Triazines and pyrimidines (thio)amides as fungicidal compounds

Abstract

The present disclosure relates to triazine and pyrimidine (thio) amide compounds, processes and intermediates for their preparation and their use for controlling phytopathogenic microorganisms, such as phytopathogenic fungi.

Description

Technical Field

[0001] This invention relates to triazine and pyrimidine (thio)amide compounds and their use in controlling plant pathogenic microorganisms (such as plant pathogenic fungi). The invention also relates to methods for preparing these compounds and intermediates. Background Technology

[0002] To date, numerous crop protectants have been developed to combat or prevent microbial infection. However, there remains a need to develop new compounds that are effective against broad-spectrum plant pathogens such as fungi, exhibiting low toxicity, high selectivity, or the ability to be applied at low rates while still allowing for effective pest control. New compounds are also desired to prevent the emergence of resistance.

[0003] This invention provides novel compounds for controlling plant pathogenic microorganisms (such as fungi), which have advantages in at least some of these respects compared to known compounds and compositions.

[0004] WO 2005 / 070889 discloses substituted benzylformamide as a herbicide. WO 2010 / 049302 describes phenoxypyridylformamide as a GPBAR1 agonist for the treatment of diabetes. WO 2019 / 014352 describes phenylformamide as a sodium channel regulator. WO 2018 / 055135 discloses a 5-trifluoromethyloxadiazole derivative with antimicrobial activity. WO 2004 / 016088 describes a 2-pyridylethylbenzamide derivative for the treatment of plant pathogenic diseases. Summary of the Invention

[0005] Compound of formula (I)

[0006] This invention relates to compounds of formula (I), salts of these compounds, N-oxides of these compounds, and solvates of these salts and N-oxides:

[0007] (I),

[0008] in

[0009] A is N or CR 8 ,

[0010] in

[0011] R 8 It is hydrogen, halogen, cyano, or C1-C4-alkyl.

[0012] T is either O or S.

[0013] n is 0 or 1,

[0014] m is 0 or 1.

[0015] R 1 It can be hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, or -C(=O)R 10 -C(=O)(OR) 11 -S(=O)R 12 -S(=O)2R 12 -C(=O)N(R) 13 )2 or -S(=O)2N(R 14 )2,

[0016] in

[0017] R 10 R 11 and R 12 It is independently C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl.

[0018] R 13 and R 14 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl.

[0019] R 2 and R 3 Independently, it is hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl.

[0020] or

[0021] R 2 and R 3 Together with the carbon atoms they are attached to, they form C3-C8 cycloalkyl rings or 3- to 7-membered heterocyclic rings.

[0022] R 4 and R 5 Independently, it is hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl.

[0023] or

[0024] R 4 and R 5 Together with the carbon atoms they are attached to, they form C3-C8 cycloalkyl rings or 3- to 7-membered heterocyclic rings.

[0025] or

[0026] R 2 and R 4 Together with the carbon atoms they are attached to, they form C3-C8 cycloalkyl rings or 3- to 7-membered heterocyclic rings.

[0027] and

[0028] R 3 and R 5 Independently hydrogen or halogen,

[0029] or

[0030] R 2 and R 4 Together forming formula **-C(R) 3 )=C(R 5 )- ## group,

[0031] in

[0032] **is related to N(R) 1 The points connected,

[0033] ## Is with R 6 The connected points

[0034] and

[0035] R 3 and R 5 Independently hydrogen, halogen, or C1-C6-alkyl.

[0036] R 6 For C3-C 12 -Carbon ring, C6-C 14 -Aryl, 3 to 14-membered heterocyclic, 5 to 14-membered heteroaryl, C3-C 12 -Carbocyclic oxide, C6-C 14 -aryloxy, 5 to 14-membered heteroaryloxy, 3 to 14-membered heterocyclic oxy, C1-C3-alkoxy or C1-C3-haloalkoxy

[0037] The C1-C3-alkoxy and C1-C3-haloalkoxy groups are independently substituted by a substituent selected from the following: C3-C 12 -Carbon ring, C6-C 14 -aryl, 3 to 14-membered heterocyclic and 5 to 14-membered heteroaryl

[0038] The C3-C 12 -Carbon ring, C6-C 14 -aryl, 3 to 14-membered heterocyclic and 5 to 14-membered heteroaryl groups are then optionally surrounded by 1 to 4 R groups. 6S Substituent substitution,

[0039] Among them, C3-C 12 -Carbon ring, C6-C 14 -Aryl, 3 to 14-membered heterocyclic, 5 to 14-membered heteroaryl, C3-C 12 -Carbocyclic oxide, C6-C 14 -aryloxy, 5 to 14-membered heteroaryloxy and 3 to 14-membered heterocyclic oxy are optionally surrounded by 1 to 4 R 6S Substituent substitution,

[0040] in

[0041] R 6S Independently, it is halogen, cyano, isocyano, nitro, hydroxyl, mercapto, pentafluorosulfuryl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1- C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, N(R 15 )2、-C(=O)R 16 -C(=O)(OR) 17 -C(=O)N(R) 18 )2、-S(=O)2N(R 19 2, -O-Si(C1-C6-alkyl)3 or -Si(C1-C6-alkyl)3,

[0042] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C 6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3 to 7-membered heterocyclic groups.

[0043] and

[0044] The C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 The -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclic groups are further optionally substituted by 1 to 4 independently selected substituents from the following: halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl.

[0045] or

[0046] Two substituents attached to the same carbon atom, forming a C3-C8 cycloalkyl ring, form a C3-C8 cycloalkyl ring.

[0047] or

[0048] Two Rs 6S The substituents optionally form a C3-C8 cycloalkyl ring together with the carbon atom to which they are attached.

[0049] And among them

[0050] R 15 It is hydrogen, C1-C6 alkyl or C3-C8 cycloalkyl.

[0051] The C1-C6-alkyl group is further optionally substituted by one to three substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3 to 7-membered heterocyclic groups.

[0052] and

[0053] The C3-C8-cycloalkyl group is further optionally substituted by one to four independently selected substituents from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl.

[0054] R 16 R 17 R 18 and R 19 Independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl.

[0055] The C1-C6-alkyl or C1-C6-haloalkyl group is further optionally substituted by one to three substituents independently selected from the following: cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3 to 7-membered heterocyclic groups.

[0056] R 7Hydrogen, halogen, cyano, isocyanate, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5 or 6-membered heteroaryloxy, 3 to 7-membered heterocyclic oxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2、-C(=NR 21 )R 22 -NR 23 C(=O)R 24 -C(=O)(OR) 25 -C(=O)N(R) 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0057] Wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0058] Among them, C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5 or 6-membered heteroaryloxy and 3 to 7-membered heterocyclic oxy, optionally surrounded by 1 to 3 R 7Sc Substituent substitution,

[0059] And among them

[0060] R 20 It is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, C2-C6-haloynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group

[0061] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, and C2-C6-haloynyl groups are optionally substituted with 1 to 3 substituents R. 7Sa replace,

[0062] and

[0063] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5 or 6-membered heteroaryl and 3 to 7-membered heterocyclic are optionally replaced by 1 to 3 substituents R 7Sc replace,

[0064] R 21 and R 22 Independently, it is hydroxyl, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino.

[0065] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino is optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0066] R 23 R 24 R 25 R 26 R 27 R28 and R 29 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl.

[0067] The C1-C6-alkyl and C1-C6-haloalkyl groups are optionally surrounded by 1 to 3 R groups. 7Sa Substituent substitution,

[0068] and

[0069] The C3-C8-cycloalkyl group is optionally surrounded by 1 to 3 R groups. 7Sc Substituent substitution,

[0070] in

[0071] R 7Sa Independently, it can be cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -Aryl or 3 to 7-membered heterocyclic groups

[0072] R 7Sc Independently, it is a halogen, cyano, nitro, hydroxyl, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3 to 7-membered heterocyclic group.

[0073] or

[0074] Two R atoms bonded to the same carbon atom 7Sc Substituents C1-C6-alkyl groups together form C3-C8-cycloalkyl groups.

[0075] Q is C6-C 14 -Aryl, C3-C 12 -Carbocyclic, 3 to 14-membered heterocyclic or 5 to 14-membered heteroaryl

[0076] C6-C 14 -Aryl, C3-C 12 - A carbocyclic ring, a 3- to 14-membered heterocyclic group, and a 5- to 14-membered heteroaryl group are optionally selected by 1 to 5 independently chosen from the following Q SSubstituents: Halogen, cyano, isocyanate, nitro, hydroxyl, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C 6-Alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic groups, 5- to 14-membered heteroaryl groups, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 -NR 34 C(=O)R 35 -C(=O)N(R) 36 )2、-C(=S)R 37 -C(=S)N(R) 38 )2、-C(=NR 39 )R 40 -C(=NOR) 41 )R 42 and -N(R) 43 )2,

[0077] in

[0078] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C 6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 independently selected substituents from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3 to 7-membered heterocyclic groups.

[0079] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic groups and 5- to 14-membered heteroaryl groups are optionally substituted by 1 to 3 independently selected substituents from the following: halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups.

[0080] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic groups are optionally substituted by two substituents, which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl group.

[0081] R 34 R 35 R 36 R 37 R 38 R 39 R 40 R 41 and R 42 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy.

[0082] in

[0083] The C1-C6-alkyl, C1-C6-haloalkyl, and C1-C6-alkoxy groups are optionally substituted by one to three independently selected substituents from the following: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3 to 7-membered heterocyclic groups.

[0084] And among them

[0085] R 43 Independently, it is hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, or C3-C8-cycloalkyl.

[0086] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C6-haloalkenyl groups are optionally substituted by one to three independently selected substituents from the following: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3 to 7-membered heterocyclic groups.

[0087] The C3-C8-cycloalkyl group is optionally substituted by one to three independently selected substituents from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3 to 7-membered heterocyclic groups.

[0088] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3 to 7-membered heterocyclic groups are optionally substituted by two substituents together with the carbon atoms to which they are attached to form a C3-C8-cycloalkyl group.

[0089] The present invention relates to a composition comprising at least one compound of formula (I) as defined herein and at least one suitable agricultural adjuvant.

[0090] The present invention also relates to the use of compounds of formula (I) as defined herein or compositions as defined herein for the control of plant pathogenic fungi.

[0091] The present invention relates to a method for controlling plant pathogenic fungi, comprising the steps of applying at least one compound of formula (I) as defined herein or a composition as defined herein to a plant, plant part, seed, fruit or soil in which the plant grows.

[0092] The present invention also relates to methods and intermediates for preparing compounds of formula (I).

[0093] Unless otherwise stated, the following definitions apply to substituents and residues used throughout the specification and claims:

[0094] As used in this article, the term "halogen" refers to fluorine, chlorine, bromine, or iodine atoms.

[0095] As used in this article, the term "methylene" refers to a CH2 group that is linked to a carbon atom via a double bond.

[0096] As used in this article, the term "halomethylene" refers to the CX2 group connected to a carbon atom via a double bond, where X is a halogen.

[0097] As used in this article, the term "oxo" refers to an oxygen atom that is bonded to a carbon or sulfur atom via a double bond.

[0098] As used herein, the term "C1-C6-alkyl" refers to a saturated branched or straight-chain hydrocarbon chain containing 1, 2, 3, 4, 5, or 6 carbon atoms. Examples of C1-C6-alkyl include, but are not limited to, methyl, ethyl, propyl (n-propyl), 1-methylethyl (isopropyl), butyl (n-butyl), 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl), 1,1-dimethylethyl (tert-butyl), pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, and hexyl. The hydrocarbon chain comprises 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, and 1-ethyl-2-methylpropyl. Specifically, the hydrocarbon chain contains 1, 2, 3, or 4 carbon atoms (“C1-C4-alkyl”), such as methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, isobutyl, or tert-butyl.

[0099] As used herein, the terms “C3-C8-cycloalkyl” and “C3-C8-cycloalkyl ring” refer to a saturated monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms. Examples of C3-C8-cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. In particular, the cycloalkyl group contains 3 to 6 carbon atoms.

[0100] As used herein, the term "C2-C6-alkenyl" refers to an unsaturated branched or straight-chain hydrocarbon chain containing 2, 3, 4, 5, or 6 carbon atoms and at least one double bond. Examples of C2-C6-alkenyl include, but are not limited to, vinyl, propen-1-yl (or "allyl"), propen-1-yl, but-3-alkenyl, but-2-alkenyl, but-1-alkenyl, pent-4-alkenyl, pent-3-alkenyl, pent-2-alkenyl, pent-1-alkenyl, hex-5-alkenyl, hex-4-alkenyl, hex-3-alkenyl, hex-2-alkenyl, hex-1-alkenyl, propen-2-yl (or "isopropenyl"), 2-methylpropen-2-alkenyl, 1-methylpropen-2-alkenyl, 2-methylpropen-1-alkenyl, 1-methylpropen-1- alkenyl, 3-methylbut-3-enyl, 2-methylbut-3-enyl, 1-methylbut-3-enyl, 3-methylbut-2-enyl, 2-methylbut-2-enyl, 1-methylbut-2-enyl, 3-methylbut-1-enyl, 2-methylbut-1-enyl, 1-methylbut-1-enyl, 1,1-dimethylprop-2-enyl, 1-ethylprop-1-enyl, 1-propylvinyl, 1-isopropylvinyl, 4-methylpent-4-enyl, 3-methylpent-4-enyl, 2-methylpent-4-enyl, 1-methylpent-4-enyl, 4-methylpent- 3-Alkenyl, 3-methylpent-3-enyl, 2-methylpent-3-enyl, 1-methylpent-3-enyl, 4-methylpent-2-enyl, 3-methylpent-2-enyl, 2-methylpent-2-enyl, 1-methylpent-2-enyl, 4-methylpent-1-enyl, 3-methylpent-1-enyl, 2-methylpent-1-enyl, 1-methylpent-1-enyl, 3-ethylbut-3-enyl, 2-ethylbut-3-enyl, 1-ethylbut-3-enyl, 3-ethylbut-2-enyl, 2-ethylbut-2-enyl, 1-ethylbut-2-enyl, 3 -Ethylbut-1-enyl, 2-Ethylbut-1-enyl, 1-Ethylbut-1-enyl, 2-Prop-2-enyl, 1-Prop-2-enyl, 2-Isopropylprop-2-enyl, 1-Isopropylprop-2-enyl, 2-Prop-1-enyl, 1-Prop-1-enyl, 2-Isopropylprop-1-enyl, 1-Isopropylprop-1-enyl, 3,3-Dimethylprop-1-enyl, 1-(1,1-Dimethylethyl)vinyl, but-1,3-dienyl, pent-1,4-dienyl, hex-1,5-dienyl or methylhexadienyl group.

[0101] As used herein, the term "C2-C6-ynyl" refers to a branched or straight-chain hydrocarbon chain containing 2, 3, 4, 5, or 6 carbon atoms and at least one triple bond. Examples of C2-C6 ynyl groups include, but are not limited to, ethynyl, propynyl-1-ynyl, propynyl-2-ynyl (or "propynyl"), butynyl-1-ynyl, butynyl-2-ynyl, butynyl-3-ynyl, pentynyl-1-ynyl, pentynyl-2-ynyl, pentynyl-3-ynyl, pentynyl-4-ynyl, hexynyl-1-ynyl, hexynyl-2-ynyl, hexynyl-3-ynyl, hexynyl-4-ynyl, hexynyl-5-ynyl, 1-methylpropynyl-2-ynyl, 2-methylbutynyl-3-ynyl, 1-methylbutynyl-3-ynyl, 1-methylbutynyl-2-ynyl, 3-methylbutynyl-1-ynyl, 1-ethylpropynyl-2-ynyl, and 3-methylpentynyl-4-ynyl. 2-Methylpent-4-ynyl, 1-Methylpent-4-ynyl, 2-Methylpent-3-ynyl, 1-Methylpent-3-ynyl, 4-Methylpent-2-ynyl, 1-Methylpent-2-ynyl, 4-Methylpent-1-ynyl, 3-Methylpent-1-ynyl, 2-Ethylbut-3-ynyl, 1-Ethylbut-3-ynyl, 1-Ethylbut-2-ynyl, 1-Prop-2-ynyl, 1-Isopropylprop-2-ynyl, 2,2-Dimethylbut-3-ynyl, 1,1-Dimethylbut-3-ynyl, 1,1-Dimethylbut-2-ynyl or 3,3-Dimethylbut-1-ynyl group.

[0102] As used herein, the term "C1-C6-haloalkyl" refers to a C1-C6-alkyl group as defined above, in which one or more hydrogen atoms are substituted with one or more halogen atoms, which may be the same or different. Examples of C1-C6-haloalkoxy groups include, but are not limited to, chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, and 1,1,1-trifluoropropyl-2-yl. Preferred compounds are fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, and 1,1,1-trifluoropropyl-2-yl.

[0103] As used herein, the term “C1-C6-fluoroalkyl” refers to a C1-C6-alkyl group as defined above, in which one or more hydrogen atoms are substituted with one or more fluorine atoms, which may be the same or different. Examples of C1-C6-fluoroalkyl groups include, but are not limited to, monofluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 1,1-difluoroethyl, 2,2-difluoroethyl, and 2,2,2-trifluoroethyl.

[0104] As used herein, the term “C2-C6 haloalkenyl” refers to a C2-C6 alkenyl group as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0105] As used in this article, “C2-C6 haloalkynyl” refers to a C2-C6 alkynyl group as defined above, in which one or more hydrogen atoms are replaced by one or more identical halogen atoms.

[0106] As used herein, the term “C1-C6-alkoxy” refers to a group of the formula (C1-C6-alkyl)-O-, wherein the term “C1-C6-alkyl” is as defined herein. Examples of C1-C6-alkoxy groups include, but are not limited to, methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, n-pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, n-hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy, and 1-ethyl-2-methylpropoxy. Unless otherwise defined, this definition also applies to alkoxy groups that are part of a complex substituent (such as alkoxyalkyl, alkoxyalkoxy).

[0107] As used herein, the term "C1-C6-haloalkoxy" refers to a C1-C6-alkoxy group as defined above, in which one or more hydrogen atoms are substituted with one or more halogen atoms, which may be the same or different. Examples of C1-C6-haloalkoxy groups include, but are not limited to, chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy, and 1,1,1-trifluoroprop-2-oxy.

[0108] As used herein, the term "C1-C6-hydroxyalkyl" refers to a C1-C6-alkyl group as defined above, in which at least one hydrogen atom is replaced by a hydroxyl group. Examples of C1-C6-hydroxyalkyl groups include, but are not limited to, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1,2-dihydroxyethyl, 3-hydroxypropyl, 2-hydroxypropyl, 1-hydroxypropyl, 1-hydroxypropyl-2-yl, 2-hydroxypropyl-2-yl, 2,3-dihydroxypropyl, and 1,3-dihydroxypropyl-2-yl.

[0109] As used herein, the term "C3-C8-cycloalkoxy" refers to a monocyclic saturated cycloalkoxy group containing 3 to 8 (preferably 3 to 6) carbocyclic members, such as (but not limited to) cyclopropoxy, cyclobutoxy, cyclopentoxy, and cyclohexoxy. Unless otherwise defined, this definition also applies to cycloalkoxy groups that are part of a complex substituent (such as a cycloalkoxyalkyl group).

[0110] As used herein, the term "C3-C8-halocycloalkoxy" refers to a C3-C8-cycloalkoxy group, as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0111] As used herein, the term C2-C6-enyloxy refers to the formula (C2-C6-enyl)-O-, wherein the term "C1-C6-enyl" group is as defined herein. Examples of C2-C6-enyl groups include, but are not limited to, vinyloxy, prop-2-en-1-yloxy (or "allyl"), prop-1-en-1-yloxy, but-3-enyloxy, but-2-enyloxy, but-1-enyloxy, pent-4-enyloxy, pent-3-enyloxy, pent-2-enyloxy, pent-1-enyloxy, hex-5-enyloxy, hex-4-enyloxy, hex-3-enyloxy, hex-2-enyloxy, hex-1-enyloxy, prop-1-en-2-yloxy (or "isopropenyloxy"), 2-methylprop-2-enyloxy, 1-methylprop-2-enyloxy, 2-methylprop-1-enyloxy, 1-methylprop- 1-Alkenyloxy, 3-Methylbut-3-alkenyloxy, 2-Methylbut-3-alkenyloxy, 1-Methylbut-3-alkenyloxy, 3-Methylbut-2-alkenyloxy, 2-Methylbut-2-alkenyloxy, 1-Methylbut-2-alkenyloxy, 3-Methylbut-1-alkenyloxy, 2-Methylbut-1-alkenyloxy, 1-Methylbut-1-alkenyloxy, 1,1-Dimethylprop-2-alkenyloxy, 1-Ethylprop-1-alkenyloxy, 1-Propylvinyloxy, 1-Isopropylvinyloxy, 4-Methylpent-4-alkenyloxy, 3-Methylpent-4-alkenyloxy, 2-Methylpent-4-alkenyloxy, 1-Methylpent-4-alkenyloxy, 4-Methyl Pentyl-3-enyloxy, 3-methylpentyl-3-enyloxy, 2-methylpentyl-3-enyloxy, 1-methylpentyl-3-enyloxy, 4-methylpentyl-2-enyloxy, 3-methylpentyl-2-enyloxy, 2-methylpentyl-2-enyloxy, 1-methylpentyl-2-enyloxy, 4-methylpentyl-1-enyloxy, 3-methylpentyl-1-enyloxy, 2-methylpentyl-1-enyloxy, 1-methylpentyl-1-enyloxy, 3-ethylbutyl-3-enyloxy, 2-ethylbutyl-3-enyloxy, 1-ethylbutyl-3-enyloxy, 3-ethylbutyl-2-enyloxy, 2-ethylbutyl-2-enyloxy, 1-ethylbutyl-2-enyloxy 3-Ethylbut-1-enyloxy, 2-Ethylbut-1-enyloxy, 1-Ethylbut-1-enyloxy, 2-Prop-2-enyloxy, 1-Prop-2-enyloxy, 2-Isopropylprop-2-enyloxy, 1-Isopropylprop-2-enyloxy, 2-Prop-1-enyloxy, 1-Prop-1-enyloxy, 2-Isopropylprop-1-enyloxy, 1-Isopropylprop-1-enyloxy, 3,3-Dimethylprop-1-enyloxy, 1-(1,1-Dimethylethyl)vinyloxy, but-1,3-dienyloxy, pent-1,4-dienyloxy, hex-1,5-dienyloxy, or methylhexadienyloxy group.

[0112] As used herein, the term “C2-C6-halogenated alkenyloxy group” refers to a (C2-C6-alkenyl)-O- group as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0113] As used herein, the term "C1-C6-alkylthioalkyl" refers to a saturated straight-chain or branched group of the formula (C1-C6-alkyl)-S-, wherein the term "C1-C6-alkyl" is as defined herein. Examples of C1-C6-alkylthioalkyl groups include, but are not limited to, methylthioalkyl, ethylthioalkyl, propylthioalkyl, isopropylthioalkyl, butylthioalkyl, sec-butylthioalkyl, isobutylthioalkyl, tert-butylthioalkyl, pentylthioalkyl, isopentylthioalkyl, and hexylthioalkyl groups.

[0114] As used herein, the term “C1-C6-haloalkylthioalkyl” refers to a C1-C6-alkylthioalkyl group in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0115] As used herein, the term "C3-C8-cycloalkylthioalkyl" refers to a saturated monovalent monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms and connected to the backbone via sulfur atoms. Examples of monocyclic C3-C8 cycloalkylthioalkyls include, but are not limited to, cyclopropylthioalkyl, cyclobutylthioalkyl, cyclopentylthioalkyl, cyclohexylthioalkyl, cycloheptylthioalkyl, or cyclooctylthioalkyl.

[0116] As used herein, the term “C1-C6-alkylsulfinyl” refers to a saturated straight-chain or branched group of the formula (C1-C6-alkyl)-S(=O)-, wherein the term “C1-C6-alkyl” is as defined herein. Examples of C1-C6-alkyl sulfinyl groups include, but are not limited to, saturated straight-chain or branched alkyl sulfinyl groups containing 1 to 8 (preferably 1 to 6, more preferably 1 to 4) carbon atoms, such as (but not limited to) C1-C6-alkyl sulfinyl groups, such as methyl sulfinyl, ethyl sulfinyl, propyl sulfinyl, 1-methylethyl sulfinyl, butyl sulfinyl, 1-methylpropyl sulfinyl, 2-methylpropyl sulfinyl, 1,1-dimethylethyl sulfinyl, pentyl sulfinyl, 1-methylbutyl sulfinyl, 2-methylbutyl sulfinyl, 3-methylbutyl sulfinyl, 2,2-dimethylpropyl sulfinyl, 1-ethylpropyl sulfinyl, 1,1-dimethylpropyl sulfinyl 1,2-Dimethylpropylsulfinyl, hexylsulfinyl, 1-methylpentylsulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl, 4-methylpentylsulfinyl, 1,1-dimethylbutylsulfinyl, 1,2-dimethylbutylsulfinyl, 1,3-dimethylbutylsulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-dimethylbutylsulfinyl, 1-ethylbutylsulfinyl, 2-ethylbutylsulfinyl, 1,1,2-trimethylpropylsulfinyl, 1,2,2-trimethylpropylsulfinyl, 1-ethyl-1-methylpropylsulfinyl, and 1-ethyl-2-methylpropylsulfinyl.

[0117] As used herein, the term "C1-C6-haloalkylsulfinyl" refers to a C1-C6-alkylsulfinyl group as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0118] As used herein, the term "C3-C8-cycloalkylsulfinyl" refers to a saturated monovalent monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms and connected to the skeleton by a -S (=O)- group. Examples of monocyclic C3-C8-cycloalkylsulfinyl groups include, but are not limited to, cyclopropylsulfinyl, cyclobutylsulfinyl, cyclopentylsulfinyl, cyclohexylsulfinyl, cycloheptylsulfinyl, or cyclooctylsulfinyl.

[0119] As used herein, the term "C1-C6-alkylsulfonyl" refers to a saturated straight-chain or branched group of the formula (C1-C6-alkyl)-S(=O)2-, wherein the term "C1-C6-alkyl" is as defined herein. Examples of C1-C6-alkylsulfonyl groups include, but are not limited to, methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2-methylpropylsulfonyl, 1,1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, 1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl. 2-Methylpentylsulfonyl, 3-methylpentylsulfonyl, 4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl, 1,2-dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl, 1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl, 1-ethyl-1-methylpropylsulfonyl, and 1-ethyl-2-methylpropylsulfonyl.

[0120] As used herein, the term "C1-C6-haloalkylsulfonyl" refers to a C1-C6-alkylsulfonyl group as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0121] As used herein, the term "C3-C8-cycloalkylsulfonyl" refers to a saturated monovalent monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms and connected to the skeleton via a -S(=O)2- group. Examples of monocyclic C3-C8-cycloalkylsulfonyl groups include, but are not limited to, cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl, cycloheptylsulfonyl, or cyclooctylsulfonyl.

[0122] As used herein, the term “C1-C6-alkylcarbonyl” refers to a saturated straight-chain or branched group of the formula (C1-C6-alkyl)-C(=O)-, wherein the term “C1-C6-alkyl” is as defined herein.

[0123] As used herein, the term "C1-C6-haloalkylcarbonyl" refers to a C1-C6-alkylcarbonyl group as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0124] As used herein, the term “C1-C6-alkoxycarbonyl” refers to a saturated straight-chain or branched group of the formula (C1-C6-alkoxy)-C(=O)-, wherein the term “C1-C6-alkoxy” is as defined herein.

[0125] As used herein, the term "C1-C6-haloalkoxycarbonyl" refers to a C1-C6-alkoxycarbonyl group as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms that may be the same or different.

[0126] As used herein, the term "mono-(C1-C6-alkyl)amino" refers to an amino group containing one C1-C6-alkyl group as defined herein. Examples of mono-(C1-C6-alkyl)amino groups include, but are not limited to, those containing, a C1-C6-alkyl group. N -Methylamino, N -Ethylamino, N -Isopropylamino, N -n-propylamino, N -Isopropylamino and N -tert-butylamino.

[0127] As used herein, the term "di-(C1-C6)-alkylamino" refers to an amino group containing two independently chosen C1-C6-alkyl groups as defined herein. Examples of C1-C6-dialkylamino groups include, but are not limited to, those listed below. N , N -Dimethylamino, N , N -Diethylamino, N , N -Diisopropylamino, N -Ethyl- N -Methylamino, N -methyl- N -n-propylamino, N -Isopropyl- N -n-propylamino and N -Terbutyl- N -Methylamino.

[0128] The term "C3-C" used in this article 12 "Carbon ring" refers to a hydrocarbon ring system in which all ring members (3 to 12) are saturated or partially unsaturated carbon atoms. This ring system can be monocyclic or polycyclic (fused, spirocyclic, or bridged). C3-C 12 -Carbon rings include, but are not limited to, C3-C 12 -Cycloalkyl (monocyclic or bicyclic); C3-C 12- Cycloalkenyl (monocyclic or bicyclic); bicyclic systems (e.g., tetrahydronaphthyl, indanyl) containing an aryl group (e.g., phenyl) fused to a monocyclic C3-C8-cycloalkenyl group; bicyclic systems (e.g., indanyl, dihydronaphthyl) containing an aryl group (e.g., phenyl) fused to a monocyclic C3-C8-cycloalkenyl group; and tricyclic systems containing a cyclopropyl group linked to the bicyclic system via a carbon atom, the bicyclic system containing an aryl group (e.g., phenyl) fused to a C3-C8-cycloalkenyl or C3-C8-cycloalkenyl group. C3-C 12 -Carbon rings can be attached to parts of the parent molecule by any carbon atom.

[0129] The term "C3-C" used in this article 12 "-Cycloalkenyl" refers to an unsaturated monovalent monocyclic or bicyclic hydrocarbon ring containing 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms and 1 or 2 double bonds. Examples of monocyclic C3-C8-cycloalkenyl groups include, but are not limited to, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, and cyclooctenyl groups. Bicyclic C6-C8-cycloalkenyl groups... 12 Examples of cycloalkenyl groups include, but are not limited to, bicyclo[2.2.1]hept-2-enyl or bicyclo[2.2.2]oct-2-enyl.

[0130] The term "C6-C" used in this article 14 "-aryl" refers to an aromatic hydrocarbon ring system in which all ring members (6 to 14, preferably 6 to 10) are carbon atoms. This ring system can be monocyclic or fused polycyclic (e.g., bicyclic or tricyclic). Examples of aryl groups include, but are not limited to, phenyl, azulel, and naphthyl.

[0131] As used herein, the term "3- to 14-membered heterocyclic group" refers to a saturated or partially unsaturated 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14-membered ring system containing 1 to 4 heteroatoms independently selected from oxygen, nitrogen, and sulfur. If the ring system contains more than one oxygen atom, the oxygen atoms are not directly adjacent. Heterocyclic groups include, but are not limited to, 3- to 7-membered monocyclic heterocycles and 8- to 14-membered polycyclic (e.g., bicyclic or tricyclic) heterocycles. 3- to 14-membered heterocycles can be connected to the parent molecule via any carbon or nitrogen atom contained within the heterocycle. Examples of saturated heterocycles include, but are not limited to, 3-membered rings, such as ethylene oxide and aziridine propane; 4-membered rings, such as aziridine butane, oxadiazidine, and thiohexacyclic butane; 5-membered rings, such as tetrahydrofuranyl, 1,3-dioxolanecycloyl, tetrahydrothiophene, pyrrolidinyl, pyrazolyl, imidazoyl, triazolyl, isoxazolyl, oxazolyl, oxadiazolyl, thiazoyl, isothiazolyl, thiazoyl, isothiazolyl, and thiazoyl; 6-membered rings, such as piperidinyl, hexahydropyridinyl, hexahydropyrimidinyl, piperazinyl, triazinyl, hexahydrotriazinyl, tetrahydropyranyl, dioxyl, tetrahydrothiaranyl, dithiazoyl, morpholinyl, 1,2-oxazinyl, oxothiohexacyclohexane, and thiomorpholinyl; or 7-membered rings, such as oxadiazine, aziridine, 1,4-diazacyclohexacyclohexacycloyl, and 1,4-oxaziridine hexacyclohexacyclohexacycloyl. Examples of unsaturated heterocycles include, but are not limited to, 5-membered rings such as dihydrofuranyl, 1,3-dioxacyclopentenyl, dihydrothiopheneyl, pyrrolinyl, dihydroimidazolyl, dihydropyrazolyl, isoxazolinyl, dihydrooxazolyl, and dihydrothiazolyl; or 6-membered rings such as pyranyl, thiaranyl, thiazinyl, and thiadiazinyl. Bicyclic heterocycles may consist of a monocyclic heteroaryl group as defined herein fused with a monocyclic C3-C8-cycloalkyl, monocyclic C3-C8-cycloalkenyl, or monocyclic heterocycle, or may consist of a monocyclic heterocycle fused with an aryl group (such as phenyl), a C3-C8-cycloalkyl, a C3-C8-cycloalkenyl, or a monocyclic heterocycle. When two monocyclic heterocycles containing a nitrogen atom, or one monocyclic heterocycle and one monocyclic heteroaryl group, are fused, the nitrogen atom can be at the bridgehead (e.g., 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridyl, 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridyl, 5,6,7,8-tetrahydroimidazo[1,2-a]pyridyl). The tricyclic heterocycle can consist of a monocyclic cycloalkyl group connected to a bicyclic heterocycle via a common atom.

