyl group; (h30') substituent group C ０ Phenyl (C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ ) alkyl group; (h32') substituent group C ０ Pyridyl (C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38') substituent group C ０ pyrazinyl (C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ ) alkyl group; (h40') substituent group C ０ Thienyl (C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６ ) alkyl group; (h42') substituent group C ０ furyl (C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ ) alkyl group; (h46') substituent group C ０ Thiazolyl (C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48') substituent group C ０ benzofuranyl (C １ -C ６) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; or (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group, R ４ｂ (i1) a hydrogen atom; or (i2) (C １ -C ６ ) alkyl group, R ４ａ (h4) (C １ -C ６ ) represents an alkyl group, and R ４ｂ (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ (h1) a hydrogen atom; (h4) (C １ -C ６ ) alkyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h9) halo (C １ -C ６ ) alkyl group; (h14') Substituent group A ０ (C １ -C ６ ) alkyl group; (h15) phenyl group; (h16') substituent group C ０ (h17) a pyridyl group; (h18') a substituent group C ０ (h29) a pyridyl group having 1 to 4 substituents independently selected from the group consisting of phenyl (C １ -C ６ ) alkyl group; or (h30') substituent group C ０ Phenyl (C １ -C ６ ) an alkyl group; [19'] the compound or salt thereof according to the above

[17] ; ０ (j1) a cyano group; (j2) (C ３-C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) alkoxy group; and (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different), and Substituent Group B ０ (k1) a halogen atom; (k2) a cyano group; (k10) (C １ -C ６ ) alkoxy group; and (k17) halo (C １ -C ６ ) alkyl group, and ０ (l1) a halogen atom; (l7) (C １ -C ６ ) alkyl group; (110) (C １ -C ６ ) alkoxy groups; and (l20) halo(C １ -C ６) an alkoxy group, the compound or salt thereof according to the above

[19] ,

[20] a pest control agent characterized by containing the compound or salt thereof according to any one of

[17] to

[19] , [18'] and [19'] as an active ingredient,

[21] an agricultural and horticultural pest control agent characterized by containing the compound or salt thereof according to any one of

[17] to

[19] , [18'] and [19'] as an active ingredient,

[22] an ectoparasite control agent for animals characterized by containing the compound or salt thereof according to any one of

[17] to

[19] , [18'] and [19'] as an active ingredient,

[23] an endoparasite control agent for animals characterized by containing the compound or salt thereof according to any one of

[17] to

[19] , [18'] and [19'] as an active ingredient,

[24] A method for controlling agricultural and horticultural pests, comprising treating a plant or soil with an effective amount of the agricultural and horticultural pest control agent according to

[21] ;

[25] A method for controlling animal ectoparasites, comprising orally or parenterally administering to a target animal an effective amount of the animal ectoparasite control agent according to

[22] ;

[26] A method for controlling animal endoparasites, comprising orally or parenterally administering to a target animal an effective amount of the animal endoparasite control agent according to

[23] ;

[27] Use of the compound or a salt thereof according to any one of

[17] to

[19] , [18'] and [19'] as a pest control agent.

[0013] The compound or salt thereof of the present invention provides a diaminovinylidene derivative represented by the general formula (1) which has excellent effects as a pest control agent.

[0014] In the definitions of the general formulae (1), (1A) and (3) of the compounds of the present invention, "halo" means a "halogen atom" and represents a chlorine atom, a bromine atom, an iodine atom or a fluorine atom.

[0015] "(C １ -C ６The term "alkyl group" refers to a linear or branched alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, a normal propyl group, an isopropyl group, a normal butyl group, an isobutyl group, a secondary butyl group, a tertiary butyl group, a normal pentyl group, an isopentyl group, a tertiary pentyl group, a neopentyl group, a 2,3-dimethylpropyl group, a 1-ethylpropyl group, a 1-methylbutyl group, a 2-methylbutyl group, a normal hexyl group, an isohexyl group, a 2-hexyl group, a 3-hexyl group, a 2-methylpentyl group, a 3-methylpentyl group, a 1,1,2-trimethylpropyl group, or a 3,3-dimethylbutyl group.

[0016] "(C ２ -C ６ The term "(C )alkenyl group" refers to a linear or branched alkenyl group having 2 to 6 carbon atoms, such as a vinyl group, an allyl group, an isopropenyl group, a 1-butenyl group, a 2-butenyl group, a 2-methyl-2-propenyl group, a 1-methyl-2-propenyl group, a 2-methyl-1-propenyl group, a pentenyl group, a 1-hexenyl group, or a 3,3-dimethyl-1-butenyl group. ２ -C ６ The term ")alkynyl group" refers to a straight-chain or branched-chain alkynyl group having 2 to 6 carbon atoms, such as an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 1-butynyl group, a 2-butynyl group, a 3-butynyl group, a 3-methyl-1-propynyl group, a 2-methyl-3-propynyl group, a pentynyl group, a 1-hexynyl group, a 3-methyl-1-butynyl group, or a 3,3-dimethyl-1-butynyl group.

[0017] "(C ３ -C ６ The term "cycloalkyl group" refers to a cyclic alkyl group having 3 to 6 carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, or a cyclohexyl group.

[0018] "(C １ -C ６The term "alkoxy group" refers to a linear or branched alkoxy group having 1 to 6 carbon atoms, such as a methoxy group, an ethoxy group, a normal propoxy group, an isopropoxy group, a normal butoxy group, a secondary butoxy group, a tertiary butoxy group, a normal pentyloxy group, an isopentyloxy group, a tertiary pentyloxy group, a neopentyloxy group, a 2,3-dimethylpropyloxy group, a 1-ethylpropyloxy group, a 1-methylbutyloxy group, a normal hexyloxy group, an isohexyloxy group, or a 1,1,2-trimethylpropyloxy group.

[0019] "(C １ -C ６ The term "alkylsulfanyl group" refers to a linear or branched alkylsulfanyl group having 1 to 6 carbon atoms, such as a methylsulfanyl group, an ethylsulfanyl group, a normal propylsulfanyl group, an isopropylsulfanyl group, a normal butylsulfanyl group, a secondary butylsulfanyl group, a tertiary butylsulfanyl group, a normal pentylsulfanyl group, an isopentylsulfanyl group, a tertiary pentylsulfanyl group, a neopentylsulfanyl group, a 2,3-dimethylpropylsulfanyl group, a 1-ethylpropylsulfanyl group, a 1-methylbutylsulfanyl group, a normal hexylsulfanyl group, an isohexylsulfanyl group, or a 1,1,2-trimethylpropylsulfanyl group.

[0020] "(C １ -C ６The term "alkylsulfinyl group" refers to a linear or branched alkylsulfinyl group having 1 to 6 carbon atoms, such as a methylsulfinyl group, an ethylsulfinyl group, a normal propylsulfinyl group, an isopropylsulfinyl group, a normal butylsulfinyl group, a secondary butylsulfinyl group, a tertiary butylsulfinyl group, a normal pentylsulfinyl group, an isopentylsulfinyl group, a tertiary pentylsulfinyl group, a neopentylsulfinyl group, a 2,3-dimethylpropylsulfinyl group, a 1-ethylpropylsulfinyl group, a 1-methylbutylsulfinyl group, a normal hexylsulfinyl group, an isohexylsulfinyl group, or a 1,1,2-trimethylpropylsulfinyl group.

[0021] "(C １ -C ６ The term "alkylsulfonyl group" refers to a linear or branched alkylsulfonyl group having 1 to 6 carbon atoms, such as a methylsulfonyl group, an ethylsulfonyl group, a normal propylsulfonyl group, an isopropylsulfonyl group, a normal butylsulfonyl group, a secondary butylsulfonyl group, a tertiary butylsulfonyl group, a normal pentylsulfonyl group, an isopentylsulfonyl group, a tertiary pentylsulfonyl group, a neopentylsulfonyl group, a 2,3-dimethylpropylsulfonyl group, a 1-ethylpropylsulfonyl group, a 1-methylbutylsulfonyl group, a normal hexylsulfonyl group, an isohexylsulfonyl group, or a 1,1,2-trimethylpropylsulfonyl group.

[0022] "(C １ -C ６ The term "alkylamino group" refers to a linear or branched alkylamino group having 1 to 6 carbon atoms, such as a methylamino group, an ethylamino group, a normal propylamino group, an isopropylamino group, a normal butylamino group, an isobutylamino group, a secondary butylamino group, a tertiary butylamino group, a normal pentylamino group, an isopentylamino group, a tertiary pentylamino group, a neopentylamino group, a normal hexylamino group, or an isohexylamino group.

[0023] "Ji (C１ -C ６ Examples of the "alkylamino group" include an N,N-dimethylamino group, an N,N-diethylamino group, an N,N-di-normal propylamino group, an N,N-diisopropylamino group, an N,N-di-normal butylamino group, an N,N-di-secondary butylamino group, an N,N-di-tertiary butylamino group, an N-methyl-N-ethylamino group, an N-methyl-N-normal propylamino group, an N-methyl-N-isopropylamino group, an N-methyl-N-normal butylamino group, an N-methyl-N-secondary butylamino group, an N-methyl-N-tertiary butylamino group, an N-methyl-N-normal pentyl It refers to a dialkylamino group having 2 to 12 carbon atoms and two linear or branched alkyl groups each having 1 to 6 carbon atoms, such as an amino group, an N-methyl-N-isopentylamino group, an N-methyl-N-tertiarypentylamino group, an N-methyl-N-neopentylamino group, an N-methyl-N-(2,3-dimethylpropyl)amino group, an N-methyl-N-(1-ethylpropyl)amino group, an N-methyl-N-(1-methylbutyl)amino group, an N-methyl-N-normal hexylamino group, an N-methyl-N-isohexylamino group, or an N-methyl-N-(1,1,2-trimethylpropyl)amino group.

[0024] "(C １ -C ６ The term "alkylcarbonyl group" refers to, for example, an acetyl group, a propanoyl group, a butanoyl group, a 2-methylpropanoyl group, a pentanoyl group, a 2-methylbutanoyl group, a 3-methylbutanoyl group, a pivaloyl group, a hexanoyl group, or the like. １ -C ６ ) represents an alkylcarbonyl group having 2 to 7 carbon atoms, such as an alkylcarbonyl group having an alkyl group.

[0025] "(C １ -C ６The term "alkoxycarbonyl group" refers to, for example, a methoxycarbonyl group, an ethoxycarbonyl group, a normal propoxycarbonyl group, an isopropoxycarbonyl group, a normal butoxycarbonyl group, an isobutoxycarbonyl group, a secondary butoxycarbonyl group, a tertiary butoxycarbonyl group, a pentyloxycarbonyl group, or the like. １ -C ６ ) represents an alkoxycarbonyl group having 2 to 7 carbon atoms, such as an alkoxycarbonyl group having an alkoxy group.

[0026] The above "(C １ -C ６ ) alkyl group," "(C ２ -C ６ ) alkenyl group," "(C ２ -C ６ ) alkynyl group," "(C １ -C ６ ) alkoxy group," "(C １ -C ６ ) alkylsulfanyl group," "(C １ -C ６ ) alkylsulfinyl group," "(C １ -C ６ ) alkylsulfonyl group," "(C ３ -C ６ ) cycloalkyl group," "(C １ -C ６ ) alkylcarbonyl group," "(C １ -C ６ ) alkoxycarbonyl group," "(C １ -C ６ ) alkylamino group," "di(C １ -C ６ ) alkylamino group" and the like may be substituted with one or more halogen atoms at substitutable positions, and when there are two or more halogen atoms substituted, the halogen atoms may be the same or different.

[0027] Each of the above groups substituted with one or more halogen atoms is referred to as "halo(C １ -C ６ ) alkyl group," "halo(C ２ -C ６ ) alkenyl group," "halo(C ２-C ６ ) alkynyl group," "halo(C １ -C ６ ) alkoxy group," "halo(C １ -C ６ ) alkylsulfanyl group," "halo(C １ -C ６ ) alkylsulfinyl group," "halo(C １ -C ６ ) alkylsulfonyl group," "halo(C ３ -C ６ ) cycloalkyl group," "halo(C １ -C ６ ) alkylcarbonyl group," "halo(C １ -C ６ ) alkoxycarbonyl group," "halo(C １ -C ６ ) alkylamino group," "dihalo (C １ -C ６ ) alkylamino group" and the like.

[0028] "(C １ -C ６ )," "(C ２ -C ６ )," "(C ３ -C ６ Expressions such as "(C)" indicate the range of the number of carbon atoms of various substituents. Furthermore, the above definitions can also be applied to groups to which the above substituents are linked. For example, "(C １ -C ６ ) alkoxy(C １ -C ６ ) alkyl group" indicates that a linear or branched alkoxy group having 1 to 6 carbon atoms is bonded to a linear or branched alkyl group having 1 to 6 carbon atoms.

[0029] R ４ａ However, (C １ -C ６ ) alkyl group or substituent group A (or substituent group A ０ (C) each having 1 to 3 substituents independently selected from １ -C ６ ) alkyl group (substituted (C １ -C ６ ) alkyl group) (substituent group A or substituent group A ０has the same meaning as above, and R ４ｂ But (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may be combined with the adjacent nitrogen atom to form a 3- to 6-membered ring. Examples of the "3- to 6-membered ring" include an aziridine ring, an azetidine ring, a pyrrolidine ring, a piperidine ring, and a morpholine ring.

[0030] Examples of salts of the compounds represented by general formulas (1), (1A), and (3) of the present invention include inorganic acid salts such as hydrochloride, sulfate, nitrate, and phosphate; organic acid salts such as acetate, fumarate, maleate, oxalate, methanesulfonate, benzenesulfonate, and paratoluenesulfonate; inorganic base salts such as sodium salt, potassium salt, magnesium salt, and calcium salt; and organic base salts such as trimethylammonium salt.

[0031] The compounds represented by general formulas (1), (1A), and (3) of the present invention or salts thereof may have one or more asymmetric centers in their structural formulas and may exist as two or more optical isomers and diastereomers, and the present invention encompasses all of the optical isomers and mixtures containing them in any ratio. Furthermore, the compounds represented by general formulas (1), (1A), and (3) of the present invention or salts thereof may have two geometric isomers derived from a carbon-carbon double bond in their structural formulas, and the present invention encompasses all of the geometric isomers and mixtures containing them in any ratio. Furthermore, the compounds represented by general formulas (1), (1A), and (3) of the present invention or salts thereof may have multiple tautomers, and the present invention encompasses all of the tautomers and mixtures containing them in any ratio.

[0032] The compounds represented by the general formulas (1), (1A) and (3) of the present invention are preferably exemplified below. The compound represented by the general formula (3) is useful as a synthetic intermediate for the compound represented by the general formula (1) or (1A). In the general formula (1), (1A) or (3), X is CR １ａ R １ｂ , N.R.１ｃ Alternatively, an oxygen atom is preferred.

[0033] In the general formula (1), (1A), or (3), Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ In addition, in the general formula (1), Y is preferably CR ２ａ R ２ｂ or NR ２ｃ In addition, in the general formula (1), (1A), or (3), X is preferably CR １ａ R １ｂ and Y is CR ２ａ R ２ｂ In addition, in the general formula (1), (1A), or (3), X is an oxygen atom, and Y is CR ２ａ R ２ｂ In addition, in the general formula (1), (1A), or (3), X is preferably NR １ｃ and Y is CR ２ａ R ２ｂ In addition, in the general formula (1), (1A), or (3), X is preferably CR １ａ R １ｂ and Y is NR ２ｃ In addition, in the general formula (1), (1A), or (3), X is preferably NR １ｃ and Y is CH ２ CH ２ In addition, in the general formula (1), (1A), or (3), X is preferably NR １ｃ and Y is NR ２ｃ It is also preferable that:

[0034] In general formula (1), R １ａ and R １ｂ are the same or different and are preferably the above groups (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8), more preferably the above groups (a1), (a3), (a4), (a6), (a7), or (a8).

[0035] In addition, in the general formula (1A), R １ａand R １ｂ are the same or different and are preferably the above group (a1), (a2), or (a3), more preferably the above group (a1) or (a3).

[0036] In general formula (3), R １ａ and R １ｂ are the same or different and are preferably the above groups (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8), more preferably the above groups (a1), (a3), (a4), (a6), (a7), or (a8).

[0037] In general formula (1), R １ｃ is preferably the above group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29), and more preferably the above group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29).

[0038] In general formula (1A), R １ｃ is preferably the above group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29'), and more preferably the above group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29').