[0132] As used herein, the terms “3- to 7-membered heterocyclic group” and “3- to 7-membered heterocyclic group ring” refer to saturated 3, 4, 5, 6 or 7-membered ring systems containing one or two heteroatoms independently selected from oxygen, nitrogen and sulfur. Examples include, but are not limited to, ethylene oxide, aziridine propane, aziridine butane, oxaziridine butane, thiohexacyclobutane, tetrahydrofuranyl, 1,3-dioxolanecycloyl, tetrahydrothiophene, pyrrolidine, pyrazolidine, imidazolidinyl, triazolidine, isoxazolidine, oxazolidine, oxadiazolidine, thiazolidinyl, isothiazolidine, thiazolidinyl, piperidinyl, hexahydropyrimidinyl, piperazine, triazinyl, hexahydrotriazinyl, tetrahydropyranyl, dioxinyl, tetrahydrothiaranyl, dithiazolidinyl, morpholinyl, 1,2-oxazinyl, oxothiohexacyclohexane, thiomorpholinyl, oxaziridine, aziridine, 1,4-diazacyclohexacyclohexacycloyl, and 1,4-oxaziridine hexacyclohexacycloyl. Preferred 3- to 7-membered heterocyclic groups are ethylene oxide, aziridine propane, aziridine butane, oxadiazine, tetrahydrofuranyl, 1,3-dioxolanecycloyl, pyrrolyl, piperidinyl, piperazinyl, tetrahydropyranyl, dioxinyl, morpholinyl, and thiomorpholinyl.

[0133] As used herein, the term "5- to 14-membered heteroaryl" refers to an aromatic ring system containing 1 to 4 independent heteroatoms selected from oxygen, nitrogen, and sulfur. If the ring system contains more than one oxygen atom, the oxygen atoms are not directly adjacent. Aromatic heterocycles include 5- or 6-membered monocyclic heteroaryl groups and 7- to 14-membered polycyclic (e.g., bicyclic or tricyclic) heteroaryl groups. 5- to 14-membered heteroaryl groups can be attached to the parent molecule via any carbon or nitrogen atom contained within the heterocycle.

[0134] As used herein, the term "5- or 6-membered heteroaryl" refers to a 5- or 6-membered aromatic monocyclic system containing 1, 2, 3, or 4 heteroatoms independently selected from oxygen, nitrogen, and sulfur. Examples of 5-membered monocyclic heteroaryl groups include, but are not limited to, furanyl, thiopheneyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, isoxazolyl, oxazolyl, oxadiazolyl, oxtriazolyl, isothiazolyl, thiazolyl, thiadiazolyl, and thiatriazolyl. Examples of 6-membered monocyclic heteroaryl groups include, but are not limited to, pyridinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetraazinyl.

[0135] As used herein, the term "7- to 14-membered heteroaryl" refers to a 7, 8, 9, 10, 11, 12, 13, or 14-membered aromatic polycyclic (e.g., bicyclic or tricyclic) system containing one, two, or three heteroatoms independently selected from oxygen, nitrogen, and sulfur. Bicyclic heteroaryls can consist of monocyclic heteroaryls as defined herein fused with an aryl (e.g., phenyl) or a monocyclic heteroaryl. Examples of bicyclic heteroaryl groups include, but are not limited to, 9-membered rings such as indolyl, inazinyl, isoindolyl, benzimidazolyl, imidazopyridyl, inazolyl, benzotriazolyl, purinyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, and benzoisoxazolyl; or 10-membered rings such as quinolinyl, isoquinolinyl, cenolinyl, quinazolinyl, quinoxolinyl, phthalazinyl, naphridyl, pteridinal, and benzodioxanehexenyl. In a 9- or 10-membered bicyclic heteroaryl group comprising two fused 5- or 6-membered monocyclic heteroaryl groups, the nitrogen atom may be at the bridgehead (e.g., imidazo[1,2-a]pyridyl, [1,2,4]triazolo[4,3-a]pyridyl, imidazo[1,2-a]pyridyl, imidazo[2,1-b]oxazolyl, furano[2,3-d]isooxazolyl). Examples of tricyclic aromatic heterocycles include, but are not limited to, carbazoyl, acridineyl, and phenazinyl.

[0136] The term "C3-C" used in this article 12 -Carbon epoxy group", "C3-C8-cycloalkoxy group", "C6-C 14 "-aryloxy", "5- to 14-membered heteroaryloxy", and "3- to 14-membered heterocyclic oxygen" refer to groups of formula -OR, where R are C3-C6 as defined herein. 12 -Carbocyclic, C3-C8-cycloalkyl, C6-C 14 -Aryl, 5 to 14-membered heteroaryl or 3 to 14-membered heterocyclic group.

[0137] The term “leaving group” as used in this article should be understood to mean a group that is removed from a compound in a substitution or elimination reaction, such as a halogen atom, a trifluoromethanesulfonate group, an alkoxy group, a methanesulfonate, a p-toluenesulfonate, etc.

[0138] When referring to variables Q, T, A, R 1 R 2 R 3 R 4 R 5 R 6 R 7 R 8 When n and m, the term "as described herein" is used by referring to the broad definition incorporated into the variable, as well as the definitions of preferred, more preferred, even more preferred and particularly preferred (if any).

[0139] This document does not include compounds resulting from combinations that violate the laws of nature, and therefore those skilled in the art will exclude them based on their expertise. For example, ring structures with three or more adjacent oxygen atoms are excluded.

[0140] Compounds of formula (I) may be suitably in their free form, salt form, N-oxide form or solvate form (e.g. hydrate).

[0141] Depending on the nature of the substituents, compounds of formula (I) can exist in different stereoisomers. These stereoisomers are, for example, enantiomers, diastereomers, transisomers, or geometric isomers. Therefore, the present invention includes pure stereoisomers and any mixtures of these isomers. When a compound can exist in two or more tautomer forms at equilibrium, a compound mentioned in connection with a description of one tautomer is considered to include all tautomer forms.

[0142] Depending on the number of double bonds in the compound, any compound of the present invention may also exist in one or more geometric isomers. Geometric isomers with substituent properties of double bonds or rings may be cis (= Z -) or the reverse (= E -) exists in form. Therefore, the present invention also relates to all geometric isomers and all possible mixtures in all proportions.

[0143] Depending on the nature of the substituents, compounds of formula (I) can exist as free compounds and / or their salts (e.g., agriculturally active salts).

[0144] Agricultural chemically active salts include acid addition salts of inorganic and organic acids, as well as salts of common bases. Examples of inorganic acids are hydrohalic acids, such as hydrogen fluoride, hydrogen chloride, hydrogen bromide, and hydrogen iodide; sulfuric acid; phosphoric acid and nitric acid; and acid salts, such as sodium bisulfate and potassium bisulfate. Useful organic acids include, for example, formic acid, carbonic acid, and alkyl acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid, and propionic acid, as well as glycolic acid, thiocyanate, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, saturated or monounsaturated or diunsaturated fatty acids containing 6 to 20 carbon atoms, alkyl sulfate monoesters, alkyl sulfonic acids (sulfonic acids containing 1 to 20 carbon atoms in straight-chain or branched alkyl groups), aryl sulfonic acids or aryl disulfonic acids (aryl groups with 1 or 2 sulfonic acid groups, such as phenyl and naphthyl), alkyl phosphonic acids (phosphonic acids containing 1 to 20 carbon atoms in straight-chain or branched alkyl groups), aryl phosphonic acids or aryl diphosphonic acids (aryl groups with 1 or 2 phosphonic acid groups, such as phenyl and naphthyl), wherein the alkyl and aryl groups may have other substituents, such as p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.

[0145] The solvates of the compounds or their salts of the present invention are stoichiometric compositions of the compounds and solvents.

[0146] The compounds of this invention can exist in a variety of crystalline and / or amorphous forms. Crystalline forms include non-solventized crystalline forms, solvates, and hydrates.

[0147] In one embodiment, the present invention relates to compounds of formula (I) and their salts, N-oxides, and solvates.

[0148]

[0149] (I),

[0150] in

[0151] A is N or CR 8 ,

[0152] T is either O or S.

[0153] n is 0 or 1,

[0154] m is 0 or 1.

[0155] R 1 It can be hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, or -C(=O)R 10 -C(=O)(OR) 11 -S(=O)R 12 -S(=O)2R 12 -C(=O)N(R) 13 )2 or -S(=O)2N(R 14 )2,

[0156] in

[0157] R 10 R 11 and R 12 It is independently C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl.

[0158] R 13 and R 14 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl.

[0159] R 2 and R 3 Independently, it is hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl.

[0160] or

[0161] R 2 and R 3 Together with the carbon atoms they are attached to, they form C3-C8 cycloalkyl rings or 3- to 7-membered heterocyclic rings.

[0162] R 4 and R 5 Independently, it is hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl.

[0163] or

[0164] R 4 and R 5 Together with the carbon atoms they are attached to, they form C3-C8 cycloalkyl rings or 3- to 7-membered heterocyclic rings.

[0165] or

[0166] R 2 and R 4 Together with the carbon atoms they are attached to, they form C3-C8 cycloalkyl rings or 3- to 7-membered heterocyclic rings.

[0167] and

[0168] R 3 and R 5 Independently hydrogen or halogen,

[0169] or

[0170] R 2 and R 4 Together forming formula **-C(R) 3 )=C(R 5 )- ## group,

[0171] in

[0172] **is related to N(R) 1 The points connected,

[0173] ## Is with R 6 The connected points

[0174] and

[0175] R 3 and R 5 Independently hydrogen or C1-C6-alkyl,

[0176] R 6 For C3-C 12-Carbon ring, C6-C 14 -Aryl, 3 to 14-membered heterocyclic, 5 to 14-membered heteroaryl, C3-C 12 -Carbocyclic oxide, C6-C 14 -aryloxy, 5 to 14-membered heteroaryloxy, 3 to 14-membered heterocyclic oxy, C1-C3-alkoxy or C1-C3-haloalkoxy

[0177] The C1-C3-alkoxy and C1-C3-haloalkoxy groups are independently substituted by a substituent selected from the following: C3-C 12 -Carbon ring, C6-C 14 -aryl, 3 to 14-membered heterocyclic and 5 to 14-membered heteroaryl

[0178] The C3-C 12 -Carbon ring, C6-C 14 -aryl, 3 to 14-membered heterocyclic and 5 to 14-membered heteroaryl groups are then optionally surrounded by 1 to 4 R groups. 6S Substituent substitution,

[0179] Among them, C3-C 12 -Carbon ring, C6-C 14 -Aryl, 3 to 14-membered heterocyclic, 5 to 14-membered heteroaryl, C3-C 12 -Carbocyclic oxide, C6-C 14 -aryloxy, 5 to 14-membered heteroaryloxy and 3 to 14-membered heterocyclic oxy are optionally surrounded by 1 to 4 R 6S Substituent substitution,

[0180] in

[0181] R 6S Independently, it is halogen, cyano, isocyano, nitro, hydroxyl, mercapto, pentafluorosulfuryl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1- C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, N(R 15 )2、-C(=O)R16 -C(=O)(OR) 17 -C(=O)N(R) 18 )2、-S(=O)2N(R 19 2, -O-Si(C1-C6-alkyl)3 or -Si(C1-C6-alkyl)3,

[0182] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C 6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3 to 7-membered heterocyclic groups.

[0183] and

[0184] The C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 The -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclic groups are further optionally substituted by 1 to 4 independently selected substituents from the following: halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl.

[0185] or

[0186] Two substituents attached to the same carbon atom, forming a C3-C8 cycloalkyl ring, form a C3-C8 cycloalkyl ring.

[0187] or

[0188] Two Rs 6S The substituents optionally form a C3-C8 cycloalkyl ring together with the carbon atom to which they are attached.

[0189] And among them

[0190] R 15 It is hydrogen, C1-C6 alkyl or C3-C8 cycloalkyl.

[0191] The C1-C6-alkyl group is further optionally substituted by one to three substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3 to 7-membered heterocyclic groups.

[0192] and

[0193] The C3-C8-cycloalkyl group is further optionally substituted by one to four independently selected substituents from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl.

[0194] R 16 R 17 R 18 and R 19 Independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl.

[0195] The C1-C6-alkyl or C1-C6-haloalkyl group is further optionally substituted by one to three substituents independently selected from the following: cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3 to 7-membered heterocyclic groups.

[0196] R 7Hydrogen, halogen, cyano, isocyanate, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5 or 6-membered heteroaryloxy, 3 to 7-membered heterocyclic oxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2、-C(=NR 21 )R 22 -NR 23 C(=O)R 24 -C(=O)(OR) 25 -C(=O)N(R) 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0197] Wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0198] Among them, C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5 or 6-membered heteroaryloxy and 3 to 7-membered heterocyclic oxy, optionally surrounded by 1 to 3 R 7Sc Substituent substitution,

[0199] And among them

[0200] R 20 It is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, C2-C6-haloynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group

[0201] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, and C2-C6-haloynyl groups are optionally substituted with 1 to 3 substituents R. 7Sa replace,

[0202] and

[0203] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5 or 6-membered heteroaryl and 3 to 7-membered heterocyclic are optionally replaced by 1 to 3 substituents R 7Sc replace,

[0204] R 21 and R 22 Independently, it is hydroxyl, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino.

[0205] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino is optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0206] R 23 R 24 R 25 R 26 R 27 R28 and R 29 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl.

[0207] The C1-C6-alkyl and C1-C6-haloalkyl groups are optionally surrounded by 1 to 3 R groups. 7Sa Substituent substitution,

[0208] and

[0209] The C3-C8-cycloalkyl group is optionally surrounded by 1 to 3 R groups. 7Sc Substituent substitution,

[0210] in

[0211] R 7Sa Independently, it can be cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -Aryl or 3 to 7-membered heterocyclic groups

[0212] R 7Sc Independently, it is a halogen, cyano, nitro, hydroxyl, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3 to 7-membered heterocyclic group.

[0213] or

[0214] Two R atoms bonded to the same carbon atom 7Sc Substituents C1-C6-alkyl groups together form C3-C8-cycloalkyl groups.

[0215] R 8 It is hydrogen or halogen.

[0216] Q is C6-C 14 -Aryl, C3-C 12 -Carbocyclic, 3 to 14-membered heterocyclic or 5 to 14-membered heteroaryl

[0217] C6-C 14 -Aryl, C3-C 12 - A carbocyclic ring, a 3- to 14-membered heterocyclic group, and a 5- to 14-membered heteroaryl group are optionally selected by 1 to 5 independently chosen from the following Q SSubstituents: Halogen, cyano, isocyanate, nitro, hydroxyl, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C 6-Alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic groups, 5- to 14-membered heteroaryl groups, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 -NR 34 C(=O)R 35 -C(=O)N(R) 36 )2、-C(=S)R 37 -C(=S)N(R) 38 )2、-C(=NR 39 )R 40 -C(=NOR) 41 )R 42 and -N(R) 43 )2,

[0218] in

[0219] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C 6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 independently selected substituents from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3 to 7-membered heterocyclic groups.

[0220] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic groups and 5- to 14-membered heteroaryl groups are optionally substituted by 1 to 3 independently selected substituents from the following: halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups.

[0221] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic groups are optionally substituted by two substituents, which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl group.

[0222] R 34 R 35 R 36 R 37 R 38 R 39 R 40 R 41 and R 42 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy.

[0223] in

[0224] The C1-C6-alkyl, C1-C6-haloalkyl, and C1-C6-alkoxy groups are optionally substituted by one to three independently selected substituents from the following: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3 to 7-membered heterocyclic groups.

[0225] And among them

[0226] R 43 It can be hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, or C3-C8-cycloalkyl.

[0227] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C6-haloalkenyl groups are optionally substituted by one to three independently selected substituents from the following: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3 to 7-membered heterocyclic groups.

[0228] The C3-C8-cycloalkyl group is optionally substituted by one to three independently selected substituents from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3 to 7-membered heterocyclic groups.

[0229] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3 to 7-membered heterocyclic groups are optionally substituted by two substituents together with the carbon atoms to which they are attached to form a C3-C8-cycloalkyl group.

[0230] In a preferred embodiment, the present invention relates to compounds of general formula (I) and salts, N-oxides, and solvates of these compounds, wherein...

[0231] A is N or CR 8 ,

[0232] in

[0233] R 8 It is hydrogen.

[0234] T is O,

[0235] n is 0 or 1,

[0236] m is 0 or 1.

[0237] R 1 It can be hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, or -C(=O)R 10 or -C(=O)(OR) 11 ),

[0238] in

[0239] R 10 and R 11 Independently, it is a C1-C6-alkyl or C2-C6-alkenyl group.

[0240] R 2 and R 3 Independently, it is hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxycarbonyl, or C3-C6-cycloalkyl.

[0241] or

[0242] R 2 and R 3 Together with the carbon atoms they are attached to, they form C3-C6-cycloalkyl rings.

[0243] R 4 and R 5 Independently hydrogen, halogen, hydroxyl, C1-C6-alkyl, or C1-C6-haloalkyl.

[0244] or

[0245] R 4 and R 5 Together with the carbon atoms they are attached to, they form C3-C6-cycloalkyl rings or oxocyclic butyl rings, azacyclic butyl rings, tetrahydrofuranyl rings, pyrrolidinyl rings, or tetrahydropyranyl rings.

[0246] or

[0247] R 2 and R 4 Together forming formula **-C(R) 3 )=C(R 5 )- ## group,

[0248] in

[0249] **is related to N(R)1 The points connected,

[0250] ## Is with R 6 The connected points

[0251] and

[0252] R 3 and R 5 Independently hydrogen, halogen, or C1-C4-alkyl.

[0253] R 6 It can be indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, 1,3-benzodioxanepentyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiophene, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyidinyl, quinolinyl, isoquinolinyl, C1-C3-alkoxy or C1-C3-haloalkoxy

[0254] The C1-C3-alkoxy and C1-C3-haloalkoxy groups are independently substituted by a substituent selected from the following: phenyl, naphthyl, furanyl, pyrazolyl, thiophene, pyridyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyridyl, quinolinyl, and isoquinolinyl.

[0255] The phenyl, naphthyl, furanyl, pyrazolyl, thiophenyl, pyridyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyridyl, quinolinyl, and isoquinolinyl groups are optionally further reinforced by one or two R groups. 6S Substituent substitution,

[0256] Indaneyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indane]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, 1,3-benzodioxane-pentenyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiopheneyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiopheneyl, pyridinyl, pyrimidinyl, indoleyl, benzoxazolyl, imidazopyridinyl, quinolinyl, and isoquinolinyl are optionally separated by 1 to 4 R 6S Substituent substitution,

[0257] in

[0258] R 6SIndependently, it can be halogen, cyano, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-ynyl, C2-C4-haloynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetane, azirane, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, -C(=O)R 16 or -C(=O)(OR) 17 ),

[0259] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-ynyl, and C2-C4-haloynyl groups are further optionally substituted by one or two independent substituents selected from: cyano, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, -O-Si(C1-C4-alkyl)3, -Si(C1-C4-alkyl)3, and C3-C4-cycloalkyl.

[0260] and

[0261] The C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetaneyl, aziraneyl, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl groups are further optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-alkoxycarbonyl.

[0262] And among them

[0263] R 16 It is a C1-C4-alkyl group.

[0264] R 17 It is hydrogen or C1-C4-alkyl.

[0265] R 7 It can be halogen, cyano, mercapto, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C3-C6-cycloalkyl, or -N(R) 20 )2,

[0266] And among them

[0267] R 20 It is hydrogen or C1-C4-alkyl.

[0268] Q represents phenyl, naphthyl, bicyclo[4.2.0]octyl-1(6)2,4-trienyl, indanyl, tetrahydronaphthyl, indanyl, dihydronaphthyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, dihydroindolyl, 1,3-benzodioxanepentenyl, benzodihydropyranyl, dihydro-1,4-benzodioxinyl, [1,3]dioxanepenten[4,5-b]pyridyl, tetrahydroquinone Phinyl, dihydro-5H-cyclopentadiazyl, dihydrobenzofuranyl, pyrroleyl, furanyl, thiopheneyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridinyl, indolyl, benzimidazolyl, inzolyl, benzofuranyl, benzothiopheneyl, benzothiazolyl, benzooxazolyl, isoquinolinyl, quinolinyl, furanylpyridinyl, thiophene-thiopheneyl or thiophene-thiazolyl

[0269] Among them, phenyl, naphthyl, bicyclo[4.2.0]oct-1(6)2,4-trienyl, indanyl, tetrahydronaphthyl, dihydronaphthyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, dihydroindolyl, 1,3-benzodioxanepentenyl, benzodihydropyranyl, dihydro-1,4-benzodioxinyl, [1,3]dioxanepenten[4,5-b]pyridyl, tetrahydroquinolinyl, dihydro-5H-cyclo [b]pyridyl, dihydrobenzofuranyl, pyrroleyl, furanyl, thiopheneyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, inazolyl, benzofuranyl, benzothiopheneyl, benzothiazolyl, benzooxazolyl, isoquinolinyl, quinolinyl, furanylpyridyl, thiophene-thiopheneyl, and thiophene-thiazolyl are optionally selected by 1 to 3 independently from the following Q S Substituents: Halogen, Cyano, Nitro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl, C1-C4-haloalkylthioalkyl, C3-C6-cycloalkyl, Phenyl, Pyrazolyl, Imidazolyl, Pyridyl, Oxycyclic butyl, Azacyclic butyl, Tetrahydrofuranyl, Pyrrolidinyl, Tetrahydropyranyl, and -N(R) 43 )2,

[0270] in

[0271] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-ynyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl and C1-C4-haloalkylthioalkyl are optionally substituted by one or two substituents independently selected from the group consisting of hydroxyl, C1-C4-alkoxy and C1-C4-haloalkoxy.

[0272] The C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetane, azirane, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl groups are optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, and C1-C4-haloalkyl.

[0273] And among them

[0274] R 43 It is independently hydrogen or C1-C4-alkyl.

[0275] In a similarly preferred embodiment, the present invention relates to compounds of general formula (I) and their salts, N-oxides, and solvates, wherein...

[0276] A is N or CR 8 ,

[0277] T is either O or S.

[0278] n is 1,

[0279] m is 0 or 1.

[0280] R 1 It can be hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, or -C(=O)R 10 or -C(=O)(OR) 11 ),

[0281] in

[0282] R 10 and R 11 Independently, it is a C1-C6-alkyl or C2-C6-alkenyl group.

[0283] R 2 and R 3 Independently, it is hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl.

[0284] or

[0285] R 2 and R 3 Together with the carbon atoms they are attached to, they form C3-C6-cycloalkyl rings.

[0286] R 4 and R 5 Independently hydrogen, halogen, hydroxyl, C1-C6-alkyl, or C1-C6-haloalkyl.

[0287] or

[0288] R 4 and R 5 Together with the carbon atoms they are attached to, they form C3-C6-cycloalkyl rings.

[0289] or

[0290] R 2 and R 4 Together with the carbon atoms they are attached to, they form C3-C6-cycloalkyl rings.

[0291] and

[0292] R 3 and R 5 Independently hydrogen or halogen,

[0293] R 6 It can be indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, 1,3-benzodioxacyclopentenyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiopheneyl, furanyl, pyrazolyl, thiopheneyl, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyridyl, quinolinyl, isoquinolinyl, phenoxy, or benzyloxy.

[0294] The indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, 1,3-benzodioxacyclopentenyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiopheneyl, furanyl, pyrazolyl, thiopheneyl, pyridinyl, pyrimidinyl, indoleyl, benzoxazolyl, imidazopyridinyl, quinolinyl, isoquinolinyl, phenoxy, and benzyloxy are optionally surrounded by 1 to 3 R 6S Substituent substitution,

[0295] in

[0296] R 6SIndependently, it can be halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetane, azirane, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, -C(=O)R 16 or -C(=O)(OR) 17 ),

[0297] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, and C2-C6-haloynyl groups are further optionally substituted by one or two independent substituents selected from the following: cyano, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, and 3 to 7-membered heterocyclic groups.

[0298] and

[0299] The C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetaneyl, aziraneyl, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl groups are further optionally substituted by one or two substituents independently selected from: halogen, C1-C6-alkyl, C1-C6-haloalkyl, and C1-C6-alkoxycarbonyl.

[0300] And among them

[0301] R 16 It is a C1-C6-alkyl group.

[0302] R 17 It is hydrogen or C1-C6-alkyl.

[0303] R 7 It can be hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, phenyl, naphthyl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, -N(R 20 )2、-C(=NR21 )R 22 -C(=O)(OR) 25 ) or -C(=O)N(R 26 )2,

[0304] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl are optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0305] in

[0306] R 7Sa Independently, it is cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-cycloalkyl, C1-C4-alkoxycarbonyl, and phenyl.

[0307] The C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic groups are optionally surrounded by 1 to 3 R groups. 7Sc Substituent substitution,

[0308] in

[0309] R 7Sc Independently, it is a halogen, hydroxyl group, C1-C4-alkyl group, C1-C4-haloalkyl group, C1-C4-alkoxy group, or C1-C4-haloalkoxy group.

[0310] R 20 It is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C3-C6-cycloalkyl.

[0311] The C3-C8 cycloalkyl group is optionally substituted by one or two independent substituents selected from halogens and C1-C6 alkyl groups.

[0312] R 21 It is hydroxyl, C1-C6-alkyl, or C1-C6-alkoxy.

[0313] R 22 It is hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl.

[0314] R 25 and R 26 Independently hydrogen or C1-C6-alkyl,

[0315] R8 It is hydrogen or halogen.

[0316] Q represents phenyl, naphthyl, bicyclo[4.2.0]octyl-1(6)2,4-trienyl, indanyl, tetrahydronaphthyl, indanyl, dihydronaphthyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, dihydroindolyl, 1,3-benzodioxanepentyl, benzodihydropyranyl, dihydro-1,4-benzodioxinyl, [1,3]dioxanepenten[4,5-b]pyridyl, tetrahydronaphthyl, and tetrahydronaphthyl. Hydroquinolinyl, dihydro-5H-cyclopentadiazinyl, dihydrobenzofuranyl, pyrroleyl, furanyl, thiopheneyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridinyl, indolyl, benzimidazolyl, inzolyl, benzofuranyl, benzothiopheneyl, benzothiazolyl, benzooxazolyl, quinolinyl, furanylpyridinyl, thiophene-thiopheneyl or thiophene-thiazolyl

[0317] Among them, phenyl, naphthyl, bicyclo[4.2.0]oct-1(6)2,4-trienyl, indanyl, tetrahydronaphthyl, dihydronaphthyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, dihydroindolyl, 1,3-benzodioxanepentenyl, benzodihydropyranyl, dihydro-1,4-benzodioxinyl, [1,3]dioxanepenten[4,5-b]pyridyl, tetrahydroquinolinyl, dihydro- 5H-cyclopenta[b]pyridyl, dihydrobenzofuranyl, pyrroleyl, furanyl, thiopheneyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, inzolyl, benzofuranyl, benzothiopheneyl, benzothiazolyl, benzooxazolyl, quinolinyl, furanylpyridyl, thiophene-thiopheneyl, and thiophene-thiazolyl are selected independently from 1 to 4 of the following Q: S Substituents: halogen, cyano, nitro, hydroxyl, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C6-cycloalkyl, oxetaneyl, and -N(R) 43 )2,

[0318] in

[0319] The C3-C6-cycloalkyl and oxetane groups are then optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, and C1-C4-haloalkyl.

[0320] R 43 It is hydrogen or C1-C6-alkyl.

[0321] In a more preferred embodiment, the present invention relates to compounds of general formula (I) and their salts, N-oxides, and solvates, wherein

[0322] A is N or CR 8 ,

[0323] in

[0324] R 8 It is hydrogen.

[0325] T is O,

[0326] n is 0 or 1,

[0327] m is 0 or 1.

[0328] R 1 It is hydrogen, C1-C4-alkyl, C1-C4-alkoxy or -C(=O)R 10 ,

[0329] in

[0330] R 10 It is a C1-C4-alkyl group.

[0331] R 2 and R 3 It is hydrogen.

[0332] R 4 and R 5 Independently hydrogen, halogen, or C1-C4-alkyl.

[0333] or

[0334] R 4 and R 5 Together with the carbon atoms they are attached to, they form cyclopropyl rings, cyclobutyl rings, or oxobutyric rings.

[0335] or

[0336] R 2 and R 4 Together forming formula **-C(R) 3 )=C(R 5 )- ## group,

[0337] in

[0338] **is related to N(R) 1 The points connected,

[0339] ## Is with R 6 The connected points

[0340] and

[0341] R 3 and R 5 Independently hydrogen, fluorine, chlorine, or methyl,

[0342] R 6 It can be indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyridyl, pyrimidinyl, indolyl, quinolinyl, isoquinolinyl, or C1-C3-alkoxy.

[0343] The C1-C3-alkoxy group is substituted by a substituent selected from the following: phenyl, furanyl, and thienyl.

[0344] The phenyl, furanyl, and thiophene groups thereon are optionally surrounded by one or two R groups. 6S Substituent substitution,

[0345] The indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyridyl, pyrimidinyl, indoleyl, quinolinyl, and isoquinolinyl are optionally surrounded by 1 to 4 R 6S Substituent substitution,

[0346] in

[0347] R 6S Independently, it is halogen, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, or C3-C6-cycloalkyl.

[0348] R 7 It is halogen, C1-C4-alkyl or C3-C6-cycloalkyl.

[0349] Q is phenyl, naphthyl, indanyl, dihydrobenzofuranyl, tetrahydroquinolinyl, dihydro-5H-cyclopentanyl[b]pyridyl, dihydrobenzofuranyl, pyridyl, benzofuranyl, benzothiophenyl, isoquinolinyl, or quinolinyl.

[0350] The phenyl, naphthyl, indanyl, dihydrobenzofuranyl, tetrahydroquinolinyl, dihydro-5H-cyclopentanyl[b]pyridyl, dihydrobenzofuranyl, pyridyl, benzofuranyl, benzothiophene, isoquinolinyl, or quinolinyl group is optionally selected by one or two independently from the following Q groups. SSubstituents: Halogen, Cyano, Nitro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl, C1-C4-haloalkylthioalkyl, C3-C6-cycloalkyl, Phenyl, Pyrazolyl, Pyridyl, Oxycyclic butyl, Azacyclic butyl, Tetrahydrofuranyl, Pyrrolidinyl, and -N(R) 43 )2,

[0351] in

[0352] The C1-C4-alkyl, C1-C4-alkoxy, and C1-C4-haloalkoxy groups are optionally substituted by one or two independent substituents selected from the group consisting of hydroxyl, C1-C4-alkoxy, and C1-C4-haloalkoxy.

[0353] The C3-C6-cycloalkyl, phenyl, pyrazolyl, pyridyl, oxetane, azirane, tetrahydrofuranyl, and pyrrolidinyl groups are optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, and C1-C4-haloalkyl.

[0354] And among them

[0355] R 43 It is independently a C1-C4-alkyl group.

[0356] In a similarly preferred embodiment, the present invention relates to compounds of general formula (I) and salts, N-oxides, and solvates of these compounds, wherein

[0357] A is N or CR 8 ,

[0358] T is O,

[0359] n is 1,

[0360] m is 0 or 1.

[0361] R 1 It is hydrogen, C1-C4-alkyl, C1-C4-alkoxy or -C(=O)R 10 ,

[0362] in

[0363] R 10 It is a C1-C4-alkyl group.

[0364] R 2 and R3 Independently hydrogen or C1-C4-alkyl,

[0365] or

[0366] R 2 and R 3 Together with the carbon atoms they are attached to, they form C3-C5-cycloalkyl groups.

[0367] R 4 and R 5 Independently hydrogen or halogen,

[0368] or

[0369] R 4 and R 5 Together with the carbon atoms they are attached to, they form C3-C5-cycloalkyl groups.

[0370] R 6 It can be phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxanepentenyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thiophenyl, pyridyl, pyrimidinyl, indoleyl, phenoxy, or benzyloxy.