[0039] In general formula (3), R １ｃis preferably the above group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29), and more preferably the above group (b1), (b2), (b12), (b14), (b15), (b16), or (b17).

[0040] In general formula (1), R ２ａ is (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c4 The group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), or (c15) is more preferred, and the group (c1), (c2), (c3), (c4), (c5), (c12), (c13), (c14), or (c15) is even more preferred.

[0041] In general formula (1A), R ２ａ is preferably the above group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15'), and more preferably the above group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15').

[0042] In general formula (3), R ２ａis (c1), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c28), (c29), (c44), or ( and (c45) is preferred, and the above groups (c1), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c44), or (c45) are more preferred.

[0043] In the general formula (1), (1A) or (3), R ２ｂ is preferably the above group (d1) or (d2), more preferably the above group (d1).

[0044] In general formula (1), R ２ｃ is preferably the above group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), (e45), or (e46), and more preferably the above group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46). ２ｃ is preferably the above group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), or (e21), and more preferably the above group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), or (e9).

[0045] In general formula (1A), R ２ｃis preferably the above group (e1), (e2), (e3'), (e4), (e5'), (e6), (e7'), (e8), (e9'), (e10), (e11'), (e12), (e13'), (e14), (e15'), (e16), (e17'), (e20), or (e21'), and more preferably the above group (e1), (e2), (e3'), (e4), (e5'), (e6), (e7'), (e8), or (e9').

[0046] In general formula (3), R ２ｃ is preferably the above group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), or (e21), and more preferably the above group (e1), (e4), (e5), (e44), or (e45).

[0047] In general formula (1), R ３ａ is preferably the above group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11), more preferably the above group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11), and even more preferably the above group (f1), (f6), or (f7).

[0048] In general formula (1A), R ３ａ As the group, the above (f1), (f2), (f4), (f5'), (f6), or (f7') is preferred, and the above (f1), (f6), or (f7') is more preferred.

[0049] In general formula (3), R ３ａ is preferably the above group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11), more preferably the above group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11), and even more preferably the above group (f1), (f6), or (f7).

[0050] In the general formula (1), (1A), or (3), R ３ｂ As the group, the above group (g1), (g2) or (g3) is preferred, and the above group (g1) or (g2) is more preferred.

[0051] In general formula (3), R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom. １ｃ Y is NR ２ｃ are never shown simultaneously.

[0052] In general formula (1), R ４ａThe above are (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), and (h38). , (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51) is preferred, and the above-mentioned (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22) are also preferred. ), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50) groups are more preferred, and the above (h1), (h2), (h3), (h4), (h7), (h8), More preferred are groups (h9), (h14), (h15), (h16), (h17), (h18), (h21), (h22), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h45), (h46), (h47), (h48), (h49), or (h50).

[0053] In general formula (1A), R ４ａThe above are (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24') ), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h3 8'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), ( Groups (h48'), (h49), or (h50) are preferred, and groups (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50) are more preferred.

[0054] In general formula (1), R ４ｂ As for R, the above group (i1), (i2), or (i3) is preferred, and the above group (i1) or (i2) is more preferred. ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ preferably forms a 3- to 6-membered ring together with the adjacent nitrogen atom, ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６) alkyl group, R ４ａ and R ４ｂ It is also more preferred that the nitrogen atom forms a 3- to 6-membered ring together with the adjacent nitrogen atom.

[0055] In general formula (1A), R ４ｂ As for R, the above group (i1), (i2), or (i3) is preferred, and the above group (i1) or (i2) is more preferred. ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ preferably forms a 3- to 6-membered ring together with the adjacent nitrogen atom, ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ It is also more preferred that the nitrogen atom forms a 3- to 6-membered ring together with the adjacent nitrogen atom.

[0056] In general formula (1), R ５The above are (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), Groups (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51) are preferred, and groups (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51) are more preferred. ５ Other preferred embodiments of the above include (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), ( Groups represented by formula (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50) are preferred, and groups represented by formula (h1), (h4), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h29), or (h30) are more preferred.

[0057] In general formula (1A), R ５The above are (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), Groups (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50') are preferred, and groups (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30') are more preferred.

[0058] In general formula (3), R ５ The above are (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), Groups (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51) are preferred, and groups (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h27), (h28), (h29), (h30), (h37), (h38), or (h51) are more preferred.

[0059] In the general formula (1), Z is an oxygen atom, a sulfur atom, or NR ７ is preferred, and an oxygen atom is more preferred.

[0060] In general formula (1), R ７ Examples of the alkyl group include a hydroxyl group, (C １ -C６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the two (C １ -C ６ ) alkyl groups may be the same or different. ) is preferred, and hydroxyl groups or (C １ -C ６ ) Alkoxy groups are more preferred.

[0061] In general formula (3), R ６ As the group, the above (m1), (m2), (m3), (m4), (m5), or (m6) is preferred, and the above (m1), (m5), or (m6) is more preferred.

[0062] In general formula (1), the substituent group A preferably consists of the above groups (j1), (j2), (j3), (j4), (j5), (j6), (j7), (j8), and (j10), and more preferably consists of the above groups (j1), (j2), (j3), and (j8).

[0063] In the general formula (1A), the substituent group A ０ is preferably the above-mentioned groups (j1), (j2), (j3), (j4), (j5), (j6), (j7), (j8), and (j10), and more preferably the above-mentioned groups (j1), (j2), (j3), and (j8).

[0064] In general formula (1), the substituent group B preferably comprises the above-mentioned groups (k1), (k2), (k7), (k10), (k11), (k12), (k13), (k14), (k17), (k20), (k22), (k23), (k24), (k26), (k27), (k28), and (k29), and more preferably comprises the above-mentioned groups (k1), (k2), (k7), (k10), (k17), (k20), (k26), (k27), (k28), and (k29).

[0065] In the general formula (1A), the substituent group B ０ is preferably the above-mentioned (k1), (k2), (k7), (k10), (k11), (k12), (k13), (k14), (k17), (k20), (k22), (k23), and (k24) groups, and more preferably the above-mentioned (k1), (k2), (k10), and (k17) groups.

[0066] In general formula (1), the substituent group C preferably consists of the above groups (l1), (l2), (l7), (l10), (l11), (l12), (l13), (l14), (l17), (l20), (l22), (l23), and (l24), and more preferably consists of the above groups (l1), (l7), (l10), and (l20).

[0067] In the general formula (1A), the substituent group C ０ is preferably the above-mentioned (l1), (l2), (l7), (l10), (l11), (l12), (l13), (l14), (l17), (l20), (l22), (l23), and (l24), and more preferably the above-mentioned (l1), (l7), (l10), and (l20).

[0068] In general formula (3), the substituent group A preferably consists of the above groups (j1), (j2), (j3), (j4), (j5), (j6), (j7), (j8), and (j10), and more preferably consists of the above groups (j1), (j2), (j3), and (j8).

[0069] In general formula (3), the substituent group B preferably consists of the above-mentioned groups (k1), (k2), (k7), (k10), (k11), (k12), (k13), (k14), (k17), (k20), (k22), (k23), (k24), (k26), (k27), (k28), and (k29), and more preferably consists of the above-mentioned groups (k1), (k2), (k7), (k10), (k17), (k26), and (k27).

[0070] In general formula (3), the substituent group C preferably consists of the above groups (l1), (l2), (l7), (l10), (l11), (l12), (l13), (l14), (l17), (l20), (l22), (l23), and (l24), and more preferably consists of the above groups (l1), (l7), (l10), and (l20).

[0071] The following compounds are suitable as compound (1): [Compound (1-0-i)] Compound (1-0-i) is a compound in which X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8) above, R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａis a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, with the proviso that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not represent a hydrogen atom at the same time, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0072] [Compound (1-0-ii)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, R １ｃ is a group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａis a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not represent a hydrogen atom at the same time, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14), (h15), (h16), (h17), (h18), (h21), (h22), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h45), (h46), (h47), (h48), (h49), or (h50); R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom.

[0073] [Compound (1-0-iii)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8) above, R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ or NR ２ｃ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), (e45), or (e46) above, and R ３ａis a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, with the proviso that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not represent a hydrogen atom at the same time, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0074] [Compound (1-0-iv)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, R １ｃ is a group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ or NR ２ｃ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃis a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not represent a hydrogen atom at the same time, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14), (h15), (h16), (h17), (h18), (h21), (h22), (h23), (h24), (h25), (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h45), (h46), (h47), (h48), (h49), or (h50); R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom.

[0075] [Compound (1-i)] X is CR １ａ R １ｂand R １ａ and R １ｂ are the same or different and are the above group (a1), (a2), (a3), (a4), (a6), (a7), or (a8), and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25) , (h26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the two (C １ -C ６ ) The alkyl groups may be the same or different. ) Compound (1) or a salt thereof.

[0076] [Compound (1-ii)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａis a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the two (C １ -C ６ ) The alkyl groups may be the same or different. ) Compound (1) or a salt thereof.

[0077] [Compound (1-iii)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ and R ２ａis the group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), or (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the two (C １ -C ６ ) The alkyl groups may be the same or different. ) Compound (1) or a salt thereof.

[0078] [Compound (1-iv)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the above group (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8), and Y is NR ２ｃ and R ２ｃis a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the two (C １ -C ６ ) The alkyl groups may be the same or different. ) Compound (1) or a salt thereof.

[0079] [Compound (1-v)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CH ２ CH ２ and R ３ａis a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the two (C １ -C ６ ) The alkyl groups may be the same or different. ) Compound (1) or a salt thereof.

[0080] [Compound (1-vi)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is NR ２ｃ and R ２ｃis a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo (C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo (C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the two (C １ -C ６ ) The alkyl groups may be the same or different. ) Compound (1) or a salt thereof.

[0081] [Compound (1-vii)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, and Y is CR ２ａ R ２ｂ and R ２ａis a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), or (f7), (f8), (f9), (f10), or (f11) above, R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0082] [Compound (1-viii)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), or (f7), (f8), (f9), (f10), or (f11) above, R ３ｂ is the group (g1) or (g2) above, R ４ａHowever, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0083] [Compound (1-ix)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), or (f7), (f8), (f9), (f10), or (f11) above, R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0084] [Compound (1-x)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, and Y is NR ２ｃ and R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f5), (f6), or (f7), (f8), (f9), (f10), or (f11) above, R ３ｂ is the group (g1) or (g2) above, R４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0085] [Compound (1-xi)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is CH ２ CH ２ and R ３ａ is a group (f1), (f5), (f6), or (f7), (f8), (f9), (f10), or (f11) above, R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0086] [Compound (1-xii)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is NR ２ｃ and R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f5), (f6), or (f7), (f8), (f9), (f10), or (f11) above, R ３ｂ is the group (g1) or (g2) above, R ４ａHowever, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) an alkyl group or (h14) having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h 26), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0087] [Compound (1-xiii)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the above group (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8), and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0088] [Compound (1-xiv)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0089] [Compound (1-xv)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CR２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0090] [Compound (1-xvi)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the above group (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8), and Y is NR ２ｃ and R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0091] [Compound (1-xvii)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CH２ CH ２ and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0092] [Compound (1-xviii)] X is NR １ｃ and R１ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is NR ２ｃ and R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0093] [Compound (1-xix)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0094] [Compound (1-xx)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0095] [Compound (1-xxi)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, and Y is NR ２ｃ and R ２ｃis a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0096] [Compound (1-xxii)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is CH ２ CH ２ and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0097] [Compound (1-xxiii)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is NR ２ｃ and R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0098] [Compound (1-xxiv)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0099] [Compound (1-xxv)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａis a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0100] [Compound (1-xxvi)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ and R ２ａ is a group (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂHowever, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0101] [Compound (1-xxvii)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, and Y is NR ２ｃ and R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0102] [Compound (1-xxviii)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is CH ２ CH ２ and R ３ａis a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７ and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0103] [Compound (1-xxix)] X is NR １ｃ and R １ｃis a group (b1), (b2), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b24), (b25), (b28), or (b29) above, and Y is NR ２ｃ and R ２ｃ is a group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e44), (e45), or (e46) above, and R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h26) ), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), or (h50), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ is the above group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h27), (h28), (h29), (h30), (h37), (h38), or (h51), and Z is an oxygen atom, a sulfur atom, or NR ７and R ７ is a hydroxyl group or (C １ -C ６ ) an alkoxy group,

[0104] The compound (1A) is preferably the following compound: [Compound (1A-0-i)] Compound (1A-0-i) １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the group (a1), (a2), or (a3) ​​above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R １ｃ is the group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃ is the group (e1), (e2), (e3'), (e4), (e5'), (e6), (e7'), (e8), (e9'), (e10), (e11'), (e12), (e13'), (e14), (e15'), (e16), (e17'), (e20), or (e21') above, and R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0105] [Compound (1A-0-ii)] X is CR １ａ R １ｂ , N.R. １ｃor an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1) or (a3) ​​above, R １ｃ is a group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ２ｃ is the group (e1), (e2), (e3′), (e4), (e5′), (e6), (e7′), (e8), or (e9′) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0106] [Compound (1A-i)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the group (a1), (a2), or (a3) ​​above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0107] [Compound (1A-ii)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0108] [Compound (1A-iii)] X is NR １ｃ and R １ｃis a group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0109] [Compound (1A-iv)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the groups (a1), (a2), or (a3) ​​above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3'), (e4), (e5'), (e6), (e7'), (e8), (e9'), (e10), (e11'), (e12), (e13'), (e14), (e15'), (e16), (e17'), (e20), or (e21') above, and R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0110] [Compound (1A-v)] X is NR １ｃ and R １ｃis a group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and Y is CH ２ CH ２ and R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0111] [Compound (1A-vi)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3'), (e4), (e5'), (e6), (e7'), (e8), (e9'), (e10), (e11'), (e12), (e13'), (e14), (e15'), (e16), (e17'), (e20), or (e21') above, and R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0112] [Compound (1A-vii)] X is CR １ａ R １ｂ and R １ａ and R１ｂ are the same or different and are the group (a1) or (a3) ​​above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0113] [Compound (1A-viii)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０(C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0114] [Compound (1A-ix)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0115] [Compound (1A-x)] X is CR １ａ R １ｂ and R １ａ and R１ｂ are the same or different and are the group (a1) or (a3) ​​above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3′), (e4), (e5′), (e6), (e7′), (e8), or (e9′) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0116] [Compound (1A-xi)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is CH ２ CH ２ and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０(C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0117] [Compound (1A-xii)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3′), (e4), (e5′), (e6), (e7′), (e8), or (e9′) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａHowever, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1), (i2), or (i3) above, and R ４ａ But (h4) (C １ -C ６ ) alkyl group or (h14') substituent group A ０ (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ However, the above (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h12), (h13), (h14'), (h15), (h16'), (h17), (h18'), (h19), (h20'), (h21), (h22'), (h23), (h24'), (h25), (h26'), Compound (1A) or a salt thereof, wherein the compound (1A) is a group represented by the formula (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h43), (h44'), (h45), (h46'), (h47), (h48'), (h49), or (h50').

[0118] [Compound (1A-xiii)] X is CR １ａ R １ｂ and R １ａ and R１ｂ are the same or different and are the group (a1), (a2), or (a3) ​​above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0119] [Compound (1A-xiv)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0120] [Compound (1A-xv)] X is NR １ｃ and R １ｃis a group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c6), (c7'), (c8), (c9'), (c10), (c11'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) or (d2) above, R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0121] [Compound (1A-xvi)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the groups (a1), (a2), or (a3) ​​above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3'), (e4), (e5'), (e6), (e7'), (e8), (e9'), (e10), (e11'), (e12), (e13'), (e14), (e15'), (e16), (e17'), (e20), or (e21') above, and R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0122] [Compound (1A-xvii)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and Y is CH ２ CH ２ and R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0123] [Compound (1A-xviii)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b18), (b19'), (b20), (b21'), (b22), (b23'), (b24), (b25'), (b26), (b27'), (b28), or (b29') above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3'), (e4), (e5'), (e6), (e7'), (e8), (e9'), (e10), (e11'), (e12), (e13'), (e14), (e15'), (e16), (e17'), (e20), or (e21') above, and R ３ａ is a group (f1), (f2), (f4), (f5′), (f6), or (f7′) above, and R ３ｂ is a group (g1), (g2), or (g3) above, and R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0124] [Compound (1A-xix)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0125] [Compound (1A-xx)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0126] [Compound (1A-xxi)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the group (a1) or (a3) ​​above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3′), (e4), (e5′), (e6), (e7′), (e8), or (e9′) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0127] [Compound (1A-xxii)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is CH ２ CH ２ and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0128] [Compound (1A-xxiii)] X is NR １ｃ and R １ｃis the group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3′), (e4), (e5′), (e6), (e7′), (e8), or (e9′) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0129] [Compound (1A-xxiv)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the group (a1) or (a3) ​​above, and Y is CR ２ａR ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0130] [Compound (1A-xxv)] X is an oxygen atom, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａis a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0131] [Compound (1A-xxvi)] X is NR １ｃ and R １ｃ is a group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is CR ２ａ R ２ｂ and R ２ａ is the group (c1), (c2), (c3'), (c4), (c5'), (c12), (c13'), (c14), or (c15') above, and R ２ｂ is the group (d1) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R３ｂ is the group (g1) or (g2) above, R ４ａ is the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0132] [Compound (1A-xxvii)] X is CR １ａ R １ｂ and R １ａ and R １ｂ are the same or different and are the group (a1) or (a3) ​​above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3′), (e4), (e5′), (e6), (e7′), (e8), or (e9′) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａis the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0133] [Compound (1A-xxviii)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is CH ２ CH ２ and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａis the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0134] [Compound (1A-xxix)] X is NR １ｃ and R １ｃ is the group (b1), (b2), (b10'), (b12), (b13), (b14), (b15'), (b16), (b17'), (b24), (b25'), (b28), or (b29') above, and Y is NR ２ｃ and R ２ｃ is the group (e1), (e2), (e3′), (e4), (e5′), (e6), (e7′), (e8), or (e9′) above, and R ３ａ is a group (f1), (f6), or (f7′) above, and R ３ｂ is the group (g1) or (g2) above, R ４ａis the above group (h1), (h2), (h3), (h4), (h7), (h8), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h21), (h22'), (h25), (h26'), (h27), (h28'), (h29), (h30'), (h31), (h32'), (h37), (h38'), (h39), (h40'), (h41), (h42'), (h45), (h46'), (h47), (h48'), (h49), or (h50'), and R ４ｂ is the group (i1) or (i2) above, R ４ａ But (h4) (C １ -C ６ ) alkyl group, and R ４ｂ However, (i2) (C １ -C ６ ) alkyl group, R ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and R ５ is the above group (h1), (h4), (h7), (h9), (h14'), (h15), (h16'), (h17), (h18'), (h29), or (h30'), or a salt thereof.

[0135] The compound (3) is preferably the following compound: [Compound (3-0-i)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8) above, R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH２ CH ２ and R ２ａ is a group (c1), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c28), (c29), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃ is the group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), or (e45) above, and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, with the proviso that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and X is NR １ｃ Y is NR ２ｃ R is not shown at the same time. ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h2 6), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ６is the group (m1), (m2), (m3), (m4), (m5), or (m6) above, or a salt thereof.

[0136] [Compound (3-0-ii)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), (a6), (a7), or (a8) above, R １ｃ is the group (b1), (b2), (b12), (b14), (b15), (b16), or (b17) above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ is the group (c1), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃ is a group (e1), (e4), (e5), (e44), or (e45) above, R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and X is NR １ｃ Y is NR ２ｃ R is not shown at the same time. ５is a group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h27), (h28), (h29), (h30), (h37), (h38), or (h51) above, and R ６ is the group (m1), (m5), or (m6) above, or a salt thereof.

[0137] [Compound (3-i)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a2), (a3), (a4), (a5), (a6), (a7), or (a8) above, R １ｃ is a group (b1), (b2), (b5), (b6), (b9), (b10), (b12), (b13), (b14), (b15), (b16), (b17), (b18), (b19), (b20), (b21), (b22), (b23), (b24), (b25), (b26), (b27), (b28), or (b29) above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａ is a group (c1), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c28), (c29), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃis the group (e1), (e2), (e3), (e4), (e5), (e6), (e7), (e8), (e9), (e10), (e11), (e12), (e13), (e14), (e15), (e16), (e17), (e20), (e21), (e44), or (e45) above, and R ３ａ is a group (f1), (f2), (f4), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is a group (g1), (g2), or (g3) above, with the proviso that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and X is NR １ｃ Y is NR ２ｃ R is not shown at the same time. ５ is a group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h27), (h28), (h29), (h30), (h37), (h38), or (h51) above, and R ６ is the group (m1), (m5), or (m6) above, or a salt thereof.

[0138] [Compound (3-ii)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ are the same or different and are the groups (a1), (a3), (a4), or (a7) above, R １ｃ is the group (b1), (b2), (b12), (b14), (b15), (b16), or (b17) above, and Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ and R ２ａis the group (c1), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) or (d2) above, R ２ｃ is a group (e1), (e4), (e5), (e44), or (e45) above, R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and X is NR １ｃ Y is NR ２ｃ R is not shown at the same time. ５ However, the above (h1), (h2), (h3), (h4), (h5), (h6), (h7), (h8), (h9), (h12), (h13), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h23), (h24), (h25), (h2 6), (h27), (h28), (h29), (h30), (h31), (h32), (h37), (h38), (h39), (h40), (h41), (h42), (h43), (h44), (h45), (h46), (h47), (h48), (h49), (h50), or (h51), and R ６ is the group (m1), (m2), (m3), (m4), (m5), or (m6) above, or a salt thereof.

[0139] [Compound (3-iii)] X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａand R １ｂ are the same or different and are the groups (a1), (a3), (a4), or (a7) above, R １ｃ is the group (b1), (b2), (b12), (b14), (b15), (b16), or (b17) above, and Y is CR ２ａ R ２ｂ or NR ２ｃ and R ２ａ is the group (c1), (c3), (c4), (c5), (c6), (c7), (c8), (c9), (c10), (c11), (c12), (c13), (c14), (c15), (c16), (c17), (c18), (c19), (c20), (c21), (c22), (c23), (c24), (c25), (c26), (c27), (c44), or (c45) above, and R ２ｂ is the group (d1) above, and R ２ｃ is a group (e1), (e4), (e5), (e44), or (e45) above, R ３ａ is a group (f1), (f5), (f6), (f7), (f8), (f9), (f10), or (f11) above, and R ３ｂ is the group (g1) or (g2) above, provided that R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, X does not simultaneously represent a hydrogen atom, and NR １ｃ Y is NR ２ｃ R is not shown at the same time. ５ is a group (h1), (h4), (h5), (h6), (h7), (h9), (h14), (h15), (h16), (h17), (h18), (h19), (h20), (h21), (h22), (h27), (h28), (h29), (h30), (h37), (h38), or (h51) above, and R ６ is the group (m1), (m5), or (m6) above, or a salt thereof.

[0140] Specific examples of suitable compound (1) (or compound (1A)) include the compounds of compound numbers 1-1 to 1-119, 2-1 to 2-7, 3-1 to 3-61, 4-1 to 4-16, 5-1 to 5-3, 6-1 to 6-48, and 7-1 to 7-8, which will be described later, or salts thereof.

[0141] Specific examples of suitable compound (3) include the compounds of compound numbers 9-1 to 9-57 described below, or salts thereof.

[0142] The various compounds of the present invention can be produced, for example, by the following production methods, but the present invention is not limited to these.

[0143] Production Method 1 The compound of the present invention represented by general formula (1A) can be produced from the compound of general formula (2) by the following step [Ia].

[0144]

[0145] {In the formula, X, Y, R ３ａ , R ３ｂ , R ４ａ , R ４ｂ , R ５ and R ６ has the same meaning as above.}

[0146] The compound represented by general formula (1A) of the present invention can be produced by reacting the compound represented by general formula (2) with the compounds represented by general formula (4) and general formula (5) in the presence of an inert solvent and in the presence or absence of a base.

[0147] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and 1,8-diazabicyclo[5.4.0]-7-undecene (DBU). The amount of the base used is usually in the range of 1 to 10 times the molar amount of the compound represented by formula (2).

[0148] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents can be used alone or in combination. The amount of the solvent used can be appropriately selected from the range of 0.1 L to 100 L per mole of the compound represented by general formula (2).

[0149] Since this reaction is an equimolar reaction, each compound may be used in equimolar amounts, although any compound may be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used, and the reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product can be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc.

[0150] Production Method 2 The compound of the present invention represented by general formula (1A) can be produced from the compound of general formula (3) by the following step [Ib].

[0151]

[0152] {In the formula, X, Y, R ３ａ , R ３ｂ , R ４ａ , R ４ｂ , R ５ and R ６ has the same meaning as above.}

[0153] Production Method in Step [I-b] A compound represented by general formula (1A) can be produced by reacting a compound represented by general formula (3) with a compound represented by general formula (4) in the presence of an inert solvent and in the presence or absence of a base.

[0154] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used is usually in the range of 1 to 10 times the molar amount of the compound represented by general formula (3).

[0155] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents can be used alone or in combination. The amount of the solvent used can be selected appropriately from the range of usually 0.1 L to 100 L per mole of the compound represented by general formula (3).

[0156] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although either compound may also be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used. The reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. This reaction can also be performed under microwave irradiation. After completion of the reaction, the target product can be isolated from the reaction system containing the target product by conventional methods, and the target product can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like.

[0157] Production Method 3 The compound of the present invention represented by the general formula (1B) can be produced from the compound of the present invention represented by the general formula (1A) by the following step [Ic].

[0158]

[0159] {In the formula, X, Y, R ３ａ , R ３ｂ , R ４ａ , R ４ｂ and R ５ has the same meaning as above.}

[0160] Production method of step [I-c] A compound represented by general formula (1B) can be produced by reacting a compound represented by general formula (1A) of the present invention with a sulfurizing agent in the presence of an inert solvent.

[0161] Examples of the sulfurizing agent that can be used in this reaction include Lawesson's Reagent and diphosphorus pentasulfide, and the amount used is usually in the range of 1.0 to 10 times the molar amount of the compound represented by general formula (1A).

[0162] This reaction may or may not involve the use of a solvent. Inert solvents that do not significantly inhibit the progress of this reaction include, for example, linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents may be used alone or in combination. The amount of the solvent used may be appropriately selected from the range of 0.1 L to 100 L per mole of the compound represented by general formula (1A).

[0163] The reaction temperature in this reaction may generally be in the range of about 0°C to the boiling point of the solvent used, and the reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but may generally be selected appropriately in the range of several minutes to 48 hours. This reaction can also be carried out under microwave irradiation. After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it by recrystallization, column chromatography, etc. as necessary.

[0164] Production Method 4 The compound of the present invention represented by the general formula (1C) can be produced from the compound of the present invention represented by the general formula (1A) by the following step [Id].

[0165]

[0166] {In the formula, X, Y, R ３ａ , R ３ｂ , R ４ａ , R ４ｂ , R ５ and R ７ has the same meaning as above.}

[0167]

[0044] The compound represented by general formula (1A) of the present invention can be reacted with the compound represented by general formula (4') to produce a compound represented by general formula (1C). After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be purified by recrystallization, column chromatography, or the like, as needed, to produce the target product.

[0168] Method 1 for Producing Starting Material The compound represented by general formula (2), which is the starting material for the compound represented by general formula (1A) of the present invention, can be produced from the compound represented by general formula (6) by the following step [II-a].

[0169]

[0170] {In the formula, X, Y, R ３ａ , R ３ｂ and R ６ has the same meaning as above. L is, for example, chlorine, bromine, iodine, (C １ -C ６ ) alkylcarbonyloxy group, (C １ -C ６ ) represents a leaving group such as an alkoxycarbonyloxy group, and M represents an alkali metal atom such as a lithium atom, a sodium atom, or a potassium atom.

[0171] Production Method in Step [II-a] Similar to the production method described in JP-A-61-57565, the compound represented by the general formula (6) is reacted with carbon disulfide (7) in the presence of a base and an inert solvent to form the corresponding dithiolate salt (8), which is then reacted with the compound represented by the general formula (9), with or without isolation, to produce the compound represented by the general formula (2).

[0172] Examples of bases that can be used in this reaction include sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, etc. These can be used as solids or dissolved in an inert solvent, and the amount of the base used can be selected from the range of 2 to 8 moles, and preferably 4 to 6 moles, per mole of the compound represented by general formula (6).

[0173] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include alcohols such as methanol, ethanol, and isopropyl alcohol; polar solvents such as dimethyl sulfoxide, N,N-dimethylformamide, 1,3-dimethyl-2-imidazolidinone, and acetonitrile; water; or a mixture thereof. The amount of the inert solvent used is not critical as long as it allows the reaction to proceed, and may be appropriately selected from the range of 0.5 L to 50 L per mole of the compound represented by general formula (6) or the compound represented by general formula (8).

[0174] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used. The reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0175] Production method 2 of starting material The compound represented by general formula (3) of the present invention, which is the starting material of the compound represented by general formula (1A) of the present invention, can be produced from the compound represented by general formula (6) by the following steps [III-a] and [III-b].

[0176]

[0177] {In the formula, X, Y, R ３ａ , R ３ｂ , R ５ and R ６has the same meaning as above. L is, for example, chlorine, bromine, iodine, (C １ -C ６ ) alkylcarbonyloxy group, (C １ -C ６ ) represents a leaving group such as an alkoxycarbonyloxy group.}

[0178] Production Method in Step [III-a] A compound represented by general formula (11) can be produced by reacting a compound represented by general formula (6) with a compound represented by general formula (10) in the presence of a base and an inert solvent.

[0179] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used is usually in the range of 0.5 to 10 times the molar amount of the compound represented by general formula (6).

[0180] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents can be used alone or in combination. The amount of the solvent used can be selected appropriately from the range of 0.1 L to 100 L per mole of the compound represented by general formula (6).

[0181] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used. The reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0182] Production Method in Step [III-b] A compound represented by general formula (3) can be produced by reacting a compound represented by general formula (11) with a compound represented by general formula (9) in the presence of a base and an inert solvent.

[0183] Examples of the base that can be used in this reaction include hydroxides of alkali metal atoms such as sodium hydroxide, potassium hydroxide, etc.; hydrides of alkali metals such as sodium hydride, potassium hydride, etc.; alkoxides such as sodium ethoxide, potassium t-butoxide, etc.; carbonates such as sodium carbonate, potassium carbonate, cesium carbonate, sodium hydrogencarbonate, etc.; and organic bases such as triethylamine, pyridine, N,N-dimethyl-4-aminopyridine, DBU, etc. The amount of base used is usually in the range of 1 to 10 times the molar amount of the compound represented by general formula (11).

[0184] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, etc.; halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, etc.; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile, propionitrile, etc.; esters such as methyl acetate, etc.; ketones such as acetone, methyl ethyl ketone, etc.; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents can be used alone or in combination. The amount used may be appropriately selected from the range of usually 0.1 L to 100 L per mole of the compound represented by the general formula (11).

[0185] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of 0°C to the boiling point of the solvent used, and the reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0186] Method for producing starting material 3 In the compound represented by general formula (6), X is CR １ａ R １ｂ (In the formula, R １ａ and R １ｂ has the same meaning as above, and Y is CR ２ａ R ２ｂ (In the formula, R ２ａ and R ２ｂ has the same meaning as above.) The compound can be produced by the method described in Journal of the Chemical Society, 539-540 (1935) or Bioorganic & Medicinal Chemistry (2012), 20, 1029-1045, or in a similar manner thereto.

[0187] Method for producing starting material 4 In the compound represented by general formula (6), X is an oxygen atom and Y is CR ２ａ R ２ｂ (In the formula, R ２ａ and R ２ｂ has the same meaning as defined above.) can be produced by the method described in WO 2008 / 014311 or a method analogous thereto.

[0188] Method for producing starting material 5 In the compound represented by general formula (6), X is NR １ｃ (In the formula, R １ｃ has the same meaning as above, and Y is CR ２ａ R ２ｂ (In the formula, R ２ａ and R ２ｂ has the same meaning as above, and R３ａ and R ３ｂ The compound represented by general formula (6A) in which is a hydrogen atom can be produced from the compound represented by general formula (12) by the following step [V-a]. The compound represented by general formula (12) can be produced by the method described in WO 2021 / 261562 or in accordance therewith.

[0189]

[0190] {In the formula, R １ｃ , R ２ａ and R ２ｂ R is, for example, a (C １ -C ６ ) represents an alkyl group.

[0191] Production Method in Step [V-a] A compound represented by general formula (6A) can be produced by reacting a compound represented by general formula (12) in the presence of an inert solvent, in the presence or absence of a base, under heating conditions.

[0192] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used is usually in the range of 1 to 10 times the molar amount of the compound represented by general formula (12).