[0371] The phenyl group, 2,3-dihydrobenzofuranyl group, 1,3-benzodioxane-pentenyl group, 2,3-dihydro-1,4-benzodioxinyl group, furanyl group, pyrazolyl group, thiophenyl group, pyridyl group, pyrimidinyl group, indoleyl group, phenoxy group, or benzyloxy group is optionally surrounded by 1 to 3 R groups. 6S Substituent substitution,

[0372] in

[0373] R 6S Halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R 16 or -C(=O)(OR) 17 ),

[0374] The C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridyl groups are further optionally substituted by one or two substituents independently selected from: fluorine, bromine, chlorine, C1-C4-alkyl, and C1-C4-haloalkyl.

[0375] And among them

[0376] R 16 It is a C1-C4-alkyl group.

[0377] R 17 It is hydrogen or C1-C4-alkyl.

[0378] R 7 Halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, C2-C4-ynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanebutylyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2、-C(=NR 21 )R 22 or -C(=O)(OR) 25 ),

[0379] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, and C2-C4-alkynyl groups are optionally surrounded by one or two R groups. 7Sa Substituent substitution,

[0380] The C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetane, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl groups are optionally surrounded by one or two R groups. 7Sc Substituent substitution,

[0381] in

[0382] R 20 It is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl.

[0383] R 21 It is a C1-C4-alkyl or C1-C4-alkoxy group.

[0384] R 22 It is a C1-C4-alkyl group.

[0385] R 25 It is hydrogen or C1-C4-alkyl.

[0386] And among them

[0387] R 7Sa Independently, it is C1-C4-alkoxy or phenyl.

[0388] R 7Sc Independently halogenated or C1-C4-alkyl,

[0389] R 8 It is hydrogen or halogen.

[0390] Q is phenyl, 2,3-dihydrobenzofuranyl, dihydroindolyl, 1,3-benzodioxacyclopentenyl, benzodihydropyranyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridyl, or indolyl.

[0391] Wherein, phenyl, 2,3-dihydrobenzofuranyl, dihydroindolyl, 1,3-benzodioxacyclopentenyl, benzodihydropyranyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridyl, and indolyl are 1 to 3 independently selected from the following Q S Substituents: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, C3-C6-cycloalkyl, oxetaneyl, and -N(R) 43 )2,

[0392] in

[0393] The C3-C6-cycloalkyl and oxetane groups are then optionally substituted by one or two independent substituents selected from the following: halogens and C1-C4-alkyl groups.

[0394] R 43 It is independently hydrogen or C1-C4-alkyl.

[0395] In one or even a more preferred embodiment, the present invention relates to compounds of general formula (I) and salts, N-oxides, and solvates of these compounds, wherein

[0396] A is N or CR 8 ,

[0397] in

[0398] R 8 It is hydrogen.

[0399] T is O,

[0400] n is 1,

[0401] m is 1,

[0402] R 1 It is hydrogen, C1-C4-alkyl, C1-C4-alkoxy or -C(=O)R 10 ,

[0403] in

[0404] R 10 It is a C1-C4-alkyl group.

[0405] R 2 and R 3 It is hydrogen.

[0406] R 4 and R 5 Independently hydrogen, fluorine, or C1-C4-alkyl,

[0407] R 6 It is a phenyl group.

[0408] Where the phenyl group is 1 or 2 R 6S Substituent substitution,

[0409] in

[0410] R 6S Independently, it is a halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, or C3-C6-cycloalkyl.

[0411] R 7 It is methyl or cyclopropyl.

[0412] Q is phenyl, naphthyl, indanyl, dihydrobenzofuranyl, tetrahydroquinolinyl, dihydro-5H-cyclopentanyl[b]pyridyl, dihydrobenzofuranyl, pyridyl, benzofuranyl, benzothiophenyl, isoquinolinyl, or quinolinyl.

[0413] The phenyl, naphthyl, indanyl, dihydrobenzofuranyl, tetrahydroquinolinyl, dihydro-5H-cyclopentanyl[b]pyridyl, dihydrobenzofuranyl, pyridyl, benzofuranyl, benzothiophene, isoquinolinyl, and quinolinyl groups are optionally selected by one or two independently from the following Q groups. S Substituents: Halogen, Cyano, Nitro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl, C1-C4-haloalkylthioalkyl, C3-C6-cycloalkyl, Phenyl, Pyrazolyl, Pyridyl, Oxycyclic butyl, Azacyclic butyl, Tetrahydrofuranyl, Pyrrolidinyl, and -N(R) 43 )2,

[0414] in

[0415] The C1-C4-alkyl, C1-C4-alkoxy, and C1-C4-haloalkoxy groups are optionally substituted by one or two independent substituents selected from the group consisting of hydroxyl, C1-C4-alkoxy, and C1-C4-haloalkoxy.

[0416] The C3-C6-cycloalkyl, phenyl, pyrazolyl, pyridyl, oxetane, azirane, tetrahydrofuranyl, and pyrrolidinyl groups are optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, and C1-C4-haloalkyl.

[0417] And among them

[0418] R 43 It is independently a C1-C4-alkyl group.

[0419] In one equally or even more preferred embodiment, the present invention relates to compounds of general formula (I) and salts, N-oxides, and solvates of these compounds, wherein

[0420] A is N or CR 8 ,

[0421] in

[0422] R 8 It is hydrogen.

[0423] T is O,

[0424] n is 0 or 1,

[0425] m is 0 or 1.

[0426] R 1 It is hydrogen, C1-C4-alkyl, C1-C4-alkoxy or -C(=O)R 10 ,

[0427] in

[0428] R 10 It is a C1-C4-alkyl group.

[0429] R 2 and R 3 It is hydrogen.

[0430] R 4 and R 5 Independently hydrogen, halogen, or C1-C4-alkyl.

[0431] or

[0432] R 4 and R 5 Together with the carbon atoms they are attached to, they form cyclopropyl rings, cyclobutyl rings, or oxobutyric rings.

[0433] or

[0434] R 2 and R 4 Together forming formula **-C(R) 3)=C(R 5 )- ## group,

[0435] in

[0436] **is related to N(R) 1 The points connected,

[0437] ## Is with R 6 The connected points

[0438] and

[0439] R 3 and R 5 Independently hydrogen, fluorine, chlorine, or methyl,

[0440] R 6 It can be indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyridyl, pyrimidinyl, indolyl, quinolinyl, isoquinolinyl, or C1-C3-alkoxy.

[0441] The C1-C3-alkoxy group is substituted by a substituent selected from phenyl, furanyl, and thiophene groups.

[0442] The phenyl, furanyl, and thiophene groups thereon are optionally surrounded by one or two R groups. 6S Substituent substitution,

[0443] The indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyridyl, pyrimidinyl, indoleyl, quinolinyl, and isoquinolinyl are optionally surrounded by 1 to 4 R 6S Substituent substitution,

[0444] in

[0445] R 6S Independently, it is halogen, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, or C3-C6-cycloalkyl.

[0446] R 7 It is halogen, C1-C4-alkyl or C3-C6-cycloalkyl.

[0447] Q is a phenyl group.

[0448] Wherein the phenyl group is formed by one or two independently selected from the following Q groups. S Substituents: halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl, C1-C4-haloalkylthioalkyl, C3-C6-cycloalkyl, and -N(R) 43 )2,

[0449] in

[0450] The C1-C4-alkyl and C1-C4-alkoxy groups are optionally substituted by one or two substituents independently selected from the following: hydroxyl, C1-C4-alkoxy, and C1-C4-haloalkoxy.

[0451] The C3-C6-cycloalkyl group is optionally substituted with one or two independent substituents selected from halogens.

[0452] And among them

[0453] R 43 It is independently a C1-C4-alkyl group.

[0454] In one equally or even more preferred embodiment, the present invention relates to compounds of general formula (I) and their salts, N-oxides, and solvates, wherein

[0455] A is N or CR 8 ,

[0456] T is O,

[0457] n is 1,

[0458] m is 1,

[0459] R 1 It is hydrogen.

[0460] R 2 and R 3 Independently, as hydrogen,

[0461] R 4 and R 5 Independently hydrogen or fluorine,

[0462] R 6 It is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxanepentenyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thiophenyl, pyridyl, pyrimidinyl, indoleyl, or benzyloxy.

[0463] The phenyl group, 2,3-dihydrobenzofuranyl group, 1,3-benzodioxane-pentenyl group, 2,3-dihydro-1,4-benzodioxinyl group, furanyl group, pyrazolyl group, thiophenyl group, pyridyl group, pyrimidinyl group, indoleyl group, and benzyloxy group are optionally surrounded by 1 to 3 R groups. 6S Substituent substitution,

[0464] in

[0465] R 6S Halogen, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, vinyl, propynyl, ethynyl, propynyl, C3-C6-cycloalkyl, pyrazolyl, or -C(=O)(OR) 17 ),

[0466] The C3-C6-cycloalkyl and pyrazolyl groups are optionally further substituted by one or two independent substituents selected from the following: fluorine, chlorine, and C1-C4-alkyl.

[0467] R 17 It is hydrogen or C1-C4-alkyl.

[0468] R 7 It can be chlorine, bromine, iodine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, -N(R 20 )2 or C(=NR 21 )R 22 ,

[0469] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, and C2-C4-alkynyl groups are optionally surrounded by one or two R groups. 7Sa Substituent substitution,

[0470] The C3-C6-cycloalkyl group is optionally surrounded by one or two R groups. 7Sc Substituent substitution,

[0471] in

[0472] R 20 It is hydrogen, cyclopropyl or cyclobutyl,

[0473] R 21 It is a C1-C4-alkyl or C1-C4-alkoxy group.

[0474] R 22 It is a C1-C4-alkyl group.

[0475] And among them

[0476] R 7Sa Independently C1-C4-alkoxy,

[0477] R 7Sc Independent of halogens,

[0478] R 8 It is hydrogen.

[0479] Q is a phenyl group.

[0480] Wherein the phenyl group is composed of 1 to 3 independently selected from the following Q groups. S Substituents: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, C3-C6-cycloalkyl, and oxetaneyl.

[0481] in

[0482] The C3-C6-cycloalkyl and oxetane groups are then optionally substituted with one or two independent substituents selected from halogens.

[0483] Preferably, A is N or CH.

[0484] More preferably, A is CH.

[0485] Preferably, R 1 It can be hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, or -C(=O)R 10 or -C(=O)(OR) 11 ), where R 10 and R 11 It is independently C1-C6-alkyl or C2-C6-olefin.

[0486] More preferably, R 1 It is hydrogen, C1-C4-alkyl, C1-C4-alkoxy or -C(=O)R 10 , where R 10 It is independently a C1-C4-alkyl group.

[0487] Similarly, more preferably, R 1 It can be hydrogen, hydroxyl, C1-C6 alkyl, C1-C6 alkoxy or -C(=O)R 10 , where R 10 It is independently a C1-C6 alkyl group.

[0488] Even more preferably, R 1 It is hydrogen.

[0489] Suitable R 1 Non-restrictive examples include “R” in Table 1. 1 Any R disclosed in the list 1 Group.

[0490] Preferably, R 2 and R 3 Independently hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl, or R 2 and R 3 Together with the carbon atoms they are attached to, they form C3-C6-cycloalkyl rings.

[0491] More preferably, R 2 and R 3 Independently hydrogen or C1-C4-alkyl, or R 2 and R 3 Together with the carbon atoms they are attached to, they form a cyclopropyl ring.

[0492] Even more preferably, R 2 and R 3 It is hydrogen.

[0493] Preferably, R 4 and R 5 Independently hydrogen, halogen, hydroxyl, C1-C6 alkyl or C1-C6 haloalkyl, or R 4 and R 5 Together with the carbon atoms they are attached to, they form C3-C6 cyclic alkyl rings.

[0494] More preferably, R 4 and R 5 Independently hydrogen or halogen, or R 4 and R 5 Together with the carbon atoms they are attached to, they form a cyclopropyl ring.

[0495] Similarly, more preferably, R 4 and R 5 Independently hydrogen or halogen, or R 4 and R 5 Together with the carbon atoms they are attached to, they form cyclobutyl rings or oxobutyric rings.

[0496] Preferably, R 2 and R 4 Forming a cyclopropyl ring, and R 3 and R 5 It can be hydrogen or halogen independently.

[0497] Preferably, R 2 and R 4Together forming formula **-C(R) 3 )=C(R 5 )- ## group,

[0498] in

[0499] **is related to N(R) 1 The points connected,

[0500] ## Is with R 6 The connected points

[0501] and

[0502] R 3 and R 5 It can be hydrogen, halogen, or C1-C4-alkyl independently.

[0503] More preferably, R 1 It is hydrogen; R 2 and R 3 Independently hydrogen or C1-C4-alkyl, or R 2 and R 3 Together with the carbon atoms they are attached to, they form cyclopropyl groups; R 4 and R 5 Independently hydrogen or halogen, or R 4 and R 5 Together with the carbon atoms they are attached to, they form cyclopropyl groups.

[0504] Even more preferably, R 1 It is hydrogen; R 2 and R 3 It is hydrogen; R 4 and R 5 Independently hydrogen or halogen, or R 4 and R 5 Together with the carbon atoms they are attached to, they form cyclopropyl rings, cyclobutyl rings, or oxobutyryl rings.

[0505] Preferably, R 6 C7-C 12 -Carbon ring, C6-C 14 -Aryl, 3 to 14-membered heterocyclic, 5 to 14-membered heteroaryl, C6-C 14 -Aryloxy group and 1 C6-C 14 -aryl (optionally substituents R as defined herein) 6S (Substitution) Substituted C1-C3-alkoxy. More preferably, R as disclosed herein. 6 The group is composed of one or two R groups as disclosed above or below. 6S Substituent substitution.

[0506] Preferably, R 6S Independently, it can be halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetaneyl, aziraneyl, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, -C(=O)R 16 or -C(=O)(OR) 17 ), wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl and C2-C6-haloynyl are further optionally substituted by one or two independent substituents selected from: cyano, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1- C6-alkyl)3, C3-C6-cycloalkyl, C3-C6-halocycloalkyl and 3 to 7-membered heterocyclic groups, wherein said C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetane, azirnebutane, tetrahydrofuranyl, pyrrolidinyl and tetrahydropyranyl are further optionally substituted by one or two independent substituents selected from: halogen, C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxycarbonyl, and wherein R 16 It is a C1-C6-alkyl group, R 17 It is hydrogen or C1-C6-alkyl.

[0507] More preferably, R 6S Halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R 16 or -C(=O)(OR) 17 ), wherein the C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridyl groups are optionally further substituted by one or two substituents independently selected from: fluorine, bromine, chlorine, C1-C4-alkyl, and C1-C4-haloalkyl, and wherein R 16 It is a C1-C4-alkyl group and R 17 It is hydrogen or C1-C4-alkyl.

[0508] More preferably, R 6 For optional substituent R as defined herein 6SSubstituted phenyl, naphthyl, indanyl, tetrahydronaphthyl, bicyclo[4.2.0]oct-1(6),2,4-trienyl, spiro[cyclopropane-2,1'-indanyl]-1-yl, spiro[cyclopropane-1,2'-naphthyl]-1-yl, dihydrobenzofuranyl, dihydrobenzothiopheneyl, dihydroindolyl, 1,3-benzodioxane-pentenyl, tetrahydroquinolinyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, dihydro-1,4-benzodioxane Ingyl, tetrahydrobenzothiophene, dihydro-5H-cyclopenta[b]pyridyl, tetrahydrobenzofuranyl, tetrahydrobenzoxazolyl, tetrahydrobenzothiazolyl, tetrahydro-1H-benzimidazolyl, tetrahydroindazolyl, tetrahydro-2H-isoindolyl, tetrahydro-2-benzothiophene, dihydro-4H-cyclopenta[b]thiophenyl, dihydro-4H-cyclopenta[d]thiazolyl, tetrahydropyrazolo[1,5-a]pyridyl, tetrahydro-[1,2,4]triazolo[1,5-a]pyridyl, Tetrahydroimidazo[1,2-a]pyridyl, dihydro-5H-thienzo[3,2-b]pyranyl, spiro[benzodihydropyran-3,1'-cyclopropane]-yl, spiro[7,8-dihydro-5H-quinoline-6,1'-cyclopropane]-yl, furanyl, thienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, oxadiazolyl, thiazolyl, thiadiazolyl, pyridyl, pyridinyl, pyrimidinyl, indoleyl, benzimidazolyl, inzolyl, benzofuranyl, benzothienyl Benzothiazolyl, benzoxazolyl, quinolinyl, isoquinolinyl, quinoxolinyl, pyrrolo[3,2-c]pyridyl, imidazo[1,2-a]pyridyl, [1,2,4]triazolo[4,3-a]pyridyl, imidazo[1,2-a]pyridyl, thieno[3,2-b]pyrrolyl, thieno[3,2-b]thienoyl, imidazo[2,1-b]oxazolyl, furano[2,3-d]isoxazolyl, or thieno[2,3-d]isothiazolyl.

[0509] Even more preferably, R 6 It can be indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyrimidinyl, indolyl, quinolinyl, isoquinolinyl, or C1-C3 alkoxy.

[0510] The C1-C3-alkoxy group is substituted by a substituent selected from the following: phenyl and furanyl, thienyl,

[0511] The phenyl, furanyl, and thiophene groups thereon are optionally surrounded by one or two R groups. 6S Substituent substitution,

[0512] The indanyl, tetrahydronaphthyl, spiro[cyclopropane-1,2'-indanyl]yl, phenyl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyrimidinyl, indoleyl, quinolinyl, and isoquinolinyl are optionally surrounded by 1 to 4 R 6S Substituent substitution,

[0513] in

[0514] R 6S It is independently halogen, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, or C3-C6-cycloalkyl.

[0515] In a similar or even better implementation, R 6 It is phenyl, 1,3-benzodioxacyclopenten-5-yl, 2,3-dihydro-1,4-benzodioxacyclohexen-6-yl, 4,5,6,7-tetrahydrobenzothiophene-7-yl, furan-2-yl, thiophene-2-yl, thiophene-3-yl, pyrazol-1-yl, pyridin-2-yl, pyridin-3-yl, pyrimidin-2-yl, pyrimidin-5-yl, indole-3-yl, indole-4-yl, indole-5-yl, phenoxy, or benzyloxy, wherein phenyl, 1 3-benzodioxane-5-yl, 2,3-dihydro-1,4-benzodioxane-6-yl, 4,5,6,7-tetrahydrobenzothiophenyl-7-yl, furan-2-yl, thiophene-2-yl, thiophene-3-yl, pyrazol-1-yl, pyridin-2-yl, pyridin-3-yl, pyrimidin-2-yl, pyrimidin-5-yl, indole-3-yl, indole-4-yl, indole-5-yl, phenoxy, and benzyloxy are optionally substituted with one or two R groups. 6S Replace, where R 6S Halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R 16 or -C(=O)(OR) 17 ), wherein the C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridyl groups are further optionally substituted by one or two substituents independently selected from: fluorine, bromine, chlorine, C1-C4-alkyl, and C1-C4-haloalkyl, and wherein R 16 It is a C1-C4-alkyl group, R 17 It is hydrogen or C1-C4-alkyl.

[0516] In another, or even more preferred, implementation, R 6 for

[0517]

[0518] in

[0519] § 1 To be with C(R) 4 R 5 ) m The connected points

[0520] R 6S1 and R 6S2 Independently hydrogen or R 6S ,

[0521] in

[0522] R 6S It can be halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, and pyrazolyl.

[0523] The C3-C6-cycloalkyl and pyrazolyl groups are optionally substituted by one or two independent substituents selected from halogens and C1-C4-alkyl groups.

[0524] The condition is R 6S1 and R 6S2 At least one of them is not hydrogen.

[0525] Preferably, at least R 6S2 It is not hydrogen, that is, preferably R. 6S2 For R 6S .

[0526] More preferably, n is 1, m is 1, and R 6Naphthyl, indanyl, tetrahydronaphthyl, bicyclo[4.2.0]oct-1(6),2,4-trienyl, spiro[cyclopropane-2,1'-indanyl]-1-yl, spiro[cyclopropane-1,2'-naphthyl]-1-yl, dihydrobenzofuranyl, dihydrobenzothiopheneyl, dihydroindolyl, 1,3-benzodioxanepentenyl, tetrahydroquinolinyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, di Hydrogen-1,4-benzodioxinyl, tetrahydrobenzothiopheneyl, dihydro-5H-cyclopenta[b]pyridyl, tetrahydrobenzofuranyl, tetrahydrobenzoxazolyl, tetrahydrobenzothiazolyl, tetrahydro-1H-benzimidazolyl, tetrahydroindazolyl, tetrahydro-2H-isoindolyl, tetrahydro-2-benzothiopheneyl, dihydro-4H-cyclopenta[b]thiophenyl, dihydro-4H-cyclopenta[d]thiazolyl, tetrahydropyrazolo[1,5-a]pyridyl Tetrahydro-[1,2,4]triazolo[1,5-a]pyridyl, tetrahydroimidazo[1,2-a]pyridyl, dihydro-5H-thienro[3,2-b]pyranyl, spiro[benzodihydropyran-3,1'-cyclopropane]-yl, spiro[7,8-dihydro-5H-quinoline-6,1'-cyclopropane]-yl, benzimidazolyl, indazoleyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl Isoquinolinyl, quinoxalinyl, pyrrolo[3,2-c]pyridyl, imidazo[1,2-a]pyridyl, [1,2,4]triazolo[4,3-a]pyridyl, imidazo[1,2-a]pyridyl, thieno[3,2-b]pyrroleyl, thieno[3,2-b]thienoyl, imidazo[2,1-b]oxazolyl, furano[2,3-d]isooxazolyl or thieno[2,3-d]isothiazolyl

[0527] Among them, naphthyl, indanyl, tetrahydronaphthyl, bicyclo[4.2.0]oct-1(6),2,4-trienyl, spiro[cyclopropane-2,1'-indanyl]-1-yl, spiro[cyclopropane-1,2'-naphthyl]-1-yl, dihydrobenzofuranyl, dihydrobenzothiopheneyl, dihydroindolyl, 1,3-benzodioxacyclopentenyl, tetrahydroquinolinyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, dihydro- 1,4-Benzodioxinyl, tetrahydrobenzothiopheneyl, dihydro-5H-cyclopenta[b]pyridyl, tetrahydrobenzofuranyl, tetrahydrobenzoxazolyl, tetrahydrobenzothiazolyl, tetrahydro-1H-benzimidazolyl, tetrahydroindazolyl, tetrahydro-2H-isoindolyl, tetrahydro-2-benzothiopheneyl, dihydro-4H-cyclopenta[b]thiophenyl, dihydro-4H-cyclopenta[d]thiazolyl, tetrahydropyrazolo[1,5-a]pyridyl, tetrahydro-[ [1,2,4]triazolo[1,5-a]pyridyl, tetrahydroimidazo[1,2-a]pyridyl, dihydro-5H-thienzo[3,2-b]pyranyl, spiro[benzodihydropyran-3,1'-cyclopropane]-yl, spiro[7,8-dihydro-5H-quinoline-6,1'-cyclopropane]-yl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, isoquinolinyl, quinoxalyl The linyl, pyrrolo[3,2-c]pyridyl, imidazo[1,2-a]pyridyl, [1,2,4]triazolo[4,3-a]pyridyl, imidazo[1,2-a]pyridyl, thieno[3,2-b]pyrryl, thieno[3,2-b]thienoyl, imidazo[2,1-b]oxazolyl, furano[2,3-d]isooxazolyl, or thieno[2,3-d]isothiazolyl are optionally substituents R from 1 to 4. 6S replace,

[0528] Where R 6S Independently selected from halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetane, azirane, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, -C(=O)R 16 or -C(=O)(OR) 17 ),

[0529] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, and C2-C6-haloynyl groups are further optionally substituted by one or two independent substituents selected from the following: cyano, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, and 3 to 7-membered heterocyclic groups.

[0530] and

[0531] The C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetane, azirane, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl groups are further optionally substituted by one or two independent substituents selected from the group consisting of halogen, C1-C6-alkyl, C1-C6-haloalkyl, and C1-C6-alkoxycarbonyl groups, and wherein R 16 It is a C1-C6-alkyl group, R 17 It is hydrogen or C1-C6-alkyl.

[0532] More preferably, n is 1, m is 1, and R 6 It can be tetrahydronaphthyl, spiro[cyclopropane-1,2'-indenyl], naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, indolyl, quinolinyl, or isoquinolinyl.

[0533] The tetrahydronaphthyl, spiro[cyclopropane-1,2'-indenyl]yl, naphthyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, isothiobenzodihydropyranyl, tetrahydrobenzothiazolyl, indole, quinolinyl, and isoquinolinyl are optionally surrounded by 1 to 4 R 6S Substituent substitution,

[0534] in

[0535] R 6S It is independently halogen, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, or C3-C6-cycloalkyl.

[0536] suitable Unrestricted instances of chains include those in Table 1. Any of the listed items chain.

[0537] Preferably, R 7It can be hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, phenyl, naphthyl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, -N(R 20 )2、-C(=NR 21 )R 22 -C(=O)(OR) 25 ) or -C(=O)N(R 26 )2, wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, C2-C6-haloynyl, C1-C6-alkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl are optionally surrounded by 1 to 3 R 7Sa Substituents are substituted, wherein C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclic groups are optionally replaced by 1 to 3 R groups. 7Sc Substituent substitution,

[0538] in

[0539] R 20 It is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C3-C6-cycloalkyl.

[0540] The C3-C8 cycloalkyl group is optionally substituted by one or two independent substituents selected from halogens and C1-C6 alkyl groups.

[0541] R 21 It is hydroxyl, C1-C6 alkyl, or C1-C6 alkoxy.

[0542] R 22 It is hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl.

[0543] R 25 and R 26 Independently hydrogen or C1-C6-alkyl,

[0544] And among them

[0545] R7Sa Independently, it is cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-cycloalkyl, C1-C4-alkoxycarbonyl, and phenyl.

[0546] R 7Sc It is independently a halogen, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy.

[0547] More preferably, R 7 Halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, C2-C4-ynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanebutylyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2、-C(=NR 21 )R 22 or -C(=O)(OR) 25 ), wherein C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl and C2-C4-ynyl are optionally surrounded by one or two R 7Sa Substituents are used, wherein C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetane, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl are optionally replaced by one or two R groups. 7Sc Substituent substitution,

[0548] in

[0549] R 20 It is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl.

[0550] R 21 It is a C1-C4-alkyl or C1-C4-alkoxy group.

[0551] R 22 It is a C1-C4-alkyl group.

[0552] R 25 It is hydrogen or C1-C4-alkyl.

[0553] And among them

[0554] R 7Sa Independently, it is C1-C4-alkoxy or phenyl.

[0555] R 7ScIt can be halogen or C1-C4-alkyl independently.

[0556] Even more preferably, R 7 It is chlorine, iodine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, -N(R 20 )2 or C(=NR 21 )R 22 ,

[0557] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, and C2-C4-alkynyl groups are optionally surrounded by one or two R groups. 7Sa Substituent substitution,

[0558] The C3-C6-cycloalkyl group is optionally surrounded by one or two R groups. 7Sc Substituent substitution,

[0559] in

[0560] R 20 It is hydrogen, cyclopropyl or cyclobutyl,

[0561] R 21 It is a C1-C4-alkyl or C1-C4-alkoxy group.

[0562] R 22 It is a C1-C4-alkyl group.

[0563] And among them

[0564] R 7Sa Independently C1-C4-alkoxy,

[0565] R 7Sc Halogens are independent of each other.

[0566] Even more preferred are compounds of formula (I), wherein R 7 It can be chlorine, iodine, methyl, or cyclopropyl.

[0567] Suitable R 7 Non-restrictive examples include “R” in Table 1. 7 Any R listed in the column 7 Group.

[0568] The compound of formula (I) is particularly preferred, wherein

[0569] R7 is methyl, ethyl, methoxy, methylthio, or cyclopropyl, especially methyl, methoxy, methylthio, or cyclopropyl.

[0570] R 8 It is hydrogen or halogen, particularly preferably, R 8 It is hydrogen.

[0571] Suitable R 8 Non-restrictive instances include when A=CR 8 At that time, as part of A, it appears in "R" in Table 1. 8 Any R listed in the column 8 Group.

[0572] The compound of formula (I) is particularly preferred, wherein R 7 It is chlorine, iodine, methyl or cyclopropyl and R 8 It is hydrogen.

[0573] Preferably, Q is phenyl, naphthyl, bicyclo[4.2.0]oct-1(6),2,4-trienyl, indanyl, tetrahydronaphthyl, indanyl, dihydronaphthyl, bicyclo[4.2.0]oct-1(6),2,4-trienyl, dihydrobenzofuranyl, 1,3-dihydroisobenzofuranyl, dihydroindolyl, 1,3-benzodioxacyclopentenyl, benzodihydropyranyl, dihydro-1,4-benzodioxacyclohexenyl, [1,3]dioxacyclopenten[4,5-b]pyridyl, Tetrahydroquinolinyl, 6,7-dihydro-5H-cyclopentan[b]pyridyl, pyrroleyl, furanyl, thiopheneyl, imidazoleyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazoleyl, benzofuranyl, benzothiopheneyl, benzothiazolyl, benzooxazolyl, quinolinyl, furano[3,2-b]pyridyl, thiopheno[3,2-b]thiopheneyl or thiopheno[2,3-d]thiazolyl, optionally substituented by 1 to 4 Q groups in each case. S Substitution. Preferably, the Q group is replaced by 1 to 3 substituents Q. S Substitution. More preferably, the Q group is replaced by one or two substituents Q. S replace.

[0574] In a preferred embodiment, Q is phenyl, naphthyl, bicyclo[4.2.0]octyl-1(6)2,4-trienyl, indanyl, tetrahydronaphthyl, indanyl, dihydronaphthyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, dihydroindolyl, 1,3-benzodioxacyclopentenyl, benzodihydropyranyl, dihydro-1,4-benzodioxinyl, [1,3]dioxacyclopenten[4,5-b]pyridine. The following groups are listed: yl, tetrahydroquinolinyl, dihydro-5H-cyclopentanyl[b]pyridyl, dihydrobenzofuranyl, pyrroloyl, furanyl, thiophene, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indoleyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophene, benzothiazolyl, benzooxazolyl, isoquinolinyl, quinolinyl, furanylpyridinyl, thiophene-thiophene, or thiophene-thiazolyl, among which... Phenyl, naphthyl, bicyclo[4.2.0]octyl-1(6)2,4-trienyl, indanyl, tetrahydronaphthyl, indanyl, dihydronaphthyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, dihydroindolyl, 1,3-benzodioxanepentyl, benzodihydropyranyl, dihydro-1,4-benzodioxinyl, [1,3]dioxanepenten[4,5-b]pyridyl, tetrahydroquinolinyl, dihydro-5H- Cyclopentyl[b]pyridyl, dihydrobenzofuranyl, pyrroleyl, furanyl, thiopheneyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, inzolyl, benzofuranyl, benzothiopheneyl, benzothiazolyl, benzooxazolyl, isoquinolinyl, quinolinyl, furanopyridyl, thiophene-thiopheneyl, and thiophene-thiazolyl are optionally selected by 1 to 3 independently from the following Q S Substituents: Halogen, Cyano, Nitro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl, C1-C4-haloalkylthioalkyl, C3-C6-cycloalkyl, Phenyl, Pyrazolyl, Imidazolyl, Pyridyl, Oxycyclic butyl, Azacyclic butyl, Tetrahydrofuranyl, Pyrrolidinyl, Tetrahydropyranyl, and N(R) 43 )2,

[0575] in

[0576] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-ynyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl, and C1-C4-haloalkylthioalkyl are optionally substituted by one or two substituents independently selected from the group consisting of hydroxyl, C1-C4-alkoxy, and C1-C4-haloalkoxy.

[0577] The C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetane, azirane, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl groups are optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, and C1-C4-haloalkyl.

[0578] And among them

[0579] R 43 It is independently hydrogen or C1-C4-alkyl.

[0580] More preferably, Q is phenyl, naphthyl, bicyclo[4.2.0]oct-1(6),2,4-trienyl, benzodioxanepentenyl, 2,3-dihydrobenzofuranyl, pyridyl, thiophene, or indoleyl.

[0581] The phenyl, naphthyl, bicyclo[4.2.0]oct-1(6), 2,4-trienyl, benzodioxanepentenyl, 2,3-dihydrobenzofuranyl, pyridyl, thiophene, and indole groups are optionally substituented by 1 to 3 substituents. S replace,

[0582] in

[0583] Q S It can be halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, or C3-C6-cycloalkyl.

[0584] The C3-C6-cycloalkyl group is then optionally substituted with one or two substituents independently selected from fluorine and methyl.

[0585] More preferably, Q is phenyl, naphthyl, bicyclo[4.2.0]oct-1(6), 2,4-trienyl, benzodioxanepentenyl, 2,3-dihydrobenzofuranyl, pyridyl, thiophene, or indoleyl.