[0193] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc.; and water. These inert solvents can be used alone or in combination. The amount of the solvent used can be selected appropriately from the range of 0.1 L to 100 L per mole of the compound represented by general formula (12).

[0194] The reaction temperature in this reaction may generally be in the range of about 0°C to the boiling point of the solvent used, although heating conditions at the boiling point of the solvent are preferred. The reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but may generally be selected appropriately in the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by a conventional method, and can be produced by purification by recrystallization, column chromatography, etc. as necessary. Alternatively, the target product may be subjected to the next step without isolation.

[0195] The compound represented by general formula (6B) can be produced from the compound represented by general formula (13) by the following steps [VI-a], [VI-b], [VI-c], [VI-d], [VI-e], [VI-f], and [VI-g]. The reaction conditions for step [VI-g] are the same as those for step [V-a].

[0196]

[0197] {In the formula, R ３ａ and R ３ｂ has the same meaning as above. １ｃ’ is (C １ -C６ ) alkyl group, (C ２ -C ６ ) alkenyl group, (C ２ -C ６ ) an alkynyl group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group, halo (C ２ -C ６ ) alkenyl group, halo(C ２ -C ６ ) alkynyl group, halo (C ３ -C ６ ) a cycloalkyl group, a substituent group A, or a substituent group A ０ (C １ -C ６ ) alkyl group (substituent group A or substituent group A ０ has the same meaning as above), (C １ -C ６ ) alkylcarbonyl group, (C １ -C ６ ) an alkoxycarbonyl group, (C １ -C ６ ) alkoxy(C １ -C ６ ) an alkoxycarbonyl group, a phenyl group, a substituent group B or a substituent group B ０ a phenyl group having 1 to 5 substituents independently selected from the group consisting of substituent group B and substituent group B; ０ has the same meaning as above), a pyridyl group, a substituent group B or a substituent group B ０ a pyridyl group having 1 to 4 substituents independently selected from the group consisting of substituent group B and substituent group B; ０ has the same meaning as defined above), a pyridazinyl group, Substituent group B or Substituent group B ０ a pyridazinyl group having 1 to 3 substituents independently selected from the group consisting of substituent group B and substituent group B; ０ has the same meaning as above), a pyrimidinyl group, a substituent group B or a substituent group B ０ a pyrimidinyl group having 1 to 3 substituents independently selected from the group consisting of substituent group B and substituent group B; ０has the same meaning as above), a pyrazinyl group, Substituent group B or Substituent group B ０ a pyrazinyl group having 1 to 3 substituents independently selected from the group consisting of substituent group B and substituent group B; ０ has the same meaning as above), phenyl (C １ -C ６ ) alkyl group, substituent group B or substituent group B ０ Phenyl (C １ -C ６ ) alkyl group (substituent group B or substituent group B ０ has the same meaning as above), pyridyl (C １ -C ６ ) alkyl group, substituent group B or substituent group B ０ Pyridyl (C １ -C ６ ) alkyl group (substituent group B or substituent group B ０ has the same meaning as above), thiazolyl (C １ -C ６ ) alkyl group, or substituent group B or substituent group B ０ Thiazolyl (C １ -C ６ ) alkyl group (substituent group B or substituent group B ０ R and R' are, for example, (C １ -C ６ L represents, for example, chlorine, bromine, iodine, (C １ -C ６ ) alkylcarbonyloxy group, (C １ -C ６ ) represents a leaving group such as an alkoxycarbonyloxy group. Boc represents a tertiary-butoxycarbonyl group.

[0198] Production Method in Step [VI-a] A compound represented by general formula (15) can be produced by reacting a compound represented by general formula (13) with a compound represented by general formula (14) in the presence of a base and an inert solvent.

[0199] Examples of the base that can be used in this reaction include hydroxides such as sodium hydroxide and potassium hydroxide; alkali metal hydrides such as sodium hydride and potassium hydride; alkoxides such as sodium ethoxide and potassium t-butoxide; carbonates such as sodium carbonate, potassium carbonate, cesium carbonate and sodium hydrogencarbonate; and organic bases such as triethylamine, N,N-diisopropylethylamine, pyridine and DBU. The amount of the base used is usually in the range of 1 to 10 times the molar amount of the compound represented by general formula (13).

[0200] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, etc.; halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, etc.; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile, propionitrile, etc.; esters such as methyl acetate, etc.; ketones such as acetone, methyl ethyl ketone, etc.; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents may be used alone or in combination. The amount used may be appropriately selected from the range of usually 0.1 L to 100 L per mole of the compound represented by the general formula (13).

[0201] Since this reaction is an equimolar reaction, each compound may be used in equimolar amounts, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of 0°C to the boiling point of the solvent used, and the reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0202] Production Method in Step [VI-b] A compound represented by general formula (16) can be produced by reacting a compound represented by general formula (15) with di-tert-butyl dicarbonate in the presence of a metal halide, a reducing agent and an inert solvent.

[0203] Examples of the metal halide that can be used in this reaction include lithium chloride, lithium bromide, lithium iodide, sodium chloride, sodium bromide, sodium iodide, potassium chloride, potassium bromide, potassium iodide, cesium chloride, cesium bromide, cesium iodide, and cobalt chloride. The amount of the metal halide that can be used is usually in the range of 1 to 10 times the molar amount of the compound represented by general formula (15).

[0204] Examples of reducing agents that can be used in this reaction include sodium borohydride, sodium cyanoborohydride, sodium bis(2-methoxyethoxy)aluminum hydride, hydrogen / palladium on carbon, and hydrogen / Raney nickel. The amount of the reducing agent used is usually in the range of 0.5 to 10 times the molar amount of the compound represented by general formula (15).

[0205] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, etc.; halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, etc.; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile, propionitrile, etc.; esters such as methyl acetate, etc.; ketones such as acetone, methyl ethyl ketone, etc.; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents may be used alone or in combination. The amount used may be appropriately selected from the range of usually 0.1 L to 100 L per mole of the compound represented by the general formula (15).

[0206] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of 0°C to the boiling point of the solvent used, and the reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 96 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0207] A compound represented by general formula (18) can be produced by reacting a compound represented by general formula (16) with a compound represented by general formula (17) in the presence of a base and an inert solvent. The reaction conditions for step [VI-c] are the same as those for step [VI-a].

[0208] Production Method in Step [VI-d] A compound represented by general formula (19) or a salt thereof can be produced by hydrolyzing a compound represented by general formula (18) in the presence of an acid, in the presence or absence of an inert solvent.

[0209] Examples of acids that can be used in this reaction include inorganic acids such as hydrochloric acid, sulfuric acid, and nitric acid; organic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, and benzoic acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; and phosphoric acid. The amount of the acid used may be appropriately selected from a range of 0.01 to 10 times the molar amount of the compound represented by general formula (18), and the acid can also be used as a solvent.

[0210] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction. Examples of inert solvents that can be used include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated hydrocarbons such as methylene chloride, chloroform, and carbon tetrachloride; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, and tetrahydrofuran; esters such as ethyl acetate; amides such as N,N-dimethylformamide and N,N-dimethylacetamide; ketones such as acetone and methyl ethyl ketone; and polar solvents such as dimethyl sulfoxide and 1,3-dimethyl-2-imidazolidinone. These inert solvents can be used alone or in combination of two or more. The amount of the inert solvent used is not particularly limited as long as it is an amount that dissolves the reaction reagents, and may be appropriately selected from the range of 0.5 L to 100 L per mole of the compound represented by general formula (18). Furthermore, when the acid is used as the solvent, no solvent is necessary.

[0211] The reaction temperature in this reaction can be from room temperature to the boiling point of the inert solvent used, and the reaction time varies depending on the reaction scale and reaction temperature, but can be appropriately selected from the range of several minutes to 48 hours. After completion of the reaction, the target product can be isolated from the reaction system containing the target product by conventional methods, and can be produced by purification, if necessary, by recrystallization, column chromatography, etc. Alternatively, the target product can be subjected to the next step without isolation.

[0212] Production Method of Step [VI-e] A compound represented by general formula (21) can be produced by reacting a compound represented by general formula (19) or a salt thereof with a compound represented by general formula (20) in the presence of a base and a condensing agent, in the presence or absence of an inert solvent.

[0213] Condensing agents that can be used in this reaction include, for example, acid-activating reagents such as phosgene, phosphorus trichloride, phosphorus oxychloride, oxalyl chloride, and thionyl chloride; carbodiimides such as N,N'-dicyclohexylcarbodiimide (DCC) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDCI); and others such as phosphorus pentoxide, polyphosphoric acid, N,N'-carbonyldiimidazole, 2-chloropyridine 1-methiodide (Mukaiyama reagent), 2-ethoxy-N-ethoxy Dicarbonyl-1,2-dihydroquinoline (EEDQ), triphenylphosphine / carbon tetrachloride, bromotripyrrolidinophosphonium hexafluorophosphate (BROP), O-(1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), N,N,N',N'-bis(tetramethylene)chlorouronium tetrafluoroborate, O-(1H-benzotriazol-1-yl)-N,N,N' ',N'-Tetramethyluronium hexafluorophosphate (HBTU), O-(1H-benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate, O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (TBTU), O-(1H-benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium tet Examples of the condensing agent include trifluoroborate, O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU), 1-hydroxybenzotriazole (HOBt), propylphosphonic anhydride (T3P), 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium salt (DMT-MM), and the like. These reagents can be used alone or in combination of two or more. The amount of the condensing agent used may be appropriately selected from the range of 0.5 to 5 times the molar amount of the compound represented by general formula (19).

[0214] Examples of the base that can be used in this reaction include carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, cesium carbonate, calcium carbonate, and magnesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, N,N-dimethyl-4-aminopyridine, and DBU. The amount of the base used can be appropriately selected from a range of 0.5 to 5 times the molar amount of the compound represented by general formula (19), and the base can also be used as a solvent.

[0215] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction. Examples include linear or cyclic saturated hydrocarbons such as pentane, hexane, and cyclohexane; linear or cyclic ethers such as diethyl ether, tetrahydrofuran (THF), and dioxane; aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated hydrocarbons such as methylene chloride, chloroform, and carbon tetrachloride; nitriles such as acetonitrile and isopropylnitrile; and polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolidinone. These inert solvents can be used alone or in combination. The amount of the inert solvent used is not particularly limited as long as it is an amount that dissolves the reaction reagents, and may be appropriately selected from the range of 0.5 L to 100 L per mole of the compound represented by general formula (19). Furthermore, when the base is used as a solvent, no solvent may be used.

[0216] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used, and the reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purification, as necessary, by recrystallization, column chromatography, etc. Alternatively, the target product may be subjected to the next step without isolation.

[0217] Preparation Method of Step [VI-f] A compound represented by general formula (22) can be prepared by subjecting a compound represented by general formula (21) to a cyclization reaction in the presence of a base and an inert solvent.

[0218] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, cesium carbonate, calcium carbonate, and magnesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used is usually in the range of 1 to 10 times the molar amount of the compound represented by general formula (21).

[0219] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents can be used alone or in combination. The amount of the solvent used can be selected appropriately from the range of 0.1 L to 100 L per mole of the compound represented by general formula (21).

[0220] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used. The reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0221] Method for producing starting material 7 In the compound represented by general formula (6), X is CH ２ and Y is NR ２ｃ (In the formula, R ２ｃ has the same meaning as above, and R ３ａ and R ３ｂA compound represented by general formula (6C), in which is a hydrogen atom, can be produced from a compound represented by general formula (23) by the following steps [VII-a], [VII-b], [VII-c], [VII-d], and [VII-e]. The reaction conditions for step [VII-c] are the same as those for step [VI-d]. Furthermore, a compound represented by general formula (6C) can also be produced by the method described in WO 2006 / 003096 or WO 2007 / 051062, or a method analogous thereto.

[0222]

[0223] {In the formula, R ２ｃ R' is, for example, a (C １ -C ６ L represents, for example, chlorine, bromine, iodine, (C １ -C ６ ) alkylcarbonyloxy group, (C １ -C ６ ) represents a leaving group such as an alkoxycarbonyloxy group.}

[0224] Preparation Method of Step [VII-a] A compound represented by general formula (24) can be prepared by reacting a compound represented by general formula (23) with di-tert-butyl dicarbonate in the presence of a base and in the presence or absence of an inert solvent.

[0225] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used can be selected as appropriate usually in the range of 1 to 10 times the molar amount of the compound represented by general formula (23), but the base can also be used as a solvent.

[0226] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, etc.; halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, etc.; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile, propionitrile, etc.; esters such as methyl acetate, etc.; ketones such as acetone, methyl ethyl ketone, etc.; aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, butanol, 2-propanol, etc. These inert solvents may be used alone or in combination. The amount used may be appropriately selected usually from the range of 0.1 L to 100 L per mole of the compound represented by the general formula (23). When the base is used as a solvent, no solvent may be used.

[0227] Since this reaction is an equimolar reaction, each compound may be used in equimolar amounts, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of -100°C to the boiling point of the solvent used, and the reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0228] Preparation Method of Step [VII-b] A compound represented by general formula (26) can be prepared by reacting a compound represented by general formula (24) with a compound represented by general formula (25) in the presence of a base and an inert solvent.

[0229] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used can be appropriately selected usually from a range of 1 to 10 times the molar amount of the compound represented by general formula (24).

[0230] The inert solvent used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; and aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc. These inert solvents may be used alone or in combination. The amount used may be appropriately selected from the range of usually 0.1 L to 100 L per mole of the compound represented by general formula (24).

[0231] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used. The reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0232] Preparation Method of Step [VII-d] A compound represented by general formula (29) can be prepared by reacting a compound represented by general formula (27) with a compound represented by general formula (28) in the presence of a base and an inert solvent.

[0233] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used can be appropriately selected usually from a range of 1 to 10 times the molar amount of the compound represented by general formula (27).

[0234] The inert solvent used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; and aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc. These inert solvents may be used alone or in combination. The amount used may be appropriately selected from the range of 0.1 L to 100 L per mole of the compound represented by general formula (27).

[0235] Since this reaction is an equimolar reaction, equimolar amounts of each compound may be used, although any compound may also be used in excess. The reaction temperature in this reaction is typically within the range of about 0°C to the boiling point of the solvent used. The reaction time varies depending on the reaction scale, reaction temperature, etc., and is not constant, but is typically selected appropriately within the range of several minutes to 48 hours. After completion of the reaction, the target product may be isolated from the reaction system containing the target product by conventional methods, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product may be subjected to the next step without isolation.

[0236] Preparation Method of Step [VII-e] A compound represented by general formula (6C) can be prepared by cyclizing a compound represented by general formula (29) in the presence of a base and an inert solvent.

[0237] Examples of the base that can be used in this reaction include hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; alkali metal hydrides such as sodium hydride and potassium hydride; carbonates such as lithium carbonate, lithium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium carbonate, and cesium carbonate; acetates such as lithium acetate, sodium acetate, and potassium acetate; and organic bases such as pyridine, picoline, lutidine, triethylamine, tributylamine, N,N-diisopropylethylamine, and DBU. The amount of the base used can be appropriately selected usually from a range of 1 to 10 times the molar amount of the compound represented by general formula (29).

[0238] The inert solvent used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples thereof include linear or cyclic saturated hydrocarbons such as pentane, hexane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; linear or cyclic ethers such as diethyl ether, methyl tert-butyl ether, dioxane, tetrahydrofuran, etc.; nitriles such as acetonitrile and propionitrile; and aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc. These inert solvents may be used alone or in combination. The amount used may be appropriately selected from the range of usually 0.1 L to 100 L per mole of the compound represented by general formula (29).

[0239] The reaction temperature in this reaction can be from 0°C to the boiling point of the inert solvent used, and the reaction time varies depending on the reaction scale and reaction temperature, but may be appropriately selected from the range of several minutes to 48 hours. After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, or the like. Alternatively, the target product can be subjected to the next step without isolation.

[0240] Starting Material Production Method 8 In the compound represented by general formula (6), X is NR １ｃ (In the formula, R １ｃ has the same meaning as above, and Y is CH ２ CH ２ The compound represented by the formula (I) can be produced by the method described in Tetrahedron Letters, 1995, 36, 3659 or Journal of Heterocyclic Chemistry, 2017, 54, 1318, or a method similar thereto.

[0241] Starting Material Production Method 9 The compound represented by general formula (6E) can be produced from the compound represented by general formula (6D) by the following step [IX-a]. The reaction conditions for step [IX-a] are the same as those for step [VI-a]. The compound represented by general formula (6D) can also be produced by the method described in WO 2021 / 261563 or in accordance therewith.

[0242]

[0243] {In the formula, R １ｃ’ and R ２ｃ has the same meaning as above. L is, for example, chlorine, bromine, iodine, (C １ -C ６ ) alkylcarbonyloxy group, (C １ -C ６ ) represents a leaving group such as an alkoxycarbonyloxy group.}

[0244] Representative examples of the compound (compound (1)) represented by general formula (1) of the present invention are shown below in Tables 1 to 7, but the present invention is not limited thereto. Representative examples of compound (2) are shown in Table 8, and representative examples of compound (3) are shown in Table 9. In the tables below, "Me" represents a methyl group, "Et" represents an ethyl group, "n-Pr" represents a normal propyl group, "c-Pr" represents a cyclopropyl group, "c-Bu" represents a cyclobutyl group, "i-Bu" represents an isobutyl group, "t-Bu" represents a tertiary butyl group, "Ph" represents a phenyl group, and "Bn" represents a benzyl group. Physical properties include melting point (°C), refractive index n ｄ (Measurement temperature: ° C.) or H １ -NMR is shown. １ -NMR data are shown in Table 10.

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268]

[0269]

[0270]

[0271]

[0272]

[0273]

[0274] Pesticides containing the compound represented by general formula (1) or a salt thereof as an active ingredient can be used as agricultural and horticultural pest control agents, animal ectoparasite control agents, and animal endoparasite control agents. As agricultural and horticultural pest control agents, they can be used to control various agricultural and forestry pests, horticultural pests, grain storage pests, sanitary pests, nematodes, and other pests that harm paddy rice, fruit trees, vegetables, other crops, and ornamental plants. Furthermore, agricultural and horticultural insecticides containing the compound represented by general formula (1) or a salt thereof as an active ingredient have excellent environmental safety, such as physical properties suitable for various labor-saving application methods, systemic activity, and appropriate soil persistence. Furthermore, agricultural and horticultural insecticides containing the compound represented by general formula (1) or a salt thereof as an active ingredient have little impact on natural enemies; beneficial insects such as European honeybees and bumblebees; and environmental organisms such as midges. Furthermore, animal ectoparasite-controlling agents and animal endoparasite-controlling agents, particularly animal endoparasite-controlling agents, containing the compound represented by general formula (1) of the present invention or a salt thereof as an active ingredient are excellent in terms of safety and pharmacokinetics.

[0275] Examples of the above-mentioned pests, nematodes, etc. include the following. Examples of Lepidoptera (Lepidoptera) pests include Parasa consocia, Anomis mesogona, Papilio xuthus, Matsumuraeses azukivora, Ostrinia scapulalis, Spodoptera exempta, Hyphantria cunea, Ostrinia furnacalis, Pseudaletia separata, Tinea translucens, Bactra furfuryla, Parnara guttata, Marasmia exigua, Sesamia inferens, potato leaf moth (Brachmia triannulella), bag moth (Monema flavescens), nettle looper moth (Trichoplusia ni), turmeric moth (Pleuroptya ruralis), plum geometries (Cystidia couaggaria), blue-striped silver butterfly (Lampides boeticus), Japanese hawk moth (Cephonodes hylas), cotton bollworm (Helicoverpa armigera), large bird moth (Phalerodonta manleyi), Japanese silk moth (Eumeta japonica), large cabbage white (Pieris brassicae), banded moth (Malacosoma neustria testacea), persimmon stalk moth (Stathmopoda masinissa), persimmon leaf moth (Cuphodes diospyrosella), and Japanese rice tortrix moth (Archips xylosteanus, turnip moth (Agrotis segetum), sugarcane moth (Tetramoera schistaceana), swallowtail butterfly (Papilio machaon hippocrates), yellow-spotted bat (Endoclyta sinensis), silver leafminer moth (Lyonetiaprunifoliella, Golden leaf moth (Phyllonorycter ringoneella), Chestnut leaf moth (Cydia kurokoi), Chestnut green fruit moth (Eucoenogenes aestuosa), Grapeberry moth (Lobesia botrana), Black-spotted green moth (Latoia sinica), Black-spotted moth (Euzophera batangensis), Mulberry leaf moth (Phalonidia mesotypa), Mulberry spotted moth (Spilosoma imparilis), Mulberry leaf moth (Glyphodes pyloalis), Mulberry leaf moth (Olethreutes mori), Brown moth (Tineola bisselliella), Bat moth (Endoclyta excrescens), Oriental rice moth (Nemapogon granellus), Little grass moth (Synanthedon hector), Codling moth (Cydia pomonella), diamondback moth (Plutella xylostella), rice leafroller (Cnaphalocrocis medinalis), southern pink borer (Sesamia calamistis), rice borer (Scirpophaga incertulas), grass moth (Pediasia teterrellus), potato tuber moth (Phthorimaea operculella), oriental horn moth (Stauropus fagi persimilis), beetle moth (Etiella zinckenella), beetle armyworm (Spodoptera exigua), white-spotted long-eared bat (Palpifer sexnotata), white armyworm (Spodoptera mauritia), rice leafroller (Scirpophaga innotata), white-spotted cutworm (Xestia c-nigrum), and striped armyworm (Spodoptera depravata), Ephestia kuehniella, Angerona prunaria, Clostera anastomosis, Pseudoplusiaincludens), soybean pod moth (Matsumuraeses falcana), tobacco budworm (Helicoverpa assulta), silver looper moth (Autographa nigrisigna), black cutworm moth (Agrotis ipsilon), tea tussock moth (Euproctis pseudoconspersa), smaller tea tortrix moth (Adoxophyes orana), tea leaf moth (Caloptilia theivora), tea tortrix moth (Homona magnanima), spotted tea moth (Ephestia elutella), tea leaf moth (Eumeta minuscula), red-spotted orb moth (Clostera anachoreta), Japanese oak leaf moth (Heliothis maritima), Japanese burrowing moth (Sparganothis pilleriana), corn borer (Busseola fusca), tussock moth (Euproctis subflava), giant geometrid moth (Biston robustum), tomato fruitworm (Heliothis zea), white-streaked leafroller (Aedia leucomelas), pear moth (Narosoideus flavidorsalis), pear moth (Viminia rumicis), pear leaf moth (Bucculatrix pyrivorella), pear fruit moth (Grapholita molesta), pear grain moth (Spulerina astaurota), pear moth (Ectomyelois pyrivorella), rice stem borer (Chilo suppressalis), onion leaf moth (Acrolepiopsis sapporensis), Indian meal moth (Plodia interpunctella), brown moth (Hellula undalis), Japanese cereal moth (Sitotroga cerealella), common cutworm (Spodoptera litura), tortrix moth (Eucosma aporema), rose moth (Acleris comariana), small black moth (Scopelodes contractus), small white tussock moth (Orgyia thyellina), fall armyworm (Spodopterafrugiperda, butterbur moth (Ostrinia zaguliaevi), two-banded weed moth (Naranga aenescens), two-banded false grass moth (Andraca bipunctata), grapevine clearwing moth (Paranthrene regalis), grapevine wasp (Acosmeryx castanea), grapevine leafminer moth (Phyllocnistis toparcha), grapevine tortrix moth (Endopiza viteana), grapevine narrow-leaved moth (Eupoecillia ambiguella), velvet bean caterpillar (Anticarsia gemmatalis), narrow-leaved gray moth (Cnephasia cinereipalpana), gypsy moth (Lymantria dispar), pine moth (Dendrolimus spectabilis), bean root moth (Leguminivora glycinivorella), bean leaf moth (Maruca testulalis, Bean Bean Moth (Matsumuraeses phaseoli), Bean Bean Moth (Caloptilia soyella), Citrus Leafminer (Phyllocnistis citrella), Omiodes indicate, Common Green Tortrix Moth (Archips fuscocupreanus), Three-leaf Goldfinch (Acanthoplusia agnata), Bag Moth (Bambalina sp.), Peach Fruit Moth (Carposina niponensis), Peach Spotted Moth (Conogethes punctiferalis), Peach Sesiidae (Synanthedon sp.), Peach Leafminer (Lyonetia clerkella), Common Yellow Swallowtail (Papilio helenus), Common Egret Butterfly (Colias erate poliographus), Common Orca Moth (Phalera flavescens), Pieris rapae crucivora, Pieris rapae, and other white butterflies, Euproctis similis, Acrolepiopsissuzukiella, European corn borer (Ostrinia nubilalis), armyworm moth (Mamestra brassicae), mugwort geometries (Ascotis selenaria), mugwort leafroller moth (Ptheochroides clandestina), apple leafroller moth (Hoshinoa adumbratana), apple moth (Odonestis pruni japonensis), apple shriveling moth (Triaena intermedia), smaller apple tortrix moth (Adoxophyes orana fasciata), apple fruit moth (Grapholita inopinata), white apple tortrix moth (Spilonota ocellana), grey apple tortrix moth (Spilonota lechriaspis), apple leafroller moth (Illiberis pruni), apple fruit moth (Argyresthia conjugella), apple leafroller moth (Caloptilia zachrysa, apple tortrix moth (Archips breviplicanus), red cotton moth (Anomis flava), pink bollworm (Pectinophora gossypiella), cotton bollworm (Notarcha derogata), black cotton moth (Diaphania indica), false tobacco budworm (Heliothis virescens), and cotton ringworm (Earias cupreoviridis) are some examples.

[0276] Examples of Hemiptera (Hemiptera) pests include the green grass bug (Nezara antennata), the red-striped rice bug (Stenotus rubrovittatus), the red-striped rice bug (Graphosoma rubrolineatum), the red-bearded green rice bug (Trigonotylus coelestialium), the red-spotted rice bug (Aeschynteles maculatus), the red-spotted rice bug (Creontiades pallidifer), the red-spotted rice bug (Dysdercus cingulatus), the red-spotted scale bug (Chrysomphalus ficus), the red-spotted scale bug (Aonidiella aurantii), and the brown cicada (Graptopsaltria nigrofuscata), American long-winged stink bug (Blissusleucopterus), Icerya scale (Icerya purchasi), striped stink bug (Piezodorus hybneri), rice stink bug (Lagynotomus elongatus), rice yellow leafhopper (Thaia subrufa), black rice stink bug (Scotinophara lurida), thorny long-horned aphid (Sitobion ibarae), Iwasaki stink bug (Stariodes iwasakii), pale scale (Aspidiotus destructor), pale green rice bug (Taylorilygus pallidulus), plum horn aphid (Myzusmumecola), plum white scale (Pseudaulacaspis prunicola), pea aphid (Acyrthosiphon pisum), spider bug (Anacanthocoris striicornis), black-spotted stink bug (Ectometopterus micantulus), large spur-spotted spotted stink bug (Eysarcoris lewisi), large leaf bug (Molipteryx fuliginosa), Japanese giant leafhopper (Cicadella viridis), green aphid (Rhopalosophumrufiabdominalis, olive scale (Saissetia oleate), greenhouse whitefly (Trialeurodes vaporariorum), oak leafhopper (Aguriahana quercus), mirid bugs (Lygus spp.), Japanese citrus aphid (Euceraphis punctipennis), citrus scale (Andaspis kashicola), citrus scale (Coccus pseudomagnoliarum), oak stink bug (Cavelerius saccharivorus), chrysanthemum earworm (Galeatus spinifrons), chrysanthemum aphid (Macrosiphoniella sanborni), yellow scale (Aonidiella citrina), brown marmorated stink bug (Halyomorpha mista), Japanese chestnut fly (Stephanitis fasciicarina), Japanese chestnut psylla (Trioza camphorae), Japanese spider bug (Leptocorisa chinensis), Japanese chestnut psylla (Trioza quercicola), Japanese walnut fly (Uhlerites latius), grape leaf hopper (Erythroneura comes), black-legged stink bug (Paromius exiguus), black rice scale (Duplaspidiotus claviger), black-striped leafhopper (Nephotettix nigropictus), black-legged mistletoe (Halticiellus insularis), black planthopper (Perkinsiella saccharicida), black apple psylla (Psylla malivorella), mulberry psylla (Anomomeura mori), mulberry mealybug (Pseudococcus longispinis), mulberry white scale (Pseudaulacaspis pentagona), mulberry cotton scale (Pulvinaria kuwacola), blue-spotted grasshopper (Apolygus lucorum), and rice-gourd long-legged bug (Togohemipterus), phylloxera aphid (Toxoptera aurantii), sugarcane mealybug (Saccharicoccus sacchari), sugarcane aphid (Geoica lucifuga), sugarcane brown planthopper (Numata muiri), San jose scale (Comstockaspis perniciosa), citrus snow scale (Unaspis citri), potato aphid (Aulacorthum solani), white spotted stink bug (Eysarcoris ventralis), silverleaf whitefly (Bemisia argentifolii), white leafhopper (Cicadella spectra), white-spotted scale (Aspidiotus hederae), and narrow-legged stink bug (Liorhyssus hyalinus, Japanese psyllid (Calophya nigridorsalis), white-backed planthopper (Sogatella furcifera), broad bean aphid (Megoura crassicauda), radish aphid (Brevicoryne brassicae), soybean aphid (Aphis glycines), Taiwan spider bug (Leptocorisa oratorius), Taiwan green leafhopper (Nephotettix virescens), Taiwan long-horned aphid (Uroeucon formosanum), tobacco whitefly (Cyrtopeltis tennuis), tobacco whitefly (Bemisia tabaci), tea scale (Lecanium persicae), black tea spot scale (Parlatoria theae), tea leaf scale (Pseudaonidia paeoniae), Tea green leafhopper (Empoasca onukii), Brown winged green bug (Plautia stali), Tulip root aphid (Dysaphis tulipae), Tulip long-horned aphid (Macrosiphum euphorbiae), Azalea leafhopper (Stephanitis pyrioides), Horned grasshopper (Ceroplastesceriferus), camellia black spotted scale (Parlatoria camelliae), rice leafhopper (Apolygus spinolai), green rice leafhopper (Nephotettix cincticeps), shiny green stink bug (Glaucias subpunctatus), sugar beet rice leafhopper (Orthotylus flavosparsus), corn aphid (Rhopalosiphum maidis), corn planthopper (Peregrinus maidis), spiny spotted stink bug (Eysarcoris parvus), bed bug (Cimex lectularius), Japanese chestnut psylla (Psylla abieti), brown planthopper (Nilaparvata lugens), Japanese pittosporum psylla (Psylla tobirae), long-legged bug (Eurydema rugosum), pear aphid (Schizaphis piricola, pear psylla (Psylla pyricola), pear spotted scale (Parlatoreopsis pyri), pear earworm (Stephanitis nashi), pear mealybug (Dysmicoccus wistariae), white pear scale (Lepholeucaspis japonica), pear aphid (Sappaphis piri), false radish aphid (Lipaphis erysimi), onion aphid (Neotoxoptera formosana), husk aphid (Rhopalosophum nymphaeae), rose leafhopper (Edwardsianarosae), Japanese long-legged scale (Pinnaspisaspidistrae), alder psylla (Psylla alni), alder leafhopper (Speusotettix subfusculus, Alnetoidia alneti, Sogatella panicicola, Adelphocoris lineolatus, Dysdercus poecilus, Parlatoria ziziphi, Uhleritesdebile, small brown planthopper (Laodelphax striatellus), small long-legged bug (Eurydema pulchrum), small stink bug (Cletus trigonus), small two-striped rice borer (Clovia punctata), small leafhoppers (Empoasca sp.), flat-headed scale (Coccus hesperidum), flat-headed long-legged bug (Pachybrachius luridus), wisteria mealybug (Planococcus kraunhiae), two-striped rice leafhopper (Stenotus binotatus), two-striped rice leafhopper (Arboridia apicalis), two-striped rice leafhopper (Macrosteles fascifrons), spotted stink bug (Dolycoris baccarum), spotted black rice leafhopper (Adelphocoris triannulatus, grape aphid (Viteus vitifolii), ground cherry bug (Acanthocoris sordidus), narrow-legged stink bug (Leptocorisa acuta), narrow-winged long-legged bug (Macropes obnubilus), narrow-legged stink bug (Cletus punctiger), narrow-legged stink bug (Riptortus clavatus), potato piscid (Paratrioza cockerelli), Japanese butterbur (Aphrophora costalis), Japanese spotted grass bug (Lygus disponsi), Japanese spotted grass bug (Lygus saundersi), pine mealybug (Crisicoccus pini), pine leafhopper (Empoasca abietis), Matsumoto mealybug (Crisicoccus matsumotoi), bean aphid (Aphis craccivora), round stink bug (Megacopta punctatissimum), spotted stink bug (Eysarcoris guttiger), citrus persimmon scale (Lepidosaphes beckii), citrus psyllid (Diaphorina citri), citrus black aphid (Toxoptera citricidus), citrus mealybug (Planococcuscitri), citrus whitefly (Dialeurodes citri), citrus spine whitefly (Aleurocanthus spiniferus), citrus mealybug (Pseudococcus citriculus), citrus leafhopper (Zyginella citri), citrus cotton scale (Pulvinaria citricola), citrus placode scale (Coccus discrepans), citrus round scale (Pseudaonidia duplex), citrus cotton scale (Pulvinaria aurantii), dogwood scale (Lecanium corni), southern green stink bug (Nezara viridula), wheat leaf bug (Stenodema calcaratum), wheat neck aphid (Rhopalosiphum padi), wheat long-horn aphid (Sitobion akebiae), wheat green aphid (Schizaphis graminum), wheat leafhopper (Sorhoanus tritici), straw straw aphid (Brachycaudus helichrysi), purple stink bug (Carpocoris purpureipennis), peach aphid (Myzus persicae), peach butterbur aphid (Hyalopterus pruni), willow aphid (Aphis farinose yanagicola), willow earworm (Metasalis populi), Yanon scale (Unaspis yanonensis), mountain psylla (Mesohomotoma camphorae), snow willow aphid (Aphis spiraecola), apple aphid (Aphis pomi), apple persimmon scale (Lepidosaphes ulmi), Apple psylla (Psylla mali), Apple black rice bug (Heterocordylus flavipes), Apple horn aphid (Myzus malisuctus), Apple leaf aphid (Aphidonuguis mali), Apple leafhopper (Orientus ishidai), Apple fly aphid (Ovatusmalicolens), apple aphid (Eriosoma lanigerum), ruby ​​wax moth (Ceroplastes rubens), cotton aphid (Aphis gossypii), etc.