[0586] Among them, phenyl, naphthyl, bicyclo[4.2.0]oct-1(6), 2,4-trienyl, benzodioxanepentenyl, 2,3-dihydrobenzofuranyl, pyridyl, thiophene, and indole are substituented by 1 to 3 Q groups. S replace,

[0587] in

[0588] Q S It can be halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, or C3-C6-cycloalkyl.

[0589] The C3-C6-cycloalkyl group is then optionally substituted with one or two substituents independently selected from fluorine and methyl.

[0590] In a more preferred embodiment, Q is phenyl, naphthyl, indanyl, dihydrobenzofuranyl, tetrahydroquinolinyl, dihydro-5H-cyclopenta[b]pyridyl, dihydrobenzofuranyl, pyridyl, benzofuranyl, benzothiophene, isoquinolinyl, or quinolinyl, wherein phenyl, naphthyl, indanyl, dihydrobenzofuranyl, tetrahydroquinolinyl, dihydro-5H-cyclopenta[b]pyridyl, dihydrobenzofuranyl, pyridyl, benzofuranyl, benzothiophene, isoquinolinyl, or quinolinyl is optionally selected by one or two independently from Q. S Substituents: Halogen, Cyano, Nitro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthioalkyl, C1-C4-haloalkylthioalkyl, C3-C6-cycloalkyl, Phenyl, Pyrazolyl, Pyridyl, Oxycyclic butyl, Azacyclic butyl, Tetrahydrofuranyl, Pyrrolidinyl, and -N(R) 43 )2,

[0591] in

[0592] The C1-C4-alkyl, C1-C4-alkoxy, and C1-C4-haloalkoxy groups are optionally substituted by one or two independent substituents selected from the group consisting of hydroxyl, C1-C4-alkoxy, and C1-C4-haloalkoxy.

[0593] The C3-C6-cycloalkyl, phenyl, pyrazolyl, pyridyl, oxetane, azirane, tetrahydrofuranyl, and pyrrolidinyl groups are optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, and C1-C4-haloalkyl.

[0594] And among them

[0595] R 43 It is independently a C1-C4-alkyl group.

[0596] More preferably, Q is phenyl or pyridyl, and in each case is optionally substituented by 1 to 3 substituents Q. S Substitution, preferably by one or two substituents Q S replace.

[0597] Preferably, Q S Halogen, cyano, nitro, hydroxyl, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C6-cycloalkyl, oxetaneyl, and -N(R) 43 )2, wherein the C3-C6-cycloalkyl and oxetane-butyl group is optionally substituted by one or two substituents independently selected from: halogen, C1-C4-alkyl, and C1-C4-haloalkyl, and wherein R 43 It is independently hydrogen or C1-C6-alkyl.

[0598] More preferably, Q S The group is independently selected from halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl and C3-C6-cycloalkyl, wherein the C3-C6-cycloalkyl and oxecyclobutyl groups are optionally substituted by one or two substituents independently selected from fluorine or methyl.

[0599] Similarly, or even more preferably, Q is phenyl, wherein the phenyl group is substituented by one or two independent substituents selected from the following: SSubstitution: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, cyclopropyl and cyclobutyl, wherein the cyclopropyl and cyclobutyl are optionally substituted by one or two substituents independently selected from fluorine or methyl.

[0600] Suitable non-limiting examples of Q include any Q group listed in the “Q” column of Table 1.

[0601] Particularly preferred, Q is 1 to 3 Q's S The substituent is a phenyl or pyridyl group, wherein the substituent is independently selected from: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-alkoxy, C3-C6-cycloalkyl, and C1-C4-haloalkyl, wherein preferably at least one Q S The substituents are C1-C4-haloalkyl.

[0602] Particularly preferred, Q is a Q-shaped element at position 3 of the benzene ring. S Substituent-substituted phenyl, said Q S The substituent is preferably selected from 3-cyclopropyl, 3-chloromethyl, or 3-trifluoromethyl. In a particularly preferred embodiment, Q is 3-(trifluoromethyl)phenyl.

[0603] m, n, R 1 R 2 R 3 R 4 R 5 R 6 R 7 R 8 The definitions of A and Q above (broad definitions as well as preferred, more preferred, and even more preferred, particularly preferred definitions) can be combined in various ways. Therefore, combinations of these definitions provide subclasses of the compounds of the present invention.

[0604] Particularly preferred are the following compounds of formula (I) and their salts, N-oxides and solvates, wherein

[0605] A is N or CR 8 ,

[0606] T is O,

[0607] n is 1,

[0608] m is 1,

[0609] R 1 It is hydrogen.

[0610] R 2 and R 3It is hydrogen.

[0611] R 4 It is hydrogen or fluorine.

[0612] R 5 It is hydrogen or fluorine.

[0613] R 6 It is phenyl, pyridin-2-yl or pyridin-3-yl, wherein R 6 By 1 to 3 R 6S Substituent substitution, wherein the substituent R 6S Independently selected from: halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, and pyrazolyl, wherein the C3-C6-cycloalkyl and pyrazolyl are optionally substituted by one or two substituents independently selected from halogen and C1-C4-alkyl.

[0614] R 7 It can be chlorine, iodine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, C2-C4-alkynyl, or C3-C6-cycloalkyl.

[0615] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, and C2-C4-alkynyl groups are optionally surrounded by one or two R groups. 7Sa Substituent substitution,

[0616] The C3-C6-cycloalkyl group is optionally surrounded by one or two R groups. 7Sc Substituent substitution, wherein

[0617] R 7Sa Independently C1-C4-alkoxy,

[0618] R 7Sc Independent of halogens,

[0619] R 8 It is hydrogen.

[0620] Q is the sum of 1 to 3 Q's. S Substituent-substituted phenyl or pyridyl, wherein the substituent Q S It is independently selected from: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-alkoxy, C3-C6-cycloalkyl and C1-C4-haloalkyl.

[0621] Further particularly preferred are the following compounds of formula (I) and their salts, N-oxides and solvates, wherein

[0622] A is N or CR 8 ,

[0623] T is O,

[0624] n is 1,

[0625] m is 1,

[0626] R 1 It is hydrogen.

[0627] R 2 and R 3 It is hydrogen.

[0628] R 4 It is hydrogen or fluorine.

[0629] R 5 It is hydrogen or fluorine.

[0630] R 6 It is a phenyl group, where R is a phenyl group. 6 By 1, 2 or 3 R 6S Substituent substitution, wherein the substituent R 6S It is independently selected from halogens (preferably Cl or Br) and C1-C4-alkyl (preferably methyl).

[0631] R 7 It is a C1-C4-alkyl (preferably methyl or ethyl), C1-C4-alkoxy (preferably methoxy), C1-C4-alkylthioalkyl (preferably SMe) or C3-C6-cycloalkyl (preferably cyclopropyl).

[0632] R 8 It is hydrogen.

[0633] Q is the result of 1 or 2 Qs S Substituent-substituted phenyl, wherein the substituent Q S Independently selected from halogens (preferably Cl or Br), C1-C4-alkyl (preferably methyl), C1-C4-haloalkyl (preferably trifluoromethyl), C1-C4-alkoxy (preferably methoxy), and C3-C6-cycloalkyl (preferably cyclopropyl), wherein Q S Preferably selected from 3-cyclopropyl, 3-chloromethyl or 3-trifluoromethyl.

[0634] Particularly preferred are compounds of formula (I) as defined above, wherein

[0635] R 7 It can be methyl, ethyl, methoxy, methylthio, or cyclopropyl.

[0636] and / or

[0637] Q is the sum of 1 to 3 Q's. S A substituted phenyl group, wherein the substituent is independently selected from: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-alkoxy, C3-C6-cycloalkyl, and C1-C4-haloalkyl, wherein preferably at least one Q S The substituents are C1-C4-haloalkyl.

[0638] The compound of formula (I) is particularly preferred, wherein

[0639] R 7 It can be methyl, methoxy, methylthio, or cyclopropyl.

[0640] and / or

[0641] Q is a Q-shaped ring at position 3 of the benzene ring. S Substituent-substituted phenyl groups, preferably, wherein Q S Preferably selected from 3-cyclopropyl, 3-chloromethyl or 3-trifluoromethyl.

[0642] The present invention also relates to any compound of formula (I) disclosed in Table 1.

[0643] Compounds of formula (I) can be used as fungicides (for the control of plant pathogenic fungi), particularly in methods for the control of plant pathogenic fungi, which include the step of applying one or more compounds of formula (I) to plants.

[0644] Methods for preparing compounds and intermediates of formula (I)

[0645] This invention relates to methods for preparing compounds of formula (I) and intermediates thereof. Unless otherwise stated, groups Q, T, A, and R... 1 R 2 R 3 R 4 R 5 R 6 R 7 R 8 m and n have the meanings given above for compounds of formula (I). These definitions apply not only to the final product of formula (I) but also to all intermediates.

[0646] The compounds of formulas (Ia) and (Ib) are subsets of formula (I). The compounds of formulas (Ia-1) and (Ia-2) are subsets of formula (Ia). Unless otherwise stated, all substituents in formulas (Ia) and (Ib), as well as (Ia-1) and (Ia-2), are as defined above for formula (I).

[0647] Compounds of general formula (I) can be prepared by various routes similar to known methods (see, for example, and references therein). Non-limiting examples of suitable methods are described herein.

[0648] Compounds of formula (I) can be obtained directly by performing method A or B, or by conversion or derivatization of another compound of formula (I) prepared according to the methods described herein. For example, a compound of formula (I) can be converted into another compound of formula (I) by substituting one or more substituents of a starting compound of formula (I) with other substituents. Non-limiting examples of such conversions or derivatizations are described below.

[0649] The methods described herein may be suitably carried out using one or more inert organic solvents commonly used for the reactions under consideration. Suitable inert organic solvents may be selected from the following: aliphatic, alicyclic, or aromatic hydrocarbons, such as petroleum ether, pentane, hexane, heptane, cyclohexane, methylcyclohexane, light petroleum, benzene, toluene, xylene, decahydronaphthalene; halogenated aliphatic, alicyclic, or aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or trichloroethane; ethers, such as diethyl ether, diisopropyl ether, methyl tert-butyl ether, methyl tert-amyl ether, dioxane, tetrahydrofuran, 2-methyltetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, or anisole; ketones, such as acetone, Methyl ethyl ketone, methyl isopropyl ketone, and methyl isobutyl ketone; esters, such as methyl acetate, ethyl acetate, or butyl acetate; alcohols, such as methanol, ethanol, propanol, isopropanol, butanol, or tert-butanol; nitriles, such as acetonitrile, propionitrile, n-butyronitrile, isobutyronitrile, or benzonitrile; amides, such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylformanilide, N-methylpyrrolidone, or hexamethylphosphoric triamine; sulfoxides, such as dimethyl sulfoxide; or sulfones, such as sulfolane; ureas, such as 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone or any mixture thereof.

[0650] Some of the methods described herein may require, or optionally, the use of one or more inorganic or organic bases commonly used for such reactions. Examples of suitable inorganic and organic bases include, but are not limited to, alkaline earth metal or alkali metal carbonates such as sodium carbonate, potassium carbonate, potassium bicarbonate, sodium bicarbonate, or cesium carbonate; alkali metal hydrides such as sodium hydride; alkaline earth metal or alkali metal hydroxides such as sodium hydroxide, calcium hydroxide, potassium hydroxide, or other ammonium hydroxide derivatives; alkaline earth metal, alkali metal, or ammonium fluoride such as potassium fluoride, cesium fluoride, or tetrabutylammonium fluoride; alkaline earth metal or alkali metal acetates such as sodium acetate, lithium acetate, potassium acetate, or calcium acetate; and alkali metal alkali alkalis such as tert-butylammonium fluoride. Potassium butoxide or sodium tert-butoxide; alkali metal phosphates, such as tripotassium phosphate; tertiary amines, such as trimethylamine, triethylamine, tributylamine, N,N-dimethylaniline, N,N-dicyclohexylmethylamine, N,N-diisopropylethylamine, N-methylpiperidine, N,N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN), diazabicycloundecene (DBU), quinine ring, 3-acetoxyquinine ring, guanidine, or aromatic bases, such as pyridine, methylpyridine, dimethylpyridine, or trimethylpyridine.

[0651] Some of the methods described herein can be carried out optionally in the presence of transition metal catalysts (such as metal (e.g., copper or palladium) salts or complexes), and, if appropriate, in the presence of ligands.

[0652] Suitable copper salts or complexes and their hydrates include, but are not limited to, copper metal, cuprous iodide (I), cuprous chloride (I), cuprous bromide (I), cuprous chloride (II), cuprous bromide (II), copper oxide (II), cuprous oxide (I), copper acetate (II), cuprous acetate (I), cuprous thiophene-2-carboxylate (I), cuprous cyanide (I), copper sulfate (II), bis(2,2,6,6-tetramethyl-3,5-heptadecanoic acid)copper (II), copper trifluoromethanesulfonate (II), tetra(acetonitrile)copper (I) hexafluorophosphate, and tetra(acetonitrile)copper (I) tetrafluorophosphate.

[0653] By adding copper salts and ligands or salts separately to the reaction mixture, suitable copper complexes can also be generated in situ within the reaction mixture. The ligands or salts are, for example, ethylenediamine, N,N-dimethylethylenediamine, N,N'-dimethylethylenediamine, etc. rac -trans-1,2-diaminocyclohexane, rac-trans-N,N'-dimethylcyclohexane-1,2-diamine, 1,1'-bisnaphthyl-2,2'-diamine, N,N,N',N'-tetramethylethylenediamine, proline, N,N-dimethylglycine, quinoline-8-ol, pyridine, 2-aminopyridine, 4-(dimethylamino)pyridine, 2,2'-bipyridyl, 2,6-bis(2-pyridyl)pyridine, 2-pyridinecarboxylic acid, 2-(dimethylaminomethyl)-3-hydroxypyridine, 1,10-o-diazanthroline, 3,4,7,8-tetramethyl-1,10-o-diazanthroline, 2,9-dimethyl-1,10-o-diazanthroline, 4,7-dimethoxy-1,10-o-diazanthroline, N,N' -Bis[(E)-pyridin-2-ylmethylene]cyclohexane-1,2-diamine, N-[(E)-phenylmethylene], N-[(E)-phenylmethylene]-cyclohexylamine, 1,1,1-tris(hydroxymethyl)ethane, ethylene glycol, 2,2,6,6-tetramethylheptane-3,5-dione, 2-(2,2-dimethylpropionamide)cyclohexanone, acetylacetone, dibenzoylmethane, 2-(2-methylpropionyl)cyclohexanone, biphenyl-2-yl(di-tert-butyl)phosphine, ethylidene bis-(diphenylphosphine), N,N-diethylsalicylic acidamide, 2-hydroxybenzaldehyde oxime, oxo[(2,4,6-trimethylphenyl)amino]acetic acid, or 1H-pyrrole-2-carboxylic acid.

[0654] Suitable palladium salts or complexes include, but are not limited to, palladium chloride, palladium acetate, tetra(triphenylphosphine)palladium (0), bis(dibenzylacetone)palladium (0), tri(dibenzylacetone)dipalladium (0), bis(triphenylphosphine)palladium (II), [1,1'-bis(diphenylphosphine)ferrocene]palladium (II), bis(cinnamyl)dichlorodipalladium (II), bis(allyl)-dichlorodipalladium (II) or [1,1'-bis(di-tert-butylphosphine)ferrocene]palladium (II).

[0655] Palladium complexes can also be formed in the reaction mixture by adding palladium salts and ligands or salts, such as triethylphosphine, tri-tert-butylphosphine, tri-tert-butylphosphine tetrafluoroborate, tricyclohexylphosphine, 2-(dicyclohexylphosphine)biphenyl, 2-(di-tert-butylphosphine)biphenyl, 2-(dicyclohexylphosphine)-2'-(N,N-dimethylamino)biphenyl, 2-(tert-butylphosphine)-2'-(N,N-dimethylamino)biphenyl, 2-di-tert-butylphosphine-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphine-2,6'-dimethoxybiphenyl, 2-dicyclohexylphosphine-2',6'-diisopropoxybiphenyl, triphenylphosphine, tri-(o-methylphosphine) (Phenyl)phosphine, sodium 3-(diphenylphosphine)benzenesulfonate, tris-(2-methoxy-phenyl)phosphine, 2,2'-bis(diphenylphosphine)-1,1'-binaphthyl, 1,4-bis(diphenylphosphine)butane, 1,2-bis(diphenylphosphine)ethane, 1,4-bis(dicyclohexylphosphine)butane, 1,2-bis(dicyclohexylphosphine)ethane, 2-(dicyclohexylphosphine)-2'-(N,N-dimethylamino)-biphenyl, 1,1'-bis(diphenylphosphine)-ferrocene, (R)-(-)-1-[(S)-2-diphenylphosphine)ferrocene]ethyldicyclohexylphosphine, tris-(2,4-tert-butyl-phenyl)phosphite, di(1-adamantyl)-2-morpholinophenylphosphine, or 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride.

[0656] Suitable catalysts and / or ligands can be selected from commercial catalogs, such as Strem Chemicals' "Metal Catalysts for Organic Synthesis", or from reviews (Chemical Society Reviews (2014), 43, 3525, Coordination Chemistry Reviews (2004), 248, 2337 and references therein).

[0657] Some of the methods described in this article can be performed via metal photo-oxidation-reduction catalysis based on the methods recorded in the literature (Nature Chemistry Review, (2017) 0052 and its references; Science (2016) 352, 6291, 1304; Org. Lett. 2016, 18, 4012, J. Org. Chem 2016, 81, 6898; J. Am. Chem. Soc. 2016, 138, 12715, J. Am. Chem. Soc. 2016, 138, 13862; J. Am. Chem. Soc. 2016, 138, 8034; J. Org. Chem. 2016, 81, 12525; J. Org. Chem. 2015, 80, 7642). The method is then carried out in the presence of a photosensitizer (such as Ir and Ru complexes or organic dyes) and a metal catalyst (such as Ni complexes). The reaction can be carried out in the presence of ligands and, if appropriate, in the presence of a base under blue or white light irradiation.

[0658] Suitable photosensitizers include, but are not limited to, Ir(III) photocatalysts, such as [Ir(dFCF3ppy)2(bpy)]PF6 (dFCF3ppy = 2-(2,4-difluorophenyl)-5-trifluoromethylpyridine, bpy = 2,2'-bipyridine), [Ir(dFCF3ppy)2(dtbbpy)]PF6 (dtbbpy = 4,4'-di-tert-butyl-2,2'-bipyridine), Ir(ppy)2(dtbbpy)PF6 (ppy = 2-phenylpyridine), Ir(ppy)2(bpy)PF6, Ir(dFppy)3PF6 (dFppy = 2-(2,4-difluorophenyl)pyridine), fac -Ir(ppy)3, (Ir[diF(5-Me)ppy]2(tetraMePhen)PF6(diF(5-Me)ppy=2-(2,4-difluorophenyl)-5-methylpyridine, tetraMePhen=3,4,7,8-tetramethyl-1,10-o-diazaphenanthroline); Ru(II) photocatalysts, such as Ru(bpy)3Cl2 or Ru(bpy)3(PF6)2; or organic dyes, such as 9-trimethylyl-10-acridine; salts, such as perchlorate or tetrafluoroborate; or 2,4,5,6-tetra-9 H -Carbazole-9-yl-1,3-benzonitrile, 9-fluorenone and 9,10-phenanthroline.

[0659] Suitable nickel catalysts include, but are not limited to, bis(1,5-cyclooctadiene) nickel (0), nickel chloride (II), nickel bromide (II), nickel iodide (II), nickel acetylacetonate (II), and nickel nitrate (II) hexahydrate, either in anhydrous or hydrated form or as a dimethoxyethane complex. These nickel catalysts can be used in combination with bipyridine ligands (e.g., 2,2'-bipyridine, 4,4'-di-tert-butyl-2,2'-bipyridine, 4,4'-dimethoxy-2,2'-bipyridine, 4,4'-dimethyl-2,2'-bipyridine), or o-phenanthroline (e.g., 1,10-o-phenanthroline, 4,7-dimethyl-1,10-o-phenanthroline, 4,7-dimethoxy-1,10-o-phenanthroline), or diamines (e.g., N,N,N',N'-tetramethylethylenediamine), or diketones (e.g., tetramethylheptanedione).

[0660] The methods described herein can be carried out at temperatures ranging from -105°C to 250°C, preferably from -78°C to 185°C.

[0661] The reaction time varies depending on the scale of the reaction and the reaction temperature, but it is usually between a few minutes and 48 hours.

[0662] The methods described in this article are typically performed at standard pressure. However, they can also be performed at increased or decreased pressure.

[0663] In the methods described herein, the raw materials are typically used in approximately equimolar amounts. However, a relatively large excess of one raw material may also be used.

[0664] Methods for preparing compounds of formula (I)

[0665] Method A

[0666] Compound of formula (Ia), wherein m, n, R 1 R 2 R 3 R 4 R 5 R 6 R 7 R 8 A and Q are as defined above, and

[0667] T is O,

[0668] It can be prepared by a method including the following steps:

[0669] Compound of formula (1), where R 7 R 8 A and Q are as defined above, and

[0670] U 1 It is a hydroxyl, halogen, or C1-C6-alkoxy group.

[0671] With amines of formula (2) (where m, n, R) 1 R 2 R 3 R 4 R 5 and R 6 (as defined above) or its salts react, as shown in Scheme 1.

[0672] Scheme 1: Method A – Synthesis of amides of formula (Ia)

[0673]

[0674] U 1 Compounds of formula (1) with a hydroxyl group can be reacted with amines of formula (2) in the presence of a condensing agent by methods described in the literature (e.g., Tetrahedron 2005, 61, 10827-10852). Examples of suitable condensing agents include, but are not limited to, halogenating agents (such as phosgene, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus oxychloride, oxalyl chloride, or thionyl chloride), dehydrating agents (e.g., ethyl chloroformate, methyl chloroformate, isopropyl chloroformate, isobutyl chloroformate, or methanesulfonyl chloride), carbodiimides (e.g., N,N'-dicyclohexylcarbodiimide (DCC)), or other conventional condensing (or peptide coupling) agents (e.g., phosphorus pentoxide, polyphosphate, bis(2-oxo-3-oxazolyl)phosphine chloride, 1-[ Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU), N,N'-carbonyldiimidazole, 2-ethoxy-N-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ), triphenylphosphine / tetrachloromethane, 4-(4,6-dimethoxy[1,3,5]-triazin-2-yl)-4-methylmorpholine hydrochloride hydrate, tripyrrolidinyl phosphonium hexafluorophosphate or propylphosphonic anhydride (T3P).

[0675] U 1 Compounds of formula (1) containing halogen atoms can react with amines of formula (2) in the presence of an acid-binding agent by well-known methods. Suitable acid-binding agents include any inorganic and organic bases conventionally used for such reactions as described herein. Alkali metal carbonates, alkaline earth metal acetates, tertiary amines, or aromatic bases are preferred.

[0676] U 1 Compounds of formula (1) that are C1-C6-alkoxy can react with an excess of an amine of formula (2) (optionally in the presence of a Lewis acid, such as trimethylaluminum).

[0677] Compounds of formula (1) may be prepared by one or more methods described herein (see, for example, method D).

[0678] The amine of formula (2) is commercially available or can be prepared according to the methods described in the literature (e.g., WO2007 / 141009, WO2013 / 064460, WO2015 / 078800, WO2016 / 066574, US2006 / 0116370, WO2007 / 134799, WO2014 / 177487, WO2011 / 144338, EP0807629).

[0679] Method B

[0680] Compound of formula (Ia-1), wherein m, n, R 2 R 3 R 4 R 5 R 6 A and Q are as defined above, and

[0681] T is O,

[0682] R 1 It can be hydrogen, hydroxyl, cyano, C1-C6-alkyl, or C1-C6-alkoxy.

[0683] R 7 It is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, or C1-C6-haloalkoxy.

[0684] It can be prepared by a method including the following steps:

[0685] Compound of formula (3), where m, n, and R are given. 1 R 2 R 3 R 4 R 5 R 6 R 7 And A is as defined above, and

[0686] X is a halogen.

[0687] The compound of formula (4) (where Q is as defined above) reacts with an organic or inorganic base in the presence of a base, as shown in Scheme 2.

[0688] Scheme 2: Method B – Synthesis of amides of formula (Ia-1)

[0689]

[0690] Method B can be carried out in the presence of a transition metal catalyst (such as a copper salt or complex), or, if appropriate, in the presence of a ligand.

[0691] Compounds of formula (3) can be prepared, for example, by the method described herein.

[0692] Compounds of formula (4) are commercially available or can be obtained by converting or derivatizing another compound of formula (4) using well-known methods.

[0693] Method C

[0694] Compound of formula (Ib), wherein m, n, R 2 R 3 R 4 R 5 R 6 R 7 A and Q are as defined above, and

[0695] T is S,

[0696] R 1 It is hydrogen.

[0697] It can be prepared by a method including the following steps:

[0698] Compound of formula (Ia-2), where m, n, and R are given. 2 R 3 R 4 R 5 R 6 R 7 A and Q are as defined above, and

[0699] T is O,

[0700] R 1 It is hydrogen.

[0701] It reacts with the vulcanizing agent as shown in Scheme 3.

[0702] Scheme 3: Method C – Synthesis of thioamides of formula (Ib)

[0703]

[0704] Suitable vulcanizing agents for method C include, but are not limited to, sulfur (S), hydrosulfuric acid (H2S), sodium sulfide (Na2S), sodium hydrosulfide (NaHS), boron trisulfide (B2S3), bis(diethylaluminum) sulfide ((AlEt2)2S), ammonium sulfide ((NH4)2S), phosphorus pentasulfide (P2S5), Lawesson's reagent (2,4-bis(4-methoxyphenyl)-1,2,3,4-dithiophosphine 2,4-disulfide), or polymer-supported vulcanizing agents, such as those described in the Journal of the Chemical Society, Perkin 1 (2001), 358.

[0705] This method is optionally carried out in the presence of a catalytic, stoichiometric, or excess base (inorganic and organic bases). Alkali metal carbonates, such as sodium carbonate, potassium carbonate, potassium bicarbonate, and sodium bicarbonate; heterocyclic aromatic bases, such as pyridine, methylpyridine, dimethylpyridine, and trimethylpyridine; and tertiary amines, such as trimethylamine, triethylamine, tributylamine, N,N-dimethylaniline, N,N-dimethylpyridin-4-amine, or N-methylpiperidine.

[0706] Compounds of formula (Ia-2) form a subgroup of compounds of formula (Ia-1) and can be prepared by one or more methods described herein.

[0707] Method D

[0708] Compounds of formula (1) can be obtained directly by performing method D described below, or by converting or derivatizing another compound of formula (1) prepared according to the methods described herein. Compounds of formula (1-a), (1-a') and (1-a'') are various subgroups of formula (1).

[0709] Compound of formula (1-a), wherein R 7 A and Q are as defined above, and

[0710] U 1 It is a C1-C6-alkoxy group.

[0711] It can be prepared by a method including the following steps:

[0712] Compound of formula (5), where R 7 And A is as defined above, and

[0713] U 1 It is a C1-C6-alkoxy group.

[0714] X is a halogen.

[0715] The compound of formula (4) (where Q is as defined above) is reacted with a transition metal catalyst (such as a copper salt or complex) in the presence of a base, as shown in Scheme 4.

[0716] Scheme 4: Method D – Synthesis of compound (1-a)

[0717]

[0718] The compound of formula (5) is commercially available or can be prepared according to the methods described in the literature (ACD Chemical Neuroscience 2017, 8, 2374-2380; WO2016174052; WO2018019555; WO2009006389; Synlett 2015, 26, 1365-1370; WO2008116742; J. Org. Chem. 1985, 50, 2293-2298; WO2015022284).

[0719] Compounds of formula (4) are commercially available or can be obtained by converting or derivatizing another compound of formula (4) using well-known methods.

[0720] The compound of formula (1-a) (where U) can be converted into a compound by well-known functional group tautomerization methods, such as by hydrolyzing the ester group in THF / water with LiOH. 1 (C1-C6-alkoxy) is converted into a compound of formula (1-a') (where U 1 (Hydroxyl group).

[0721] U 1 Compounds of formula (1-a') with hydroxyl groups can be converted into U in the presence of a halogenating agent by well-known methods. 1 It is a halogenated compound of formula (1-a''). Suitable halogenating agents include, but are not limited to, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus trichloride oxychloride, oxalyl chloride, or thionyl chloride.

[0722] Method E

[0723] Compound of formula (3), where m, n, R 1 R 2 R 3 R 4 R 5 R 6 R 7 And A is as defined above, and

[0724] X is a halogen.

[0725] It can be prepared by a method including the following steps:

[0726] Compound of formula (5), where R 7 And A is as defined above, and

[0727] X is a halogen.

[0728] U 1 It is a hydroxyl, halogen, or C1-C6-alkoxy group.

[0729] It reacts with one of the amines or salts of formula (2), as shown in scheme 5.

[0730] Scheme 5: Method E – Synthesis of compound (3)

[0731]

[0732] Method E can be performed under the same conditions as described above for method A.

[0733] The compound of formula (5) is commercially available or can be prepared according to the methods described in the literature (ACD Chemical Neuroscience 2017, 8, 2374-2380; WO2016174052; WO2018019555; WO2009006389; Synlett 2015, 26, 1365-1370; WO2008116742; J. Org. Chem. 1985, 50, 2293-2298; WO2015022284).

[0734] Intermediate for the preparation of compound (I)

[0735] The present invention also relates to certain intermediates for the preparation of compounds of formula (I). Some intermediates of formulas (1) and (3) as defined herein are known in the art, see, for example, CN106317027A and US5420129A.

[0736] Therefore, this invention relates to compounds of formula (1):

[0737]

[0738] in

[0739] Q is C6-C 14 -Aryl, C7-C 12 -Carbocyclic, 6- to 14-membered heterocyclic or 5- to 14-membered heteroaryl

[0740] C6-C 14 -Aryl, C7-C 12 - A carbocyclic ring, a 6- to 14-membered heterocyclic group, and a 5- to 14-membered heteroaryl group are optionally selected by 1 to 5 independently chosen from the following Q SSubstituents: Halogen, cyano, isocyanate, nitro, hydroxyl, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2- C6-Alkenyloxy, C2-C6-Haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-Haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-Haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-Haloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C8-Cycloalkoxy, C3-C6-Cycloalkenyl, 3- to 7-membered heterocyclic groups, 5- to 14-membered heteroaryl groups, OSi(C1C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 -NR 34 C(=O)R 35 -C(=O)N(R) 36 )2、-C(=S)R 37 -C(=S)N(R) 38 )2、-C(=NR 39 )R 40 and -C(=NOR) 41 )R 42 and -N(R) 43 )2,

[0741] in

[0742] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylthioalkyl, C1-C6-alkylthioalkyl -alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 independent substituents selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3 to 7-membered heterocyclic groups,

[0743] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic groups and 5- to 14-membered heteroaryl groups may optionally be substituted by 1 to 3 independently selected substituents from the following: halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups.

[0744] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and non-aromatic 3- to 7-membered heterocyclic groups are further optionally substituted by two substituents, which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl group.

[0745] R 34 R 35 R 36 R 37 R 38 R 39 R 40 R 41 and R 42 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy.

[0746] in

[0747] The C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy group is optionally substituted by one to three independent substituents selected from the following: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3 to 7-membered heterocyclic groups.

[0748] R 43 Independently, it is hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, or C3-C8-cycloalkyl.

[0749] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C6-haloalkenyl groups are optionally substituted by one to three independently selected substituents from the following: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3 to 7-membered heterocyclic groups.

[0750] The C3-C8-cycloalkyl group is further optionally composed of 1 to 3 R groups independently selected from the following. Qs Substituents: halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclic groups.

[0751] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic groups are further optionally substituted by two substituents, which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl group.

[0752] R 7Hydrogen, halogen, cyano, isocyanate, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -Aromatic group, 5 or 6-membered heteroaryl group, 3 to 7-membered heterocyclic group, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2、-C(=NR 21 )R 22 -NR 23 C(=O)R 24 -C(=O)(OR) 25 -C(=O)N(R) 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0753] Wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0754] Among them, C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy and 3- to 7-membered heterocyclic oxygen are optionally surrounded by 1 to 3 R 7Sc Substituent substitution,

[0755] R 20 Independently, it is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, C2-C6-haloynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group

[0756] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, and C2-C6-haloynyl groups are optionally substituted with 1 to 3 substituents R. 7Sa replace,

[0757] and

[0758] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5 or 6-membered heteroaryl and 3 to 7-membered heterocyclic are optionally replaced by 1 to 3 substituents R 7Sc replace,

[0759] R 21 and R 22 Independently, it is hydroxyl, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino.

[0760] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino is optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0761] R 23 R 24 R 25 R 26 R 27 R 28 and R 29Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl.

[0762] The C1-C6-alkyl and C1-C6-haloalkyl groups are optionally surrounded by 1 to 3 R groups. 7Sa Substituent substitution,

[0763] and

[0764] The C3-C8-cycloalkyl group is optionally surrounded by 1 to 3 R groups. 7Sc Substituent substitution,

[0765] in

[0766] R 7Sa Independently, it can be cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -Aryl or 3 to 7-membered heterocyclic groups

[0767] R 7Sc Independently, it is a halogen, cyano, nitro, hydroxyl, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3 to 7-membered heterocyclic group.

[0768] or

[0769] Two R atoms bonded to the same carbon atom 7Sc Substituents C1-C6-alkyl groups together form C3-C8-cycloalkyl groups.

[0770] A is as defined above.

[0771] U 1 It is a hydroxyl, halogen, or C1-C6-alkoxy group.

[0772] The condition is that A in equation (1) is CR 8 And R 8 When =H, then

[0773] If R 7 If it is hydrogen, then Q is not 2,5-dichlorophenoxy.

[0774] And the condition is that the compound in formula (1) is not:

[0775] 2,6-Dichloro-5-phenoxypyrimidine-4-carboxylic acid ethyl ester (CAS 157415-41-3).

[0776] Therefore, the present invention also relates to compounds of formula (1):

[0777]

[0778] in

[0779] Q is C6-C 14 -Aryl, C7-C 12 -Carbocyclic, 6- to 14-membered heterocyclic or 5- to 14-membered heteroaryl

[0780] C6-C 14 -Aryl, C7-C 12 - The carbocyclic ring, 6- to 14-membered heterocyclic group, and 5- to 14-membered heteroaryl group are independently selected from the following Q groups. S Substituents: Halogen, cyano, isocyanate, nitro, hydroxyl, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2- C6-Alkenyloxy, C2-C6-Haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-Haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-Haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-Haloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C8-Cycloalkoxy, C3-C6-Cycloalkenyl, 3- to 7-membered heterocyclic groups, 5- to 14-membered heteroaryl groups, OSi(C1C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 -NR 34 C(=O)R 35 -C(=O)N(R) 36 )2、-C(=S)R 37 -C(=S)N(R) 38 )2、-C(=NR 39 )R 40 and -C(=NOR) 41 )R 42 and -N(R) 43 )2,

[0781] in

[0782] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylthioalkyl, C1-C6-alkylthioalkyl -alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 independent substituents selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3 to 7-membered heterocyclic groups,

[0783] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic groups and 5- to 14-membered heteroaryl groups are optionally substituted by 1 to 3 independently selected substituents from the following: halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups.

[0784] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and non-aromatic 3- to 7-membered heterocyclic groups are further optionally substituted by two substituents, which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl group.

[0785] R 34 R 35 R 36 R 37 R 38 R 39 R 40 R 41 and R 42 Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy.

[0786] in

[0787] The C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy group is optionally substituted by one to three independent substituents selected from the following: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3 to 7-membered heterocyclic groups.

[0788] R 43 Independently, it is hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, or C3-C8-cycloalkyl.

[0789] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C6-haloalkenyl groups are optionally substituted by one to three independently selected substituents: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3 to 7-membered heterocyclic groups.

[0790] The C3-C8-cycloalkyl group is further optionally composed of 1 to 3 R groups independently selected from the following. Qs Substituents: halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclic groups.

[0791] The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic groups are further optionally substituted by two substituents, which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl group.

[0792] R 7Hydrogen, halogen, cyano, isocyanate, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -Aromatic group, 5 or 6-membered heteroaryl group, 3 to 7-membered heterocyclic group, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2、-C(=NR 21 )R 22 -NR 23 C(=O)R 24 -C(=O)(OR) 25 -C(=O)N(R) 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0793] Wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0794] Among them, C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3- to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy and 3- to 7-membered heterocyclic oxygen are optionally surrounded by 1 to 3 R 7Sc Substituent substitution,

[0795] R 20 It is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, C2-C6-haloynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group

[0796] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, and C2-C6-haloynyl groups are optionally substituted with 1 to 3 substituents R. 7Sa replace,

[0797] and

[0798] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic are optionally replaced by 1 to 3 substituents R 7Sc replace,

[0799] R 21 and R 22 Independently, it is hydroxyl, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino.

[0800] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino is optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0801] R 23 R 24 R 25 R 26 R 27 R 28 and R 29Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl.

[0802] The C1-C6-alkyl and C1-C6-haloalkyl groups are optionally surrounded by 1 to 3 R groups. 7Sa Substituent substitution,

[0803] and

[0804] The C3-C8-cycloalkyl group is optionally surrounded by 1 to 3 R groups. 7Sc Substituent substitution,

[0805] in

[0806] R 7Sa Independently, it can be cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -Aryl or 3 to 7-membered heterocyclic groups

[0807] R 7Sc Independently, it is a halogen, cyano, nitro, hydroxyl, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3 to 7-membered heterocyclic group.

[0808] or

[0809] Two R atoms bonded to the same carbon atom 7Sc Substituents C1-C6-alkyl groups together form C3-C8-cycloalkyl groups.

[0810] A is as defined above.

[0811] U 1 It is a hydroxyl, halogen, or C1-C6-alkoxy group.

[0812] The condition is that A in equation (1) is CR 8 And R 8 When =H, then

[0813] If R 7 If it is hydrogen, then Q is not 2,5-dichlorophenoxy.

[0814] And the condition is that the compound in formula (1) is not:

[0815] 2,6-Dichloro-5-phenoxypyrimidine-4-carboxylic acid ethyl ester (CAS 157415-41-3).

[0816] In the favorable compound of formula (1), R 7 It's not hydrogen.

[0817] The present invention preferably relates to compounds of formula (1).

[0818] ,

[0819] in

[0820] A is N or CR 8 ,

[0821] R 8 It is hydrogen.

[0822] Q can be phenyl, 2,3-dihydrobenzofuranyl, dihydroindolyl, 1,3-benzodioxacyclopentenyl, benzodihydropyranyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridyl, or indolyl.

[0823] Wherein, phenyl, 2,3-dihydrobenzofuranyl, dihydroindolyl, 1,3-benzodioxacyclopentenyl, benzodihydropyranyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridyl, and indolyl are independently selected from the following Q groups. S Substituents: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, C3-C6-cycloalkyl, oxetaneyl, and -N(R) 43 )2,

[0824] in

[0825] The C3-C6-cycloalkyl and oxetane groups are then optionally substituted by one or two independent substituents selected from halogens and C1-C4-alkyl groups.

[0826] R 43 Independently composed of hydrogen and C1-C4-alkyl groups.

[0827] R 7Halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-ynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanebutyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2、-C(=NR 21 )R 22 or -C(=O)(OR) 25 ),

[0828] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl groups are optionally surrounded by one or two R groups. 7Sa Substituent substitution,

[0829] The C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetane, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl groups are optionally surrounded by one or two R groups. 7Sc Substituent substitution,

[0830] in

[0831] R 20 It is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl.

[0832] R 21 It is a C1-C4-alkyl or C1-C4-alkoxy group.

[0833] R 22 It is a C1-C4-alkyl group.

[0834] R 25 It is hydrogen or C1-C4-alkyl.

[0835] And among them

[0836] R 7Sa Independently, it is C1-C4-alkoxy or phenyl.

[0837] R 7Sc Independently halogenated or C1-C4-alkyl,

[0838] U 1 It is a hydroxyl, halogen, or C1-C6-alkoxy group.

[0839] Preferably, the condition is that A in equation (1) is CR 8 And R 8 When =H, then

[0840] If U1 If it is a hydroxyl group, then R 7 It is not isopropyl.

[0841] More preferred compounds of formula (1) are those as defined above, wherein

[0842] R 7 It can be methyl, ethyl, methoxy, methylthio, or cyclopropyl.

[0843] and / or

[0844] Q is the sum of 1 to 3 Q's. S A substituted phenyl group, wherein the substituent is independently selected from: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-alkoxy, C3-C6-cycloalkyl, and C1-C4-haloalkyl, wherein preferably at least one Q S The substituents are C1-C4-haloalkyl.

[0845] Particularly preferred are those compounds of formula (1) as defined above, wherein

[0846] R 7 It can be methyl, methoxy, methylthio, or cyclopropyl.

[0847] and / or

[0848] Q is a Q-shaped ring at position 3 of the benzene ring. S The phenyl group substituted with the substituent, preferably Q, is selected from 3-cyclopropyl, 3-chloromethyl, or 3-trifluoromethyl.

[0849] In a particularly preferred embodiment, Q is 3-(trifluoromethyl)phenyl.

[0850] The particularly preferred compound of formula (1) corresponds to the compounds in Table 3 below.

[0851] The present invention also relates to compounds of formula (3).

[0852] ,

[0853] in

[0854] A is N or CR 8 ,

[0855] in

[0856] R 8 It is hydrogen or halogen.

[0857] When n is 1,

[0858] m is 1,

[0859] R 1 It is hydrogen.

[0860] R 2 and R 3 It is hydrogen.

[0861] R 4 and R 5 Independently hydrogen or fluorine,

[0862] The condition is R 4 and R 5 At least one of them is not hydrogen.

[0863] R 6 C7-C 12 -Carbon ring, C6-C 14 -aryl, 5- to 14-membered heteroaryl and 6- to 14-membered heterocyclic groups

[0864] Among them, C7-C 12 -Carbon ring, C6-C 14 -Aryl, 6- to 14-membered heterocyclic and 5- to 14-membered heteroaryl, optionally surrounded by 1 to 4 R 6S Substituent substitution,

[0865] in

[0866] R 6S Halogen, cyano, isocyano, nitro, hydroxyl, mercapto, pentafluorosulfuryl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6 -alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, N(R 15 ) 2、 -C(=O)R 16 -C(=O)(OR) 17 -C(=O)N(R) 18 )2、-S(=O)2N(R 19 2, -O-Si(C1-C6-alkyl)3 or -Si(C1-C6-alkyl)3,

[0867] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C 6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3 to 7-membered heterocyclic groups.

[0868] and

[0869] The C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 The -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclic groups are optionally further substituted by 1 to 4 independently selected substituents from the following: halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl, or

[0870] Two substituents attached to the same carbon atom, forming a C3-C8 cycloalkyl group, form a C3-C8 cycloalkyl group.

[0871] or

[0872] Two Rs 6S The substituents optionally form C3-C8-cycloalkyl groups together with the carbon atoms to which they are attached.

[0873] R 15 It is hydrogen, C1-C6 alkyl or C3-C8 cycloalkyl.

[0874] The C1-C6-alkyl group is further optionally substituted by one to three substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3 to 7-membered heterocyclic groups.

[0875] and

[0876] The C3-C8-cycloalkyl group is optionally further substituted by one to four independently selected substituents from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl.

[0877] R 16 R 17 R 18 and R 19 Independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl.

[0878] The C1-C6-alkyl or C1-C6-haloalkyl substituent is further optionally substituted by one to three independently selected substituents from the following: cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and non-aromatic 3- to 7-membered heterocyclic groups.

[0879] R 7Hydrogen, halogen, cyano, isocyanate, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C3-C8-cycloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -Aromatic group, 5 or 6-membered heteroaryl group, 3 to 7-membered heterocyclic group, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2、-C(=NR 21 )R 22 -NR 23 C(=O)R 24 -C(=O)(OR) 25 -C(=O)N(R) 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0880] Wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthioalkyl, C1-C6-haloalkylthioalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0881] Among them, C3-C8-cycloalkylthioalkyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5 or 6-membered heteroaryl, 3 to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy and 3- to 7-membered heterocyclic oxygen are optionally surrounded by 1 to 3 R 7Sc Substituent substitution,

[0882] R 20 It is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, C2-C6-haloynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group

[0883] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-ynyl, and C2-C6-haloynyl groups are optionally substituted with 1 to 3 substituents R. 7Sa replace,

[0884] and

[0885] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5 or 6-membered heteroaryl and 3 to 7-membered heterocyclic are optionally replaced by 1 to 3 substituents R 7Sc replace,

[0886] R 21 and R 22 Independently, it is hydroxyl, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino.

[0887] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino is optionally surrounded by 1 to 3 R 7Sa Substituent substitution,

[0888] R 23 R 24 R 25 R 26 R 27 R 28 and R 29Independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl.

[0889] The C1-C6-alkyl and C1-C6-haloalkyl groups are optionally surrounded by 1 to 3 R groups. 7Sa Substituent substitution,

[0890] and

[0891] The C3-C8-cycloalkyl group is optionally surrounded by 1 to 3 R groups. 7Sc Substituent substitution,

[0892] in

[0893] R 7Sa Independently, it can be cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -Aryl or 3 to 7-membered heterocyclic groups

[0894] R 7Sc Independently, it is a halogen, cyano, nitro, hydroxyl, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3 to 7-membered heterocyclic group.

[0895] or

[0896] Two R atoms bonded to the same carbon atom 7Sc Substituents C1-C6-alkyl groups together form C3-C8-cycloalkyl groups.

[0897] X is a halogen.

[0898] Preferably, the condition is that the compound of formula (3) is not:

[0899] 5-Chloro-N-[2,2-Difluoro-2-(3-fluorophenyl)ethyl]-2-ethylpyrimidine-4-carboxamide (CAS 2404152-87-8).

[0900] Preferably, the present invention relates to compounds of formula (3).

[0901] ,

[0902] in

[0903] A is N or CR 8 ,

[0904] in

[0905] R 8 It is hydrogen or halogen.

[0906] n is 1,

[0907] m is 1,

[0908] R 1 It is hydrogen.

[0909] R 2 and R 3 It is hydrogen.

[0910] R 4 and R 5 Independently hydrogen or fluorine,

[0911] The condition is R 4 and R 5 At least one of them is not hydrogen.

[0912] R 6 It can be phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxanepentenyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thiophenyl, pyridyl, pyrimidinyl, indoleyl, phenoxy, or benzyloxy.

[0913] The phenyl group, 2,3-dihydrobenzofuranyl group, 1,3-benzodioxane-pentenyl group, 2,3-dihydro-1,4-benzodioxinyl group, furanyl group, pyrazolyl group, thiophenyl group, pyridyl group, pyrimidinyl group, indoleyl group, phenoxy group, or benzyloxy group is optionally surrounded by 1 to 3 R groups. 6S Substituent substitution,

[0914] in

[0915] R 6S Halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R 16 or -C(=O)(OR) 17 ),

[0916] The C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridyl groups are optionally further substituted by one or two substituents independently selected from the following: fluorine, bromine, chlorine, C1-C4-alkyl, and C1-C4-haloalkyl.

[0917] And among them

[0918] R 16It is a C1-C4-alkyl group.

[0919] R 17 It is hydrogen or C1-C4-alkyl.

[0920] R 7 Halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, C2-C4-ynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanebutylyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2、-C(=NR 21 )R 22 or -C(=O)(OR) 25 ),

[0921] The C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-alkylthioalkyl, C2-C4-alkenyl, and C2-C4-alkynyl groups are optionally surrounded by one or two R groups. 7Sa Substituent substitution,

[0922] The C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetane, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl groups are optionally surrounded by one or two R groups. 7Sc Substituent substitution,

[0923] in

[0924] R 20 It is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl.

[0925] R 21 It is a C1-C4-alkyl or C1-C4-alkoxy group.

[0926] R 22 It is a C1-C4-alkyl group.

[0927] R 25 It is hydrogen or C1-C4-alkyl.

[0928] And among them

[0929] R 7Sa Independently, it is C1-C4-alkoxy or phenyl.

[0930] R 7Sc Independently halogenated or C1-C4-alkyl,

[0931] X is a halogen.

[0932] Preferably, the condition is that the compound of formula (3) is not:

[0933] 5-Chloro-N-[2,2-Difluoro-2-(3-fluorophenyl)ethyl]-2-ethylpyrimidine-4-carboxamide (CAS 2404152-87-8).

[0934] The more preferred compounds of formula (3) are those of the following, wherein

[0935] A is N or CR 8 ,

[0936] in

[0937] R 8 It is hydrogen.

[0938] n is 1,

[0939] m is 1,

[0940] R 1 It is hydrogen.

[0941] R 2 and R 3 It is hydrogen.

[0942] R 4 It is hydrogen or fluorine.

[0943] R 5 It is hydrogen or fluorine.

[0944] R 7 It is methyl, methoxy, methyl thioalkyl, or cyclopropyl.

[0945] X is a halogen, preferably Cl or Br.

[0946] And R in equation (3) 6 In the context of the above formula (I), R is preferred, even more preferred, or particularly preferred. 6 Those mentioned,

[0947] Preferably, the condition is that the compound of formula (3) is not:

[0948] 5-Chloro-N-[2,2-Difluoro-2-(3-fluorophenyl)ethyl]-2-ethylpyrimidine-4-carboxamide (CAS 2404152-87-8).

[0949] The particularly preferred compound of formula (3) corresponds to the compounds in Table 5.

[0950] The present invention also relates to an intermediate of formula (4).

[0951] Q-OH (4),

[0952] in

[0953] Q is a group as defined above in the context of the compound of formula (I) (method of obtaining), i.e., a broad definition of Q, a preferred, more preferred, even more preferred and particularly preferred definition of Q.

[0954] The condition is that the compound in formula (4) is not

[0955]

[0956] Compositions and Formulations

[0957] The present invention also relates to compositions, particularly compositions for controlling unwanted microorganisms. These compositions can be applied to the microorganisms and / or their habitats.

[0958] The composition typically comprises at least one compound of formula (I) and at least one suitable agricultural adjuvant, such as a carrier and / or a surfactant.

[0959] Carriers are typically inert solids or liquids, natural or synthetic, organic or inorganic substances. Carriers generally improve the application of compounds to, for example, plants, plant parts, or seeds. Examples of suitable solid carriers include, but are not limited to: ammonium salts (especially ammonium sulfate, ammonium phosphate, and ammonium nitrate), natural stone powders (such as kaolin, clay, talc, chalk, quartz, palygorskite, montmorillonite, and diatomaceous earth), silica gel, and synthetic stone powders (such as finely crushed silica, alumina, and silicates). Examples of solid carriers commonly used in the preparation of granules include, but are not limited to: pulverized and graded natural rocks (such as calcite, marble, pumice, sepiolite, and dolomite), synthetic granules of inorganic and organic powders, and granules of organic materials (such as paper, sawdust, coconut husks, corn cobs, and tobacco stalks). Examples of suitable liquid carriers include, but are not limited to, water, organic solvents, and combinations thereof. Examples of suitable solvents include polar and nonpolar organic chemical liquids, such as those from the following categories: aromatic and non-aromatic hydrocarbons (such as cyclohexane, paraffin, alkylbenzene, xylene, toluene, tetrahydronaphthalene, alkylnaphthalene, chlorinated aromatic hydrocarbons or chlorinated aliphatic hydrocarbons such as chlorobenzene, vinyl chloride or dichloromethane), alcohols and polyols (which may also optionally be substituted, etherified and / or esterified, such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol or ethylene glycol), ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, amides (such as dimethylformamide or fatty acid amides) and their esters, lactams (such as N-alkylpyrrolidone, especially N-methylpyrrolidone) and lactones, sulfones and sulfoxides (such as dimethyl sulfoxide), and oils of plant or animal origin. The carrier can also be a liquefied gaseous extender, that is, a liquid that is gaseous at standard temperature and standard pressure, such as aerosol propellants, such as halogenated hydrocarbons, butane, propane, nitrogen and carbon dioxide.

[0960] The preferred solid carriers are clay, talc, and silica.

[0961] Preferred liquid carriers are selected from: water, fatty acid amides and their esters, aromatic and non-aromatic hydrocarbons, lactams and carbonates.

[0962] The amount of carrier is typically 1 to 99.99% of the weight of the composition, preferably 5 to 99.9%, more preferably 10 to 99.5%, and most preferably 20 to 99%.

[0963] The liquid carrier is typically present at 20 to 90% of the composition weight, for example, 30 to 80%.

[0964] The solid carrier is typically present at 0 to 50% of the weight of the composition, preferably 5 to 45%, for example 10 to 30%.

[0965] If the composition contains two or more carriers, the range described refers to the total amount of carriers.

[0966] Surfactants can be ionic (cationic or anionic), amphoteric, or nonionic surfactants, such as ionic or nonionic emulsifiers, foaming agents, dispersants, wetting agents, penetration enhancers, and any mixture thereof. Examples of suitable surfactants include, but are not limited to, salts of polyacrylic acid; salts of lignin sulfonate (sodium lignin sulfonate); salts of phenol sulfonate or naphthalene sulfonate; condensations of ethylene oxide and / or propylene oxide with fatty alcohols, fatty acids, or fatty amines (e.g., polyoxyethylene fatty acid esters, such as castor oil ethoxylates; polyoxyethylene fatty alcohol ethers, such as alkylaryl polyethylene glycol ethers); substituted phenols (preferably alkylphenols or arylphenols) and their ethoxylates (e.g., triphenylphenylphenol ethoxylates); salts of sulfosuccinates; taurine derivatives (preferably alkyl taurine esters); phosphate esters of polyethoxylated alcohols or phenols; fatty acid esters of polyols (e.g., fatty acid esters of glycerol, sorbitol, or sucrose); sulfate esters (e.g., alkyl sulfate esters and alkyl ether sulfate esters); sulfonates (e.g., alkyl sulfonates, aryl sulfonates, and alkylbenzene sulfonates); phosphate esters; protein hydrolysis products; lignin sulfite waste liquids; and methylcellulose. Any reference to salts in this paragraph preferably refers to the corresponding alkali metal, alkaline earth metal, and ammonium salts.

[0967] Preferred surfactants are selected from: polyoxyethylene fatty alcohol ethers, polyoxyethylene fatty acid esters, alkylbenzene sulfonates such as calcium dodecylbenzene sulfonate, castor oil ethoxylates, sodium lignin sulfonate, and arylphenol ethoxylates such as tristyrylphenol ethoxylates.

[0968] The amount of surfactant is typically 5 to 40% of the composition weight, for example 10 to 20%.

[0969] Other examples of suitable additives include waterproofing agents, desiccants, binders (adhesives, tackifiers, fixatives such as carboxymethyl cellulose, natural and synthetic polymers in powder, granule or latex form (such as gum arabic, polyvinyl alcohol and polyvinyl acetate), natural phospholipids (such as cephalin and lecithin) and synthetic phospholipids, polyvinylpyrrolidone and methylcellulose), thickeners and secondary thickeners (such as cellulose ethers, acrylic derivatives, xanthan gum, modified clays such as available products under the name Bentone, and finely dispersed silica), and stabilizers (such as low-temperature stabilizers). Agents, preservatives (such as dichlorophenol and benzyl alcohol hemiacetal), antioxidants, light stabilizers (especially UV stabilizers) or other agents that improve chemical and / or physical stability), dyes or pigments (such as inorganic pigments, such as iron oxide, titanium oxide and Prussian blue; organic dyes, such as alizarin, azo and metal phthalocyanine dyes), defoamers (such as silicone defoamers and magnesium stearate), antifreeze agents, adhesives, gibberellins and processing aids, mineral oils and vegetable oils, fragrances, waxes, nutrients (including micronutrients, such as iron salts, manganese salts, boron salts, copper salts, cobalt salts, molybdenum salts and zinc salts), protective colloids, thixotropic substances, penetrants, chelating agents and complexing agents.

[0970] The choice of adjuvant depends on the intended manner of application of the compound of formula (I) and / or the physical properties of the compound. Furthermore, adjuvants can be selected to impart properties (technical, physical, and / or biological properties) specific to the composition or the form of use prepared therefrom. The selection of adjuvants allows for the customization of the composition to specific needs.

[0971] The compositions of the present invention can be provided to the end user as ready-to-use formulations, i.e., the compositions can be applied directly to plants or seeds using a suitable device (e.g., a sprayer or powderer). Alternatively, the compositions can be provided to the end user in the form of a concentrate, which must be diluted before use, preferably with water.

[0972] The compositions of the present invention can be prepared in a conventional manner, for example by mixing the compound of formula (I) with one or more suitable adjuvants (such as those disclosed above).

[0973] The composition comprises one or more of the compounds of formula (I) that are effective in killing fungi. The term "effective amount" means an amount sufficient to control harmful fungi on cultivated plants or in the protection of materials without causing substantial damage to the treated plants. Such amounts can vary widely and depend on various factors, such as the species of fungus to be controlled, the cultivated plant or material being treated, climatic conditions, and the specific compound of formula (I) used. Typically, the compositions of the present invention contain 0.01 to 99% by weight, preferably 0.05 to 98% by weight, more preferably 0.1 to 95% by weight, even more preferably 0.5 to 90% by weight, and most preferably 1 to 80% by weight of the compound of formula (I). The composition may contain two or more compounds of the present invention. In this case, the outlined range refers to the total amount of the compounds of the present invention.

[0974] The compositions of the present invention can be any conventional composition type, such as solutions (e.g., aqueous solutions), emulsions, water-based and oil-based suspensions, powders (e.g., wettable powders, soluble powders), powders, pastes, granules (e.g., soluble granules, broadcast granules), suspension concentrates, natural or synthetic products impregnated with compounds of formula (I), fertilizers, and microencapsulations in polymers. Compounds of formula (I) can be present in suspension, emulsion, or dissolved form. Examples of particularly suitable composition types include solutions, water-soluble concentrates (e.g., SL, LS), dispersible concentrates (DC), suspensions and suspension concentrates (e.g., SC, OD, OF, FS), emulsifiable concentrates (e.g., EC), emulsions (e.g., EW, EO, ES, ME, SE), capsules (e.g., CS, ZC), ointments, tablets, wettable powders or wettable powders (e.g., WP, SP, WS, DP, DS), compressed formulations (e.g., BR, TB, DT), granules (e.g., WG, SG, GR, FG, GG, MG), insecticides (e.g., LN), and gel formulations for treating plant propagation materials such as seeds (e.g., GW, GF). These and other composition types are defined by the Food and Agriculture Organization of the United Nations (FAO). A review is given in "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6th edition, May 2008, Croplife International.

[0975] Preferably, the composition of the present invention is in one of the following forms: EC, SC, FS, SE, OD and WG, more preferably EC, SC, OD and WG.

[0976] Further details regarding examples of composition types and their preparation are given below. If two or more compounds of the invention are present, the generalized amount of the compounds refers to the total amount of the compounds of the invention. If two or more representatives of such components are present, such as wetting agents or adhesives, this applies, with necessary modifications, to any other components of the composition.

[0977] i) Water-soluble concentrates (SL, LS)

[0978] Dissolve 10-60% by weight of at least one compound of formula (I) and 5-15% by weight of a surfactant (e.g., polyoxyethylene fatty alcohol ether) in water and / or a water-soluble solvent (e.g., an alcohol (e.g., propylene glycol) or a carbonate (e.g., propylene carbonate)) such that the total amount of water and / or water-soluble solvent is 100% by weight. Dilute the concentrate with water before application.

[0979] ii) Dispersible concentrate (DC)

[0980] Dissolve 5-25% by weight of at least one compound of formula (I) and 1-10% by weight of a surfactant and / or binder (e.g., polyvinylpyrrolidone) in an organic solvent (e.g., cyclohexanone), the amount of which is such that the total amount is 100% by weight. Dilute with water to obtain a dispersant.

[0981] iii) Emulsifiable concentrate (EC)

[0982] Dissolve 15-70% by weight of at least one compound of formula (I) and 5-10% by weight of a surfactant (e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate) in a water-insoluble organic solvent (e.g., an aromatic hydrocarbon or a fatty acid amide), and, if necessary, add a water-soluble solvent, the amount of which makes the total amount 100% by weight. Dilute with water to obtain an emulsion.

[0983] iv) Emulsions (EW, EO, ES)

[0984] Dissolve 5-40% by weight of at least one compound of formula (I) and 1-10% by weight of a surfactant (e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate) in 20-40% by weight of a water-insoluble organic solvent (e.g., an aromatic hydrocarbon). Add the mixture to water using an emulsifier, the amount of water being such that the total volume is 100% by weight. The resulting composition is a homogeneous emulsion. The emulsion may be further diluted with water before application.

[0985] v) Suspension agents and suspension concentrates

[0986] v-1) Water-based (SC, FS)

[0987] In a suitable grinding apparatus, such as a stirred ball mill, 20-60% by weight of at least one compound of formula (I) is pulverized with the addition of 2-10% by weight of a surfactant (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1-2% by weight of a thickener (e.g., xanthan gum), and water to obtain a finely pulverized active substance suspension. The amount of water added is such that the total amount is 100% by weight. Diluting with water yields a stable active substance suspension. For FS type compositions, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.

[0988] v-2) Oil-based (OD, OF)

[0989] In a suitable grinding apparatus, such as a stirred ball mill, 20-60% by weight of at least one compound of formula (I) is pulverized with the addition of 2-10% by weight of a surfactant (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1-2% by weight of a thickener (e.g., modified clay, particularly Bentone or silica), and an organic carrier to obtain a finely pulverized oil suspension of the active substance. The amount of organic carrier added is such that the total amount is 100% by weight. Diluting with water yields a stable dispersant of the active substance.

[0990] vi) Water-dispersible granules and water-soluble granules (WG, SG)

[0991] At least one compound of formula (I) is finely ground with the addition of a surfactant (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether) and converted into water-dispersible or water-soluble granules using specialized equipment (e.g., extruder, spray tower, fluidized bed). The amount of surfactant used is such that the total amount is 100% by weight. The mixture is then diluted with water to obtain a stable dispersant or solution of the active substance.

[0992] vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)

[0993] At least one compound of formula (I) is ground in a rotor-stator mill at a weight of 50-80% by weight, and 1-8% by weight of a surfactant (e.g., sodium lignosulfonate, polyoxyethylene fatty alcohol ether) and a solid support (e.g., silica gel) are added, the amount of solid support being such that the total weight is 100% by weight. The mixture is then diluted with water to obtain a stable dispersant or solution of the active substance.

[0994] viii) Gel (GW, GF)

[0995] In a stirred ball mill, 5-25% by weight of at least one compound of formula (I) is pulverized with the addition of 3-10% by weight of a surfactant (e.g., sodium lignin sulfonate), 1-5% by weight of a binder (e.g., carboxymethyl cellulose), and water, the amount of water being such that the total amount is 100% by weight. A fine suspension of the active substance is obtained. Diluting with water yields a stable suspension of the active substance.

[0996] ix) Microemulsion (ME)

[0997] Add 5-20% by weight of at least one compound of formula (I) to 5-30% by weight of an organic solvent blend (e.g., fatty acid dimethylamide and cyclohexanone), 10-25% by weight of a surfactant blend (e.g., polyoxyethylene fatty alcohol ether and arylphenol ethoxylate), and water, the amount of water being such that the total amount is 100% by weight. Stir the mixture for 1 hour to spontaneously generate a thermodynamically stable microemulsion.

[0998] x) Microencapsulation (CS)

[0999] An oil phase comprising 5-50% by weight of at least one compound of formula (I), 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbons), and 2-15% by weight of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, diacrylate, and triacrylate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Free radical polymerization initiated by a free radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase comprising 5-50% by weight of at least one compound of formula (I), 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbons), and an isocyanate monomer (e.g., diphenylmethylene-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). The addition of a polyamine (e.g., hexamethylenediamine) results in the formation of polyurea microcapsules. The monomer constitutes 1-10% by weight of the total CS composition.

[1000] xi) Sprinkleable powder (DP, DS)

[1001] At least one compound of formula (I) is finely ground and mixed thoroughly with a solid support (e.g., finely crushed kaolin) at a weight of 1-10% by weight, such that the total weight is 100 by weight.

[1002] xii) Granules (GR, FG)

[1003] At least one compound of formula (I) is finely ground and mixed with a solid support (e.g., silicate) in an amount such that the total weight is 100%. Granulation is achieved by extrusion, spray drying or fluidized bed.

[1004] xiii) Ultra-low volume liquids (UL)

[1005] Dissolve 1-50% by weight of at least one compound of formula (I) in an organic solvent (e.g., an aromatic hydrocarbon) such that the total amount of the organic solvent is 100 by weight.

[1006] Composition types i) to xiii) may optionally contain other auxiliaries, such as 0.1-1% by weight of preservative, 0.1-1% by weight of defoamer, 0.1-1% by weight of dye and / or pigment and 5-10% by weight of antifreeze.

[1007] Mixtures / combinations

[1008] The compounds and compositions of formula (I) of the present invention can be mixed with other active ingredients, such as fungicides, bactericides, acaricides, nematicides, insecticides, biocontrol agents, or herbicides. Mixtures with fertilizers, growth regulators, safeners, nitrification inhibitors, chemical pheromones, and / or other agriculturally beneficial agents are also possible. This can broaden the activity spectrum or prevent the development of resistance. Examples of known fungicides, insecticides, acaricides, nematicides, and bactericides are disclosed in the Pesticide Manual, 17th edition.

[1009] Examples of fungicides that can be mixed with compounds and compositions of formula (I) of the present invention include:

[1010] 1) Ergosterol biosynthesis inhibitors, such as (1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxiconazole, (1.004) fenhexamid, (1.005) fenpropidin, (1.006) fenpropimorph, (1.007) fenpyrazamine, (1.008) fluquinconazole, (1.009) flutriafol, (1.010) imazalil, (1.011) imazalil sulfate, (1.012) ipconazole, (1.013) Metconazole (1.014), Myclobutanil (1.015), Paclobutrazol (1.016), Prochloraz (1.017), Proiconazole (1.018), Prothioconazole (1.019), Pyrisoxazole (1.020), Spiroxamine (1.021), Tebuconazole (1.022), Tetraconazole (1.023), Triadimenol (1.024), Tridmorph (1.025), Triticonazole (1.026) (1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.027) (1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.028) (2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.029) (2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.030) (2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.031) (2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.032) (2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.033) (2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.034) (R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.035) (S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.036) [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.037) 1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolane-2-yl}methyl)-1H-1,2,4-triazole, (1.038) 1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolane-2-yl}methyl)-1H-1,2,4-triazole, (1.039) 1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethyleneoxy-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate, (1.040) 1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.041) 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.042) 2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.044) 2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.045) 2-[(2R,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.046) 2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.047) 2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.048) 2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.049) 2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.050) 2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.051) 2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.052) 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.053) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.054) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol, (1.055) mefentrifluconazole, (1.056) 2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.057) 2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.058) 2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.059) 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.060) 5-(allylthio)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (1.061) 5-(allylthio)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (1.062) 5-(allylthio)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (1.063) N'-(2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]thio}phenyl)-N-ethyl-N-methylformamidinium, (1.064) N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]thio}phenyl)-N-ethyl-N-methylformamidin, (1.065) N'-(2,5-dimethyl-4-{[3-(2,2,3,3-tetrafluoropropoxy)phenyl]thio}phenyl)-N-ethyl-N-methylformamidin, (1.066) N'-(2,5-dimethyl-4-{[3-(pentafluoroethoxy)phenyl]thio}phenyl)-N-ethyl-N-methylformamidin, (1.067) N'-(2,5-dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)thio]phenoxy}phenyl)-N-ethyl-N-methylformamidin, (1.068) N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)thio]phenoxy}phenyl)-N-ethyl-N-methylformamidin, (1.069) N'-(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoropropyl)thio]phenoxy}phenyl)-N-ethyl-N-methylformamidin, (1.070) N'-(2,5-dimethyl-4-{3-[(pentafluoroethyl)thio]phenoxy}phenyl)-N-ethyl-N-methylformamidin, (1.071) N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylformamidin, (1.072) N'-(4-{[3-(difluoromethoxy)phenyl]thio}-2,5-dimethylphenyl)-N-ethyl-N-methylformamidin, (1.073) N'-(4-{3-[(difluoromethyl)thio]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methylformamidin, (1.073)074) N'-[5-bromo-6-(2,3-dihydro-1H-indene-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylformamidin, (1.075) N'-{4-[(4,5-dichloro-1,3-thiazo-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylformamidin, (1.076) N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylformamidin, (1.077) N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylformamidin, (1.078) N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylformamidin, (1.079) N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylformamidin, (1.080) N'-{5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylformamidin, (1.081) ipfentrifluconazole, (1.082) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.083) 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)prop-2-ol, (1.084) 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)prop-2-ol, (1.085) 3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluoro-phenyl)-2-hydroxy-propyl]imidazolium-4-carboxynitrile, (1.086) 4-[[6-[rac-(2R)-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thiono-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile, (1.087) N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-phenylethyl)phenyl]-N-methyliminocarbamate, (1.088) N'-{5-bromo-2-methyl-6-[(1-propoxypropyl-2-yl)oxy]pyridin-3-yl}-N-ethyl-N-methyliminocarbamate, (1.089) hexaconazole, (1.090) penconazole, (1.091) fenbuconazole, (1.092) Methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propionate.

[1011] 2) Inhibitors of respiratory chain complex I or II, such as (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscalid, (2.004) carboxin, (2.005) fluopyram, (2.006) flutolanil, (2.007) fluxapyroxad, (2.008) furamettapyr, (2.009) isofetamid, (2.010) isopyrazam (trans-epimer enantiomers 1R, 4S, 9S), (2.011) Pyrazothiamethoxam (trans-episode enantiomers 1S, 4R, 9R), (2.012) Pyrazothiamethoxam (trans-episode racemic mixture 1RS, 4SR, 9SR), (2.013) Pyrazothiamethoxam (a mixture of cis-episode racemic mixtures 1RS, 4SR, 9RS and trans-episode racemic mixtures 1RS, 4SR, 9SR), (2.014) Pyrazothiamethoxam (cis-episode enantiomers 1R, 4S, 9R), (2.015) Pyrazothiamethoxam (cis-episode enantiomers 1S, 4R, 9S), (2.016) Pyrazothiamethoxam (cis-episode racemic mixtures 1RS, 4SR, 9RS), (2.017) Penflufen, (2.018) Penthiophanate-methyl (2.019), Pydiflumetofen (2.020), Pyraziflumid (2.021), Sedaxane (2.022), 1,3-Dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide (2.023), 1,3-Dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide (2.024) 1,3-Dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.025) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (2.026) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)benzamide, (2.027) 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide, (2.028) inpyrfluxam, (2.029) 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.030) fluindapyr, (2.031) 3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032) 3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.033) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.034) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.035) N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.036) N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.037) N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.038) isoflucypram, (2.039) N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-bridged methylenenaphthalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.040) N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-bridged methylenenaphthalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.041) N-[1-(2,4-dichlorophenyl)-1-methoxypropyl-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.042) N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.043) N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.044) N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (2.046) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.047) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.048) N-Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-thiocarboxamide, (2.049) N-Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.050) N-Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.051) N-Cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.052) N-Cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.053) N-Cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.054) N-Cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.055) N-Cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.056) N-Cyclopropyl-N-(2-Cyclopropylbenzyl)-3-(Difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.057) pyrapropoyne, (2.058) N-[rac-(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide, (2.059) N-[(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide, (2.060) flubeneteram.

[1012] 3) Inhibitors of respiratory chain complex III, such as (3.001) ametoctradin, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) coumethoxystrobin, (3.005) coumoxystrobin, (3.006) cyazofamid, (3.007) dimoxystrobin, (3.008) enoxastrobin, (3.009) Famoxadone (3.010), Fenamidone (3.011), Flufenoxystrobin (3.012), Fluoxastrobin (3.013), Kresoxim-methyl (3.014), Metominostrobin (3.015), Orysastrobin (3.016), Picoxystrobin (3.017), Pyraclostrobin (3.018), Pyrametostrobin (3.019), Pyraoxystrobin (3.020), Trifloxystrobin (3.021) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.022) (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.023) (2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.024) (2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.025)fenpicoxamid, (3.026) mandestrobin, (3.027) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-carbamate-2-hydroxybenzamide, (3.028) (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.029){5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl} methyl carbamate, (3.030) metyltetraprole, (3.031) florylpicoxamid, (3.032) N-{[4-methoxy-3-(propionyloxy)-2-pyridyl]carbonyl}-L-alanine (2S,3S)-3-(o-tolyl)but-2-yl ester.

[1013] 4) Inhibitors of mitosis and cell division, such as (4.001) carbendazim, (4.002) diethofencarb, (4.003) ethaboxam, (4.004) fluopicolide, (4.005) pencycuron, (4.006) thiabendazole, (4.007) thiophanate-methyl, (4.008) zoxamide, (4.009) pyridachlometyl, (4.010) 3-Chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methylpyridazine, (4.011) 3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, (4.012) 4-(2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.013) 4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.014) 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.015) 4-(2-Bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.016) 4-(2-Bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.017) 4-(2-Bromo-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.018) 4-(2-chloro-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.019) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.020) 4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.021) 4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.022) 4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine, (4.023) N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.024) N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.025) N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.026) fluopimomid.

[1014] 5) Compounds with multi-site activity, such as (5.001) Bordeaux mixture, (5.002) Captafol, (5.003) Captan, (5.004) Chlorothalonil, (5.005) Copper hydroxide, (5.006) Copper naphthenate, (5.007) Copper oxide, (5.008) Copper oxychloride, (5.009) Copper(2+) sulfate, (5.010) Dithianon, (5.011) Dodine, (5.012) Folpet, (5.013) Mancozeb, (5.014) Mancozeb, (5.015) Metiram, (5.016) Metiram zinc, (5.017) Oxine-copper, (5.018) Propineb, (5.019) Sulfur and sulfur preparations (including calcium polysulfides), (5.020) Thiram, (5.021) Zineb, (5.022) Ziram, (5.023) 6-Ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3',4':5,6][1,4]dithiainro[2,3-c][1,2]thiazolyl-3-carboxylonitrile.

[1015] 6) Compounds that induce host defense, such as (6.001) acibenzolar-S-methyl, (6.002) isothiazine, (6.003) probenazole, and (6.004) tiadinil.

[1016] 7) Inhibitors of amino acid and / or protein biosynthesis, such as (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloride hydrate, (7.004) oxytetracycline, (7.005) pyrimethanil, and (7.006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinoline.

[1017] 8) ATP production inhibitors, such as (8.001) silthiofam.

[1018] 9) Cell wall synthesis inhibitors, such as (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mandipropamid, (9.006) pyrimorph, (9.007) valifenalate, (9.008) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (9.009) (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one.

[1019] 10) Inhibitors of lipid and membrane synthesis, such as (10.001) propamocarb, (10.002) propamocarb hydrochloride, and (10.003) tolclofos-methyl.

[1020] 11) Inhibitors of melanin biosynthesis, such as (11.001) tricyclazole and (11.002) tolprocarb.

[1021] 12) Nucleic acid synthesis inhibitors, such as (12.001) benalaxyl, (12.002) benalaxyl-M (kiralaxyl), (12.003) metalaxyl, and (12.004) metalaxyl-M (mefenoxam).

[1022] 13) Signal transduction inhibitors, such as (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazid, (13.005) quinoxyfen, and (13.006) vinclozolin.

[1023] 14) Compounds used as uncoupling agents, such as (14.001) fluazinam and (14.002) meptyldinocap.

[1024] 15) Other fungicides selected from (15.001) abscisic acid, (15.002) bethoxazin, (15.003) capsimycin, (15.004) carvone, (15.005) chinomethionat, (15.006) cufraneb, (15.007) cyflufenamid, (15.008) cyflufenamid, (15.009) cymoxanil, (15.010) cyprosulfamide, (15.011) flutianil, (15.012) fosetyl-aluminium, (15.013) Fosetyl-calcium (15.014), Fosetyl-sodium (15.015), Methyl isothiocyanate (15.016), Metrafenone (15.017), Mildiomycin (15.018), Natamycin (15.019), Nickel dimethyldithiocarbamate (15.020), Nitrothal-isopropyl (15.021), Oxamocarb (15.022), Oxathiapiprolin (15.023), Oxyfenthiin (15.024), Pentachlorophenol and its salt (15.025) Phosphorous acid and its salts, (15.026) propamocarb-fosetylate, (15.027) pyriofenone, (15.028) tebufloquin, (15.029) tecloftalam, (15.030) tolnifanide, (15.031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] acetone, (15.032) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetone, (15.033) 2-(6-benzylpyridin-2-yl)quinazolin, (15.034) dipymetitrone, (15.035) 2-[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-yloxy] [3-[3,5-di(difluoromethyl)-1H-pyrazole-1-yl]-1-[4-(4-{5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazolyl)piperidin-1-yl]acetone, (15.037) 2-[3,5-Di(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazolyl)piperidin-1-yl]acetone, (15.038) 2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazolin, (15.039) 2-{(5R)-3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl]-4,5-dihydro-1,2- (15.040) 2-{(5S)-3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate, (15.041) ipflufenoquin, (15.042) 2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}prop-2-ol, (15.043)fluoxapiprolin, (15.044) 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl-4-yl]-4,5-dihydro-1,2- (15.045) 2-Phenylacetyl phenylmethanesulfonate, (15.046) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (15.047) quinofumelin, (15.048) 4-amino-5-fluoropyrimidin-2-ol (tautomer form: 4-amino-5-fluoropyrimidin-2(1H)-one), (15.049) 4-oxo-4-[(2-phenylethyl)amino]butyric acid, (15.050) 5-amino-1,3,4-thiadiazole-2-thiol, (15.051) 5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene-2-sulfonylhydrazine, (15.052) 5-Fluoro-2-[(4-Fluorobenzyl)oxy]pyrimidin-4-amine, (15.053) 5-Fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, (15.054) 9-Fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazopentenylene, (15.055) {6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate butyl-3-ynyl-1-yl ester, (15.056) (2Z)-3-amino-2-cyano-3-phenyl acrylate ethyl ester, (15.057) phenazine-1-carboxylic acid, (15.058) 3,4,5-Trihydroxybenzoate, (15.059) Quinoline-8-ol, (15.060) Quinoline-8-ol sulfate (2:1), (15.061) {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}tert-butyl carbamate, (15.062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one, (15.063) aminopyrifen, (15.064) (N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methyliminocarbamate), (15.065) (N'-(2-chloro-5-methyl-4-phenoxyphenyl)-N-ethyl-N-methyliminocarbamate), (15.066) (2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}prop-2-ol), (15.067) (5-bromo-1-(5,6-dimethylpyridin-3-yl)-3,3-dimethyl-3,4-dihydroisoquinoline), (15.068) (3-(4,4-difluoro-5,5-dimethyl-4,5-dihydrothieno[2,3-c]pyridin-7-yl)quinoline), (15.069) (1-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline), (15.070) 8-fluoro-3-(5-fluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)quinolone, (15.071) 8-fluoro-3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinolone, (15.072) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)-8-fluoroquinoline, (15.073) (N-Methyl-N-phenyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide), (15.074) methyl 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}carbamate, (15.075) (N-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}cyclopropanecarbamate), (15.076) N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.077) N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.078) N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.079) N-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide, (15.080) N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.081) 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide, (15.082) N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl]methyl]acetamide, (15.083) N-[(E)-N-methoxy-C-methyl-carboimino]-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.084) N-[(Z)-N-methoxy-C-methyl-carboimino]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.085) N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide, (15.086) 4,4-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidone-2-one, (15.087) N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-thiobenzamide, (15.088) 5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidone-2-one, (15.089) N-((2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propionamide, (15.090) 1-methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.091) 1,1-Diethyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.092) N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide, (15.093) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropaneformamide, (15.094) 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.095) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl)cyclopropaneformamide, (15.096)N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide, (15.097)N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1, 2,4-Oxadiazol-3-yl)phenyl]methyl]propionamide, (15.098)1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.099)1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.100) 3-Ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.101) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one, (15.102) 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidine-3-one, (15.103) 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidine-3-one, (15.104) 3,3-Dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one, (15.105) 1-[[3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]azacyclohepta-2-one, (15.106) 4,4-Dimethyl-2-[[4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one, (15.107) 5,5-Dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one, (15.108) 1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}-1H-pyrazole-4-carboxylic acid ethyl ester, (15.109) N,N-dimethyl-1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}-1H-1,2,4-triazol-3-amine, (15.110) N-{2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}butyramide, (15.111) N-(1-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.112)N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.113)1-(5,6-dimethylpyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.114)1-(6-(difluoromethyl)-5-methyl-pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.115) 1-(5-(fluoromethyl)-6-methylpyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.116) 1-(6-(difluoromethyl)-5-methoxy-pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.117) 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl dimethyl carbamate, (15.118) N-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}propionamide, (15.119) 3-[2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-1,5-dihydro-2,4-benzodioxane-heptane-6-yl methanesulfonate, (15.120) 9-Fluoro-3-[2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-1,5-dihydro-2,4-benzodioxane-heptane-6-yl methanesulfonate, (15.121) 3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-1,5-dihydro-2,4-benzodioxane-heptane-6-yl methanesulfonate, (15.122) 3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-9-fluoro-1,5-dihydro-2,4-benzodioxane-heptadiene-6-yl methanesulfonate, (15.123) 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.124) 8-fluoro-N-(4,4,4-trifluoro-2-methyl-1-phenylbut-2-yl)quinoline-3-carboxamide, (15.125) 8-Fluoro-N-[(2S)-4,4,4-trifluoro-2-methyl-1-phenylbut-2-yl]quinoline-3-carboxamide, (15.126) N-(2,4-dimethyl-1-phenylpent-2-yl)-8-fluoroquinoline-3-carboxamide, (15.127) N-[(2S)-2,4-dimethyl-1-phenylpent-2-yl]-8-fluoroquinoline-3-carboxamide, and (15.128) D-tagatose.

[1025] All named mixed compatibility agents of classes (1) to (15) described above may exist in the form of free compounds or, if their functional groups are realized, in the form of agriculturally active salts.

[1026] The compounds and compositions of formula (I) of the present invention can also be combined with one or more biocontrol agents.

[1027] As used herein, the term “biological control” is defined as the control of harmful organisms, such as plant pathogenic fungi and / or insects and / or mites and / or nematodes, by using or employing biological control agents.

[1028] As used herein, the term "biocontrol agent" is defined as an organism other than a pest and / or a protein or secondary metabolite produced by such an organism for the purpose of biocontrol. Mutants of a second organism should be included within the definition of a biocontrol agent. The term "mutant" refers to a variant of a parent strain and the methods used to obtain a mutant or variant in which the pesticide activity is greater than that expressed by the parent strain. "Parent strain" is defined herein as the original strain before mutation. To obtain such a mutant, the parent strain may be treated with chemicals such as N-methyl-N'-nitro-N-nitrosoguanidine, ethyl sulfone, or by irradiation with gamma rays, X-rays, or UV radiation, or by other methods well known to those skilled in the art. Known mechanisms of biocontrol agents include enteric bacteria, which control root rot by competing for space with fungi on the root surface. Bacterial toxins, such as antibiotics, have been used to control pathogens. Toxins can be isolated and applied directly to plants, or bacterial species can be applied to induce in situ production of toxins.

[1029] A “variant” is a strain that possesses all the identifying characteristics of an NRRL or ATCC registry number as shown in this article and can be identified as having a genome that hybridizes with a genome of an NRRL or ATCC registry number under high stringency conditions.

[1030] "Hybridization" refers to a reaction in which one or more polynucleotides react to form a complex that is stabilized by hydrogen bonding between the bases of the nucleotide residues. Hydrogen bonding can occur through Watson-Crick base pairing, Hoogstein binding, or any other sequence-specific mechanism. The complex can comprise two strands forming a double helix, three or more strands forming a multi-stranded complex, a single self-hybridized strand, or any combination thereof. Hybridization reactions can be carried out under conditions of varying "strictness." Typically, low-strictness hybridization reactions are carried out at approximately 40 °C in 10 × SSC or equivalent ionic strength / temperature solutions. Moderate-strictness hybridization is typically carried out at approximately 50 °C in 6 × SSC solutions, and high-strictness hybridization reactions are typically carried out at approximately 60 °C in 1 × SSC solutions.

[1031] A variant of a specified NRRL or ATCC registry number can also be defined as a strain having a genomic sequence with greater than 85%, more preferably greater than 90%, or even more preferably greater than 95% sequence identity with the genome of the specified NRRL or ATCC registry number. "Sequence identity" of a polynucleotide or polynucleotide region (or polypeptide or polypeptide region) with another sequence at a certain percentage (e.g., 80%, 85%, 90%, or 95%) means that, when aligned, that percentage of bases (or amino acids) are identical when comparing the two sequences. Such alignment and homology or sequence identity percentage can be determined using software programs known in the art, such as those described in Molecular Biology (FM Ausubel et al., ed., 1987).

[1032] NRRL is an abbreviation for Agricultural Research Service Culture Collection. NRRL is an international collection institution that preserves microbial strains in accordance with the Budapest Treaty, which recognizes the internationally recognized preservation of microorganisms for patent purposes. Its address is: National Center for Agricultural Utilization Research, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University Street, Peroira, Illinois 61604 USA.

[1033] ATCC is an abbreviation for the American Type Culture Collection. The American Type Culture Collection is an international collection of microbial strains that preserves microbial strains in accordance with the Budapest Treaty on the Preservation of Microorganisms, which is internationally recognized for use in patent proceedings. Its address is ATCC Patent Depository, 10801 University Blvd., Manassas, VA 10110 USA.

[1034] Examples of biocontrol agents that can be combined with the compounds and compositions of formula (I) of the present invention are as follows:

[1035] (A) Antimicrobial agents selected from the following:

[1036] (A1) Bacteria, such as (A1.1) Bacillus subtilis ( Bacillus subtilis ), especially strain QST713 / AQ713 (available from Bayer CropScience LP, US as SERENADE OPTI or SERENADE ASO, NRRL B21661, US Patent No. 6,060,051); (A1.2) Bacillus spp. ( Bacillus sp. ), especially strain D747 (available from Kumiai Chemical Industry Co., Ltd. as DOUBLE NICKEL). ® Obtained, registration number FERMBP-8234, US Patent No. 7,094,592); (A1.3) Bacillus pumilus ( Bacillus pumilus ) ， In particular, strain BU F-33, accession number NRRL 50185 (available from BASF via CARTISSA). ® Partially obtained, EPA registration number 71840-19); (A1.4) Bacillus subtilis variant ( Bacillus subtilis var. amyloliquefaciens Strain FZB24, accession number DSM 10271 (available from Novozymes via TAEGRO) ® Or TAEGRO ® ECO obtained (EPA registration number 70127-5); (A1.5) Bacillus spp. ( Paenibacillus sp. ) strain, accession number NRRL B-50972 or accession number NRRL B-67129, WO 2016 / 154297; (A1.6) Bacillus subtilis strain BU1814, (available from BASF SE under the VELONDIS) ® PLUS, VELONDIS ® FLEX and VELONDIS ® EXTRA obtained); (A1.7) Mojave Bacillus ( Bacillus mojavensis Strain R3B (accession number NCAIM (P) B001389) (WO 2013 / 034938), from Certis USA LLC, a subsidiary of Mitsui & Co.; (A1.8) Bacillus subtilis CX-9060, from Certis USA LLC, a subsidiary of Mitsui & Co.; (A1.9) Bacillus polymyxa ( Paenibacillus polymyxa ), especially strain AC-1 (e.g., TOPSEED) ®(From Green Biotech Company Ltd.); (A1.10) Pseudomonas proradix (e.g., PRORADIX) ® (from Sourcon Padena); (A1.11) Pantotheca agglomeratus ( Pantoea agglomerans ), especially strain E325 (registration number NRRL B-21856) (available from Northwest Agri Products as BLOOMTIME BIOLOGICAL). TM FD BIOPESTICIDE (obtained); and

[1037] (A2) Fungi, such as (A2.1) budding short-stemmed mold ( Aureobasidium pullulans ), especially budding spores of strain DSM14940, budding spores of strain DSM14941, or mixtures of budding spores of strains DSM14940 and DSM14941 (e.g., BOTECTOR). ® and BLOSSOM PROTECT ® (from bio-ferm, CH); (A2.2) Pseudozyma aphidis (As disclosed by Yissum Research Development Company of Hebrew University of Jerusalem in WO2011 / 151819); (A2.3) Saccharomyces cerevisiae ( Saccharomyces cerevisiae ), especially strains CNCM I-3936, CNCM I-3937, CNCM I-3938 or CNCM I-3939 (WO 2010 / 086790) from Lesaffre et Compagnie, FR;

[1038] (B) Selected from the following biological fungicides:

[1039] (B1) Bacteria, such as (B1.1) Bacillus subtilis, particularly strain QST713 / AQ713 (available from Bayer Crop Science LP, US as SERENADE OPTI or SERENADE ASO, NRRL Registry No. B21661 and described in U.S. Patent No. 6,060,051); (B1.2) Bacillus pumilus, particularly strain QST2808 (available from Bayer Crop Science LP, US as SONATA®, NRRL Registry No. B-30087 and described in U.S. Patent No. 6,245,551); (B1.3) Bacillus pumilus, particularly strain GB34 (available from Bayer AG, DE as Yield Shield®); (B1.4) Bacillus pumilus, particularly strain BU F-33, NRRL registration number 50185 (available from BASF as part of Cartissa product, EPA registration number 71840-19); (B1.5) Bacillus amyloliquefaciens, particularly strain D747 (available from Kumiai Chemical Industry Co., Ltd. as DOUBLE NICKEL). ™ Obtained, registration number FERMBP-8234, US Patent No. 7,094,592); (B1.6) Bacillus subtilis Y1336 (available from Bion-Tech in Taiwan, China, under the name BIOBAC) ® (B1.7) Bacillus subtilis strain MBI 600 (available from BASF SE under SUBTILEX), registration number NRRL B-50595, US Patent No. 5,061,495; (B1.8) Bacillus subtilis strain GB03 (available from Bayer AG, DE under Kodiak®); (B1.9) Bacillus amyloliquefaciens variant strain FZB24, registration number DSM 10271 (available from Novozymes under TAEGRO). ® Or TAEGRO ® ECO obtained (EPA registration number 70127-5); (B1.10) Bacillus mycosis fungoides ( Bacillus mycoides Separator J, registration number B-30890 (available from Certis USA LLC (a subsidiary of Mitsui & Co.) under BMJ TGAI) ® Or WG and LifeGard TM (B1.11) Bacillus licheniformis ( Bacillus licheniformis), especially strain SB3086, registration number ATCC 55406, WO 2003 / 000051 (available from Novozymes by ECOGUARD) ® Biofungicide and Green Releaf TM (B1.12) Bacillus strains, accession number NRRL B-50972 or NRRL B-67129, WO 2016 / 154297; (B1.13) Bacillus subtilis strain BU1814, (available from BASF SE under the VELONDIS) ® PLUS, VELONDIS ® FLEX and VELONDIS ® EXTRA obtained); (B1.14) Bacillus subtilis CX-9060, from Certis USA LLC, a subsidiary of Mitsui & Co.; (B1.15) Bacillus amyloliquefaciens ( Bacillus amyloliquefaciens Strain F727 (also known as strain MBI110) (NRRL registry number B-50768; WO 2014 / 028521) (STARGUS from Marrone Bio Innovations) ® (B1.16) Bacillus amyloliquefaciens strain FZB42, accession number DSM 23117 (available from ABiTEP, DE as RHIZOVITAL) ® (B1.17) Bacillus licheniformis ( Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (QUARTZO) ® (WG) and PRESENCE ® (WP), from FMC Corporation); (B1.18) Bacillus mojaveniforme strain R3B (accession number NCAIM (P) B001389) (WO 2013 / 034938), from USA LLC, a subsidiary of Mitsui & Co.; (B1.19) Lactobacillus polymyxa subspecies plantarum ( Paenibacillus polymyxa ssp. plantarum (WO 2016 / 020371), from BASF SE; (B1.20) Epiphytic Bacillus ( Paenibacillus epiphyticus (WO 2016 / 020371), from BASF SE; (B.1.21) *Pseudomonas aeruginosa* ( Pseudomonas chlororaphisStrain AFS009, accession number NRRL B-50897, WO 2017 / 019448 (e.g., HOWLER™ and ZIO) ® (B1.22) *Pseudomonas aeruginosa*, particularly strain MA342 (e.g., CEDOMON). ® CERALL ® and CEDRESS ® (from Bioagri and Koppert); (B1.23) Streptomyces lydii ( Streptomyces lydicus strain WYEC108 (also known as Streptomyces lydii strain WYCD108US) (ACTINO-IRON) ® and ACTINOVATE ® (from Novozymes); (B1.24) Agrobacterium radiodurans ( Agrobacterium radiobacter strain K84 (e.g., GALLTROL-A) ® (from AgBioChem, CA); (B1.25) Agrobacterium radiobacter strain K1026 (eg NOGALL TM from BASF SE); (B1.26) Agrobacterium actiformis KTSB strain (FOLIACTIVE ® (from Donaghys); (B1.27) Bacillus subtilis IAB / BS03 (AVIV TM (B1.28) Bacillus subtilis strain Y1336 (available from Bion-Tech in Taiwan, China, via BIOBAC) ® WP obtained, registered in Taiwan, China under registration numbers 4764, 5454, 5096 and 5277 as a biofungicide); (B1.29) Bacillus amyloliquefaciens isolate B246 (e.g., AVOGREEN) TM From the University of Pretoria; (B1.30) Methyltrophic Bacillus ( Bacillus methylotrophicus Strain BAC-9912 (from the Institute of Applied Ecology, Chinese Academy of Sciences); (B1.31) Pseudomonas proradix (e.g., PRORADIX) ®(from Sourcon Padena); (B1.32) Streptomyces glaucus ( Streptomyces griseoviridis Strain K61 (also known as Streptomyces flavus) Streptomyces galbus (Strain K61) (Registration No. DSM 7206) (MYCOSTOP) ® From Verdera; PREFENCE ® (From BioWorks; see Crop Protection 2006, 25, 468-475); (B1.33) *Pseudomonas fluorescens* ( Pseudomonas fluorescens ) strain A506 (e.g., BLIGHTBAN) ® A506 (from NuFarm); and

[1040] (B2) Fungi, such as: (B2.1) Shield-shell mold ( Coniothyrium minitans ), especially strain CON / M / 91-8 (accession number DSM-9660; e.g., Contans®, from Bayer CropScience Biologics GmbH); (B2.2) *Saccharomyces cerevisiae* ( Metschnikowia fructicola ), especially strain NRRL Y-30752; (B2.3) Microsporum ( Microsphaeropsis ochracea (B2.5) Dark green Trichoderma ( Trichoderma atroviride ), particularly strain SC1 (accession numbers CBS 122089, WO 2009 / 116106 and U.S. Patent No. 8,431,120 (from Bi-PA)), strain 77B (T77, from Andermatt Biocontrol), or strain LU132 (e.g., Sentinel, from Agrim Technologies Limited); (B2.6) Trichoderma harzianum ( Trichoderma harzianum ) strain T-22 (e.g., Trianum-P, from Andermatt Biocontrol or Koppert) or strain Cepa Simb-T5 (from Simbiose Agro); (B2.14) Pink broom mold ( Gliocladium roseum (also known as pink spiral polyspora) Clonostachys rosea f. rosea(), especially strain 321U, from Adjuvants Plus; strain ACM941, such as Xue (Efficacy of Clonostachys rosea strain ACM941 and fungicide seed treatments for controlling the root tot complex of field pea, Can Jour PlantSci 83(3): 519-524); or strain IK726 (Jensen DF et al., Development of a biocontrol agent for plant disease control with special emphasis on the nearcommercial fungal antagonist) Clonostachys rosea strain 'IK726'; AustralasPlant Pathol. 2007; 36: 95-101); (B2.35) Yellow Demodex (Talaromyces flavus) Strain V117b; (B2.36) *Trichoderma viride* Trichoderma viride ), especially strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie 161: 125-137); (B2.37) Trichoderma echinosporum ( Trichoderma asperellum ), especially strain SKT-1, registration number FERM P-16510 (e.g., ECO-HOPE®, from Kumiai Chemical Industry); strain T34 (T34 Biocontrol, from Biocontrol Technologies SL, ES) or strain ICC 012, from Isagro; (B2.38) Trichoderma viride, strain CNCM I-1237 (e.g., Esquive® WP, from Agrauxine, FR); (B2.39) Trichoderma viride ， Strain number V08 / 002387; (B2.40) Trichoderma viride ， Strain NMI number V08 / 002388; (B2.41) Trichoderma viride ，Strain NMI No. V08 / 002389; (B2.42) *Trichoderma viride*, strain NMI No. V08 / 002390; (B2.43) *Trichoderma viride*, strain LC52 (e.g., Tenet, from Agrim Technologies Limited); (B2.44) *Trichoderma viride*, strain ATCC 20476 (IMI 206040); (B2.45) *Trichoderma viride* ， Strain T11 (IMI352941 / CECT20498); (B2.46) Trichoderma harmatum (B2.47) Trichoderma harzianum ( Trichoderma harzianum (B2.48) Trichoderma harzianum ( Trichoderma harzianum rifai ) T39 (e.g., Trichodex®, from Makhteshim, US); (B2.49) Trichoderma echinosporum ， In particular, strain kd (e.g., T-Gro, from Andermatt Biocontrol); (B2.50) *Trichoderma harzianum*, strain ITEM 908 (e.g., Trianum-P, from Koppert); (B2.51) *Trichoderma harzianum*, strain TH35 (e.g., Root-Pro, from Mycontrol); (B2.52) *Trichoderma viride* ( Trichoderma virens (also known as green broom mold) Gliocladium virens (B2.53) *Trichoderma viride*, strain TV1 (e.g., *Trianum-P*, from Koppert); (B2.54) *Pseudomonas aeruginosa* (…), especially strain GL-21 (e.g., *SoilGard*, from Certis, US); (B2.53) *Trichoderma viride*, strain TV1 (e.g., *Trianum-P*, from Koppert); (B2.54) *Pseudomonas aeruginosa* (…). Ampelomyces quisqualis (B2.56) Budding short-stemmed molds, especially budding spores of strain DSM14940; (B2.57) Budding short-stemmed molds, especially budding spores of strain DSM 14941; (B2.58) Budding short-stemmed molds, especially mixtures of budding spores of strains DSM14940 and DSM 14941 (e.g., Botector®, from bio-ferm, CH); (B2.64) Cladosporium-like cladocerans ( Cladosporium cladosporioides ) ， Strain H39, accession number CBS122244, US 2010 / 0291039 (from Stichting Dienst Landbouwkundig Onderzoek); (B2.69) *Streptococcus spp.* Gliocladium catenulatum (Synonyms: Clonostachys rosea f. in chains) strain J1446 (e.g., Prestop®, from Lallemand); (B2.70) Verticillium spp. ( Lecanicillium lecanii (formerly known as:) Verticillium lecanii Conidia of strain KV01 (e.g., Vertalec®, from Koppert / Arysta); (B2.71) Penicillium verum ( Penicillium vermiculatum (B2.72) Abnormal Pichia pastoris ( Pichia anomalous (B2.75) *Trichoderma viride*, strain WRL-076 (NRRL Y-30842), US Patent No. 7,579,183; (B2.75) *Trichoderma viride*, strain SKT-1 (FERM P-16510), Japanese Patent Publication (Kokai) 11-253151 A; (B2.76) *Trichoderma viride* ， Strain SKT-2 (FERM P-16511), Japanese Patent Publication (Kokai) 11-253151 A; (B2.77) Trichoderma viride ， Strain SKT-3 (FERM P-17021), Japanese Patent Publication (Kokai) 11-253151 A; (B2.78) Trichoderma geysii ( Trichoderma gamsii (Original name) T. green ), strain ICC080 (IMI CC 392151 CABI, e.g. BioDerma, from AGROBIOSOL DE MEXICO, SA DE CV); (B2.79) Trichoderma harzianum, strain DB 103 (available from Dagutat Biolab via T-GRO ® 7456 obtained); (B2.80) Trichoderma polysporum ( Trichoderma polysporum ), strain IMI 206039 (e.g., Binab TF WP, from BINAB Bio-Innovation AB, Sweden); (B2.81) Trichoderma stroma ( Trichoderma stromaticum ), registration number Ts3550 (e.g., Tricovab, from Cepulac, Brazil); (B2.83) Ulocladium oudemansii Strain U3, registration number is NM 99 / 06216 (e.g., BOTRY-ZEN) ® From Botry-Zen Ltd, New Zealand; and BOTRYSTOP ® From BioWorks, Inc.); (B2.84) Verticillium globosum ( Verticillium albo-atrum (Original name) V. dahliasThe strain WCS850, with accession number WCS850, is deposited in the Central Bureau for Fungi Cultures (e.g., DUTCHTRIG). ® (from Tree Care Innovations); (B2.86) Verticillium chrysogenum ( Verticillium wilt chlamydosporium (B2.87) Trichoderma strain ICC 012 (also known as Trichoderma harzianum ICC012, accession number CABICC IMI 392716) and Trichoderma gems (original name T. green A mixture of strains ICC 080 (accession number IMI 392151) (e.g., BIO-TAM) TM From Isagro USA, Inc.; and BIODERMA ® , from Agrobiosol de Mexico, SA de CV); (B2.88) Trichoderma asperelloides JM41R (Registration No. NRRL B-50759) (TRICHO PLUS) ® (from BASF SE); (B2.89) Aspergillus flavus ( Aspergillus flavus ) strain NRRL 21882 (product name AFLA-GUARD) ® (from Syngenta / ChemChina); (B2.90) Chaetoceros ( Chaetonium copper (Registration number CABI 353812) (e.g., BIOKUPRUM) TM (B2.91) Saccharomyces cerevisiae, especially strain LASO2 (from Agro-Levures et Dérivés); cell wall of strain LAS117 (CEREVISANE) ® From Lesaffre; ROMEO ® (from BASF SE); strains CNCM I-3936, CNCM I-3937, CNCM I-3938, CNCM I-3939 (WO 2010 / 086790), from Lesaffre et Compagnie, FR; (B2.92) Trichoderma strain G-41, originally named Trichoderma viride (accession number ATCC 20906) (e.g., ROOTSHIELD) ® PLUS WP and TURFSHIELD ® PLUSWP (from BioWorks, US); (B2.93) Trichoderma hookeri ( Trichoderma hamatum (), registration number ATCC28012; (B2.94) Powdery mildew strain AQ10, registration number CNCM I-807 (e.g., AQ 10) ® (from IntrachemBio Italia); (B2.95) *Gnaphalium affine* ( Phlebiopsis gigantea ) strain VRA 1992 (ROTSTOP ® C, from Danstar Ferment); (B2.96) Penicillium chrysogenum ( Penicillium steckii (DSM27859; WO 2015 / 067800), from BASF SE; (B2.97) spherical shell ( Chaetomium globosum (Available from Rivale via RIVADIOM) ® (B2.98) Cryptococcus faecium ( Cryptococcus flavescens ), strain 3C (NRRL Y-50378); (B2.99) White Dactylaria (B2.100) Dilophosphora alopecuri (You can Twist Fungus) ® (B2.101) Fusarium oxysporum ( Fusarium oxysporum ), strain Fo47 (available from Natural Plant Protection as FUSACLEAN) ® (B2.102) Pseudozyma flocculosa Strain PF-A22 UL (available from Plant Products Co., CA via SPORODEX) ® L obtained); (B2.103) Trichoderma galbana (original name) T. green ), strain ICC 080 (IMI CC 392151 CABI) (available from AGROBIOSOL DE MEXICO, SA DE CV as BIODERMA) ® (B2.104) Trichoderma apical periodontum ( Trichoderma fertile (e.g., product TrichoPlus, from BASF); (B2.105) Pink aerogenes ( Pink muskrat Especially strain A3-5 (accession number NRRL 30548); (B2.106) Simplicillium lanosoniveum ;

[1041] Biocontrol agents that improve plant growth and / or plant health and can be incorporated into the compound complexes of the present invention include:

[1042] (C1) Bacteria selected from *Bacillus pumilus*, particularly strain QST2808 (NRRL No. B-30087); *Bacillus subtilis*, particularly strain QST713 / AQ713 (NRRL No. B-21661 and described in U.S. Patent No. 6,060,051; available from Bayer CropScience LP, US under SERENADE). ® OPTI or SERENADE ® ASO obtained); Bacillus subtilis, particularly strain AQ30002 (registration number NRRLB-50421 and described in U.S. Patent Application No. 13 / 330,576); Bacillus subtilis, particularly strain AQ30004 (and NRRLB-50455 and described in U.S. Patent Application No. 13 / 330,576); *Rhizobium sinense* of alfalfa ( Sinorhizobium meliloti ) strain NRG-185-1 (NITRAGIN ® GOLD (from Bayer CropScience); Bacillus subtilis strain BU1814 (available from BASF SE via TEQUALIS) ® Obtained); Bacillus subtilis rm303 (RHIZOMAX) ® (From Biofilm Crop Protection); Bacillus amyloliquefaciens pm414 (LOLI-PEPTA) ® (From Biofilm Crop Protection); Bacillus mycosis fungoides BT155 (NRRL No. B-50921), Bacillus mycosis fungoides EE118 (NRRL No. B-50918), Bacillus mycosis fungoides EE141 (NRRL No. B-50916), Bacillus mycosis fungoides BT46-3 (NRRL No. B-50922), Bacillus cereus ( Bacillus cereus Family member EE128 (NRRL number B-50917), Bacillus thuringiensis ( Bacillus thuringiensis BT013A (NRRL No. B-50924) (also known as Bacillus thuringiensis 4Q7), Bacillus cereus family member EE349 (NRRL No. B-50928), Bacillus amyloliquefaciens SB3281 (ATCC # PTA-7542; WO 2017 / 205258); Bacillus amyloliquefaciens TJ1000 (available from QUIKROOTS) ® Obtained from Novozymes); Bacillus thuringiensis ( Bacillus firmus ), especially strain CNMC I-1582 (e.g., VOTIVO) ®(from BASF SE); Bacillus pumilus, especially strain GB34 (e.g., YIELD SHIELD) ® (From Bayer Crop Science, DE); Bacillus amyloliquefaciens, especially strain IN937a; Bacillus amyloliquefaciens, especially strain FZB42 (e.g., RHIZOVITAL) ® (from ABiTEP, DE); Bacillus amyloliquefaciens BS27 (accession number NRRL B-5015); a mixture of Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (available from FMC Corporation via QUARTZO) ® (WG), PRESENCE ® (WP) obtained); Bacillus cereus, especially strain BP01 (ATCC 55675, e.g., MEPICHLOR) ® (From Arysta Lifescience, US); Bacillus subtilis, especially strain MBI 600 (e.g., SUBTILEX) ® (from BASF SE); soybean slow-growing rhizobium ( Bradyrhizobium japonicum (e.g., OPTIMIZE) ® (from Novozymes) Mesorhizobium chickpea (For example, NODULATOR, from BASF SE); Rhizobium fava bean biovariate ( Rhizobium leguminosarium biovar viciae (e.g., NODULATOR, from BASF SE); Delftella acidophilus ( Delftia acidivorous ), especially strain RAY209 (e.g., BIOBOOST) ® (from Brett Young Seeds); Lactobacillus ( Lactobacillus sp. (e.g., LACTOPLANT) ® (from LactoPAFI); Polymyxin Bacillus, especially strain AC-1 (e.g., TOPSEED) ® (From Green Biotech Company Ltd.) Pseudomonas proradicus (e.g., PRORADIX) ® (from Sourcon Padena); Azotospira brasiliensis ( Azospirillum brasilense (e.g., VIGOR) ® (from KALO, Inc.); Azotobacter lipophilus ( Azospirillum lipoferum (e.g., VERTEX-IF) TM (from TerraMax, Inc.); Brown azotocin ( Azotobacter vinelandii ) and Clostridium pasteurellium ( Clostridium pasteurianumA mixture of (available from Agrinos in INVIGORATE) ® Obtained); Pseudomonas aeruginosa, especially strain PN1; Rhizobium of leguminous plants ( Rhizobium legumes ), especially broad bean biovariate strain Z25 (accession number CECT 4585); stem nodule nitrogen-fixing rhizobium ( Azorhizobium caulinodans ), especially strain ZB-SK-5; Azotobacter brownii ( Azotobacter chroococcus ), especially strain H23; brown azotocin ( Azotobacter vinelandii ), especially strain ATCC12837; Bacillus sicca ( Siamese Bacillus ), especially strain KCTC 13613T; Bacillus tekirae ( Bacillus tequilaensis ), especially strain NII-0943; Serratia marcescens ( Serratia marcescens ), especially strain SRM (accession number MTCC 8708); Thiobacillus spp. ( Thiobacillus sp. (e.g., CROPAID) ® (from Cropaid Ltd UK); and

[1043] (C2) Fungus, selected from *Purplepuroxystrobin* ( Purple lilac (formerly known as Paecilomyces lilacinus) Paecilomyces lilacinus Strain 251 (AGAL 89 / 030550; e.g., BioAct, from BayerCropScience Biologics GmbH). Penicillium bilaii strain ATCC 22348 (e.g., JumpStart) ® (from Acceleron BioAg); Yellow Basket Fungus ( Talaromyces flavus), strain V117b; Trichoderma viride strain CNCMI-1237 (e.g., Esquive® WP, from Agrauxine, FR), Trichoderma viride, e.g., strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie 161: 125-137); Trichoderma viride strain LC52 (also known as Trichoderma viride strain LU132, e.g., Sentinel, from Agrim Technologies Limited); Trichoderma viride strain SC1, described in international application PCT / IT2008 / 000196; Trichoderma echinosporioides strain kd (T-Gro, from Andermatt Biocontrol); Trichoderma echinosporioides strain Eco-T (Plant Health Products, ZA); Trichoderma harzianum strain T-22 (e.g., Trianum-P, from Andermatt Biocontrol or Koppert); *Lysimachia verrucae* ( Myrothecium verrucaria ) strain AARC-0255 (e.g., DiTera™, from Valent Biosciences); Penicillium bilaii strain ATCCATCC20851; Pythium oligomangum ( Pythium oligandrum ) strain M1 (ATCC 38472; e.g., Polyversum, from Bioprepraty, CZ); Trichoderma viride strain GL-21 (e.g., SoilGard®, from Certis, USA); Verticillium globosum (original name) V. Dahlias Strain WCS850 (CBS 276.92; e.g., Dutch Trig, from Tree Care Innovations); *Trichoderma viride*, especially strains V08 / 002387, V08 / 002388, V08 / 002389, and V08 / 002390; *Trichoderma harzianum* strain ITEM 908; *Trichoderma harzianum* strain TSTh20; *Trichoderma harzianum* strain 1295-22; *Pythium oligospermum* strain DV74; Rhizopogon amylopogon (For example, it is included in Myco-Sol, from Helena Chemical Company); Rhizopogon fulvigleba (For example, contained in Myco-Sol, from Helena Chemical Company); and Trichoderma viride strain GI-3;

[1044] Selected from the following insecticidal biocontrol agents:

[1045] (D1) Bacteria, selected from: Bacillus thuringiensis subsp. niger ( Bacillus thuringiensis subsp. aizawai), especially strain ABTS-1857 (SD-1372; e.g., XENTARI ® (from Valent BioSciences); Bacillus mycosis fungoides, isolate J. (e.g., BmJ, from Certis USA LLC, a subsidiary of Mitsui & Co.); Bacillus spheroidae ( Spherical Bacillus ), especially serotype H5a5b strain 2362 (strain ABTS-1743) (e.g., VECTOLEX) ® From Valent BioSciences, US; Bacillus thuringiensis Kurstak subsp. ( Bacillus thuringiensis subsp. Bacillus thuringiensis (Bt) strain BMP 123, from Becker Microbial Products, IL; Bacillus thuringiensis subsp. tumefaciens, particularly serotype H-7 (e.g., FLORBAC). ® WG, from ValentBioSciences, US; Bacillus thuringiensis Kurstak subspecies strain HD-1 (e.g., DIPEL) ® ES, from Valent BioSciences, US; Bacillus thuringiensis Kurstak subspecies strain BMP 123, from Becker Microbial Products, IL; Bacillus thuringiensis Israel subspecies ( Bacillus thuringiensis Israeli strain BMP 144 (e.g., AQUABAC) ® (from Becker Microbial Products IL); Burkholderia spp. ( Burkholderia spp. ), especially Rennograf Hall's bacterium ( Burkholderia from the Rhine Strain A396 (also known as Burkholderia renobilis strain MBI 305) (accession numbers NRRL B-50319; WO 2011 / 106491 and WO 2013 / 032693; e.g. MBI-206 TGAI and ZELTO) ® (From Marrone BioInnovations); Chromobacterium hemlockii ( Chromobacterium subtsugae ), especially strain PRAA4-1T (MBI-203; e.g., GRANDEVO ® (From Marrone Bio Innovations) Paenibacillus popilliae (Original name: Grub Lactobacillus) Bacillus popilliae For example, Milky Spore Powder TMand Milky Spore Granular TM (from St. Gabriel Laboratories); Bacillus thuringiensis subsp. Israel (serotype H-14) strain AM65-52 (accession number ATCC 1276) (e.g., VECTOBAC) ® (From Valent BioSciences, US); Bacillus thuringiensis Kurstak strain EVB-113-19 (e.g., BIOPROTEC) ® (from AEF Global); Bacillus thuringiensis subsp. *Bacillus thuringiensis* (from AEF Global); Bacillus thuringiensis subsp. *Bacillus ... Bacillus thuringiensis subsp. tenebrionis strain NB 176 (SD-5428; e.g., NOVODOR) ® FC, from BioFa DE); Bacillus thuringiensis Japanese variant ( Bacillus thuringiensis var. Japanese Bacillus thuringiensis strain Buibui; Bacillus thuringiensis Kurstak subspecies strain ABTS 351; Bacillus thuringiensis Kurstak subspecies strain PB 54; Bacillus thuringiensis Kurstak subspecies strain SA 11; Bacillus thuringiensis Kurstak subspecies strain SA 12; Bacillus thuringiensis Kurstak subspecies strain EG 2348; Bacillus thuringiensis Kolmer variant ( Bacillus thuringiensis var Colmeri (e.g., TIANBAOBTC, from Changzhou Jianghai Chemical Factory); Bacillus thuringiensis subsp. nymphoides strain GC-91; Serratia marcescens ( Serratia entomophila (e.g., INVADE) ® (from Wrightson Seeds); Serratia marcescens, especially strain SRM (accession number MTCC 8708); and Wolbachia ( Wolbachia pipientis ZAP strains (e.g., ZAPMALES) ® (from MosquitoMate); and

[1046] (D2) Fungus, selected from: *Rhododendron rosenbergii* ( Isaria fumosorosea (Originally named *Paecilomyces rosenbergii*) Paecilomyces fumosoroseus )) Strain apopka 97; Beauveria bassiana ( Beauveria bassiana ) strain ATCC 74040 (e.g., NATURALIS) ® (from Intrachem Bio Italia); Beauveria bassiana strain GHA (accession number ATCC74250; e.g., BOTANIGUARD) ® ES and MYCONTROL-O ®(From Laverlam International Corporation) Zoophtora radicans Metarhizium anisopliae (Roberts) Metarhizium robertsii )15013-1 (deposited under NRRL accession 67073); Metarhizium anisopliae 23013-3 (deposited under NRRL accession 67075); and Metarhizium anisopliae ( Metarhizium anisopliae )3213-1 (deposited under NRRL accession number 67074) (WO 2017 / 066094; Pioneer Hi-Bred International); Beauveria bassiana strain ATP02 (accession number DSM 24665). Among them, the strain apopka 97 of Paecilomyces flavum (formerly known as Paecilomyces flavum) is particularly preferred;

[1047] (E) Virus, selected from: Cotton Brown Leaf Roller ( Adoxophyes orana (Summerfruit tortrix) Granulovirus (GV), Codling moth ( Cydia pomonella (codling moth) granulovirus (GV), cotton bollworm ( Helicoverpa armigera (cotton bollworm) nucleopolyhedrovirus (NPV), beet armyworm ( Spodoptera small (beet armyworm) mNPV, fall armyworm ( Spodoptera frugiperda (fall armyworm) mNPV and sea gray-winged moth ( Spodoptera littoralis (African cotton leaf beetle) African cotton leafworm NPV;

[1048] (F) Bacteria and fungi that can be added to plants, plant parts, or plant organs as "inoculants" and promote plant growth and health through their specific properties. Examples include: *Agrobacterium* (…). Agrobacterium spp. ), stem nodule nitrogen-fixing rhizobia ( Azorhizobium caulinodans ), Azospirobacter genus ( Azospirillum spp. ), genus of nitrogen-fixing bacteria ( Azotobacter spp. ), Slow-growing rhizobia ( Bradyrhizobium spp. Burkholderia ( ) Burkholderia spp. ), especially Burkholderia cepacia (Burkholderia cepacia (Originally named Pseudomonas cepacia) Pseudomonas cepacia ), genus *Macrocystis* ( Gigaspora spp. )or Gigaspora single-spored Globulus genus ( Glomus spp. ), genus *Tetraphyta* ( Laccaria spp. Lactobacillus bruneri ( Lactobacillus buchneri ), genus *Gloydiomycium* Paraglomus spp. ), Pisolithus tinctorus Pseudomonas spp. ( Pseudomonas spp. Rhizobium ( ) Rhizobium spp. ), especially clover rhizobia ( Rhizobium trifolii ), genus *Pleurotus* Rhizopogon spp. ), genus *Luffa* ( Scleroderma spp. ), Boletus genus ( Suillus spp. ) and Streptomyces ( Streptomyces spp. );as well as

[1049] (G) Plant extracts and products formed by microorganisms (including proteins and secondary metabolites) that can be used as biocontrol agents include, for example, garlic ( Allium sativum ), wormwood ( Artemisia wormwood ), azadirachtin ( azadirachtin ), Biokeeper WP , Cassia nigricans Bitter bark vine ( Angled sedge ), Anthelmintic Chenopodium Chitin, Armour-Zen, European scaly fern ( Dryopteris fern- male ), Asking for help ( Horsetail Fortune Aza, Fungastop, Heads Up (quinoa saponin extract) Chenopodium quinoa saponin extract), pyrethrum ( pyrethrum ) / Pyrethroid ( pyrethrum ), Surinamese kusa ( Bitter melon ),oak( Oak ), soap tree ( Quillaja ), Regalia, "Requiem™ Insecticide", rotenone, ryanodine ( Ryan ) / ryanodine, comfrey ( Symphytum medicinal plant Artemisia ( ) Tansy ), thymol Thyme Triact 70, TriCon Greater tropaeulus , large nettle ( Nettle Veratrin, mistletoe ( Mistletoe white ), Brassicaceae ( Brassicaceae Extracts (especially rapeseed powder or mustard powder) and bioactive insecticides / miticides obtained from olive oil, particularly those with a carbon chain length of C as the active ingredient. 16 -C 20 Unsaturated fats / carboxylic acids, such as those contained in products marketed under the name FLiPPER®.

[1050] The compounds and compositions of formula (I) of the present invention can be combined with one or more active ingredients selected from the following: insecticides, acaricides and nematicides.

[1051] The terms “insecticide” and “insecticide” refer to the ability of a substance to increase insect mortality or inhibit insect growth. As used herein, the term “insect” includes all organisms in the class Insecta.

[1052] "Nematicides" and "nematicides" refer to substances that increase the mortality rate of nematodes or inhibit their growth rate. Generally, the term "nematode" includes the eggs, larvae, juveniles, and mature forms of the organism.

[1053] "Acaricide" and "miticide" refer to the ability of a substance to increase the mortality rate or inhibit the growth rate of ectoparasites belonging to the subclass Acari of the class Arachnida.

[1054] Examples of insecticides, acaricides, and nematicides that can be mixed with the compounds and compositions of formula (I) of the present invention are as follows:

[1055] (1) Acetylcholinesterase (AChE) inhibitors, such as carbamates, including alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furazolidone, etc. Furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and xylylcarb, or organophosphates such as acephalosporins. e), azamethiphos, azinphos-ethyl, azinphos-methyl, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, chlorpyrifos ( dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, fambar, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, O-(methoxyaminothiophosphoryl)salicylic acid isopropyl ester, iso... Isoxathion, malathion, mecarbam, methidathion, mevinphos, naled, omethoate, oxydemeton-methyl, phenthoate, phorate, phosalone, phosmet, phoxim, pirimiphos-methyl, and propargite. Phosphorus (profenofos), propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, tebupirimfos, temephos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, and vamidothion.

[1056] (2) GABA-gated chloride channel blockers, such as cyclopentadiene organochlorines, such as chlordane and endosulfan, or fiproles, such as ethiprole and fipronil.

[1057] (3) Sodium channel modulators, such as pyrethroids, including acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, β-cyfluthrin, cyhalothrin, λ-cyfluthrin, γ-cyfluthrin, cypermethrin, α-cypermethrin, β-cypermethrin, θ-cypermethrin, ζ-cypermethrin, and cyphenothrin[(1R)-trans isomer]. isomer]), deltamethrin, empenthrin [(EZ)-(1R) isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, hallenprox, imiprothrin, kadethrin, momfluorothrin, permethrin, phenothrin [(1R)-trans isomer] [isomer]), d-propargylpyrene (prallethrin), pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(EZ)-(1R)-isomer], tralomethrin, and transfluthrin, or methoxychlor.

[1058] (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators, such as neonicotinoids, such as acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam, or nicotine, or sulfoxaflor, or flupyradifurone.

[1059] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators, such as spinosides, such as spintoram and spinosad.

[1060] (6) Glutamate-gated chloride channel (GluCl) allosteric modulators, such as avermectins / milbemycins, such as abamectin, emamectin benzoate, lepimectin and milbemectin.

[1061] (7) Juvenile hormone analogues, such as hydroprene, kinoprene and methoprene, or fenoxycarb, or pyriproxyfen.

[1062] (8) Other non-specific (multi-site) inhibitors, such as alkyl halides, such as methyl bromide and other alkyl halides; or chloropicrine or sulphuryl fluoride or borax or tartar emetic or methyl isocyanate generating agents, such as diazomet and metam.

[1063] (9) Chordonal organ modulators, such as pymetrozine or flonicamid.

[1064] (10) Mite growth inhibitors, such as clofentezine, hexythiazox and diflovidazin, or etoxazole.

[1065] (11) Insect intestinal microbial interference agents, such as Bacillus thuringiensis subsp. Israel, Bacillus spheroidae, Bacillus thuringiensis subsp. niger, Bacillus thuringiensis subsp. Kurstak, Bacillus thuringiensis subsp. Tenebrionis and Bt plant proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / 35Ab1.

[1066] (12) Inhibitors of mitochondrial ATP synthase, such as ATP interfering agents, such as diafenthiuron, or organotin compounds, such as azocyclotin, cyhexatin and fenbutatinoxide, or propargite, or tetradifon.

[1067] (13) Uncoupling agents via oxidative phosphorylation through a discontinuous proton gradient, such as chlorfenapyr, dinitrocresol (DNOC) and sulfluramid.

[1068] (14) Nicotinic acetylcholine receptor channel blockers, such as bensultap, cartap hydrochloride, thiocyclam and thiosultap-sodium.

[1069] (15) Type O chitin biosynthesis inhibitors, such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, and triflumuron.

[1070] (16) Type I chitin biosynthesis inhibitors, such as buprofezin.

[1071] (17) Molting disruptors (especially for Diptera, i.e. dipterans), such as cyromazine.

[1072] (18) Ecdysone receptor agonists, such as chromafenozide, halofenozide, methoxyfenozide and tebufenozide.

[1073] (19) Octopus amine receptor agonists, such as amitraz.

[1074] (20) Inhibitors of electron transport in mitochondrial complex III, such as hydramethylnone, acequinocyl, or fluacrypyrim.

[1075] (21) Inhibitors of electron transport in mitochondrial complex I, such as METI acaricides, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad, or rotenone (Derris).

[1076] (22) Voltage-dependent sodium channel blockers, such as indoxacarb or metaflumizone.

[1077] (23) Acetyl-CoA (CoA) carboxylase inhibitors, such as tetronic and tetramic acid derivatives, such as spirodiclofen, spiromesifen and spirotetramat.

[1078] (24) Inhibitors of electron transport in mitochondrial complex IV, such as phosphine, such as aluminum phosphide, calcium phosphide, phosphine and zinc phosphide, or cyanides, such as calcium cyanide, potassium cyanide and sodium cyanide.

[1079] (25) Inhibitors of electron transport in mitochondrial complex II, such as beta-ketonitrile derivatives, such as cyenopyrafen and cyflumetofen, and carboxanilides, such as pyflubumide.

[1080] (28) ryanodine receptor modulators, such as diamides, such as chlorantraniliprole, cyantraniliprole and flubendiamide.

[1081] Other active compounds include afidopyropen, afoxolaner, azadirachtin, benclothiaz, benzoximate, bifenazate, broflanilide, bromopropylate, chinomethionat, chloroprallethrin, cryolite, cyclaniliprole, cycloxaprid, cyhalodiamide, dicloomezotiaz, dicotyl, and ε-methoxybenzylflupyr. metofluthrin, epsilon-Momfluthrin, Flometoquin, Fluazaindolizine, Fluensulfone, Flufenerim, Flufenoxystrobin, Flufiprole, Fluhexafon, Fluopyram, Flularaner, Fluxametamide, Fufenozide, Guadipyr, Heptafluthrin, Imidaclothiz, Iprodione, kappa-Bifenthrin, κ-heptamethrin kappa-tefluthrin, Lotilaner, Meperfluthrin, Paichongding, Pyridalyl, Pyrifluquinazon, Pyriminostrobin, Spirobudiclofen, Tetramethylfluthrin, Tetraniliprole, Tetrachlorantraniliprole, Tiigolaner, Tioxazafen, Thiofluoximate, Triflumezopyrim, and iodomethane;Other formulations based on Bacillus stolonifer (I-1582, BioNeem, Votivo), and the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine (as per WO2006 / 043635) (CAS 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-3,4'-piperidin]-1(2H)-yl}(2-chloropyridin-4-yl) methyl ketone (as per WO2003 / 106457) (CAS 885026-50-6). 637360-23-7), 2-chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (as per WO2006 / 003494) (CAS 872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (as per WO 2010052161) (CAS 1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-ylethyl carbonate (as per EP) 2647626 (CAS-1440516-42-6), 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine (from WO2004 / 099160) (CAS 792914-58-0), PF1364 (from JP2010 / 018586) (CAS Registry No. 1204776-60-2), N-[(2E)-1-[(6-chloropyridin-3-yl)methyl]pyridine-2(1H)-ylidene]-2,2,2-trifluoroacetamide (from WO2012 / 029672) (CAS 1363400-41-2), (; 3E )-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridinyl]-1,1,1-trifluoro-prop-2-one (as known from WO2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1 H-Pyrazole-5-carboxamide (as determined by WO2010 / 051926) (CAS 1226889-14-0), 5-bromo-4-chloro-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (as determined by CN103232431) (CAS 1449220-44-3), 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isooxazolyl]-2-methyl-N-(cis-1-oxo-3-thionyl)benzamide, ... [Azolyl]-2-methyl-N-(trans-1-oxo-3-thionyl)benzamide and 4-[(5 S )-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-iso [Azolyl]-2-methyl-N-(cis-1-oxo-3-thionyl)benzamide (as determined by WO 2013 / 050317 A1) (CAS 1332628-83-7), N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide, (+)-N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide and (-)-N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide (as determined by WO 2013 / 050317 A1) (CAS 1332628-83-7), N ... 2013 / 162715 A2, WO 2013 / 162716 A2, US 2014 / 0213448 A1 (CAS1477923-37-7), 5-[[(2E)-3-chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carboxylonitrile (obtained from CN 101337937 A) (CAS 1105672-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)thiomethyl]phenyl]-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide, (Liudaibenjiaxuanan, obtained from CN 103109816 A) (CAS 1232543-85-9); N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (as determined by WO 2012 / 034403 A1) (CAS 1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide (as determined by WO2011 / 085575 A1) (CAS 1233882-22-8), 4-[3-[2,6-dichloro-4-[(3,3-dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)-pyrimidine (as known from CN 101337940 A) (CAS1108184-52-6); (2 E2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylene]-N-[4-(difluoromethoxy)phenyl]hydrazinoamide and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylene]-N-[4-(difluoromethoxy)phenyl]hydrazinoamide (as known by CN 101715774 A) (CAS 1232543-85-9); 3-(2,2-dichlorovinyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl-cyclopropane carboxylate (as known by CN 103524422 A) (CAS 1232543-85-9). 1542271-46-4); (4aS)-7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]-indeno[1,2-e][1,3,4] Methyl diazine-4a(3H)-formate (as per CN 102391261 A) (CAS 1370358-69-2); 6-deoxy-3-O-ethyl-2,4-di-O-methyl-1-[N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H-1,2,4-triazol-3-yl]phenyl]carbamate]-α-L-mannopyranose (as per US2014 / 0275503 A1) (CAS 1181213-14-8); 8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazine-3-yl)-3-azabicyclo[3.2.1]octane (CAS 1253850-56-4), (8-trans)-8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS 933798-27-7), (8-cis)-8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (from WO 2007040280 A1, WO 2007040282) The following are listed: (CAS 934001-66-8), N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)thio]propionamide (from WO 2015 / 058021 A1, WO 2015 / 058028 A1) (CAS 1477919-27-9), and N-[4-(aminothiomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazol-5-carboxamide (from CN 103265527 A) (CAS 934001-66-8), N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-5-carboxamide] (from CN 103265527 A) (CAS 934001-66-8), N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)thio]propionamide ... 1452877-50-7), 5-(1,3-dioxane-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]pyrimidine (as per WO 2013 / 115391 A1) (CAS 1449021-97-9), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one (as per WO 2010 / 066780 A1, WO 2011 / 151146 A1) (CAS 1229023-34-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one (as per WO 2010 / 066780 A1, WO 2011 / 151146 A1) (CAS 1229023-34-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8-diazaspiro[4.5]decyl ...).5] Decane-2,4-dione (as obtained from WO 2014 / 187846 A1) (CAS 1638765-58-8), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl-ethyl carbonate (as obtained from WO 2010 / 066780 A1, WO 2011151146 A1) (CAS1229023-00-0), N-[1-[(6-chloro-3-pyridyl)methyl]-2(1. H [N(-pyridyl]-2,2,2-trifluoroacetamide (obtained from DE 3639877 A1, WO 2012029672 A1) (CAS 1363400-41-2), [N( E )]-N-[1-[(6-chloro-3-pyridyl)methyl]-2(1 H [N(-pyridyl]-2,2,2-trifluoroacetamide (obtained from WO 2016005276 A1) (CAS1689566-03-7), [N( Z )]-N-[1-[(6-chloro-3-pyridyl)methyl]-2(1 H )-pyridyl]-2,2,2-trifluoroacetamide (CAS 1702305-40-5), 3- inside -3-[2-propoxy-4-(trifluoromethyl)phenoxy]-9-[[5-(trifluoromethyl)-2-pyridyl]oxy]-9-azabicyclo[3.3.1]nonane (as known from WO 2011 / 105506 A1, WO 2016 / 133011 A1) (CAS 1332838-17-1).

[1082] Examples of herbicides that can be mixed with the compounds and compositions of formula (I) of the present invention include:

[1083] Acetochlor, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim-sodium, ametryn, amicabazone, amidochlor, amidosulfuron, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methylphenyl)-5- Flupyridine-2-carboxylic acid, aminocyclopyrachlor, aminocyclopyrachlor-potassium, aminocyclopyrachlor-methyl, aminopyralid, amitrol, ammonium aminosulfonate, anilofos, asulam, atrazine, azafenidin, azimsulfuron, beflubutamid, herbicides Benazolin, benzolin-ethyl, benzfluralin, benzuresate, benzsulfuron, benzsulfuron-methyl, benzulide, benztazone, benzobicyclon, benzofenap, bicyclopyron, bifenox, bilanafos, bilanafos sodium salt 1,4-dichloroisoxazone, bispyribac, bispyribac-sodium, bixlozone, bromacil, bromobutide, bromofenoxim, bromoxynil, bromoxynil-butyrate, bromoxynil-potassium, bromoxynil-heptanoate, and bromoxynil-octanoate.Busoxinone, butachlor, butafenacil, butamifos, butenachlor, butralin, butroxydim, butylate, cafenstrole, carbetamide, carfentrazone, carfentrazone-ethyl, chloramben, and chlorbromuron. 1-{2-chloro-3-[(3-cyclopropyl-5-hydroxy-1-methyl-1H-pyrazol-4-yl)carbonyl]-6-(trifluoromethyl)phenyl}piperidin-2-one, 4-{2-chloro-3-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]-4-(methylsulfonyl)benzoyl}-1,3-dimethyl-1H-pyrazol-5-yl-1,3-dimethyl-1H-pyrazol-4-carboxylic acid ester, chlorfenac, chlorfenac-sodium, chlorfenprop, chlorflurenol, chlorflurenol-methyl yl), chloridazon, chlorimuron, chlorimuron-ethyl, 2-[2-chloro-4-(methylsulfonyl)-3-(morpholin-4-ylmethyl)benzoyl]-3-hydroxycyclohex-2-en-1-one, 4-{2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl}-1-ethyl-1H-pyrazol-5-yl-1,3-dimethyl-1H-pyrazol-4-carboxylic acid ester, chlorophthalimide, chlorotoluron, dimethyl chlorphthalate al-dimethyl), 3-[5-chloro-4-(trifluoromethyl)pyridin-2-yl]-4-hydroxy-1-methylimidazolidine-2-one, chlorsulfuron, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clacyfos, clethodim, clodinafop-propargyl, clonazepam, clonazepam-zone, clonazepam.Clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyanamide, cyanazine, cycloate, cyclopyranil, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, cyprazine, 2,4-D, 2,4-D Butoxyethyl ester, 2,4-D-butyl ester, 2,4-D-dimethylammonium salt, 2,4-D-diolamine, 2,4-D-ethyl ester, 2,4-D-2-ethylhexyl ester, 2,4-D-isobutyl ester, 2,4-D-isooctyl ester, 2,4-D-isopropylammonium salt, 2,4-D-potassium salt, 2,4-D-triisopropanolammonium salt, 2,4-D-triethanolamine, 2,4-DB, 2,4-DB-butyl ester, 2,4-DB-dimethylammonium salt, 2,4-DB-isooctyl ester, 2,4-DB-potassium salt, 2,4-DB-sodium salt, daimuron (dymron), dalapon, dazomet, n-decanol, desmedioxan pham), detosyl-pyrazolate (DTP), dicamba, dichlobenil, dichlorprop, dichlorprop-P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam, difenzoquat, diflufenican, diflufenzopyr, diflufenozide Sodium dimethoate, dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethenamid, dimethenamid-P, 3-(2,6-dimethylphenyl)-6-[(2-hydroxy-6-oxocyclohex-1-en-1-yl)carbonyl]-1-methylquinazolin-2,4(1H,3H)-dione, 1,3-dimethyl-4-[2-(methanesulfonyl)-4-(trifluoromethyl)benzoyl]-1H-pyrazol-5-yl-1,3-dimethyl-1H-pyrazol-4-carboxylic acid ester,dimetrasulfuron, diinitramine, dinoterb, diphenamid, diquat, diquat-dibromid, dithiopyr, diuron, DMPA, DNOC, endothal, EPTC, esprocarb, ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethio... zin), ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanid, ethyl-[(3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate, F-9960, F-5231, i.e., N-{2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-5-oxo-4,5-dihydro-1H-tetrazole-1-yl]phenyl}ethanesulfonamide, F-7967, i.e. 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)pyrimidin-2,4(1H,3H)-dione, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfone, fenquinotrione, fentrazamide, flamprop, flamprop-M-i Sopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-P-butyl, flucarbazone, flucarbazone sodium salt, flucetosulfuron, fluchloralin, flufenacet.Flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazin, fluometuron, flurenol, flurenol-butyl, fluorenol dimethylammonium salt, fluorenol methyl ester, fluoroglycofen, fluoroglycofen ethyl ester, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, fluridone, flufenpyr... Flurochloridone, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet, methyl fluthiacet, fomesafen, flumethrin sodium salt, foramsulfuron, fosamine, glufosinate, glufosinate ammonium salt, glufosinate sodium salt, glufosinate ammonium salt, glyphosate, glyphosate ammonium salt, glyphosate isopropyl ammonium salt, glyphosate diammonium salt, glyphosate dimethyl ammonium salt, glyphosate potassium salt, glyphosate sodium salt, glyphosate trimethyl sulfide, H-9201 (O-(2,4-dimethyl-6-nitrophenyl)) O-Ethylisopropylthiophosphoramide ester, halauxifen, halauxifen-methyl, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-P, haloxyfop-ethoxyethyl, haloxyfop-P-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl, hexazinone, HW-02 (i.e., 1-(dimethoxyphosphoryl)ethyl-(2,4-dichlorophenoxy)acetic acid ester), 4-hydroxy-1-methoxy-5-methyl-3-[4-(trifluoromethyl)pyridin-2-yl]imidazolidine-2-one,4-Hydroxy-1-methyl-3-[4-(trifluoromethyl)pyridin-2-yl]imidazolidine-2-one, (5-hydroxy-1-methyl-1H-pyrazol-4-yl)(3,3,4-trimethyl-1,1-dioxobridge-2,3-dihydro-1-benzothiophene-5-yl) methyl ketone, 6-[(2-hydroxy-6-oxocyclohex-1-en-1-yl)carbonyl]-1,5-dimethyl-3-(2-methylphenyl)quinazolin-2,4(1H,3H)-dione, imidacloprid, methyl imidacloprid, methoxyimidacloprid, methoxyimidacloprid ammonium salt, imidacloprid nicotinic acid, imidacloprid nicotinic acid ammonium salt, imidacloprid nicotinic acid ), imidazosulfuron isopropyl ammonium salt, imidazoquin, imidazoquinoline ammonium salt, imazethapyr, imazethapyr-immonium, imazosulfuron, indanofan, indaziflam, iodosulfuron, iodosulfuron-methyl-sodium, ioxynil, ioxynil-octanoate, potassium iodobenzoate, sodium iodobenzoate, triazole oxadiazon (ipfencarbazone), isoproturon, isouron, isoxaben, isoxaflutole, karbutilate, KUH-043 (3-({[5-(difluoromethyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole), ketospiradox, lactoferrin, lenacil, linuron, MCPA, MCPA Butoxyethyl ester, MCPA-dimethylammonium salt, MCPA-2-ethylhexyl ester, MCPA-isopropylammonium salt, MCPA-potassium salt, MCPA-sodium salt, MCPB, MCPB-methyl ester, MCPB-ethyl ester, MCPB-sodium salt, 2-methyl-4-chloropropionic acid (mecoprop), sodium 2-methyl-4-chloropropionate (mecoprop-sodium), 2-methyl-4-chloropropionate butoxyethyl ester, purified 2-methyl-4-chloropropionate (mecoprop-P), purified 2-methyl-4-chloropropionate butoxyethyl ester, 2-methyl-4-chloropropionate dimethylammonium salt, 2-methyl-4-chloropropionate-2-ethylhexyl ester, 2-methyl-4-chloropropionate potassium, mefenacet.Mefluidide, mesosulfuron, mesosulfuron-methyl, mesotrione, methabenzthiazuron, metam, metamifop, metamitron, metazachlor, and metazo sulfuron, methylbenzylsulfuron, methiopyrsulfuron, isoxazoline, 2-({2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)pyridin-3-yl}carbonyl)cyclohexane-1,3-dione, methyl isothiocyanate, 1-methyl-4-[(3,3,4-trimethyl-1,1-dioxobridge-2,3-dihydro-1-benzothiophene-5-yl)carbonyl]-1H-pyrazole-5-ylpropane-1-sulfonate Metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinat, monolinuron, monosulfuron-ester, MT-5950 (N-(3-chloro-4-isopropylphenyl)-2-methylpentanamide), NGGC-011, napropamide, NC-310 ([5-(benzyloxy)-1-methyl-1H-pyrazol-4-yl](2,4-dichlorophenyl) methyl ketone), neburon, nicosulfuron, nonanoic acid nonanoic acid, norflurazon, oleic acid (fatty acid), orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefon, oxyfluorfen, paraquat, paraquat dichloride, pebulate, pendimethalin, penoxsulam.Pentachlorphenol, pentoxazone, pethoxamid, mineral oil, phenmedipham, picloram, picolinafen, pinoxaden, piperophos, pretilachlor, primisulfuron, primisulfuron-methyl, prodiamine, profoxydim, promethazine eton, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyrazole Aclonil, pyraflufen (pyraflufen-ethyl), pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron (pyrazosulfuron-ethyl), pyrazoxyfen, pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxim, barnyardgrass (… Pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quinoclamine.Quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, QYM-201, QYR-301, rimsulfuron, saflufenacil, sethoxydim, siduron, simazine, simetryn, SL-261, sulcotrion Sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosulfuron, SYN-523, SYP-249 (1-ethoxy-3-methyl-1-oxobut-3-en-2-yl5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate), SYP-300 (1-[7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-3-propyl-2-thioimidazolidine-4,5-dione), 2,3,6-TBA, TCA (trichlorosulfonyl ... Acetic acid), TCA-sodium, tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbucarb, terbumeton, terbuthylazin, terbutryn, tetflupyrolimet, thenylchlor, thiazopyr, thiencarbazone, thiencar Bazone-methyl), thifensulfuron, thifensulfuron-methyl, thiobencarb, tiafenacil, tolpyralate, toramezone, tralkoxydim, triafamone, triallate, triasulfuron, triaziflam, tribenuron, tribenuron-methylTrilopyr, trietazine, trifloxysulfuron, trifloxysulfuron-sodium, trifludimoxazin, trifluralin, triflusulfuron, triflusulfuron-methyl, tritosulfuron, urea sulfate, vernolate, ZJ-0862 (i.e., 3,4-dichloro-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}aniline).

[1084] Examples of plant growth regulators are as follows:

[1085] Acibenzolar, benzothiadiazole (acibenzolar-S-methyl), 5-aminolevulinic acid, ancymidol, 6-benzylaminopurine, brassinolid, catechol, chlormequat chloride, cloprop, cyclanilide, 3-(cycloprop-1-enyl)propionic acid, daminozide, dazomet, n-decanol, dikegulac, dikegulac-sodium, endothal, dipotassium endothal, disodium endothal, N,N-dimethylalkylammonium endothal, ethephon, flumetralin, chlorpyrifos, fluorenyl butyl ester, flurprimidol, forchlorfenuron, gibberellic acid acid), antidote, indole-3-acetic acid (IAA), 4-indole-3-ylbutyric acid, isoprothiolane, probenazole, jasmonic acid, maleic hydrazide, mepiquat chloride, 1-methylcyclopropene, methyl jasmonic acid, 2-(1-naphthyl)acetamide, 1-naphthylacetic acid, 2-naphthoxyacetic acid, nitrophenolate-mixture, paclobutrazol, N-(2-phenylethyl)-β-aminopropionic acid, N-phenylphthalamic acid acid), prohexadione, calcium prohexadione, prohydrojasmone, salicylic acid, strigolactone, tecnazene, thidiazuron, triacontanol, trinexapac, trinexapac-ethyl, tsitodef, uniconazole, uniconazole-P.

[1086] Examples of safe agents that can be mixed with the compounds and compositions of formula (I) of the present invention include: for example, benoxacor, cloquintocet (-mexyl) , cyometrinil, cyprosulfamide, dichlormid, fenchlorazole (-ethyl) , fenclorim , flurazole, fluxofenim, and other similar products. Furilazole, Diphenyl Isoxadifen (-ethyl) , mefenpyr (-diethyl) , naphthalic anhydride , oxabetrinil , 2-methoxy-N-({4-[(methylcarbamoyl)amino]phenyl}sulfonyl)benzamide (CAS 129531-12-0), 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3- Zolpidem (CAS 52836-31-4).

[1087] Examples of nitration inhibitors that can be mixed with compounds and compositions of formula (I) of the present invention are selected from: 2-(3,4-dimethyl-1H-pyrazol-1-yl)succinic acid, 2-(4,5-dimethyl-1H-pyrazol-1-yl)succinic acid, 3,4-dimethylpyrazolium glycolate, 3,4-dimethylpyrazolium citrate, 3,4-dimethylpyrazolium lactate, 3,4-dimethylpyrazolium mandelate, 1,2,4-triazole, 4-chloro-3-methylpyrazole, N-((3(5)-methyl-1H-pyrazol-1-yl)methyl) Acetamide, N-((3(5)-methyl-1H-pyrazol-1-yl)methyl)formamide, N-((3(5),4-dimethylpyrazol-1-yl)methyl)formamide, N-((4-chloro-3(5)-methyl-pyrazol-1-yl)methyl)formamide; reactive adducts of dicyandiamide, urea, and formaldehyde; triazinone-formaldehyde-dicyandiamide adduct; 2-cyano-1-((4-oxo-1,3,5-triazinyl-1-yl)methyl)guanidine, 1-((2-cyanoguanidinyl)methyl)urea; 2-cyano-1-((2-cyanoguanidinyl) Methylguanidine, 2-chloro-6-(trichloromethyl)-pyridine (trichloromethylpyridine or N-serve); dicyandiamide; 3,4-dimethylpyrazole phosphate; 4,5-dimethylpyrazole phosphate; 3,4-dimethylpyrazole; 4,5-dimethylpyrazole; ammonium thiosulfate; neem; products based on neem; linoleic acid; α-linolenic acid; methyl p-coumarate; methyl ferulic acid; methyl 3-(4-hydroxyphenyl)propionate; karanjin; brachialacton; p-benzoquinone (p-b Enzoquinone; sorgoleone; 4-amino-1,2,4-triazole hydrochloride; 1-acylamino-2-thiourea; 2-amino-4-chloro-6-methylpyrimidine; 2-mercapto-benzothiazole; 5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole (tetraazole, etridiazole); 2-sulfathiazole; 3-methylpyrazole; 1,2,4-triazole thiourea; cyanamide; melamine; zeolite powder; catechol; benzoquinone; sodium tetraborate; allyl thiourea; chlorate and zinc sulfate.

[1088] The compounds and compositions of formula (I) of the present invention can be combined with one or more agriculturally beneficial reagents.

[1089] Examples of beneficial agents in agriculture include: biostimulants, plant growth regulators, plant signaling molecules, growth enhancers, microbial stimulating molecules, biomolecules, soil conditioners, nutrients, and phytonutrient enhancers, such as lipid-chitosan oligosaccharides (LCO), chitosan oligosaccharides (CO), chitin compounds, flavonoids, jasmonic acid or its derivatives (e.g., jasmonic acid esters), cytokinins, auxins, gibberellins, abscisic acid, ethylene, brassinosteroids, salicylates, macronutrients and micronutrients, linoleic acid or its derivatives, linolenic acid or its derivatives, karrikinin, and beneficial microorganisms (e.g., Rhizobium, Rhizobium spp., Rhizobium sinense). Sinorhizobium spp.), nitrogen-fixing rhizobia ( Azorhizobium spp.), Glomerulosa, Megaspora, Discocephala ( Hymenoscyphus spp.), genus *Pteris* ( Oidium spp.), genus *Tetranychus* ( Lacquerware spp.), genus *Lycoperdon* ( Pisolith spp.), *Lycoperdon* genus, *Lycoperdon* genus ( Scleroderma spp.), Rhizoctonia spp. ( Rhizoctonia Acinetobacter spp.), Acinetobacter spp. Acinetobacter spp.), Arthrobacter spp. Arthrobacter spp.), Arthropoda ( Arthrobotrys spp.), Aspergillus ( Aspergillus spp.), Azospirillum ( Azospirillum spp.), Bacillus spp. Bacillus spp.), Burkholderia, Candida ( White spp.), Aureomyces ( Chryseomonas spp.), Enterobacteriaceae ( Enterobacter spp.), Penicillium genus ( Eupenicillium spp.), Microbacteria ( Small bacterium spp.), Klebsiella spp. Klebsiella spp.), Kluyveromyces ( Kluyver spp.), Microbacterium spp. ( Microbacterium spp.), Mucor ( I am sick. spp.), Penicillium ( Paecilomyces spp.), Bacteroides ( Paenibacillus spp.), Penicillium ( Penicillium spp.), Pseudomonas ( Pseudomonas spp.), Serratia ( Serratia spp.), Oligotrophomonas spp. Stenotrophomonas spp.), Streptomyces ( Streptomyces spp.), genus *Neurospora* (Streptosporangium spp.), Swaminathania spp., Thiobacillus spp. Thiobacillus spp.), and the genus *Pterosphaeria* ( Torulospora spp.), Vibrio genus ( Vibrio spp.), Flavobacterium ( Xanthobacter spp.), Xanthomonas ( Xanthomonas spp., etc.) and their combinations.

[1090] Methods and uses

[1091] The compounds and compositions of formula (I) of the present invention possess potent antimicrobial activity and / or plant defense modulation potential. They can be used to control unwanted microorganisms on plants, such as unwanted fungi and bacteria. They can be used particularly for crop protection (where they control microorganisms that cause plant diseases) or for protecting materials detailed below (e.g., industrial materials, timber, stored goods). More specifically, the compounds and compositions of formula (I) of the present invention can be used to protect seeds, germinating seeds, newly sprouted seedlings, plants, plant parts, fruits, harvested goods, and / or the soil in which plants grow from unwanted microorganisms.

[1092] The term "control" or "controlling" as used in this article encompasses protective, therapeutic, and eradicative treatment of unwanted microorganisms. Unwanted microorganisms can be pathogenic bacteria, pathogenic viruses, pathogenic oomycetes, or pathogenic fungi, more specifically plant pathogenic bacteria, plant pathogenic viruses, plant pathogenic oomycetes, or plant pathogenic fungi. As detailed below, these plant pathogenic microorganisms are the pathogens of a broad spectrum of plant diseases.

[1093] More specifically, the compounds and compositions of formula (I) of the present invention can be used as fungicides. For the purposes of this specification, the term "fungicide" refers to a compound or composition that can be used in crop protection to control unwanted fungi, such as Plasmodiophoromycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, and Deuteromycetes, and / or for controlling oomycetes.

[1094] The compounds and compositions of formula (I) of the present invention can also be used as antimicrobial agents. In particular, they can be used for crop protection, for example, to control unwanted bacteria, such as those belonging to the families Pseudomonadaceae, Rhizobiaceae, Xanthomonadaceae, Enterobacteriaceae, Corynebacteriaceae, and Streptomycetaceae.

[1095] The compounds and compositions of formula (I) of the present invention can also be used as antiviral agents in crop protection. For example, the compounds and compositions of formula (I) of the present invention can be effective against diseases caused by plant viruses, such as tobacco mosaic virus (TMV), tobacco rattle virus, tobacco stunt virus (TStuV), tobacco leaf curl virus (VLCV), tobacco nervilia mosaic virus (TVBMV), tobacco necrotic dwarf virus (TNDV), tobacco streak virus (TSV), potato virus X (PVX), potato viruses Y, S, M and A, potato acuba mosaic virus (PAMV), potato mop-top virus (PMTV), potato leaf-roll virus (PLRV), and alfalfa mosaic virus (AMV).Cucumber mosaic virus (CMV), cucumber green mottle mosaic virus (CGMMV), cucumber yellows virus (CuYV), watermelon mosaic virus (WMV), tomato spotted wilt virus (TSWV), tomato ringspot virus (ToMRSV), sugarcane mosaic virus (SCMV), rice drawf virus, rice stripe virus, rice black-streaked drawf virus, strawberry mottle virus (SMoV), strawberry vein banding virus (SVBV), strawberry mild yellow edge virus (SMYEV), strawberry crinkle virus (SCrV), and broad bean wilt virus. The viruses are BBWV (Bacterial Basal Pathogen) and melon necrotic spot virus (MNSV).

[1096] Therefore, the present invention also relates to a method for controlling unwanted microorganisms (e.g., unwanted fungi, oomycetes and bacteria) on plants, comprising the steps of: applying at least one compound of formula (I) or at least one composition of the present invention to the microorganism and / or its habitat (applied to the plant, plant part, seed, fruit or soil on which the plant grows).

[1097] Typically, when the compounds and compositions of formula (I) of the present invention are used in therapeutic or protective methods for controlling plant pathogenic fungi and / or plant pathogenic oomycetes, they are applied to the plant, plant parts, fruits, seeds, or the soil or substrate in which the plant grows in an effective and plant-compatible amount. Suitable substrates for cultivating plants include inorganic substrates, such as mineral wool, especially asbestos, perlite, sand, or gravel; organic substrates, such as peat, pine bark, or sawdust; and petroleum-based substrates, such as polymer foam or plastic beads. An effective and plant-compatible amount means an amount sufficient to control or destroy fungi present or readily available in the field without causing any obvious phytotoxic symptoms in the crop. This amount can vary widely depending on the fungi to be controlled, the crop type, the crop growth stage, climatic conditions, and the various compounds or compositions of the present invention used. This amount can be determined through systematic field trials within the capabilities of those skilled in the art.

[1098] Plants and plant parts

[1099] The compounds and compositions of formula (I) of the present invention can be applied to any plant or plant part.

[1100] Plants refer to all plants and plant populations, including desired and unwanted wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants that can be obtained through conventional breeding and optimization methods or through biotechnology and genetic engineering methods or a combination of these methods, including genetically modified plants (GMOs or transgenic plants) and plant cultivars protected with or without plant breeders' rights.

[1101] Plant cultivars should be understood as plants that possess new characteristics ("traits") and have been obtained through conventional breeding, mutagenesis, or recombinant DNA technology. They can be cultivars, varieties, biotypes, or genotypes.

[1102] Plant parts should be understood to refer to all parts and organs of a plant, both above and below ground, such as buds, leaves, needles, stems, stalks, flowers, fruiting bodies, fruits, seeds, roots, tubers, and rhizomes. Plant parts also include harvested material as well as asexual and sexual propagation material, such as cuttings, tubers, rhizomes, divisions, and seeds.

[1103] Plants that can be treated according to the method of the present invention include: cotton, flax, grapevines, fruits, and vegetables, such as species of the Rosaceae family (…). Rosaceae sp. (For example, pome fruits such as apples and pears, as well as stone fruits such as apricots, cherries, almonds and peaches, and berries such as strawberries.) Ribesioidae Genus and species, Juglandaceae family ( Juglandaceae sp.), Species of the genus Betulaceae ( Betulaceae sp. ), Anacardiaceae family, genus ( Anacardiaceae sp. ), Fagaceae family, genera and species ( Fagaceae sp. ), species of the genus Moraceae ( Moraceae sp. ), Oleaceae family, genus ( Oleaceae sp. ), species of the Actinidiaceae family ( Actinidaceae sp. ), Lauraceae family, genus and species ( Lauraceae sp. ), Musaceae family, genus and species ( Musaceae sp. (e.g., banana trees and banana plantations), species of the Rubiaceae family ( Rubiaceae sp. (e.g., coffee), species of the Theaceae family ( Theaceae sp. ), Species of the family Sterculiaceae ( Sterculiceae sp. ), Rutaceae family, genus and species ( Rutaceae sp. (e.g., lemons, oranges, and grapefruits), species of the Solanaceae family ( Solanaceae sp. (e.g., tomato), lily family genera and species ( Liliaceae sp. ), Asteraceae family, genus and species ( Asteraceae sp. (e.g., lettuce), species of the Apiaceae family ( Umbelliferae sp. ), species of the Brassicaceae family ( Cruciferae sp. ), species of the Chenopodiaceae family ( Chenopodiaceae sp. ), Cucurbitaceae family, genus ( Cucurbitaceae sp. (e.g., cucumber), species of the Allium family ( Alliaceae sp. (e.g., leeks, onions), Fabaceae family ( ) Papilionaceae sp. (e.g., peas); major crop plants, such as species of the Poaceae family ( Gramineae sp. (For example, corn, turfgrass, cereals (such as wheat, rye, rice, barley, oats, millet and triticale)), species of the Asteraceae family ( Asteraceae sp. (e.g., sunflower), species of the Brassicaceae family ( Brassicaceae sp. (e.g., white Brussels sprouts, red Brussels sprouts, broccoli, Brussels sprouts, bok choy, kohlrabi, baby carrots, as well as rapeseed, mustard greens, horseradish, and watercress), legume species ( Fabacae sp. (e.g., green beans, peanuts), Fabaceae family genera and species ( Papilionaceae sp. (e.g., soybean), species of the Solanaceae family ( Solanaceae sp. (e.g., potato), species of the Chenopodiaceae family ( Chenopodiaceae sp. (e.g., sugar beets, forage beets, Swiss chards, beetroot); useful and ornamental plants in gardens and forests; and their respective genetically modified varieties.

[1104] Plants and plant cultivars that can be treated by the methods disclosed above inclu...

Claims

1. Compounds of formula (I) and their salts: (I), A is N or CR 8 , in R 8 It is hydrogen. T is O, n is 0 or 1, m is 0 or 1. R 1 It is hydrogen, C1-C4-alkyl, C1-C4-alkoxy or -C(=O)R 10 , in R 10 It is a C1-C4-alkyl group. R 2 and R 3 It is hydrogen. R 4 and R 5 Independently hydrogen, halogen, or C1-C4-alkyl. or R 4 and R 5 Together with the carbon atoms they are attached to, they form an oxocyclic butyl ring. or R 2 and R 4 Together forming formula **-C(R) 3 )=C(R 5 )- ## group, in **is related to N(R) 1 The points connected, ## Is with R 6 The connected points and R 3 and R 5 Independently hydrogen, fluorine, chlorine, or methyl, R 6 It is tetrahydronaphthyl, spiro[cyclopropane-1,2'-indenyl]yl, phenyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophene, pyridyl, pyrimidinyl, indolyl, or C1-C3-alkoxy. The C1-C3-alkoxy group is substituted by one of the following substituents: phenyl, The phenyl group is optionally surrounded by one or two R groups. 6S Substituent substitution, The tetrahydronaphthyl, spiro[cyclopropane-1,2'-indenyl]yl, phenyl, dihydrobenzofuranyl, benzodihydropyranyl, isobenzodihydropyranyl, thiobenzodihydropyranyl, tetrahydrobenzothiazolyl, furanyl, pyrazolyl, thiophenyl, pyridyl, pyrimidinyl, and indoleyl are optionally surrounded by 1 to 4 R groups. 6S Substituent substitution, in R 6S Independently, it is halogen, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, or C3-C6-cycloalkyl. R 7 It is halogen, C1-C4-alkyl or C3-C6-cycloalkyl. Q is phenyl, naphthyl, indanyl, dihydrobenzofuranyl, dihydro-5H-cyclopentanyl[b]pyridyl, pyridyl, benzothiophene, or isoquinolinyl. The phenyl, naphthyl, indanyl, dihydrobenzofuranyl, dihydro-5H-cyclopentanyl[b]pyridyl, pyridyl, benzothiophene, and isoquinolinyl groups are optionally selected by one or two independently from the following Q groups. S Substituents: halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, formyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylthioalkyl, C3-C6-cycloalkyl, pyrazolyl, oxetyl, and -N(R) 43 )2, in The C1-C4-alkyl group is optionally substituted with one or fewer substituents: C1-C4-alkoxy group, The C3-C6-cycloalkyl and pyrazolyl groups are optionally substituted by one or two independent substituents selected from the following: halogen, C1-C4-alkyl, and C1-C4-haloalkyl. And among them R 43 It is independently a C1-C4-alkyl group.

2. The compound of formula (I) according to claim 1, wherein R 1 It is hydrogen. R 2 and R 3 It is hydrogen. R 4 and R 5 Independently hydrogen or halogen, or R 4 and R 5 Together with the carbon atoms they are attached to, they form an oxobutyric ring.

3. The compound of formula (I) according to claim 1, wherein R 6 It is a phenyl group. Where the phenyl group is 1 or 2 R 6S Substituent substitution, in R 6S It is independently a halogen, a C1-C4-alkyl, a C1-C4-haloalkyl, a C1-C4-alkoxy, a C1-C4-haloalkoxy, or a C3-C6-cycloalkyl.

4. The compound of formula (I) according to claim 1, wherein R 7 It can be chlorine, iodine, methyl, or cyclopropyl.

5. The compound of formula (I) according to any one of claims 1 to 4, wherein Q is a phenyl group. Wherein the phenyl group is formed by one or two independently selected from the following Q groups. S Substituents: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, and C3-C6-cycloalkyl. in The C3-C6-cycloalkyl group is optionally substituted by one or two substituents independently selected from the following: fluorine and methyl.

6. A composition for controlling pathogenic harmful fungi of plants, comprising at least one compound of formula (I) according to any one of claims 1 to 5 and at least one carrier and / or surfactant.

7. A method for controlling harmful microorganisms in crop protection and material protection, characterized in that... Apply at least one compound of formula (I) according to any one of claims 1 to 5 and / or the composition according to claim 6 to harmful microorganisms and / or their habitats.

8. Use of one or more compounds of formula (I) according to any one of claims 1 to 5 and / or the composition according to claim 6 for the control of harmful microorganisms in crop protection and material protection.

9. Methods for preparing compounds of formula (Ia) ， Where m, n, and R 1 R 2 R 3 R 4 R 5 R 6 R 7 A and Q are as defined in any one of claims 1 to 5, and The method includes the following steps: Compound of formula (1) ， Where R 7 A and Q are as defined in any one of claims 1 to 5 and U 1 It is a hydroxyl, halogen, or C1-C6-alkoxy group. Reaction with amines or their salts of formula (2), ， Where m, n, and R 1 R 2 R 3 R 4 R 5 and R 6 As defined in any one of claims 1 to 5.

10. Methods for preparing compounds of formula (Ia-1) ， Where m, n, and R 1 R 2 R 3 R 4 R 5 R 6 R 7 A and Q are as defined in any one of claims 1 to 5, and The method includes the following steps: Compound of formula (3) ， Where m, n, and R 1 R 2 R 3 R 4 R 5 R 6 R 7 And A as defined in any one of claims 1 to 5, and X is a halogen. With compound (4) ， Wherein Q is as defined in any one of claims 1 to 5, The reaction occurs in the presence of organic or inorganic bases.

11. Compound of formula (3) (3)， in A is N or CR 8 , in R 8 It is hydrogen. n is 1, m is 1, R 1 It is hydrogen. R 2 and R 3 It is hydrogen. R 4 and R 5 Independently hydrogen or fluorine, The condition is R 4 and R 5 At least one of them is not hydrogen. R 6 and R 7 As defined in any one of claims 1 to 5, X is a halogen. The condition is that the compound in formula (3) is not: 5-Chloro-N-[2,2-Difluoro-2-(3-fluorophenyl)ethyl]-2-ethylpyrimidine-4-carboxamide (CAS 2404152-87-8).

12. Compound of formula (1) (1)， in A is N or CR 8 , in R 8 It is hydrogen. R 7 And Q as defined in any one of claims 1 to 5, U 1 It is a hydroxyl, halogen, or C1-C6-alkoxy group. The condition is that A in equation (1) is CR 8 And R 8 When =H, then If U 1 If it is a hydroxyl group, then R 7 It is not isopropyl.

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