[0277] Examples of pests that belong to the order Coleoptera include the Japanese longhorn beetle (Xystrocera globosa), the green leaf beetle (Paederus fuscipes), the green leaf beetle (Eucetonia roelofsi), the azuki bean weevil (Callosobruchus chinensis), the sweet potato weevil (Cylas formicarius), the alfalfa weevil (Hypera postica), the rice weevil (Echinocnemus squameus), the rice leaf beetle (Oulema oryzae), the rice root beetle (Donacia provosti), the rice water weevil (Lissorhoptrus oryzophilus), the potato leaf beetle (Colasposoma dauricum), the potato weevil (Euscepes postfasciatus), and the common ladybird beetle (Epilachna varivestis), kidney bean weevil (Acanthoscelides obtectus), western corn rootworm (Diabrotica virgifera virgifera), plum vest weevil (Involvulus cupreus), cucumber leaf beetle (Aulacophora femoralis), pea weevil (Bruchus pisorum), large 24-spotted ladybird beetle (Epilachna vigintioctomaculata), rhododendron leaf beetle (Carpophilus dimidiatus), tortoise leaf beetle (Cassida nebulosa), yellow-legged flea beetle (Luperomorpha tunebrosa), striped flea beetle (Phyllotreta striolata), yellow-spotted longhorn beetle (Psacothea hilaris), yellow-spotted longhorn beetle (Aeolesthes chrysothrix), chestnut weevil (Curculio sikkimensis), chestnut beetle (Carpophilus hemipterus), flower beetle (Oxycetonia jucunda), corn rootworms (Diabrotica spp.), scarab beetles (Mimela splendens), rice weevils (Sitophilus zeamais), red flour beetles (Tribolium castaneum), rice weevils (Sitophilus oryzae), lesser red flour beetles (Palorus subdepressus), cockchafer beetles (Melolontha japonica), long-horned beetles (Anoplophora malasiaca), mealworm beetles (Neatus picipes), Colorado potato beetles (Leptinotarsa ​​decemlineata), southern corn rootworms (Diabrotica undecimpunctata howardi), grass weevils (Sphenophorus venatus), four-spotted long-necked beetles (Crioceris quatuordecimpunctata), plum curculios (Conotrachelus nenuphar, radish weevil (Ceuthorhynchidius albosuturalis), radish leaf beetle (Phaedon brassicae), cigarette beetle (Lasioderma serricorne), small corn weevil (Sitona japonicus), brown beetle (Adoretus tenuimaculatus), brown mealworm beetle (Tenebrio molitor), brown monkey beetle (Basilepta balyi), nail weevil (Hypera nigrirostris), tentacle leaf beetle (Chaetocnema concinna), cupreous beetle (Anomala cuprea), long-legged scarab beetle (Heptophylla picea), 24-spotted ladybird beetle (Epilachna vigintioctopunctata), northern corn rootworm (Diabrotica longicornis), flower beetles (Eucetonia pilifera), wireworms (Agriotes spp.), Attagenus unicolor japonicus, Pagria signata, Anomala rufocuprea, Palorus ratzeburgii, Alphitobius laevigatus, Anthrenus verbasci, Lyctus brunneus, Tribolium confusum, Medythia nigrobilineata, Xylotrechus pyrrhoderus, Epitrix cucumeris, Tomicus piniperda, Monochamus alternatus These include the Japanese beetle (Popillia japonica), the bean tiger beetle (Epicauta gorhami), the maize weevil (Sitophilus zeamais), the peach vest weevil (Rhynchites heros), the vegetable weevil (Listroderes costirostris), the cowpea weevil (Callosobruchus maculatus), the apple stalk weevil (Phyllobius armatus), the apple blossom weevil (Anthonomus pomorum), the blue leaf beetle (Linaeidea aenea), and the boll weevil (Anthonomus grandis).

[0278] Examples of Diptera (Diptera) pests include Culex pipiens pallens, Pegomya hyoscyami, Liriomyza huidobrensis, Musca domestica, Chlorops oryzae, Hydrellia sasakii, Agromyza oryzae, Hydrellia griseola, Ophiomyia phaseoli, Dacus cucurbitae, Drosophila suzukii, Rhacochlaena suzukii, and Rhacochlaena ulmaria. japonica), the giant house fly (Muscina stabulans), the giant horn fly (Megaselia spiracularis), and other flea flies, the Japanese house fly (Clogmia albipunctata), the Japanese crane fly (Tipula aino), the Japanese black blowfly (Phormia regina), the small Asian mosquito (Culex tritaeniorhynchus), the Chinese anopheles mosquito (Anopheles sinensis), the root fly (Hylemya brassicae), and the soybean pod gall midge (Asphondylia sp.), seed fly (Delia platura), onion fly (Delia antiqua), European cherry fruit fly (Rhagoletis cerasi), Culex pipiens molestus forskal, Mediterranean fruit fly (Ceratitis capitata), Sciarid gnat (Bradysia agrestis), beet root fly (Pegomya cunicularia), tomato leafminer (Liriomyza sativae), eggplant leafminer (Liriomyza bryoniae), groundminer (Chromatomyia horticola), onion leafminer (Liriomyza chinensis), Southern house mosquito (Culex quinquefasciatus), Aedes aegypti, Aedes albopictus albopictus), bean leafminer (Liriomyza trifolii), tomato leafminer (Liriomyza sativae), oriental fruit fly (Dacus dorsalis), citrus fly (Dacus tsuneonis), wheat gall midge (Sitodiplosis mosellana), wheat stem miner (Meromuza nigriventris), Mexican fruit fly (Anastrepha ludens), and apple fruit fly (Rhagoletis pomonella).

[0279] Examples of Hymenoptera (Hymenoptera) pests include Pristomyrmex pungens, ant wasps, Monomorium pharaohnis, Pheidole noda, Athalia rosae, chestnut gall wasp (Dryocosmus kuriphilus), Japanese wood ant (Formica fusca japonica), hornets, Athalia infumata infumata, Arge pagana, Athalia japonica, leafcutter ants (Acromyrmex spp.), fire ants (Solenopsis spp.), apple sawflies (Arge mali), and Ochetellus glaber.

[0280] Examples of Orthoptera (Orthoptera) pests include the Japanese grasshopper (Homorocoryphus lineosus), the mole cricket (Gryllotalpa sp.), the Japanese rice locust (Oxya hyla intricata), the rice grasshopper (Oxya yezoensis), the Japanese migratory locust (Locusta migratoria), the long-winged grasshopper (Oxya japonica), the Japanese grasshopper (Homorocoryphus jezoensis), and the field cricket (Teleogryllus emma).

[0281] Examples of Thripida pests include red banded thrips (Selenothrips rubrocinctus), rice thrips (Stenchaetothrips biformis), rice thrips (Haplothrips aculeatus), rice thrips (Ponticulothrips diospyrosi), yellow flower thrips (Thrips flavus), flower thrips (Anaphothrips obscurus), cusk thrips (Liothrips floridensis), gladiolus thrips (Thrips simplex), black flower thrips (Thrips nigropilosus), croton thrips (Heliothrips haemorrhoidalis), mulberry thrips (Pseudodendrothrips mori), Cosmos thrips (Microcephalothrips abdominalis), Brown weasel thrips (Leeuwenia pasanii), Brown weasel thrips (Litotetothrips pasaniae), Citrus thrips (Scirtothrips citri), Chinese weasel thrips (Haplothrips chinensis), Soybean thrips (Mycterothrips glycines), Soybean light brown thrips (Thrips setosus), Tea leaf thrips (Scirtothrips dorsalis), Tea black thrips (Dendrothrips minowai), Japanese claw thrips (Haplothrips niger), Onion thrips (Thrips tabaci), Black onion thrips (Thrips alliorum), flower thrips (Thrips hawaiiensis), flower thrips (Haplothrips kurdjumovi), hair thrips (Chirothrips manicatus), plain flower thrips (Frankliniella intonsa), loquat flower thrips (Thrips coloratus), western flower thrips (Franklinella occidentalis), southern flower thrips (Thripspalmi), Frankliniella lilivora, and Liothrips vaneeckei.

[0282] Examples of pests of the order Acarina include ticks such as the green chigger (Leptotrombidium akamushi), the red-legged spider mite (Tetranychus ludeni), the American dog tick (Dermacentor variabilis), the stone spider mite (Tetranychus truncatus), the house dust mite (Ornithonyssus bacoti), the dog mite (Demodex canis), the cherry spider mite (Tetranychus viennensis), the Kanzawa spider mite (Tetranychus kanzawai), and the brown dog tick (Rhipicephalus sanguineus); ticks such as the stag beetle mite (Cheyletus malaccensis), the long-legged dust mite (Tyrophagus putrescentiae), the house dust mite (Dermatophagoides farinae), and the redback spider (Latrodectus hasseltii, Taiwanese Dermacentor mite (Dermacentor taiwanicus), Tea long rust mite (Acaphylla theavagrans), Tea dust mite (Polyphagotarsonemus latus), Tomato rust mite (Aculops lycopersici), Fowl mite (Ornithonyssus sylvairum), Two-spotted spider mite (Tetranychus urticae), Pear rust mite (Eriophyes chibaensis), Scabiei mite (Sarcoptes scabiei), Long-spined tick (Haemaphysalis longicornis), Black-legged tick (Ixodes scapularis), Spinach long-spined mite (Tyrophagus similis), Cheyletus eruditus, Citrus red mite (Panonychus citri), Cheyletus moorei), Southern spider mite (Brevipalpus phoenicis), Ear mite (Octodectes cynotis), Dermatophagoides ptrenyssnus, Haemaphysalis flava, Ixodes ovatusovatus), Ryukyu citrus rust mite (Phyllocoptruta citri), apple rust mite (Aculus schlechtendali), apple red mite (Panonychus ulmi), lone star tick (Amblyomma americanum), and red mite (Dermanyssus gallinae), Robin bulb mite (Rhyzoglyphus robini), and a species of bulb mite (Sancassania sp.).

[0283] Examples of termite pests include the Amami termite (Reticulitermes miyatakei), the American dry wood termite (Incisitermes minor), the Formosan termite (Coptotermes formosanus), the Japanese termite (Hodotermopsis japonica), the Formosan termite (Reticulitermes sp.), the Japanese red-legged termite (Reticulitermes flaviceps amamianus), the Japanese staghorn termite (Glyptotermes kushimensis), the Formosan termite (Coptotermes guangzhoensis), the Japanese staghorn termite (Neotermes koshunensis), the Japanese staghorn termite (Glyptotermes kodamai), the Satsuma termite (Glyptotermes satsumensis), the Japanese staghorn termite (Cryptotermes domesticus), and the Taiwan termite (Odontotermes formosanus), Nakajima termite (Glyptotermes nakajimai), Shikoku termite (Pericapritermes nitobei), and Reticulitermes speratus are examples.

[0284] Examples of cockroach pests include the Smoky brown cockroach (Periplaneta fuliginosa), the German cockroach (Blattella germanica), the Asian cockroach (Blatta orientalis), the Brown cockroach (Periplaneta brunnea), the lesser German cockroach (Blattella lituricollis), the Japanese cockroach (Periplaneta japonica), and the American cockroach (Periplaneta americana).

[0285] Examples of nematodes include the strawberry root nematode (Nothotylenchus acris), the rice root-lesion nematode (Aphelenchoides besseyi), the northern root-lesion nematode (Pratylenchus penetrans), the northern root-knot nematode (Meloidogyne hapla), the sweet potato root-knot nematode (Meloidogyne incognita), the potato cyst nematode (Globodera rostochiensis), the Java root-knot nematode (Meloidogyne javanica), the soybean cyst nematode (Heterodera glycines), the southern root-lesion nematode (Pratylenchus coffeae), the wheat root-lesion nematode (Pratylenchus neglectus), and the citrus root nematode (Tylenchus semipenetrans).

[0286] Examples of mollusks include apple snails (Pomacea canaliculata), African snails (Achatina fulica), slugs (Meghimatium bilineatum), brown slugs (Lehmannina valentiana), red slugs (Limax flavus), and light blue snails (Acusta despecta sieboldiana).

[0287] The agricultural and horticultural pest control agent of the present invention also has a strong insecticidal effect against another pest, the tomato osmosis moth (Tuta absoluta).

[0288] The agricultural and horticultural pest control agent of the present invention, which contains the compound represented by formula (1) or a salt thereof as an active ingredient, has a remarkable control effect against pests that cause damage to paddy field crops, field crops, fruit trees, vegetables, other crops, flowers, etc., and therefore the expected effect of the agricultural and horticultural pest control agent of the present invention can be achieved by treating it with a cultivation carrier such as a seedling facility, paddy field, field, seeds of fruit trees, vegetables, other crops, flowers, etc., paddy water, stems and leaves, soil, etc., in accordance with the time when pest emergence is predicted or at the time when pest emergence is confirmed. Among these, a preferred application form is application utilizing so-called systemic translocation, in which the compound of the present invention is treated with the seedling soil of crops, flowers, etc., soil in planting holes during transplanting, base of plants, irrigation water, cultivation water in hydroponic cultivation, etc., and is absorbed by the roots with or without soil.

[0289] Useful plants for which the agricultural and horticultural pest control agent of the present invention can be used include, but are not limited to, cereals (e.g., rice, barley, wheat, rye, oats, corn, etc.), beans (soybeans, adzuki beans, broad beans, peas, kidney beans, peanuts, etc.), fruit trees and fruits (apples, citrus fruits, pears, grapes, peaches, plums, cherries, walnuts, chestnuts, almonds, bananas, etc.), leafy vegetables (cabbage, tomato, spinach, broccoli, lettuce, onion, green onion (chives, scallions), bell peppers, eggplant, strawberries, peppers, okra, chives, etc.), root vegetables (carrots, potatoes, sweet potatoes, taro, daikon radish, turnips, lotus root, burdock, garlic, Examples of plants that can be used include: shallots, ...

[0290] The above-mentioned "plant" also includes plants to which tolerance to HPPD inhibitors such as isoxaflutole; ALS inhibitors such as imazethapyr and thifensulfuron-methyl; EPSP synthase inhibitors such as glyphosate; glutamine synthetase inhibitors such as glufosinate; acetyl-CoA carboxylase inhibitors such as sethoxydim; and herbicides such as bromoxynil, dicamba, and 2,4-D has been imparted by classical breeding methods or genetic engineering techniques.

[0291] Examples of "plants" that have been given tolerance through classical breeding methods include rapeseed, wheat, sunflower, and rice that are resistant to imidazolinone ALS-inhibiting herbicides such as imazethapyr, which are already sold under the trade name Clearfield (registered trademark). Similarly, soybeans that have been given tolerance to sulfonylurea ALS-inhibiting herbicides such as thifensulfuron methyl through classical breeding methods are already sold under the trade name STS soybeans. Similarly, examples of plants that have been given tolerance to acetyl-CoA carboxylase inhibitors such as trione oxime and aryloxyphenoxypropionic acid herbicides through classical breeding methods include SR corn. Furthermore, plants to which resistance to acetyl-CoA carboxylase inhibitors has been imparted are described in Proceedings of the National Academy of Sciences of the United States of America (Proc. Natl. Acad. Sci. USA), Vol. 87, pp. 7175-7179 (1990), and the like. Furthermore, mutant acetyl-CoA carboxylases resistant to acetyl-CoA carboxylase inhibitors have been reported in Weed Science, Vol. 53, pp. 728-746 (2005), and plants resistant to acetyl-CoA carboxylase inhibitors can be produced by introducing such mutant acetyl-CoA carboxylase genes into plants by genetic engineering techniques, or by introducing a mutation involved in conferring resistance into plant acetyl-CoA carboxylase. Furthermore, chimeraplasty techniques (Gura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: By introducing a nucleic acid with a base substitution mutation, such as those represented by the following (see, for example, the references 316-318), into a plant cell to introduce a site-specific amino acid substitution mutation into the plant's acetyl-CoA carboxylase gene, ALS gene, or the like, it is possible to produce plants that are resistant to acetyl-CoA carboxylase inhibitors, ALS inhibitors, or the like, and the agricultural and horticultural pest control agent of the present invention can also be used on these plants.

[0292] Further examples of toxins that can be expressed in genetically modified plants include insecticidal proteins derived from Bacillus cereus and Bacillus popilliae; δ-endotoxins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, and Cry9C derived from Bacillus thuringiensis, and insecticidal proteins such as VIP1, VIP2, VIP3, and VIP3A; insecticidal proteins derived from nematodes; toxins produced by animals such as scorpion toxins, spider toxins, wasp toxins, and insect-specific neurotoxins; toxins from filamentous fungi; plant lectins; agglutinins; trypsin inhibitors, serine protease inhibitors, patatin, and cystatin. , papain inhibitors and the like; ribosome-inactivating proteins (RIPs) such as ricin, corn-RIP, abrin, rufin, saporin, bryodin and the like; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, cholesterol oxidase and the like; ecdysone inhibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel and calcium channel inhibitors; juvenile hormone esterase; diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase; glucanase and the like.

[0293] Toxins expressed in such genetically modified plants also include hybrid toxins, truncated toxins, and modified toxins of δ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34Ab, and Cry35Ab; and insecticidal proteins such as VIP1, VIP2, VIP3, and VIP3A. Hybrid toxins are produced by using recombinant technology to create new combinations of different domains of these proteins. A known example of a truncated toxin is Cry1Ab, which lacks a portion of its amino acid sequence. Modified toxins have one or more amino acids substituted in the native toxin. Examples of these toxins and recombinant plants capable of synthesizing these toxins are described in EP-A-0 374 753, WO-A-93 / 07278, WO-A-95 / 34656, EP-A-0 427 529, EP-A-451 878, WO-A-03 / 052073, etc.

[0294] The toxins contained in these recombinant plants confer resistance to Coleoptera, Hemiptera, Diptera, Lepidoptera, and nematodes, among others. The agricultural and horticultural pest control agent of the present invention can be used in combination with or systematized with these technologies.

[0295] The agricultural and horticultural pest control agent of the present invention may be applied to plants where the occurrence of pests or nematodes is predicted, either as is or after appropriate dilution or suspension with water, in an amount effective for pest or nematode control, for example, for pests and nematodes occurring in fruit trees, grains, vegetables, etc., in addition to spraying on the stems and leaves, it can also be used by soaking seeds in the agent, seed dressing, seed treatment such as calper treatment, incorporation into the entire soil layer, row application, incorporation into bed soil, treatment with cell seedlings, treatment in planting holes, treatment at the base of plants, top dressing, treatment in rice boxes, application on the water surface, application to soil, etc. and absorption by the roots. In addition, it can also be used by application to nutrient solution in nutrient solution (hydroponic) cultivation, fumigation, trunk injection, etc. Furthermore, the agricultural and horticultural pest control agent of the p...

Claims

1. General formula (1) X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom. １ａ and R １ｂ (a1) a hydrogen atom; (a2) a halogen atom; (a3) ​​(C １ -C ６ (a4) halo(C １ -C ６ (a5) a phenyl group; (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, １ａ and R １ｂ may be the same or different. １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b3) (C ２ -C ６ ) alkenyl group; (b4) (C ２ -C ６ ) an alkynyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo(C １ -C ６ ) alkyl group; (b7) halo(C ２ -C ６ ) alkenyl group; (b8) halo(C ２ -C ６ ) alkynyl group; (b9) halo(C ３ -C ６ (b10) a cycloalkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b11) (C １ -C ６ ) alkylcarbonyl group; (b12) (C １ -C ６ ) an alkoxycarbonyl group; (b13) (C １ -C ６ ) Alkoxy (C １ -C ６ (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (b18) a pyridazinyl group; (b19) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b20) a pyrimidinyl group; (b21) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (b22) a pyrazinyl group; (b23) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b24) a phenyl(C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ (b27) a pyridyl (C ) alkyl group having 1 to 4 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C １ -C ６ ) alkyl group. Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ Indicates the following. ２ａ (c1) a hydrogen atom; (c2) a phenyl group; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent selected from substituent group B; (c28) (c29) a triazinyl group having 1 to 2 substituents independently selected from substituent group B; (c30) a thiadiazolyl group; (c31) a thiadiazolyl group having 1 substituent independently selected from substituent group B; (c32) a pyrrolyl group; (c33) a pyrrolyl group having 1 to 4 substituents independently selected from substituent group B; (c34) an imidazolyl group;(c35) an imidazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c36) a triazolyl group; (c37) a triazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c38) a tetrazolyl group; (c39) a tetrazolyl group having one substituent selected from substituent group B; (c40) a naphthyl group; (c41) a naphthyl group having 1 to 7 substituents each independently selected from substituent group B; (c42) a quinolyl group; (c43) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B; (c44) a carboxyl group; or (c45) (C; １ -C ６ ) represents an alkoxycarbonyl group. ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) represents an alkyl group. ２c (e1) (C １ -C ６ (e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (e16) an oxazolyl group; (e17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e18) an isoxazolyl group; (e19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e20) a thiazolyl group; (e21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e22) an isothiazolyl group; (e23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e24) a triazinyl group; (e25) a triazinyl group having 1 to 2 substituents each independently selected from substituent group B; (e26) an oxadiazolyl group; (e27) an oxadiazolyl group having one substituent selected from substituent group B; (e28) a thiadiazolyl group; (e29) a thiadiazolyl group having one substituent selected from substituent group B; (e30) a pyrrolyl group; (e31) a pyrrolyl group having 1 to 4 substituents each independently selected from substituent group B; (e32) a pyrazolyl group; (e33) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (e34) an imidazolyl group;(e35) an imidazolyl group having 1 to 3 substituents independently selected from the substituent group B; (e36) a triazolyl group; (e37) a triazolyl group having 1 to 2 substituents independently selected from the substituent group B; (e38) a tetrazolyl group; (e39) a tetrazolyl group having one substituent independently selected from the substituent group B; (e40) a naphthyl group; (e41) a naphthyl group having 1 to 7 substituents independently selected from the substituent group B; (e42) a quinolyl group; (e43) a quinolyl group having 1 to 6 substituents independently selected from the substituent group B; (e44) a pyridylcarbonyl group; (e45) a pyridylcarbonyl group having 1 to 4 substituents independently selected from the substituent group B; or (e46) a hydrogen atom. R; ３ａ (f1) a hydrogen atom; (f2) (C １ -C ６ ) alkyl group; (f3) halo(C １ -C ６ ) alkyl group; (f4) a phenyl group; (f5) a phenyl group having 1 to 5 substituents each independently selected from the substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from the substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from the substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from the substituent group B. R ３ｂ (g1) a hydrogen atom; (g2) (C １ -C ６ ) alkyl group; or (g3) halo(C １ -C ６ ) represents an alkyl group. １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ does not simultaneously represent a hydrogen atom. ４ａ and R ５ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) an alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo(C １ -C ６ ) alkyl group; (h10) halo(C ２ -C ６ ) alkenyl group; (h11) halo(C ２ -C ６ ) alkynyl group; (h12) halo(C ３ -C ６ ) cycloalkyl group; (h13) halo(C １ -C ６ (h14) an alkoxy group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) A pyrazolyl group having 1 to 3 substituents independently selected from the substituent group C (h29) phenyl (C １ -C ６ (h30) a phenyl group having 1 to 5 substituents independently selected from the substituent group C (C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h33) pyridazinyl (C １ -C ６ ) alkyl group; (h34) pyridazinyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h35) pyrimidinyl (C １ -C ６ ) alkyl group; (h36) pyrimidinyl (C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６ ) alkyl group; (h42) furyl (C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ (h44) an oxazolyl group (C) having 1 to 2 substituents independently selected from the substituent group C; １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group; or (h51) dihydrobenzopyranyl group, R ４ａ and R ５ may be the same or different. ４ｂ (i1) a hydrogen atom; (i2) (C １ -C ６ ) alkyl group; or (i3) halo(C １ -C ６ ) represents an alkyl group. ４ａ But (h4) (C １ -C ６ ) an alkyl group, or (h14) a group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) represents an alkyl group; R ４ｂ But (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom. Z is an oxygen atom, a sulfur atom, or NR ７ (In the formula, R ７ is a hydroxyl group, (C １ -C ６ ) alkoxy group, halo(C １ -C ６ ) an alkoxy group, (C １ -C ６ ) alkyl group, halo(C １ -C ６ ) alkyl group, (C ３ -C ６ ) a cycloalkyl group, an amino group, (C １ -C ６ ) alkylamino group or di(C １ -C ６ ) alkylamino group (the (C １ -C ６ The alkyl groups may be the same or different. Substituent group A is: (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) an alkoxy group; (j4) (C １ -C ６ ) an alkylsulfanyl group; (j5) (C １ -C ６ ) an alkylsulfinyl group; (j6) (C １ -C ６ ) an alkylsulfonyl group; (j7) (C １ -C ６ ) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (j9) halo (C ３ -C ６ ) cycloalkyl group; (j10) halo(C １ -C ６ ) alkoxy group; (j11) halo(C １ -C ６ ) alkylsulfanyl group; (j12) halo(C １ -C ６ ) alkylsulfinyl groups; and (j13) halo(C １ -C ６ The substituent group B is composed of (k1) a halogen atom; (k2) a cyano group; (k3) a nitro group; (k4) an amino group; (k5) a hydroxyl group; (k6) a carboxyl group; (k7) (C １ -C ６ ) alkyl group; (k8) (C ２ -C ６ ) alkenyl group; (k9) (C ２ -C ６ ) an alkynyl group; (k10) (C １ -C ６ ) an alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６ ) an alkylsulfanyl group; (k13) (C １ -C ６ ) an alkylsulfinyl group; (k14) (C １ -C ６ ) an alkylsulfonyl group; (k15) (C １ -C ６ ) alkylamino group; (k16) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (k17) halo (C １ -C ６ ) alkyl group; (k18) halo (C ２ -C ６ ) alkenyl group; (k19) halo(C ２ -C ６ ) alkynyl group; (k20) halo(C １ -C ６ ) alkoxy group; (k21) halo(C ３ -C ６ ) cycloalkyl group; (k22) halo(C １ -C ６ ) alkylsulfanyl group; (k23) halo(C １ -C ６ ) alkylsulfinyl group; (k24) halo(C １ -C ６ ) an alkylsulfonyl group; (k25) (C １ -C ６ ) Alkoxy (C １ -C ６ ) alkyl group; (k26) phenyl group; (k27) halogen atom, cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (k28) a pyridyl group; and (k29) a halogen atom, a cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (l1) a halogen atom; (l2) a cyano group; (l3) a nitro group; (l4) an amino group; (l5) a hydroxyl group; (l6) a carboxyl group; (l7) a (C １ -C ６ ) alkyl group; (l8) (C ２ -C ６ ) alkenyl group; (l9) (C ２ -C ６ ) alkynyl group; (l10) (C １ -C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (l12) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C ６ ) an alkylsulfinyl group; (l14) (C １ -C ６ ) an alkylsulfonyl group; (l15) (C １ -C ６ ) alkylamino group; (l16) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (l17) halo (C １ -C ６ ) alkyl group; (l18) halo(C ２ -C ６ ) alkenyl group; (l19) halo(C ２ -C ６ ) alkynyl group; (l20) halo(C １ -C ６ ) alkoxy group; (l21) halo(C ３ -C ６ ) cycloalkyl group; (l22) halo(C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; (l24) halo(C １ -C ６ ) alkylsulfonyl groups; and (l25) (C １ -C ６ ) Alkoxy (C １ -C ６ ) an alkyl group.} or a salt thereof.

2. X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; (a2) a halogen atom; (a3) ​​(C １ -C ６ (a4) halo(C １ -C ６ (a5) a phenyl group; (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo(C １ -C ６ ) alkyl group; (b9) halo(C ３ -C ６ (b10) a cycloalkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) an alkoxycarbonyl group; (b13) (C １ -C ６ ) Alkoxy (C １ -C ６ (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (b18) a pyridazinyl group; (b19) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b20) a pyrimidinyl group; (b21) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (b22) a pyrazinyl group; (b23) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b24) a phenyl(C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ (b27) a pyridyl (C ) alkyl group having 1 to 4 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C １ -C ６ ) alkyl group, Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ And R ２ａ (c1) a hydrogen atom; (c2) a phenyl group; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent selected from substituent group B; (c44) Carboxyl group; or (c45) (C １ -C ６ ) an alkoxycarbonyl group; R ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) alkyl group, R ２c But, (e1) (C １ -C ６ (e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) (e16) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (e17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e20) a thiazolyl group; (e21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (e44) a pyridylcarbonyl group; (e45) a pyridylcarbonyl group having 1 to 4 substituents each independently selected from substituent group B; or (e46) a hydrogen atom, ３ａ (f1) a hydrogen atom; (f2) (C １ -C ６ (f4) a phenyl group; (f5) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B, wherein R ３ｂ (g1) a hydrogen atom; (g2) (C １ -C ６ ) alkyl group; or (g3) halo(C １ -C ６ ) alkyl group, where R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and R ４ａ and R ５ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) an alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo(C １ -C ６ ) alkyl group; (h12) halo (C ３ -C ６ ) cycloalkyl group; (h13) halo(C １ -C ６ (h14) an alkoxy group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) A pyrazolyl group having 1 to 3 substituents independently selected from the substituent group C; (h29) a phenyl (C １ -C ６ (h30) a phenyl group having 1 to 5 substituents independently selected from the substituent group C (C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６ ) alkyl group; (h42) furyl (C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ (h44) an oxazolyl group (C) having 1 to 2 substituents independently selected from the substituent group C; １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group; or (h51) a dihydrobenzopyranyl group, R ４ａ and R ５ may be the same or different, R ４ｂ (i1) a hydrogen atom; (i2) (C １ -C ６ ) alkyl group; or (i3) halo(C １ -C ６ ) alkyl group, R ４ａ But (h4) (C １ -C ６ ) an alkyl group, or (h14) a group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) represents an alkyl group; R ４ｂ But (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, and Z is an oxygen atom, a sulfur atom, or NR ７ (In the formula, R ７ is a hydroxyl group or (C １ -C ６ ) represents an alkoxy group. ) the compound or a salt thereof according to claim 1 .

3. X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; (a3) ​​(C １ -C ６ (a4) halo(C １ -C ６ (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C １ -C ６ (b10) an alkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) an alkoxycarbonyl group; (b13) (C １ -C ６ ) Alkoxy (C １ -C ６ (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from the substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from the substituent group B; (b24) a phenyl (C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C １ -C ６ ) alkyl group, Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ And R ２ａ (c1) a hydrogen atom; (c2) a phenyl group; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent selected from substituent group B; (c44) Carboxyl group; or (c45) (C １ -C ６ ) an alkoxycarbonyl group; R ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) alkyl group, R ２c But, (e1) (C １ -C ６ (e3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (e4) a pyridyl group; (e5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (e6) a pyridazinyl group; (e7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (e8) a pyrimidinyl group; (e9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (e44) a pyridylcarbonyl group; (e45) a pyridylcarbonyl group having 1 to 4 substituents each independently selected from substituent group B; or (e46) a hydrogen atom, ３ａ (f1) a hydrogen atom; (f5) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B, ３ｂ (g1) a hydrogen atom; or (g2) (C １ -C ６ ) alkyl group, where R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and R ４ａ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo(C １ -C ６ ) alkyl group; (h14) (C １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group C; (h29) a phenyl (C １ -C ６ (h30) a phenyl group having 1 to 5 substituents independently selected from the substituent group C (C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６ ) alkyl group; (h42) furyl (C １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; or (h50) tetrahydrofuryl (C １ -C ６ ) alkyl group, R ４ｂ (i1) a hydrogen atom; or (i2) (C １ -C ６ ) alkyl group, R ４ａ But (h4) (C １ -C ６ ) represents an alkyl group; R ４ｂ But (i2) (C １ -C ６ ) When R represents an alkyl group, ４ａ and R ４ｂ may form a 3- to 6-membered ring together with the adjacent nitrogen atom, R ５ (h1) a hydrogen atom; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) an alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h9) halo(C １ -C ６ ) alkyl group; (h14) (C １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group C; (h29) a phenyl (C １ -C ６ (h30) a phenyl group having 1 to 5 substituents independently selected from the substituent group C (C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C １ -C ６ ) an alkyl group; or (h51) a dihydrobenzopyranyl group, and Z is an oxygen atom, or a salt thereof.

4. Y is CR ２ａ R ２ｂ Or NR ２ｃ 2. The compound according to claim 1, or a salt thereof, 5. Y is CR ２ａ R ２ｂ Or NR ２ｃ The compound according to claim 2 or a salt thereof, 6. Y is CR ２ａ R ２ｂ Or NR ２ｃ The compound or salt thereof according to claim 3, 7. A pest control agent comprising the compound or salt thereof according to any one of claims 1 to 6 as an active ingredient.

8. An agricultural and horticultural pest control agent comprising the compound or its salt according to any one of claims 1 to 6 as an active ingredient.

9. An animal ectoparasite control agent, comprising the compound or salt thereof according to any one of claims 1 to 6 as an active ingredient.

10. An animal internal parasite control agent, comprising the compound or salt thereof according to any one of claims 1 to 6 as an active ingredient.

11. A method for controlling agricultural and horticultural pests, which comprises applying an effective amount of the agricultural and horticultural pest control agent according to claim 8 to plants or soil.

12. A method for controlling external parasites in animals, which comprises orally or parenterally administering to a target animal an effective amount of the animal external parasite control agent according to claim 9.

13. A method for controlling internal parasites in animals, which comprises orally or parenterally administering to a target animal an effective amount of the animal internal parasite control agent according to claim 10.

14. Use of the compound or salt thereof according to any one of claims 1 to 6 as a pest control agent.

15. General formula (3) X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom. １ａ and R １ｂ (a1) a hydrogen atom; (a2) a halogen atom; (a3) ​​(C １ -C ６ (a4) halo(C １ -C ６ (a5) a phenyl group; (a6) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (a7) a pyridyl group; or (a8) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, １ａ and R １ｂ may be the same or different. １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b5) (C ３ -C ６ ) cycloalkyl group; (b6) halo(C １ -C ６ ) alkyl group; (b9) halo(C ３ -C ６ (b10) a cycloalkyl group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ ) an alkoxycarbonyl group; (b13) (C １ -C ６ ) Alkoxy (C １ -C ６ (b14) a phenyl group; (b15) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (b16) a pyridyl group; (b17) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (b18) a pyridazinyl group; (b19) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b20) a pyrimidinyl group; (b21) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (b22) a pyrazinyl group; (b23) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (b24) a phenyl(C １ -C ６ (b25) a phenyl (C) having 1 to 5 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b26) pyridyl (C １ -C ６ (b27) a pyridyl (C ) alkyl group having 1 to 4 substituents independently selected from the substituent group B; １ -C ６ ) alkyl group; (b28) thiazolyl (C １ -C ６ ) alkyl group; or (b29) thiazolyl (C １ -C ６ ) alkyl group. Y is CR ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ Indicates the following. ２ａ (c1) a hydrogen atom; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents independently selected from the substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent independently selected from the substituent group B; (c28) a carboxyl group; (c29) (C １ -C ６ ) an alkoxycarbonyl group; (c44) a carboxyl group; or (c45) (C １ -C ６ ) represents an alkoxycarbonyl group. ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) represents an alkyl group. ２c (e1) (C １ -C ６ (e10) a pyrazinyl group; (e11) a pyrazinyl group having 1 to 3 substituents independently selected from substituent group B; (e12) a furyl group; (e13) a furyl group having 1 to 3 substituents independently selected from substituent group B; (e14) a thienyl group; (e15) R represents a thienyl group having 1 to 3 substituents independently selected from the substituent group B; (e16) an oxazolyl group; (e17) an oxazolyl group having 1 to 2 substituents independently selected from the substituent group B; (e20) a thiazolyl group; (e21) a thiazolyl group having 1 to 2 substituents independently selected from the substituent group B; (e44) a pyridylcarbonyl group; or (e45) a pyridylcarbonyl group having 1 to 4 substituents independently selected from the substituent group B. ３ａ (f1) a hydrogen atom; (f2) (C １ -C ６ ) alkyl group; (f4) a phenyl group; (f5) a phenyl group having 1 to 5 substituents each independently selected from the substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from the substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from the substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from the substituent group B. R ３ｂ (g1) a hydrogen atom; (g2) (C １ -C ６ ) alkyl group; or (g3) halo(C １ -C ６ ) represents an alkyl group. １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, it does not simultaneously represent a hydrogen atom, and X is NR １ｃ , Y is NR ２ｃ It is not possible to show both at the same time. ５ (h1) a hydrogen atom; (h2) a hydroxyl group; (h3) a cyano group; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) an alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h8) (C １ -C ６ ) alkoxy group; (h9) halo(C １ -C ６ ) alkyl group; (h12) halo (C ３ -C ６ ) cycloalkyl group; (h13) halo(C １ -C ６ (h14) an alkoxy group having 1 to 3 substituents independently selected from the substituent group A (C １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h23) a pyrazinyl group; (h24) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h25) an isoxazolyl group; (h26) an isoxazolyl group having 1 to 2 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) A pyrazolyl group having 1 to 3 substituents independently selected from the substituent group C; (h29) a phenyl (C １ -C ６ (h30) a phenyl group having 1 to 5 substituents independently selected from the substituent group C (C １ -C ６ ) alkyl group; (h31) pyridyl (C １ -C ６ (h32) pyridyl (C) having 1 to 4 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C １ -C ６ ) alkyl group; (h39) thienyl (C １ -C ６ (h40) thienyl (C) having 1 to 3 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h41) furyl (C １ -C ６ ) alkyl group; (h42) furyl (C １ -C ６ ) alkyl group; (h43) oxazolyl (C １ -C ６ (h44) an oxazolyl group (C) having 1 to 2 substituents independently selected from the substituent group C; １ -C ６ ) alkyl group; (h45) thiazolyl (C １ -C ６ (h46) thiazolyl (C) having 1 to 2 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h47) benzofuranyl (C １ -C ６ ) alkyl group; (h48) benzofuranyl (C) having 1 to 5 substituents independently selected from the substituent group C １ -C ６ ) alkyl group; (h49) tetrahydropyranyl (C １ -C ６ ) alkyl group; (h50) tetrahydrofuryl (C １ -C ６ ) an alkyl group; or (h51) a dihydrobenzopyranyl group. R ６ (m1) (C １ -C ６ ) alkyl group; (m2) (C ２ -C ６ ) alkenyl group; (m3) (C ２ -C ６ ) alkynyl group; (m4) halo(C １ -C ６ ) alkyl group; (m5) phenyl (C １ -C ６ ) alkyl group; or (m6) phenyl (C １ -C ６ Substituent group A is: (j1) a cyano group; (j2) (C ３ -C ６ ) cycloalkyl group; (j3) (C １ -C ６ ) an alkoxy group; (j4) (C １ -C ６ ) an alkylsulfanyl group; (j5) (C １ -C ６ ) an alkylsulfinyl group; (j6) (C １ -C ６ ) an alkylsulfonyl group; (j7) (C １ -C ６ ) alkylamino group; (j8) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (j9) halo (C ３ -C ６ ) cycloalkyl group; (j10) halo(C １ -C ６ ) alkoxy group; (j11) halo(C １ -C ６ ) alkylsulfanyl group; (j12) halo(C １ -C ６ ) alkylsulfinyl groups; and (j13) halo(C １ -C ６ The substituent group B is composed of (k1) a halogen atom; (k2) a cyano group; (k3) a nitro group; (k4) an amino group; (k5) a hydroxyl group; (k6) a carboxyl group; (k7) (C １ -C ６ ) alkyl group; (k8) (C ２ -C ６ ) alkenyl group; (k9) (C ２ -C ６ ) an alkynyl group; (k10) (C １ -C ６ ) an alkoxy group; (k11) (C ３ -C ６ ) cycloalkyl group; (k12) (C １ -C ６ ) an alkylsulfanyl group; (k13) (C １ -C ６ ) an alkylsulfinyl group; (k14) (C １ -C ６ ) an alkylsulfonyl group; (k15) (C １ -C ６ ) alkylamino group; (k16) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (k17) halo (C １ -C ６ ) alkyl group; (k18) halo (C ２ -C ６ ) alkenyl group; (k19) halo(C ２ -C ６ ) alkynyl group; (k20) halo(C １ -C ６ ) alkoxy group; (k21) halo(C ３ -C ６ ) cycloalkyl group; (k22) halo(C １ -C ６ ) alkylsulfanyl group; (k23) halo(C １ -C ６ ) alkylsulfinyl group; (k24) halo(C １ -C ６ ) an alkylsulfonyl group; (k25) (C １ -C ６ ) Alkoxy (C １ -C ６ ) alkyl group; (k26) phenyl group; (k27) halogen atom, cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (k28) a pyridyl group; and (k29) a halogen atom, a cyano group, (C １ -C ６ ) alkyl group, (C １ -C ６ ) an alkoxy group, (C ３ -C ６ ) cycloalkyl group, halo(C １ -C ６ ) alkyl group and halo(C １ -C ６ (l1) a halogen atom; (l2) a cyano group; (l3) a nitro group; (l4) an amino group; (l5) a hydroxyl group; (l6) a carboxyl group; (l7) a (C １ -C ６ ) alkyl group; (l8) (C ２ -C ６ ) alkenyl group; (l9) (C ２ -C ６ ) alkynyl group; (l10) (C １ -C ６ ) alkoxy group; (l11) (C ３ -C ６ ) cycloalkyl group; (l12) (C １ -C ６ ) alkylsulfanyl group; (l13) (C １ -C ６ ) an alkylsulfinyl group; (l14) (C １ -C ６ ) an alkylsulfonyl group; (l15) (C １ -C ６ ) alkylamino group; (l16) di(C １ -C ６ ) alkylamino group (the (C １ -C ６ ) alkyl may be the same or different); (l17) halo (C １ -C ６ ) alkyl group; (l18) halo(C ２ -C ６ ) alkenyl group; (l19) halo(C ２ -C ６ ) alkynyl group; (l20) halo(C １ -C ６ ) alkoxy group; (l21) halo(C ３ -C ６ ) cycloalkyl group; (l22) halo(C １ -C ６ ) alkylsulfanyl group; (l23) halo(C １ -C ６ ) alkylsulfinyl group; (l24) halo(C １ -C ６ ) alkylsulfonyl groups; and (l25) (C １ -C ６ ) Alkoxy (C １ -C ６ ) an alkyl group; or a salt thereof.

16. X is CR １ａ R １ｂ , N.R. １ｃ or an oxygen atom, R １ａ and R １ｂ (a1) a hydrogen atom; (a3) ​​(C １ -C ６ (a4) halo(C １ -C ６ (a6) a phenyl group having 1 to 5 substituents each independently selected from the substituent group B; (a7) a pyridyl group, or (a8) a pyridyl group having 1 to 4 substituents each independently selected from the substituent group B, R １ａ and R １ｂ may be the same or different, R １c (b1) a hydrogen atom; (b2) (C １ -C ６ ) alkyl group; (b12) (C １ -C ６ (b14) an alkoxycarbonyl group; (b15) a phenyl group having 1 to 5 substituents independently selected from the substituent group B; (b16) a pyridyl group; or (b17) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B, ２ａ R ２ｂ , N.R. ２ｃ or CH ２ CH ２ And R ２ａ (c1) a hydrogen atom; (c3) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (c4) a pyridyl group; (c5) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (c6) a pyridazinyl group; (c7) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c8) a pyrimidinyl group; (c9) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group B; (c10) a pyrazinyl group; (c11) a pyrazinyl group having 1 to 3 substituents each independently selected from substituent group B; (c12) a furyl group; (c13) a furyl group having 1 to 3 substituents each independently selected from substituent group B; (c14) a thienyl group; (c15) a thienyl group having 1 to 3 substituents each independently selected from substituent group B; (c16) an oxazolyl group; (c17) an oxazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c18) an isoxazolyl group; (c19) an isoxazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c20) a thiazolyl group; (c21) a thiazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c22) an isothiazolyl group; (c23) an isothiazolyl group having 1 to 2 substituents independently selected from the substituent group B; (c24) a pyrazolyl group; (c25) a pyrazolyl group having 1 to 3 substituents independently selected from the substituent group B; (c26) an oxadiazolyl group; (c27) an oxadiazolyl group having one substituent independently selected from the substituent group B; (c44) a carboxyl group; or (c45) (C １ -C ６ ) an alkoxycarbonyl group; R ２ｂ (d1) a hydrogen atom; or (d2) (C １ -C ６ ) alkyl group, R ２c But, (e1) (C １ -C ６ (e4) a pyridyl group; (e5) a pyridyl group having 1 to 4 substituents independently selected from the substituent group B; (e44) a pyridylcarbonyl group; or (e45) a pyridylcarbonyl group having 1 to 4 substituents independently selected from the substituent group B, ３ａ (f1) a hydrogen atom; (f5) a phenyl group having 1 to 5 substituents each independently selected from substituent group B; (f6) a pyridyl group; (f7) a pyridyl group having 1 to 4 substituents each independently selected from substituent group B; (f8) a thiazolyl group; (f9) a thiazolyl group having 1 to 2 substituents each independently selected from substituent group B; (f10) a quinolyl group; or (f11) a quinolyl group having 1 to 6 substituents each independently selected from substituent group B, ３ｂ (g1) a hydrogen atom; or (g2) (C １ -C ６ ) alkyl group, where R １ａ , R １ｂ , R ２ａ , R ２ｂ , R ３ａ and R ３ｂ However, X does not simultaneously represent a hydrogen atom, and １ｃ Y is NR ２ｃ and R are not shown at the same time. ５ (h1) a hydrogen atom; (h4) (C １ -C ６ ) alkyl group; (h5) (C ２ -C ６ ) alkenyl group; (h6) (C ２ -C ６ ) an alkynyl group; (h7) (C ３ -C ６ ) cycloalkyl group; (h9) halo(C １ -C ６ ) alkyl group; (h14) (C １ -C ６ ) alkyl group; (h15) a phenyl group; (h16) a phenyl group having 1 to 5 substituents each independently selected from substituent group C; (h17) a pyridyl group; (h18) a pyridyl group having 1 to 4 substituents each independently selected from substituent group C; (h19) a pyridazinyl group; (h20) a pyridazinyl group having 1 to 3 substituents each independently selected from substituent group C; (h21) a pyrimidinyl group; (h22) a pyrimidinyl group having 1 to 3 substituents each independently selected from substituent group C; (h27) a pyrazolyl group; (h28) a pyrazolyl group having 1 to 3 substituents each independently selected from substituent group C; (h29) a phenyl(C １ -C ６ (h30) a phenyl group having 1 to 5 substituents independently selected from the substituent group C (C １ -C ６ ) alkyl group; (h37) pyrazinyl (C １ -C ６ ) alkyl group; (h38) pyrazinyl (C １ -C ６ ) alkyl group; or (h51) dihydrobenzopyranyl group, and R ６ But, (m1) (C １ -C ６ ) alkyl group; (m5) phenyl (C １ -C ６ ) alkyl group; or (m6) phenyl (C １ -C ６ 16. The compound or salt thereof according to claim 15, wherein: