Heteroaryl compounds for the control of invertebrate pests - Patent Application 20070122999

Abstract

The present invention relates to compounds of formula (I), in which the variables have the meanings as defined in the specification, to compositions containing them, to active compound combinations containing them and their use for protecting growing plants and animals from attack or infestation by invertebrate pests, as well as to seeds containing such compounds. [Formula 1] TIFF2025542264000050.tif19170

Description

[Technical Field]

[0001] explanation The present invention relates to compounds of formula I [ka] (In the formula, R 1 H, OR 10 , C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C5-alkoxy, C1-C4-alkyl-C3-C6-cycloalkyl, C1-C4-alkyl-C3-C6-halocycloalkyl (the groups are unsubstituted or 11 partially or completely replaced by); or C(=NR 11 )R 12 , C(O)R 11a and; R 10 is H, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C4-cycloalkylC1-C2-alkyl, C3-C4-halocycloalkyl-C1-C2-alkyl, C(O)C(O)-C1-C4-alkyl, C(O)-C1-C4-haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl or phenyl (unsubstituted or 3a (partially or completely replaced by); R 11 are halogens, CN, NO2, NR 12 R 13 , C(O)NH2, C(S)NH2, C(O)OH, OR 10, Si(CH3)3; C1-C6-alkyl; C1-C6-haloalkyl; C2-C6-alkenyl; C2-C6-haloalkenyl; C2-C6-alkynyl; C2-C6-haloalkynyl; C3-C4-cycloalkyl-C1-C2-alkyl (the ring is unsubstituted or substituted by 1 or 2 halogens); 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl or phenyl (the ring is unsubstituted or substituted by halogen, C1-C3-haloalkyl and / or CN); R 11a is NR 12 R 13 , C(O)NH2, C(S)NH2, C(O)OH, OR 10 , Si(CH3)3; C1-C6-haloalkyl; C2-C6-alkenyl; C2-C6-haloalkenyl; C2-C6-alkynyl; C2-C6-haloalkynyl; C3-C4-cycloalkyl-C1-C2-alkyl (the ring is unsubstituted or substituted by 1 or 2 halogens); 3- to 6-membered heterocyclyl (the ring is unsubstituted or substituted by halogens, C1-C3-haloalkyl and / or CN); R 12 , R 13are, independently of one another, H, C-C-alkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-haloalkyl, C-C-cycloalkyl, C(O)-C-C-alkyl, C(O)-C-C-haloalkyl, C(O)-C-C-cycloalkyl, C(O)-C-C-halocycloalkyl, C(O)NH-C-C-alkyl, C(O)NH-C-C-haloalkyl, C(O)N(C-C-alkyl)-C-C-alkyl, C(O)N(C-C-haloalkyl)-C-C-alkyl, C(O)N(C-C-haloalkyl)-C-C-alkyl, C(O)N(C-C-haloalkyl)-C-C- 4-haloalkyl, C(O)NH-C1-C4-alkoxy, C(O)NH-C1-C4-haloalkoxy, C(O)NH-C1-C4-alkoxy-C1-C4-alkyl, C(O)NH-C1-C4-alkoxy-C1-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3- to 6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-C1-C4-alkyl-phenyl, C(O)NH-C1-C4-alkyl-3- to 6-membered heterocyclyl or 5- or 6-membered hetaryl, the rings being unsubstituted or substituted by halogen, C1-C3-haloalkyl and / or CN; S(O) m -C1-C4-haloalkyl, S(O) m -C3-C4-cycloalkyl, S(O) m -C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl or phenyl, the rings being unsubstituted or substituted with halogen, C1-C3-haloalkyl and / or CN; or Or R 12 and R 13 together with the nitrogen atom to which they are attached form a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated heterocycle, wherein the heterocycle does not contain N, O, S(O) as ring members. m and C(O), wherein the heterocycle is unsubstituted or contains one or more R 3a is replaced by; R 14 is R 10as defined for; m is 0, 1 or 2; R 2 are H, CN, and C 1- C3-alkyl, C1-C3-haloalkyl, C2-C3-alkynyl; R 3 are halogens, CN, NO2; C1-C4-Alkyl, C3-C6-Cycloalkyl, C1-C6-haloalkyl, C1-C6-halocycloalkyl, C1-C6-alkenyl, C1-C6-alkynyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl (which may be unsubstituted or may be substituted with R 3a replaced by ); OR 14 , N.R. 12 R 13 , C(O)NR 12 R 13 , C(O)OR 14 , C(O)R 15 , S(O) m -R 15 , C(=N-OR 10 )R 14 , C(=N-OR 10 )NR 12 R 13 or C(=N-NR 12 R 13 )R 14 and; R 3a is halogen, CN, NO2, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C4-cycloalkyl, S(O) m -C3-C4-halocycloalkyl; R 15is H, C1-C4-alkyl or C1-C4-haloalkyl, C3-C6-cycloalkyl, C1-C6-halocycloalkyl (the carbon chain is unsubstituted or 11 or 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the ring is unsubstituted or 3a ) and n is 0, 1, 2 or 3; R 4 and R 5 are, independently of each other, H, halogen, CN, C1 -C6 -alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-cyclohaloalkyl, OR 10 , N.R. 12 R 13 , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the ring is unsubstituted or 3 (partially or completely replaced by); X and Y are each independently N, CH or CR 3b and; R 3b is R 3 as defined for; Z is Q1, Q2, Q3 or Q4, where # indicates a bond to an adjacent 6-membered ring; [ka] R 6a is S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C6-cycloalkyl, S(O) m -C3-C4-halocycloalkyl, NR 12 R 13 , C(O)NR 12 R 13 , C(O)OR 15 , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the ring is unsubstituted or 3 ) and R 6b is H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, NR 12 R 13 OR 10 (The ring may be unsubstituted or R 3 (replaced by); Or, provided that Y is not N, R 6a , R 6b are, independently of one another, H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, OR 10 , S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C6-cycloalkyl, S(O) m -C3-C4-halocycloalkyl, NR 12 R 13 , C(O)NR 12 R 13 , C(O)OR 15 , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the ring is unsubstituted or 3 is replaced by); and the N-oxides, stereoisomers and agriculturally or veterinarily acceptable salts thereof.

[0002] The present invention also provides agricultural compositions comprising at least one compound of formula I, its stereoisomers and / or its agriculturally acceptable salts, and at least one liquid and / or solid carrier, in particular at least one inert liquid and / or solid agriculturally acceptable carrier.

[0003] The present invention also provides veterinary compositions comprising at least one compound of formula I, its stereoisomers and / or veterinarily acceptable salts thereof, and at least one liquid and / or solid carrier, in particular at least one inert veterinary liquid and / or solid acceptable carrier.

[0004] The present invention also provides a method for controlling invertebrate pests, which method comprises treating the pest, its food source, its habitat or its breeding ground, or cultivated plants, plant propagation material (such as seeds), soil, area, material or environment in which the pest is growing or may grow, or the material, cultivated plants, plant propagation material (such as seeds), soil, surface or space to be protected from pest attack or infestation, with a pesticidally effective amount of a compound of formula I, as defined herein, or a salt thereof.

[0005] The present invention also relates to plant propagation material, in particular seeds, comprising at least one compound of formula I and / or an agriculturally acceptable salt thereof.

[0006] The present invention further relates to a method of treating or protecting an animal against parasitic infestation or infection, which method comprises contacting the animal with a parasiticidally effective amount of a compound of formula I, or a veterinarily acceptable salt thereof. Contacting an animal with compound I, a salt thereof, or a veterinary composition of the invention means applying or administering it to the animal. [Background technology]

[0007] WO 2021 / 037614, WO 2021 / 122645, and WO 2021 / 259997 describe structurally closely related active compounds that are said to be useful for controlling invertebrate pests. Summary of the Invention [Problem to be solved by the invention]

[0008] Nevertheless, there remains a need for highly effective and versatile agents for controlling invertebrate pests. It is therefore an object of the present invention to provide compounds that have good pesticidal activity and exhibit a broad spectrum of activity against many different invertebrate pests, particularly pests such as insects that are difficult to control. [Means for solving the problem]

[0009] It has now been found that these objects can be achieved by compounds of formula I as shown and defined below, as well as their stereoisomers, salts, tautomers and N-oxides, particularly the agriculturally acceptable salts thereof. DETAILED DESCRIPTION OF THE INVENTION

[0010] Compound I can be prepared by reaction of the corresponding amine II with a carboxylic acid III (see, for example, A. El-Fayam et al., "Peptide Coupling Reagents, More than a Letter Soup" Chem Rev 2011, 6557): [ka]

[0011] Carboxylic acids III are commercially available or can be prepared according to procedures described in the literature (e.g., WO 2019 / 197468, WO 2021 / 037614).

[0012] Amines II where Y=N can be prepared from 1-(3-chloropyrazin-2-yl)ethanone as described in WO 2021 / 037614 using suitably substituted NH-pyrazoles or NH-triazoles ZH as precursors. [ka]

[0013] The latter can be commercially available (e.g., CAS 19959-71-8, 23195-62-2, 120241-79-4) or prepared by known methods (e.g., S. Fustero et al., "Recent Advances in the Synthesis of Pyrazoles. A Review," Org Prep Proceed Int 2009, 41, 253-290; T. Opsomer et al., "Metal-free syntheses of N-functionalized and NH-1,2,3-triazoles: an update on recent developments," Chem. Commun. 2021, 57, 1568-1590; A. Abdelli et al., "Recent advances in the chemistry of 1,2,4-triazoles: Synthesis, reactivity, and biological activities," Tetrahedron Lett. 2021, 86, 153518; and references therein).

[0014] Y=CH or CR 3bAmines II having the formula (I) can be prepared from the corresponding 3-bromo-2-pyridinecarboxylic acid VII in four steps: (1) Ullmann-type nucleophilic aromatic substitution of bromopyridine VII with a suitable reagent ZH in the presence of a copper catalyst such as CuI and a base such as KCO or CsCO, and optionally a ligand such as BINOL or a chelating diamine (see, for example, D. Zhu et al., “Efficient copper-catalyzed amination of aryl halides with amines and NH heterocycles using rac-BINOL as a ligand,” J Mol Catal A Chem 2006, 256, 256-260; WO 2016 / 100157); (2) reaction with oxalyl chloride and dimethylformamide (DMF) followed by addition of N,O-dimethylhydroxylamine to generate Weinreb amide V (e.g., WO 2020 / 070049) or Weinreb amide preparations via known amide coupling reactions; (3) R to Weinreb amide intermediate V (e.g., WO 2020 / 070049) 2 Li or R 2 Synthesis of ketone IV by addition of an organometallic reagent such as MgBr; and (4) reductive amination of ketone IV to deliver amine II (e.g., WO 2020 / 070049; WO 2021 / 037614). [ka]

[0015] Alternatively, compounds I where Y=N can be prepared from chloropyrazine precursors VIII by C-N coupling reactions with the corresponding NH-pyrazoles or NH-triazoles ZH, as described in WO 2021 / 037614. [ka]

[0016] Compound VIII is known from WO 2021 / 037614 and WO 2021 / 170881.

[0017] The reaction mixture is worked up in the usual way, for example by mixing with water, extracting with a suitable organic solvent, separating the phases and, if appropriate, chromatographically purifying the crude product. Some of the intermediates and final products are obtained in the form of a colorless or slightly brownish viscous oil, which is purified from or stripped of volatile components under reduced pressure and at moderately elevated temperatures. If the intermediates and final products are obtained as solids, purification can also be carried out by recrystallization or digestion.

[0018] If individual compounds I cannot be obtained by the routes described above, they can be prepared by derivatization of other compounds I.

[0019] However, when a mixture of isomers is obtained by synthesis, separation is generally not necessary, since in some cases the individual isomers may be interconverted during testing for use or during application (e.g., under the action of light, acid, or base). Such conversions may also occur after use, for example, in the treatment of plants in treated plants or in the pests to be controlled.

[0020] The groups of organic moieties referred to in the definitions of the variables above, like the term halogen, are generic names for the individual members of that group. n -C m indicates in each case the possible number of carbon atoms in the group.

[0021] The term "partially or fully substituted" by a group generally means that the group is substituted with the same or different groups.

[0022] The term "halogen" denotes in each case fluorine, bromine, chlorine or iodine, in particular fluorine, chlorine or bromine.

[0023] The term "alkyl" as used herein and in the alkyl portion of alkylamino, alkylcarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, and alkoxyalkyl, in each case denotes a straight-chain or branched alkyl group typically having 1 to 10 carbon atoms, frequently 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, and more preferably 1 to 3 carbon atoms. Examples of alkyl groups are methyl (Me), ethyl (Et), n-propyl (n-Pr), isopropyl, n-butyl, 2-butyl, isobutyl, tert-butyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 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.

[0024] The term "haloalkyl" as used herein and in the haloalkyl moiety of haloalkylcarbonyl, haloalkoxycarbonyl, haloalkylthio, haloalkylsulfonyl, haloalkylsulfinyl, haloalkoxy, and haloalkoxyalkyl denotes a straight-chain or branched alkyl group, usually having 1 to 10 carbon atoms, frequently 1 to 6 carbon atoms, and preferably 1 to 4 carbon atoms, in each case in which the hydrogen atoms of this group are partially or fully replaced by halogen atoms. Preferred haloalkyl moieties are selected from C-C-haloalkyl, more preferably C-C-haloalkyl or C-C-haloalkyl, in particular C-C-fluoroalkyl such as fluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, etc.

[0025] As used herein, the term "alkoxy" refers to a straight-chain or branched alkyl group, usually having 1 to 10 carbon atoms, frequently 1 to 6 carbon atoms, and preferably 1 to 4 carbon atoms, in each case attached via an oxygen atom. Examples of alkoxy groups are methoxy, ethoxy, n-propoxy, iso-propoxy, n-butyloxy, 2-butyloxy, iso-butyloxy, tert-butyloxy, and the like.

[0026] The term "alkoxyalkyl" as used herein refers to an alkyl group, typically containing 1 to 10, frequently 1 to 4, and preferably 1 to 2 carbon atoms, with an alkoxy group, where one carbon atom is as defined above and typically contains 1 to 4, preferably 1 or 2 carbon atoms. Examples are CHOCH, CH-OCH, 2-(methoxy)ethyl, and 2-(ethoxy)ethyl.

[0027] As used herein, the term "haloalkoxy" denotes a straight-chain or branched alkoxy group having 1 to 10 carbon atoms, frequently 1 to 6 carbon atoms, and preferably 1 to 4 carbon atoms, in each case in which the hydrogen atoms of the group are partially or fully replaced by halogen atoms, especially fluorine atoms. Preferred haloalkoxy moieties include C-C-haloalkoxy, especially C-C-fluoroalkoxy, such as fluoromethoxy, difluoromethoxy, trifluoromethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy, and the like.

[0028] As used herein, the term "alkylthio" (alkylsulfanyl: S-alkyl) refers to a straight-chain or branched saturated alkyl group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms (=C1-C4-alkylthio), more preferably 1 to 3 carbon atoms, attached via a sulfur atom.

[0029] The term "haloalkylthio" as used herein refers to an alkylthio group as defined above wherein the hydrogen atoms are partially or fully replaced by fluorine, chlorine, bromine and / or iodine.

[0030] The term "alkylsulfinyl" (alkylsulfoxyl: S(=O)-alkyl), as used herein, refers to a linear or branched saturated alkyl group (as described above) having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms (=C1-C4-alkylsulfinyl), more preferably 1 to 3 carbon atoms, attached at any position of the alkyl group via the sulfur atom of the sulfinyl group.

[0031] As used herein, the term "haloalkylsulfinyl" refers to an alkylsulfinyl group as described above wherein the hydrogen atoms are partially or fully substituted with fluorine, chlorine, bromine and / or iodine.

[0032] The term "alkylsulfonyl" (S(=O)2-alkyl), as used herein, refers to a linear or branched saturated alkyl group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms (=C1-C4-alkylsulfonyl), preferably 1 to 3 carbon atoms, bonded at any position of the alkyl group via the sulfur atom of the sulfonyl group.

[0033] As used herein, the term "haloalkylsulfonyl" refers to an alkylsulfonyl group as described above wherein the hydrogen atoms are partially or fully replaced with fluorine, chlorine, bromine and / or iodine.

[0034] The term "alkylcarbonyl" refers to an alkyl group, as defined above, attached to the remainder of the molecule through the carbon atom of a carbonyl group (C=O).

[0035] The term "haloalkylcarbonyl" refers to an alkylcarbonyl group as described above wherein the hydrogen atoms are partially or fully substituted with fluorine, chlorine, bromine and / or iodine.

[0036] The term "alkoxycarbonyl" denotes an alkylcarbonyl group, as defined above, attached to the remainder of the molecule through an oxygen atom.

[0037] The term "haloalkoxycarbonyl" refers to an alkoxycarbonyl group as described above wherein the hydrogen atoms are partially or fully replaced with fluorine, chlorine, bromine and / or iodine.

[0038] As used herein, the term "alkenyl" refers to a monounsaturated hydrocarbon group, usually having in each case 2 to 10, frequently 2 to 6, and preferably 2 to 4 carbon atoms, such as vinyl, allyl (2-propen-1-yl), 1-propen-1-yl, 2-propen-2-yl, methallyl (2-methylprop-2-en-1-yl), 2-buten-1-yl, 3-buten-1-yl, 2-penten-1-yl, 3-penten-1-yl, 4-penten-1-yl, 1-methylbut-2-en-1-yl, 2-ethylprop-2-en-1-yl, and the like.

[0039] As used herein, the term "haloalkenyl" refers to an alkenyl group as defined above, wherein the hydrogen atoms are partially or fully replaced with halogen atoms.

[0040] As used herein, the term "alkynyl" refers to a monounsaturated hydrocarbon group, usually having in each case 2 to 10, frequently 2 to 6, and preferably 2 to 4 carbon atoms, such as ethynyl, propargyl (2-propyn-1-yl), 1-propyn-1-yl, 1-methylprop-2-yn-1-yl, 2-butyn-1-yl, 3-butyn-1-yl, 1-pentyn-1-yl, 3-pentyn-1-yl, 4-pentyn-1-yl, 1-methylbut-2-yn-1-yl, 1-ethylprop-2-yn-1-yl, and the like.

[0041] As used herein, the term "haloalkynyl" refers to an alkynyl group as defined above, wherein the hydrogen atoms are partially or fully replaced with halogen atoms.

[0042] As used herein, and in the cycloalkyl portion of cycloalkoxy and cycloalkylthio, the term "cycloalkyl" refers to a monocyclic alicyclic group, typically having 3 to 10 or 3 to 6 carbon atoms, in each case, such as cyclopropyl (cC3H5), cyclobutyl (cC4H7), cyclopentyl (cC5H9), cyclohexyl (cC6H 11), cycloheptyl, cyclooctyl, cyclononyl and cyclodecyl or cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

[0043] As used herein, as well as in the halocycloalkyl moieties of halocycloalkoxy and halocycloalkylthio, the term "halocycloalkyl" denotes a monocyclic alicyclic group, typically having 3 to 10 C atoms or 3 to 6 C atoms, in each case in which at least one, for example 1, 2, 3, 4 or 5, of the hydrogen atoms is replaced by a halogen, in particular fluorine or chlorine. Examples are 1- and 2-fluorocyclopropyl, 1,2-, 2,2- and 2,3-difluorocyclopropyl, 1,2,2-trifluorocyclopropyl, 2,2,3,3-tetrafluorocyclopropyl, 1- and 2-chlorocyclopropyl, 1,2-, 2,2- and 2,3-dichlorocyclopropyl, 1,2,2-trichlorocyclopropyl, 2,2,3,3-tetrachlorocyclopropyl, 1-, 2- and 3-fluorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-, 2,5-difluorocyclopentyl, 1-, 2- and 3-chlorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-, 2,5-dichlorocyclopentyl, and the like.

[0044] The term "halocycloalkenyl" as used herein and in the halocycloalkenyl portion of halocycloalkenyloxy and halocycloalkenylthio refers to a monocyclic, monounsaturated, non-aromatic group, typically having 3 to 10, e.g., 3 or 4 or 5 to 10, carbon atoms, preferably 3 to 8, carbon atoms, in each case in which at least one, e.g., 1, 2, 3, 4, or 5, of the hydrogen atoms is replaced by a halogen, especially fluorine or chlorine. Examples are 3,3-difluorocyclopropen-1-yl and 3,3-dichlorocyclopropen-1-yl.

[0045] The term "cycloalkenylalkyl" refers to a cycloalkenyl group as defined above, which is linked to the rest of the molecule via an alkyl group, for example a C1-C5-alkyl group or a C1-C4-alkyl group, in particular a methyl group (=cycloalkenylmethyl).

[0046] The term "carbocycle" or "carbocyclyl" includes a monocyclic non-aromatic ring, generally 3 to 12 members, preferably 3 to 8 members or 5 to 8 members, more preferably 5 or 6 members, containing 3 to 12, preferably 3 to 8 or 5 to 8 members, more preferably 5 or 6 carbon atoms. Preferably, the term "carbocycle" encompasses cycloalkyl and cycloalkenyl groups as defined above.

[0047] The term "heterocycle" or "heterocyclyl" generally includes a monocyclic heterocyclic non-aromatic group having 3 to 12 members, preferably 3 to 6 members, and especially 6 members. The heterocyclic non-aromatic group usually contains 1, 2, 3, 4 or 5, preferably 1, 2 or 3, heteroatoms selected from N, O and S as ring members, and the S atom as a ring member can be present as S, SO or SO. Examples of 5- or 6-membered heterocyclic groups include saturated or unsaturated non-aromatic heterocyclic rings, such as oxiranyl, oxetanyl, thietanyl, thietanyl-S-oxide (S-oxothietanyl), thietanyl-S-dioxide (S-dioxothietanyl), pyrrolidinyl, pyrrolinyl, pyrazolinyl, tetrahydrofuranyl, dihydrofuranyl, 1,3-dioxolanyl, thiolanyl, S-oxothiolanyl, S-dioxothiolanyl, dihydrothienyl, S-oxodihydrothienyl, S-dioxodihydrothienyl, oxazolidinyl, oxazolinyl, Examples of heterocyclic rings that also contain one or two carbonyl groups as ring members include pyrrolidinyl, thiazolinyl, oxathiolanyl, piperidinyl, piperazinyl, pyranyl, dihydropyranyl, tetrahydropyranyl, 1,3- and 1,4-dioxanyl, thiopyranyl, S-oxothiopyranyl, S-dioxothiopyranyl, dihydrothiopyranyl, S-oxodihydrothiopyranyl, S-dioxodihydrothiopyranyl, tetrahydrothiopyranyl, S-oxotetrahydrothiopyranyl, S-dioxotetrahydrothiopyranyl, morpholinyl, thiomorpholinyl, S-oxothiomorpholinyl, S-dioxothiomorpholinyl, thiazinyl, and the like. Examples of heterocycles that also contain one or two carbonyl groups as ring members include pyrrolidin-2-onyl, pyrrolidin-2,5-dionyl, imidazolidin-2-onyl, oxazolidin-2-onyl, thiazolidin-2-onyl, and the like.

[0048] The term "hetaryl" includes monocyclic 5- or 6-membered heteroaromatic groups containing 1, 2, 3 or 4 heteroatoms selected from N, O and S as ring members. Examples of 5- or 6-membered heteroaromatic groups are pyridyl, i.e. 2-, 3- or 4-pyridyl, pyrimidinyl, i.e. 2-, 4- or 5-pyrimidinyl, pyrazinyl, pyridazinyl, i.e. 3- or 4-pyridazinyl, thienyl, i.e. 2- or 3-thienyl, furyl, i.e. 2- or 3-furyl, pyrrolyl, i.e. 2- or 3-pyrrolyl, oxazolyl, i.e. 2-, 3- or 5-oxazolyl, isoxazolyl, i.e. 3-, 4- or 5-isoxazolyl, thiazolyl, i.e. 2-, 3- or 5-thiazolyl, isothiazolyl, i.e. 3-, 4- or 5-isothiazolyl, pyrazolyl, i.e. 1-, 3-, 4- or 5-pyrazolyl, i.e. 1-, 2-, 4- or 5-imidazolyl, oxazolyl, i.e. 1-, 3-, 4- or 5-imidazolyl,

[0033] Examples of thiadiazolyl include 2- or 5-[1,3,4]oxadiazolyl, 4- or 5-(1,2,3-oxadiazol)yl, 3- or 5-(1,2,4-oxadiazol)yl, 2- or 5-(1,3,4-thiadiazol)yl, thiadiazolyl, for example 2- or 5-(1,3,4-thiadiazol)yl, 4- or 5-(1,2,3-thiadiazol)yl, 3- or 5-(1,2,4-thiadiazol)yl, triazolyl, for example 1H-, 2H- or 3H-1,2,3-triazol-4-yl, 2H-triazol-3-yl, 1H-, 2H- or 4H-1,2,4-triazolyl, and tetrazolyl, i.e. 1H- or 2H-tetrazolyl. The term "hetaryl" also includes bicyclic 8- to 10-membered heteroaromatic groups containing one, two, or three heteroatoms selected from N, O, and S as ring members, wherein the 5- or 6-membered heteroaromatic ring is fused to a phenyl ring or a 5- or 6-membered heteroaromatic group. Examples of 5- or 6-membered heteroaromatic rings fused to a phenyl ring or a 5- or 6-membered heteroaromatic group include benzofuranyl, benzothienyl, indolyl, indazolyl, benzimidazolyl, benzoxathiazolyl, benzoxadiazolyl, benzothiadiazolyl, benzoxazinyl, quinolinyl, isoquinolinyl, purinyl, 1,8-naphthyridyl, pteridyl, pyrido[3,2-d]pyrimidyl, or pyridoimidazolyl.These fused hetaryl groups may be attached to the remainder of the molecule through any ring atom of the 5- or 6-membered heteroaromatic ring or through a carbon atom of the fused phenyl moiety.

[0049] The terms "heterocyclylalkyl" and "hetarylalkyl" refer to a heterocyclyl or hetaryl as defined above, respectively, linked to the rest of the molecule via a C-C-alkyl group or a C-C-alkyl group, in particular a methyl group (=heterocyclylmethyl or hetarylmethyl, respectively).

[0050] The terms "arylalkyl" and "phenylalkyl" refer to aryl and phenyl as defined above, respectively, which are bonded to the remainder of the molecule via a C-C-alkyl group or a C-C-alkyl group, in particular a methyl group (=arylmethyl or phenylmethyl); examples include benzyl, 1-phenylethyl, 2-phenylethyl, 2-phenoxyethyl, etc.

[0051] The terms "alkylene," "cycloalkylene," "heterocycloalkylene," "alkenylene," "cycloalkenylene," "heterocycloalkenylene," and "alkynylene" refer to alkyl, cycloalkyl, heterocycloalkyl, alkenyl, cycloalkenyl, heterocycloalkenyl, and alkynyl, as defined above, attached to the rest of the molecule through two atoms, preferably two carbon atoms, of the respective group such that they serve as a linker between the two portions of the molecule.

[0052] In particular embodiments, the variables of the compounds of formula I have the following meanings, which meanings, both alone and in combination with each other, are particular embodiments of the compounds of formula I.

[0053] Embodiments and preferred compounds of the present invention for use in pesticidal methods and insecticidal applications are outlined in the following paragraphs.

[0054] With regard to the variables, particularly preferred embodiments of the intermediates correspond to embodiments of the compounds of formula I.

[0055] In a preferred embodiment, compound I is present in the form of a mixture of compounds IS and IR, in which compound IS having the S configuration of the carbon atom near the nitrogen is present in an amount of more than 50% by weight, in particular at least 70% by weight, more particularly at least 85% by weight, in particular at least 90% by weight, relative to the total weight of compounds IS and IR. [ka]

[0056] In one particularly preferred embodiment of the invention, the method comprises the step of contacting the plant, part thereof, plant propagation material thereof, pest, its food source, habitat or breeding site with a pesticidally effective amount of a compound of formula IS.

[0057] Preferably, R 1 is H, C1-C6-alkyl, C3-C6-alkynyl, C3-C6-cycloalkyl or C1-C4-alkyl-C3-C6-cycloalkyl and is in particular selected from H, CH3, C2H5 and CH2cC3H5.

[0058] Preferably, R 2 is CH3.

[0059] X is preferably CH or CR 3 , in particular CH. Such compounds correspond to formula I.1. [ka]

[0060] In another embodiment, X is N. Such compounds correspond to formula I.2. [ka]

[0061] In a preferred embodiment, R 3 is halogen, CN, NO; C1-C4-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-halocycloalkyl, C1-C6-alkenyl, C1-C6-alkynyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl (which may be unsubstituted or 3a replaced by ); OR 14 , N.R. 12 R 13 , C(O)NR 12 R 13 , C(O)OR 14 , C(O)R 15 , S(O) m -R 15 is.

[0062] In another preferred embodiment, R 3 is halogen, CN, NO; C1-C4-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-halocycloalkyl (unsubstituted or 3a replaced by );OR 10 , S(O) m -R 15 is.

[0063] In a preferred embodiment, R 3a is halogen, CN, NO2, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-haloalkoxy, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C4-cycloalkyl, S(O) m -C3-C4-halocycloalkyl.

[0064] R 3is preferably halogen, CN, C-C-haloalkyl, C-C-haloalkoxy, C-C-cycloalkyl (unsubstituted or substituted by one or more CN or halogen), C-C-halocycloalkyl, S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C4-cycloalkyl, S(O) m -C3-C4-halocycloalkyl, S(O) m -(substituted phenyl); in particular selected from F, Cl, Br, I, CN, CF3, CHF2, OCH3, OC2H5, OcC3H5, O(4-F-C6H4), OCF3, OCHF2, 1-CN-cC3H4, 2,2-F2-cC3H3, 2,2-Cl2-cC3H3, SO2CH3, SO2C2H5, SO2CH(CH3)2, SO2CF3, SO2(4-F-C6H4) and C(CH3)2CN.

[0065] R 3 The index m in is preferably 2. The index n is preferably 2.

[0066] R 3 The groups are preferably located at the 3 and 5 positions.

[0067] In another embodiment, R 3 is preferably halogen, CN, C-C-haloalkyl, C-C-haloalkoxy, C-C-cycloalkyl, C-C-halocycloalkyl, S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C4-cycloalkyl, S(O) m -C3-C4-halocycloalkyl or S(O) m -R 14 where R 14 is phenyl and partially R 3a is replaced by

[0068] In another preferred embodiment, at least one R 3 is C(=N-OR 10 )R 14 , C(=N-OR 10 )NR 12 R 13 , or C(=N-NR 12 R 13 )R 14 is.

[0069] Preferred R 10 is H, C1-C6-alkyl and C3-C6-cycloalkyl, in particular H, C1-C4-alkyl and C3-cycloalkyl.

[0070] Group C(=N-OR 10 )R 14 In R 10 and R 14 and only one of R is C1-C4-alkyl; 14 is preferably not H.

[0071] Preferred R 12 / R 13 are H, C1-C6-alkyl, C3-C6-cycloalkyl, C(O)NH-C1-C4-alkyl and C(O)NH-C6H5.

[0072] Preferred R 14 is H, C1-C4-alkyl, C3-C6-cycloalkyl or C3-C6-halocycloalkyl, in particular H, CH3 or cyclopropyl.

[0073] R 3b is preferably halogen, C1-C4-alkyl or C3-C6-cycloalkyl, in particular F, Cl, CH3 or cC3H5.

[0074] R 4 is preferably H, halogen or C-C-alkyl, in particular H, F, Cl or CH. In another preferred embodiment, R 4 is H.

[0075] R 5 is preferably H, halogen, C1-C4-alkyl or C3-C6-cycloalkyl, in particular H, F, Cl, CH3 or cC3H5.

[0076] In a preferred embodiment, R 4 and R 5 Preferably, only one of R 5 is different from H. In another embodiment, R 4 and R 5 are both H.

[0077] In a preferred embodiment, Y is N. Such compounds correspond to formula IA. [ka]

[0078] In a preferred embodiment of compound IA, R 6a is S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C6-cycloalkyl, S(O) m -C3-C4-halocycloalkyl, NR 12 R 13 , C(O)NR 12 R 13 , C(O)OR 15 , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the ring is unsubstituted or 3 substituted with R 6b is H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, OR 10 (The ring may be unsubstituted or R 3 In a particularly preferred embodiment of compound IA, R 6b is H.

[0079] In another particularly preferred embodiment of compound IA, X is N.

[0080] In another embodiment, Y is CH. Such compounds correspond to formula IB. [ka]

[0081] In compound IB, R 6a and R 6b are, independently of one another, H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, OR 10 , S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C6-cycloalkyl, S(O) m -C3-C4-halocycloalkyl, NR 12 R 13 , C(O)NR 12 R 13 , C(O)OR 15 , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (these rings may be unsubstituted or R 3 In a preferred embodiment of compound IB, R 6a and R 6b is H.

[0082] In another embodiment, Y is CR 3b Such compounds correspond to formula IC. [ka]

[0083] In a preferred embodiment of compound IC, R 3b is a halogen.

[0084] In compound IC, R 6a and R 6bare, independently of one another, H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, OR 10 , S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C6-cycloalkyl, S(O) m -C3-C4-halocycloalkyl, NR 12 R 13 , C(O)NR 12 R 13 , C(O)OR 15 , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the ring is unsubstituted or 3 In a preferred embodiment of compound IC, R 6a and R 6b is H.

[0085] In a preferred embodiment, Z is Q1 or Q2, in particular Q1. Particularly preferred compounds I correspond to the formulae I.AQ1, I.AQ2 and I.BQ1. [ka]

[0086] Another preferred embodiment relates to compounds of formula I.AQ1, I.BQ1 and I.BQ2. [ka]

[0087] Another preferred embodiment relates to compounds of formula I.CQ1 and I.CQ2. [ka]

[0088] R 6a is preferably unsubstituted or contains one or two substituents R 36-membered hetaryl having 1 or 2 N atoms as ring atoms, in particular unsubstituted or substituted by R 3 Preferably, the hetaryl is unsubstituted.

[0089] A particularly preferred embodiment relates to compound I.AQ1, wherein R 6a is a hetaryl or phenyl (the ring is unsubstituted or C(O)NHR 12 , C(O)NR 12 R 13 , C(O)OR 12 , N.R. 12 R 13 , C(=N-OR 10 )R 14 , C(=N-OR 10 )NR 12 R 13 or C(=N-NR 12 R 13 )R 14 , S(O) m -C3-C6-cycloalkyl or S(O) m R 15 where R 15 is preferably a 5- or 6-membered hetaryl or phenyl (the ring is unsubstituted or 3a is replaced by) is).

[0090] Another particularly preferred embodiment relates to Q2, wherein R 6a is a 3- to 6-membered heterocyclyl, a 5- or 6-membered hetaryl, or a phenyl (the ring is unsubstituted or C(O)NHR 12 , C(O)NR 12 R 13 , C(O)OR 12 , N.R. 12 R 13 , C(=N-OR 10 )R 14 , C(=N-OR 10 )NR 12 R 13 or C(=N-NR 12 R 13 )R 14 , S(O) m-C3-C6-cycloalkyl or S(O) m R 15 where R 15 is preferably a 5- or 6-membered hetaryl or phenyl (the ring is unsubstituted or 3a is replaced by) is).

[0091] In another embodiment, R 6a is S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C6-cycloalkyl, S(O) m -C3-C4-halocycloalkyl, NR 12 R 13 , C(O)NR 12 R 13 , C(O)OR 15 ; preferably S(O) m -C1-C4-Alkyl, S(O) m -C1-C4-haloalkyl, S(O) m -C3-C6-cycloalkyl, S(O) m -C3-C4-halocycloalkyl.

[0092] In another embodiment of compounds IB and IC, R 6a is H.

[0093] R 6b is preferably H, halogen, C1-C4-alkyl or C3-C6-cycloalkyl, preferably H, F, Cl, CH3 or cC3H5, in particular R 6b is H.

[0094] One embodiment relates to compounds I in which Y is N and Z is Q1 or Q4.

[0095] Another embodiment relates to compounds I in which Y is N and Z is Q2.

[0096] Another embodiment relates to compounds I in which Y is N and Z is Q3.

[0097] Another embodiment is where Y is CH or CR 3b It relates to compound I, wherein

[0098] In particular, in view of their use, the compounds of formula I compiled in the following table are preferred: Each of the groups mentioned for the substituents in the table is also itself a particularly preferred embodiment of the substituent in question, independently of the combination in which it is mentioned. [ka] Table 1: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 2: Compounds of formula IA* (where R 4 is H and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 3: Compounds of formula IA* (where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 4: Compounds of formula IA* (where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 5: Compounds of formula IA* (where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 6: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 7: Compounds of formula IA* (where R 4 is H and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 8: Compounds of formula IA* (where R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 9: Compounds of formula IA* (where R 4 is H and R 5is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 10: Compounds of formula IA* (where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 11: Compounds of formula IA* where R 4 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 12: Compounds of formula IA* (where R 4 is H and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 13: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 14: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 15: Compounds of formula IA* (where R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 16: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 17: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 18: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 19: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 20: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 21: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 22: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 23: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 24: Compounds of formula IA* (where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 25: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 26: Compounds of formula IA* where R 4 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 27: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 28: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q2, and R 6ais 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 29: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 30: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 31: Compounds of formula IA* where R 4 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 32: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 33: Compounds of formula IA* where R 4 is H and R5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 34: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 35: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 36: Compounds of formula IA* where R 4 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 37: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 38: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 39: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 40: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 41: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 42: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 43: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 44: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 45: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 46: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 47: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 48: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 49: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 50: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 51: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 52: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6ais 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 53: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 54: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 55: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 56: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 57: Compounds of formula IA* where R 4 is F and R5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 58: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 59: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 60: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 61: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 62: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 63: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 64: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 65: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 66: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 67: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 68: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 69: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 70: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 71: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 72: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 73: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 74: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 75: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 76: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q4, and R 6ais 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 77: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 78: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 79: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 80: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 81: Compounds of formula IA* where R 4is Cl and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 82: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 83: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 84: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 85: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 86: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 87: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 88: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 89: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 90: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3) n (each combination corresponds to one column of Table A) Table 91: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 92: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 93: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 94: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 95: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6bis H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 96: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 97: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 98: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 99: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 100: Compounds of formula IA* where R 4 is Cl and R 5is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 101: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 102: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 103: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 104: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 105: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 106: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 107: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 108: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 109: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 110: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 111: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 112: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 113: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 114: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6bis H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 115: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 116: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 117: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 118: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 119: Compounds of formula IA* where R 4 is Cl and R 5is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 120: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 121: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 122: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 123: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 124: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 125: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 126: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 127: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 128: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3) n (each combination corresponds to one column of Table A) Table 129: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 130: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 131: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 132: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 133: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 134: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 135: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 136: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 137: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 138: Compounds of formula IA* where R 4 is CH3 and R5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 139: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 140: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 141: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 142: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 143: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 144: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 145: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 146: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 147: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R3 ) n (each combination corresponds to one column of Table A) Table 148: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 149: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 150: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 151: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 152: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q3, and R 6ais 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 153: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 154: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 155: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 156: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 157: Compounds of formula IA* where R4 is CH3 and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 158: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 159: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 160: Compounds of formula IA* where R 4 is CH3, R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 161: Compounds of formula IA* where R 4 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 162: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 163: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 164: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 165: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 166: Compounds of formula IA* where R 4 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 167: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 168: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 169: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 170: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 171: Compounds of formula IA* where R 4 and R 5 is H, Z is Q3, and R 6ais 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 172: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 173: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 174: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 175: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 176: Compounds of formula IA* where R 4and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 177: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 178: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 179: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 180: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 181: Compounds of formula IA* where R 4 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 182: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 183: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 184: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 185: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 186: Compounds of formula IA* where R 4 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 187: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 188: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 189: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 190: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6bis F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 191: Compounds of formula IA* where R 4 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 192: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and RR for the compound 1 ,X, 1 and (R 3 ) n (each combination corresponds to one column of Table A) Table 193: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 194: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 195: Compounds of formula IA* where R 4 is H and R 5is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 196: Compounds of formula IA* where R 4 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 197: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 198: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 199: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 200: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 201: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 202: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 203: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 204: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 205: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 206: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 207: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 208: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 209: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6bis F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 210: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 211: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 212: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 213: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 214: Compounds of formula IA* where R 4 is F and R 5is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 215: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 216: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 217: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 218: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 219: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 220: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 221: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 222: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 223: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 224: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 225: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 226: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 227: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 228: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6bis F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 229: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 230: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 231: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 232: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 233: Compounds of formula IA* where R 4 is F and R 5is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 234: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 235: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 236: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 237: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 238: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 239: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 240: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 241: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 242: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 243: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 244: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 245: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 246: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 247: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6bis F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 248: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 249: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 250: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 251: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 252: Compounds of formula IA* where R 4 is Cl and R 5is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 253: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 254: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 255: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 256: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 257: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 258: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 259: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 260: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 261: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 262: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 263: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 264: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 265: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 266: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6bis F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 267: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 268: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 269: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 270: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 271: Compounds of formula IA* where R 4 is Cl and R 5is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 272: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 273: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 274: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 275: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 276: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 277: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 278: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 279: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 280: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 281: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 282: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 283: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 284: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 285: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 286: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 287: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 288: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 289: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 290: Compounds of formula IA* where R 4 is CH3 and R5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 291: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 292: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 293: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 294: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 295: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 296: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 297: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 298: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 299: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R3 ) n (each combination corresponds to one column of Table A) Table 300: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 301: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 302: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 303: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 304: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6ais 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 305: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 306: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 307: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 308: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 309: Compounds of formula IA* where R4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 310: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 311: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 312: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 313: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 314: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 315: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 316: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 317: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 318: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6bis F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 319: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 320: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is F and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 321: Compounds of formula IA* where R 4 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 322: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 323: Compounds of formula IA* where R 4 is H and R 5is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 324: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 325: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 326: Compounds of formula IA* where R 4 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 327: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 328: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 329: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 330: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 331: Compounds of formula IA* where R 4 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 332: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 333: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 334: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 335: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 336: Compounds of formula IA* where R 4 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 337: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6bis Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 338: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 339: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 340: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 341: Compounds of formula IA* where R 4 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 342: Compounds of formula IA* where R 4 is H and R 5is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 343: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 344: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 345: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 346: Compounds of formula IA* where R 4 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 347: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 348: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 349: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 350: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 351: Compounds of formula IA* where R 4 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 352: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 353: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 354: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 355: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 356: Compounds of formula IA* where R 4 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6bis Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 357: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 358: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 359: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 360: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 361: Compounds of formula IA* where R 4 is F and R 5is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 362: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 363: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 364: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 365: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 366: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 367: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 368: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 369: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 370: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 371: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 372: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 373: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 374: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 375: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6bis Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 376: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 377: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 378: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 379: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 380: Compounds of formula IA* where R 4 is F and R 5is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 381: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 382: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 383: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 384: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 385: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 386: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 387: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 388: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 389: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 390: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 391: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 392: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 393: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 394: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6bis Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 395: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 396: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 397: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 398: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 399: Compounds of formula IA* where R 4 is F and R 5is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 400: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 401: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 402: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 403: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 404: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 405: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 406: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 407: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 408: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3) n (each combination corresponds to one column of Table A) Table 409: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 410: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 411: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 412: Compounds of formula IA* (where R 4 is Cl and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 413: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 414: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 415: Compounds of formula IA* (where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 416: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 417: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 418: Compounds of formula IA* (wherein R 4 is Cl and R5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 419: Compounds of formula IA* (wherein R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 420: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 421: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 422: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 423: Compounds of formula IA* (where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 424: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 425: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 426: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 427: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R3 ) n (each combination corresponds to one column of Table A) Table 428: Compounds of formula IA* (where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 429: Compounds of formula IA* (where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 430: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 431: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 432: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q3, and R 6ais 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 433: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 434: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 435: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 436: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 437: Compounds of formula IA* where R4 is Cl and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 438: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 439: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 440: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 441: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 442: Compounds of formula IA* (where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 443: Compounds of formula IA* (where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 444: Compounds of formula IA* (where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 445: Compounds of formula IA* (where R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 446: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6bis Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 447: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 448: Compounds of formula IA* (where R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 449: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 450: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 451: Compounds of formula IA* (where R 4 is CH3 and R5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 452: Compounds of formula IA* (where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 453: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 454: Compounds of formula IA* (where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 455: Compounds of formula IA* (where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 456: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 457: Compounds of formula IA* (where R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 458: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 459: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 460: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6bis Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 461: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 462: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 463: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 464: Compounds of formula IA* (where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 465: Compounds of formula IA* where R 4 is CH3 and R5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 466: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 467: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 468: Compounds of formula IA* (where R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 469: Compounds of formula IA* (where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 470: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 471: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 472: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 473: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 474: Compounds of formula IA* (where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6bis Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 475: Compounds of formula IA* (where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 476: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 477: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 478: Compounds of formula IA* (where R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 479: Compounds of formula IA* (wherein R 4 is CH3 and R5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 480: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is Cl and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 481: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 482: Compounds of formula IA* (where R 4 is H and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 483: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 484: Compounds of formula IA* (where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 485: Compounds of formula IA* (where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 486: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 487: Compounds of formula IA* (where R 4 is H and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 488: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R3 ) n (each combination corresponds to one column of Table A) Table 489: Compounds of formula IA* (where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 490: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 491: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 492: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 493: Compounds of formula IA* (where R 4 is H and R 5 is Cl, Z is Q3, and R 6ais 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 494: Compounds of formula IA* (where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 495: Compounds of formula IA* (where R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 496: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 497: Compounds of formula IA* (wherein R 4 is H and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 498: Compounds of formula IA* (where R4 is H and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 499: Compounds of formula IA* (wherein R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 500: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 501: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 502: Compounds of formula IA* (wherein R 4 is H and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 503: Compounds of formula IA* (wherein R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 504: Compounds of formula IA* (wherein R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 505: Compounds of formula IA* (wherein R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 506: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 507: Compounds of formula IA* (wherein R 4 is H and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6bis methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 508: Compounds of formula IA* (wherein R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 509: Compounds of formula IA* (where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 510: Compounds of formula IA* (wherein R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 511: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 512: Compounds of formula IA* where R 4 is H and R 5is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 513: Compounds of formula IA* (wherein R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 514: Compounds of formula IA* (where R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 515: Compounds of formula IA* (wherein R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 516: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 517: Compounds of formula IA* (where R 4 is H and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 518: Compounds of formula IA* (wherein R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 519: Compounds of formula IA* (wherein R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 520: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 521: Compounds of formula IA* (where R 4 is F and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3) n (each combination corresponds to one column of Table A) Table 522: Compounds of formula IA* (wherein R 4 is F and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 523: Compounds of formula IA* (where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 524: Compounds of formula IA* (where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 525: Compounds of formula IA* (wherein R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 526: Compounds of formula IA* (where R 4 is F and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 527: Compounds of formula IA* (where R 4 is F and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 528: Compounds of formula IA* (where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 529: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 530: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 531: Compounds of formula IA* (where R 4is F and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 532: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 533: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 534: Compounds of formula IA* (where R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 535: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 536: Compounds of formula IA* (where R 4 is F and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 537: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 538: Compounds of formula IA* (wherein R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 539: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 540: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6bis methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 541: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 542: Compounds of formula IA* (where R 4 is F and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 543: Compounds of formula IA* (where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 544: Compounds of formula IA* (where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 545: Compounds of formula IA* (where R 4 is F and R 5is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 546: Compounds of formula IA* (where R 4 is F and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 547: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 548: Compounds of formula IA* (where R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 549: Compounds of formula IA* (where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 550: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 551: Compounds of formula IA* (wherein R 4 is F and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 552: Compounds of formula IA* (where R 4 is F and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 553: Compounds of formula IA* (where R 4 is F and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 554: Compounds of formula IA* (where R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3) n (each combination corresponds to one column of Table A) Table 555: Compounds of formula IA* (where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 556: Compounds of formula IA* (where R 4 is F and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 557: Compounds of formula IA* (where R 4 is F and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 558: Compounds of formula IA* (wherein R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 559: Compounds of formula IA* (wherein R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 560: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 561: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 562: Compounds of formula IA* (where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 563: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 564: Compounds of formula IA* (where R 4is Cl and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 565: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 566: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 567: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 568: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 569: Compounds of formula IA* (where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 570: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 571: Compounds of formula IA* (wherein R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 572: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 573: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6bis methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 574: Compounds of formula IA* (where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 575: Compounds of formula IA* (wherein R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 576: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 577: Compounds of formula IA* (wherein R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 578: Compounds of formula IA* (wherein R 4 is Cl and R5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 579: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 580: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 581: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 582: Compounds of formula IA* (where R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 583: Compounds of formula IA* (where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 584: Compounds of formula IA* (where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 585: Compounds of formula IA* (where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 586: Compounds of formula IA* (where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 587: Compounds of formula IA* (wherein R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6bis methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 588: Compounds of formula IA* (wherein R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 589: Compounds of formula IA* (wherein R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 590: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 591: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 592: Compounds of formula IA* where R 4 is Cl and R5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 593: Compounds of formula IA* (where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 594: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 595: Compounds of formula IA* (wherein R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 596: Compounds of formula IA* (wherein R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 597: Compounds of formula IA* (wherein R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 598: Compounds of formula IA* (wherein R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 599: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 600: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 601: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6bis methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 602: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 603: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 604: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 605: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 606: Compounds of formula IA* (wherein R 4 is CH3 and R5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 607: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 608: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 609: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 610: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 611: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 612: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 613: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 614: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 615: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 616: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 617: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 618: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 619: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 620: Compounds of formula IA* where R 4is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 621: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 622: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 623: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 624: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 625: Compounds of formula IA* (where R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 626: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 627: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 628: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 629: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 630: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 631: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 632: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 633: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 634: Compounds of formula IA* where R 4is CH3 and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 635: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 636: Compounds of formula IA* where R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 637: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 638: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 639: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 640: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is methyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 641: Compounds of formula IA* where R 4 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 642: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 643: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6bis cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 644: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 645: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 646: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 647: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 648: Compounds of formula IA* (wherein R 4is H and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 649: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 650: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 651: Compounds of formula IA* where R 4 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 652: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 653: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 654: Compounds of formula IA* (wherein R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 655: Compounds of formula IA* (wherein R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 656: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 657: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 658: Compounds of formula IA* (wherein R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 659: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 660: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 661: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 662: Compounds of formula IA* (where R4 is H and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 663: Compounds of formula IA* (where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 664: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 665: Compounds of formula IA* (where R 4 is H and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 666: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 667: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 668: Compounds of formula IA* (wherein R 4 is H and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 669: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 670: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 671: Compounds of formula IA* (where R 4 and R 5 is H, Z is Q3, and R 6ais 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 672: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 673: Compounds of formula IA* where R 4 is H and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 674: Compounds of formula IA* (wherein R 4 is H and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 675: Compounds of formula IA* (where R 4 is H and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 676: Compounds of formula IA* (wherein R 4 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 677: Compounds of formula IA* where R 4 is H and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 678: Compounds of formula IA* (wherein R 4 is H and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 679: Compounds of formula IA* where R 4 is H and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 680: Compounds of formula IA* where R 4 is H and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1, X and (R 3 ) n (each combination corresponds to one column of Table A) Table 681: Compounds of formula IA* (wherein R 4 is F and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 682: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 683: Compounds of formula IA* (where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 684: Compounds of formula IA* (wherein R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 685: Compounds of formula IA* (wherein R 4 is F and R 5is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 686: Compounds of formula IA* (wherein R 4 is F and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 687: Compounds of formula IA* (wherein R 4 is F and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 688: Compounds of formula IA* (wherein R 4 is F and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 689: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 690: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 691: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 692: Compounds of formula IA* (wherein R 4 is F and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 693: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 694: Compounds of formula IA* (wherein R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 695: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 696: Compounds of formula IA* (wherein R 4 is F and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 697: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 698: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 699: Compounds of formula IA* (wherein R4 is F and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 700: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 701: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 702: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 703: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 )n (each combination corresponds to one column of Table A) Table 704: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 705: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 706: Compounds of formula IA* where R 4 is F and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 707: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 708: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q2, and R 6ais 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 709: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 710: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 711: Compounds of formula IA* (wherein R 4 is F and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 712: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 713: Compounds of formula IA* where R 4 is F and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 714: Compounds of formula IA* (wherein R 4 is F and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 715: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 716: Compounds of formula IA* (wherein R 4 is F and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 717: Compounds of formula IA* where R 4 is F and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1, X and (R 3 ) n (each combination corresponds to one column of Table A) Table 718: Compounds of formula IA* (wherein R 4 is F and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 719: Compounds of formula IA* where R 4 is F and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 720: Compounds of formula IA* where R 4 is F and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 721: Compounds of formula IA* (wherein R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 722: Compounds of formula IA* where R 4 is Cl and R 5is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 723: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 724: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 725: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 726: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 727: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 728: Compounds of formula IA* (where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 729: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 730: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 731: Compounds of formula IA* (wherein R 4 is Cl and R 5 is H, Z is Q3, and R 6ais 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 732: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 733: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 734: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 735: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 736: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 737: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 738: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 739: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 740: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 741: Compounds of formula IA* (wherein R 4 is Cl and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 742: Compounds of formula IA* (wherein R 4 is Cl and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 743: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 744: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 745: Compounds of formula IA* where R 4 is Cl and R 5is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 746: Compounds of formula IA* (wherein R 4 is Cl and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 747: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 748: Compounds of formula IA* where R 4 is Cl and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 749: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 750: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 751: Compounds of formula IA* where R 4 is Cl and R 5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 752: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 753: Compounds of formula IA* (wherein R 4 is Cl and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 754: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q3, and R 6ais 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 755: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 756: Compounds of formula IA* (wherein R 4 is Cl and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 757: Compounds of formula IA* where R 4 is Cl and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 758: Compounds of formula IA* (wherein R 4 is Cl and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 759: Compounds of formula IA* where R 4 is Cl and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 760: Compounds of formula IA* where R 4 is Cl and R 5 is cC3H5, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 761: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 762: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 763: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 764: Compounds of formula IA* (where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 765: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 766: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 767: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 768: Compounds of formula IA* where R 4 is CH3 and R5 is Cl, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 769: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 770: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 771: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 772: Compounds of formula IA* (where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 773: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 774: Compounds of formula IA* (where R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 and X and (R 3 ) n (each combination corresponds to one column of Table A) Table 775: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 776: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 777: Compounds of formula IA* where R 4 is CH3 and R 5 is F, Z is Q4, and R 6ais 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 778: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 779: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 780: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6a is 2-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 781: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 782: Compounds of formula IA* (where R 4 is CH3 and R 5 is F, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 783: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 784: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 785: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is cC3H5, Z is Q1, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 786: Compounds of formula IA* (where R 4 is CH3 and R 5 is H, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 787: Compounds of formula IA* (where R 4 is CH3 and R 5 is F, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 788: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is Cl, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 789: Compounds of formula IA* where R 4 is CH3 and R 5 is CH3, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 790: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q2, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 791: Compounds of formula IA* (wherein R 4 is CH3 and R5 is H, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 792: Compounds of formula IA* (where R 4 is CH3 and R 5 is F, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 793: Compounds of formula IA* where R 4 is CH3 and R 5 is Cl, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 794: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is CH3, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 795: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is cC3H5, Z is Q3, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n(each combination corresponds to one column of Table A) Table 796: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is H, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 797: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is F, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 798: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is Cl, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 799: Compounds of formula IA* (wherein R 4 is CH3 and R 5 is CH3, Z is Q4, and R 6a is 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 800: Compounds of formula IA* where R 4 is CH3 and R 5 is cC3H5, Z is Q4, and R 6ais 3-pyridyl and R 6b is cyclopropyl, and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 801: Compounds of formula IB* (where R 4 is H and R 5 is H, Z is Q1, and R 6a is H and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 802: Compounds of formula IB* where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is H and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 803: Compounds of formula IB* (where R 4 is H and R 5 is Br, Z is Q1, and R 6a is H and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 804: Compounds of formula IB* (where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 805: Compounds of formula IB* where R 4 is H and R5 is Br, Z is Q1, and R 6a is 2-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 806: Compounds of formula IB* (where R 4 is H and R 5 is Cl, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 807: Compounds of formula IB* where R 4 is H and R 5 is Br, Z is Q1, and R 6a is 3-pyridyl and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 808: Compounds of formula IB* where R 4 is H and R 5 is H, Z is Q2, and R 6a is CN and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 809: Compounds of formula IB* where R 4 is H and R 5 is Cl, Z is Q2, and R 6a is CN and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A) Table 810: Compounds of formula IB* where R 4 is H and R 5 is Br, Z is Q2, and R 6a is CN and R 6b is H and R for the compound 1 , X and (R 3 ) n (each combination corresponds to one column of Table A)

[0099] [Table 1]

[0100] [Table 2]

[0101] [Table 3]

[0102] [Table 4]

[0103] [Table 5]

[0104] [Table 6]

[0105] [Table 7]

[0106] The term "compounds of the invention" refers to compounds of Formula I or "Compound I," including salts, tautomers, stereoisomers, and N-oxides thereof.

[0107] The present invention also relates to an agrochemical composition comprising an adjuvant and at least one compound I.

[0108] The pesticidal composition comprises a pesticidally effective amount of Compound I.

[0109] Compound I can be converted into conventional pesticide compositions, such as solutions, emulsions, suspensions, dusts, powders, pastes, granules, compacts, capsules, and mixtures thereof. Examples of composition types are suspensions (e.g., SC, OD, FS), emulsifiable concentrates (e.g., EC), emulsifiable concentrates (e.g., EW, EO, ES, ME), capsules (e.g., CS, ZC), pastes, pastilles, wettable powders or dusts (e.g., WP, SP, WS, DP, DS), compacts (e.g., BR, TB, DT), granules (e.g., WG, SG, GR, FG, GG, MG), insecticidal articles (e.g., LN), and gel formulations (e.g., GF) for the treatment of plant propagation materials (e.g., seeds). These and other composition types are defined in "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6th Ed. May 2008, CropLife International. The compositions are prepared in known manner, for example as described in Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.

[0110] Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners, wetting agents, repellents, attractants, feeding stimulants, compatibilizers, bactericides, antifreeze agents, antifoaming agents, colorants, tackifiers and binders.

[0111] Suitable solvents and liquid carriers are water and organic solvents. Suitable solid carriers or fillers are minerals.

[0112] Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, and polyelectrolytes. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids, or adjuvants. Surfactants are listed in McCutcheon's, Vol. 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International or North American Ed.). Suitable anionic surfactants are alkali, alkaline earth, or ammonium salts of sulfonates, sulfates, phosphates, and carboxylates. Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar surfactants, and polymeric surfactants. Suitable cationic surfactants are quaternary surfactants.

[0113] The pesticide composition generally contains 0.01 to 95% by weight, preferably 0.1 to 90% by weight, and most preferably 0.5 to 75% by weight of the active substance. The active substance is used at a purity of 90% to 100%, preferably 95% to 100%.

[0114] Various types of oils, wetting agents, adjuvants or fertilizers can be added to the active substances or compositions containing them as premixes or, if appropriate, added just before use (tank mix). These agents can be mixed with the compositions according to the invention in a weight ratio of 1:100 to 100:1.

[0115] The user typically applies the compositions according to the invention from a predosage device, backpack sprayer, spray tank, spray aircraft or irrigation system. Typically, the agrochemical composition is made up to the desired application concentration with water, buffers and / or further adjuvants, thus obtaining a ready-to-use spray solution or agrochemical composition according to the invention. Typically, 20 to 2000 liters of ready-to-use spray solution are applied per hectare of agriculturally effective area.

[0116] Compound I is suitable for use in protecting crops, plants, plant propagation material (e.g., seeds), or the soil or water in which plants are growing, from attack or infestation by animal pests. Accordingly, the present invention also relates to a method for protecting plants, which method comprises contacting a crop, plant, plant propagation material, such as seeds, or the soil or water in which plants are growing, to be protected from attack or infestation by animal pests, with a pesticidally effective amount of compound I.

[0117] Compound I is also suitable for use in combating or controlling animal pests. Accordingly, the present invention also relates to a method for combating or controlling animal pests, which comprises contacting animal pests, their habitats, breeding places or food sources, or crops, plants, plant propagation materials, such as seeds, or soil or areas, materials or environments in which animal pests are growing or may grow, with a pesticidally effective amount of compound I.

[0118] Compound I is effective against all developmental stages, including eggs, larvae, pupae and adults, both through contact and ingestion.

[0119] The compounds I can be applied on their own or in the form of compositions containing them.

[0120] Application can be carried out both before and after infestation of the crop, plant or plant propagation material by pests.

[0121] The term "contact" includes both direct contact (applying a compound / composition directly to an animal pest or plant) and indirect contact (applying a compound / composition to a habitat).

[0122] The term "animal pests" includes arthropods, gastropods and nematodes. Preferred animal pests according to the invention are arthropods, preferably insects and arachnids, especially insects.

[0123] The term "plant" refers to cereals such as durum and other wheat, rye, barley, triticale, oats, rice or corn (including feed corn and sugar corn). maize) / sweet corn and field corn); beets, e.g., sugar beet or fodder beet; fruits, e.g., pome fruits, stone fruits or soft fruits, e.g., apple, pear, plum, peach, nectarine, almond, cherry, papaya, strawberry, raspberry, blackberry or gooseberry; legumes, e.g., pea, lentil, pea, alfalfa or soybean; oil plants, e.g., rapeseed (rapeseed), oilseed rape, mustard, olive, sunflower, palm, cocoa bean, castor bean, oil palm, groundnut or soybean; cucurbits, e.g., eggplant, pumpkin, cucumber or melon; fibre plants, e.g., cotton, flax, hemp or jute; citrus fruits, e.g. oranges, lemons, grapefruit or mandarins; vegetables such as eggplant, spinach, lettuce (e.g. iceberg lettuce), chicory, cabbage, asparagus, cabbage, carrot, onion, garlic, leek, tomato, potato, melon or sweet pepper; lauraceae plants such as avocado, cinnamon or camphor; energy plants and raw material plants such as maize, soybean, oilseed rape, sugarcane or oil palm; tobacco; nuts such as walnuts; pistachios; coffee; tea; bananas; vines; hops; sweetleaf (stevia); natural rubber plants or ornamental plants and forest plants, shrubs, broadleaf or evergreen trees, eucalyptus; turf; lawn; grasses. Preferred plants include potato, sugar beet, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybean, rapeseed, legumes, sunflower, coffee or sugarcane; fruits; vines, ornamental plants; or vegetables such as cucumber, tomato, bean or pumpkin.

[0124] The term "seed" includes seeds and plant propagules, including true seeds, seed pieces, suckers, corms, bulbs, fruits, tubers, grains, cuttings and cut shoots, and preferably means true seeds.

[0125] "Pesticidally effective amount" means the amount of active ingredient required to achieve an observable effect on growth, including necrosis, killing, retardation, prevention and removal, destruction, or otherwise reducing the appearance and activity of target organisms. Pesticidally effective amounts may vary for various compounds / compositions used in the present invention. The pesticidally effective amount of the composition also varies depending on prevailing conditions (e.g., desired pesticidal effect and duration, weather, target species, habitat, mode of application, etc.).

[0126] When used to treat crop plants, for example by foliar application, the amount of active ingredient of the invention applied may range from 0.0001 g to 4000 g per hectare, for example from 1 g to 2 kg per hectare or from 1 g to 750 g per hectare, desirably from 1 g to 100 g per hectare.

[0127] Compound I is also suitable for use against non-crop insect pests, where it can be used as a bait composition, a gel, a general insect spray, an aerosol, an ultra-low volume application, and a mosquito net (impregnation or surface application).

[0128] The term "non-crop insect pests" refers to pests that are particularly associated with non-crop targets, such as ants, termites, wasps, flies, ticks, mosquitoes, bedbugs, crickets or cockroaches, such as Aedes aegypti, Musca domestica, Tribolium spp.; termites, such as Reticulitermes flavipes, Coptotermes formosanus, etc.; cockroaches, such as Blatella germanica, Periplaneta americana, etc.; ants, such as Solenopsis invicta, Linepithema humile and Camponotus pennsylvanicus. The bait can be a liquid, solid, or semi-solid preparation (e.g., a gel). For use in a bait composition, the typical content of active ingredient is 0.001% to 15% by weight, preferably 0.001% to 5% by weight, of the active compound.

[0129] Compound I and compositions thereof can be used to protect wooden materials (e.g., trees, board fences, railroad ties, framing, artistic artifacts, etc.) and buildings, as well as construction materials, furniture, leather, textiles, vinyl products, electrical wires and cables, from ants, termites, and / or wood- or textile-destroying beetles, and to control damage caused by ants and termites to crops or humans (e.g., when the pests invade homes and public facilities or build nests in gardens, orchards, or parks).

[0130] The usual application rate when protecting materials is, for example, 1 m of treated material. 2 The amount of active compound is 0.001 g to 2000 g, or 0.01 g to 1000 g, preferably 1 m 2 Each serving weighs between 0.1g and 50g.

[0131] Insecticidal compositions for use in impregnating materials typically contain from 0.001 to 95% by weight, preferably from 0.1 to 45% by weight, more preferably from 1 to 25% by weight of at least one repellent and / or insecticide.

[0132] The compounds of the present invention are effective against animal pests, such as: Sub-orders of the Auchenorrhyncha, such as Amrasca biguttula, Empoasca spp., Nephotettix virescens, Sogatella furcifera, Mahanarva spp., Laodelphax striatellus, Nilaparvata lugens, Diaphorina citri; Lepidoptera, e.g. Helicoverpa spp., Heliothis virescens, Lobesia botrana, Ostrinia nubilalis, Plutella xylostella, Pseudoplusia includens, Scirpophaga incertulas, Spodoptera spp., Trichoplusia ni, Tuta absoluta, Cnaphalocrocis medinalis, Cydia pomonella pomonella, Chilo suppressalis, Anticarsia gemmatalis, Agrotis ipsilon, Chrysodeixis includens; Hemiptera (True bugs), such as Lygus spp., stink bugs, such as Euschistus spp., Halyomorpha halys, Nezara viridula, Piezodorus guildinii, Dichelops furcatus, etc.; Thrips, e.g. Frankliniella spp., Thrips spp., Dichromothrips corbettii; Aphids, such as Acyrthosiphon pisum, Aphis spp., Myzus persicae, Rhopalosiphum spp., Schizaphis graminum, Megoura viciae; Whiteflies, e.g., Trialeurodes vaporariorum, Bemisia spp.; Coleoptera, e.g., Phyllotreta spp., Melanotus spp., Meligethes aeneus, Leptinotarsa ​​decimlineata, Ceutorhynchus spp., Diabrotica spp., Anthonomus grandis, Atomaria linearia, Agriotes spp., Epilachna spp.; Flies, such as Delia spp., Ceratitis capitate, Bactrocera spp., Liriomyza spp.; Coccoidea, e.g., Aonidiella aurantia, Ferrisia virgate; Arthropods (mites) of the class Arachnida, such as Penthaleus major, Tetranychus spp.; Nematodes, such as Heterodera glycines, Meloidogyne spp., Pratylenchus spp., and Caenorhabditis elegans They are particularly suitable for the efficient control of arthropods, including insects, and nematodes from plants.

[0133] Compound I is suitable for use in the treatment or protection of animals against parasitic infestation or infection. Accordingly, the present invention also relates to the use of a compound of the present invention for the manufacture of a medicament for treating or protecting an animal against parasitic infestation or infection. Furthermore, the present invention relates to a method for treating or protecting an animal against parasitic infestation and infection, which method comprises orally, topically or parenterally administering or applying to the animal a parasiticidally effective amount of Compound I.

[0134] The present invention also relates to the non-therapeutic use of the compounds of the present invention for treating or protecting animals against parasitic infestation and infection. Furthermore, the present invention relates to a non-therapeutic method of treating or protecting animals against parasitic infestation and infection, which method comprises applying to a locus a parasiticidally effective amount of Compound I.

[0135] The compounds of the present invention are further suitable for use in combating or controlling parasites in and on animals. Additionally, the present invention relates to a method of combating or controlling parasites in and on animals, which method comprises contacting the parasites with a parasiticidally effective amount of Compound I.

[0136] The present invention also relates to the non-therapeutic use of Compound I for combating or eliminating parasites. Furthermore, the present invention relates to a non-therapeutic method for combating or controlling parasites, which method comprises applying a parasiticidally effective amount of Compound I to a locus.

[0137] Compound I can be effective both through contact (via soil, glass, walls, mosquito nets, carpets, blankets or animal parts) and ingestion (e.g., bait). Furthermore, Compound I can be applied to any and all growth stages.

[0138] The compounds I can be applied on their own or in the form of compositions containing them. The term "habitat" means the habitat, food source, breeding place, area, material or environment in which the parasite grows or can grow outside of an animal.

[0139] As used herein, the term "parasite" includes endoparasites and ectoparasites. In some embodiments of the present invention, endoparasites may be preferred. In other embodiments, ectoparasites may be preferred. Infestations of warm-blooded animals and fish include lice, biting lice, ticks, bot flies, hood flies, stable flies, muscoid flies, flies, myiasitic fly larvae, chiggers, black flies, mosquitoes, and fleas.

[0140] The compounds of the present invention are particularly useful for combating the following parasites: Cimex lectularius, Rhipicephalus sanguineus and Ctenocephalides felis.

[0141] As used herein, the term "animal" includes warm-blooded animals (including humans) and fish. Mammals such as cattle, sheep, pigs, camels, deer, horses, pigs, poultry, rabbits, goats, dogs and cats, buffalo, donkeys, fallow deer and reindeer, and also fur animals such as mink, chinchilla and raccoon, birds such as hens, geese, turkeys and ducks, and fish such as freshwater and saltwater fish, e.g., trout, carp and eels, are preferred. Domestic animals such as dogs or cats are particularly preferred.

[0142] Compound I may be applied in a total amount of 0.5 mg / kg to 100 mg / kg per day, preferably 1 mg / kg to 50 mg / kg per day.

[0143] For oral administration to warm-blooded animals, Compound I can be formulated as animal feed, animal feed premix, animal feed concentrate, pill, liquid, paste, suspension, drench, gel, tablet, bolus, and capsule. For oral administration, the selected dosage form should provide the animal with 0.01 mg to 100 mg of Compound I per kg of animal body weight per day, preferably 0.5 mg to 100 mg of Compound I per kg of animal body weight per day.

[0144] Alternatively, Compound I can be administered to animals parenterally, for example, by intraruminal, intramuscular, intravenous, or subcutaneous injection. Compound I can be dispersed or dissolved in a physiologically acceptable carrier for subcutaneous injection. Alternatively, Compound I can be formulated into an implant for subcutaneous administration. In addition, Compound I can be administered transdermally to animals. For parenteral administration, the dosage form selected should provide the animal with 0.01 mg / kg to 100 mg / kg of animal body weight of Compound I per day.

[0145] Compound I can also be applied topically to animals in the form of dips, powders, dusts, collars, medallions, sprays, shampoos, spot-on and pour-on formulations, ointments, or oil-in-water or water-in-oil emulsions. For topical application, dips and sprays usually contain 0.5 ppm to 5,000 ppm, preferably 1 ppm to 3,000 ppm, of Compound I. Furthermore, Compound I can be formulated as an ear tag for animals, particularly quadrupeds, such as cattle and sheep.

[0146] Oral solutions are administered directly.

[0147] Solutions for use on the skin may be dripped, spread, rubbed, sprinkled or sprayed.

[0148] The gel is applied or spread on the skin or introduced into a body cavity.

[0149] Pour-on formulations are applied or sprayed onto a limited area of ​​the skin, allowing the active compound to penetrate the skin and act systemically. Pour-on formulations are prepared by dissolving, suspending, or emulsifying the active compound in a suitable skin-compatible solvent or solvent mixture.

[0150] The emulsion may be administered orally, dermally, or as an injection.

[0151] Suspensions may be administered orally or topically / dermally.

[0152] Semi-solid preparations may be administered orally or topically / transdermally.

[0153] For the production of solid preparations, the active compound is mixed with suitable excipients and, if appropriate with the addition of auxiliaries, brought into the desired form.

[0154] The compositions that can be used in the present invention can generally contain Compound I in an amount of about 0.001 to 95%.

[0155] The ready-to-use preparations contain compounds acting against parasites (preferably ectoparasites) in a concentration of 10 ppm to 80% by weight, preferably 0.1 to 65% by weight, more preferably 1 to 50% by weight, most preferably 5 to 40% by weight.

[0156] The preparations, which are diluted before use, contain the compound acting against ectoparasites in a concentration of 0.5 to 90% by weight, preferably 1 to 50% by weight.

[0157] Furthermore, the preparation contains the compound of formula I against endoparasites in a concentration of 10 ppm to 2% by weight, preferably 0.05 to 0.9% by weight, very particularly preferably 0.005 to 0.25% by weight.

[0158] Solid formulations releasing the compounds of the present invention may be applied in a total amount of 10 mg / kg to 300 mg / kg of treated animal body weight, preferably 20 mg / kg to 200 mg / kg of treated animal body weight, most preferably 25 mg / kg to 160 mg / kg of treated animal body weight, over a period of 3 weeks.

[0159] A. Preparation example The compounds were characterized by their mass-to-charge ratio ([m / z]) and retention time (RT; [min]) as determined by melting point determination, NMR spectroscopy or mass spectrometry (MS) coupled with HPLC analysis (HPLC-MS = high performance liquid chromatography coupled to mass spectrometry) or LC analysis (LC-MS = liquid chromatography coupled to mass spectrometry). Method A: LC Agilent 1200 Series G1315D, MS Agilent 6100 Series G6120B; Column: Poroshell 120 SB-C18 4.6x30mm 2.7µm; Mobile phase: A: water (0.1% formic acid), B: ACN (0.1% formic acid); Temperature: 60°C; Gradient: 1% B to 100% B in 1.5 min; 100% B in 0.18 min; Flow rate: 3mL / min; MS: ESI positive; Mass range (m / z): 83-600. Method B: Shimadzu LC-30AD MSD: LCMS-2020; Column: Luna-C18 3 μm 2.0 x 30 mm; Mobile phase: A: water + 0.04% TFA; B: ACN + 0.02% TFA; Temperature: 40 °C; Gradient: 5% B to 95% B in 1.6 min; 95% B to 100% B in 0.9 min; 100% B to 5% B in 0.02 min; 5% B in 0.48 min; Flow rate: 0.8 mL / min; MS: ESI positive; Mass range: 50–2000. Method C: Shimadzu LC-20ADXR MSD: LCMS-2020; Column: Halo C18 5 μm 3.0 x 30 mm; Mobile phase: A: water + 0.04% TFA; B: ACN + 0.02% TFA; Temperature: 40 °C; Gradient: 5% B to 95% B in 3.5 min; 95% B in 1.0 min; Flow rate: 1.0 mL / min; MS: ESI positive; Mass range: 50–2000. Method D: Shimadzu Nexera UHPLC + Shimadzu LCMS-2020, ESI; Column: Kinetex 1.7μ XB-C18 100A, 2.1x50mm; Mobile phase: A: water + 0.1% TFA; B: ACN; Temperature: 60 °C; Gradient: 5% B to 100% B in 1.5 min; 100% B in 0.25 min; Flow rate: 0.8 mL / min to 1.0 mL / min in 1.5 min; MS: ESI positive; Mass range (m / z): 100-700. [Example]

[0160] Example 1: Preparation of 3-chloro-N-[1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-5-(trifluoromethyl)benzamide (I-3) Step 1: Preparation of 6-chloro-3-(triazol-2-yl)pyridine-2-carboxylic acid To a solution of 3-bromo-6-chloro-pyridine-2-carboxylic acid (5 g, 21 mmol) in dioxane (80 mL) and HO (0.3 mL) was added 2H-1,2,3-triazole (2.92 g, 42.3 mmol), CsCO (13.74 g, 42.3 mmol), and N,N'-dimethylcyclohexane-1,2-diamine (2.92 mg, 42.3 mmol) at 20 °C, and the resulting mixture was stirred for 10 min. CuI (0.406 mg, 42.3 mmol) was added at 20 °C. The mixture was stirred at 80 °C for 16 h, at which time it was judged complete by LCMS. The reaction mixture was quenched with HO (50 mL), the pH was adjusted to pH = 2 with aq. HCl (2 N), and the resulting mixture was extracted with EtOAc (15 mL x 3). The combined organic layers were washed with brine (50 mL), dried over Na2SO4 and concentrated to give 6-chloro-3-(triazol-2-yl)pyridine-2-carboxylic acid (3 g, crude) as a yellow solid, which was used in the next step without further purification.

[0161] Step 2: Preparation of 6-chloro-N-methoxy-N-methyl-3-(triazol-2-yl)pyridine-2-carboxamide To a solution of 6-chloro-3-(triazol-2-yl)pyridine-2-carboxylic acid (2 g, 8.93 mmol) in DMF (20 mL) was added N,N-diisopropylethylamine (2.3 g, 35.7 mmol) and (1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (3.4 g, 17.85 mmol) at 0° C. The mixture was stirred at 0° C. for 30 min. A solution of N,O-dimethylhydroxylamine hydrochloride (0.653 g, 13.4 mmol) was added at 0° C. The mixture was heated to 15° C. The temperature was increased and further stirred for 16 hours, at which time completion was judged by TLC (EtOAc:EtOH = 1:1). The mixture was quenched with HO (30 mL) and extracted with EtOAc (10 mL × 3). The combined organic layers were washed with brine (10 mL × 3), dried over NaSO, filtered, and concentrated. The residue was purified by column chromatography on silica gel (PE / EtOAc = 100:0 to 43:56) to afford 6-chloro-N-methoxy-N-methyl-3-(triazol-2-yl)pyridine-2-carboxamide (1 g, 42% yield) as a yellow solid. 1 H-NMR(400MHz,CDCl3)δ= 8.36(d,J=8.63Hz,1H),7.82(s,2H),7.45-7.54(m,1H),3.49(s,3H),3.31(s,3H).

[0162] Step 3: Preparation of 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethanone To a solution of 6-chloro-N-methoxy-N-methyl-3-(triazol-2-yl)pyridine-2-carboxamide (0.8 g, 2.99 mmol) in THF (10 mL) at 0 °C was added MeMgBr (3 M, 3.9 ml, 11.98 mmol). The mixture was allowed to warm to 20 °C with stirring for 12 h, at which time it was judged complete by LCMS. The reaction mixture was quenched with aq. sat. NH4Cl (20 mL) and extracted with EtOAc (10 mL x 3). The organic layer was washed with brine (20 mL), dried over Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel (PE / EtOAc = 100:0 to 25:75) to afford 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethanone (300 mg, 45% yield) as a yellow solid. 1 H-NMR(400MHz, CDCl3)δ= 8.23(d,J=8.58Hz,1H),7.86(s,2H),7.56(d,J=8.46Hz,1H),2.70(s,3H).

[0163] Step 4: Preparation of 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethanamine To a solution of 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethanone (0.168 g, 0.757 mmol) in MeOH (30 mL) was added NHOAc (583 mg, 7.57 mmol). The resulting mixture was stirred at 25 °C for 0.5 h. NaBHCN (95 mg, 1.514 mmol) was then added, and the mixture was stirred at 25 °C for 0.5 h. The reaction mixture was then stirred at 30 °C for 12 h, at which time it was judged complete by LCMS. The mixture was concentrated, brine (30 mL) was added, and the resulting mixture was extracted with DCM / IPA (3:1, 10 mL x 3). The organic layer was dried over Na2SO4, filtered, and concentrated to give 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethanamine (0.193 g, crude) as a yellow oil, which was used in the next step without further purification.

[0164] Step 5: Preparation of 3-chloro-N-[1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-5-(trifluoromethyl)benzamide (I-3) To a solution of 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethanamine (0.15 g, 0.67 mmol) in MeCN (3 mL) was added N-methylimidazole (0.11 g, 1.34 mmol), N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate (0.188 g, 0.67 mmol), and 3-chloro-5-(trifluoromethyl)benzoic acid (0.1 g, 0.447 mmol) at 20 °C. The resulting mixture was stirred at the same temperature for 12 h until complete by LCMS. The reaction mixture was quenched with HO (10 mL) and extracted with EtOAc (3 mL x 3). The combined organic layers were concentrated, and the residue was purified by preparative HPLC (NH4HCO3) to give 3-chloro-N-[1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-5-(trifluoromethyl)benzamide (I-3, 78 mg, 39% yield) as a white solid. 1 H-NMR(400MHz,CDCl3)δ= 8.13(d,J=8.50Hz,1H),7.93-7.99(m,4H),7.75(s,1H),7.48-7.60(m,1H),7.44(d,J=8.50Hz,1H),5.96-6.11(m,1H),1.59(d,J=6.75Hz,3H).

[0165] Example 2 Preparation of 3-chloro-N-[1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-N-(cyclopropylmethyl)-5-(trifluoromethyl)benzamide (I-5) Step 1: Preparation of 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]-N-(cyclopropylmethyl)ethanamine To a solution of 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethanamine (0.5 g, 2.24 mmol) in MeOH (30 mL) at 25 °C, cyclopropanecarbaldehyde (110 mg, 1.56 mmol) and AcOH (3 drops) were added, and the mixture was stirred for 4 h. NaBHCN (278 mg, 4.48 mmol) was then added at 25 °C, and the resulting mixture was stirred at 30 °C for 12 h, at which point it was judged complete by LCMS. The reaction mixture was concentrated, quenched with HO (30 mL), and extracted with DCM / IPA (3:1, 10 mL x 3). The combined organic layers were dried over NaSO, filtered, and concentrated to give 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]-N-(cyclopropylmethyl)ethanamine (0.2 g, crude) as a yellow oil, which was used in the next step without further purification.

[0166] Step 2: Preparation of 3-chloro-N-[1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-N-(cyclopropylmethyl)-5-(trifluoromethyl)benzamide (I-5) To a solution of 1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]-N-(cyclopropylmethyl)ethanamine (0.2 g, 0.722 mmol) in dichloromethane (DCM, 10 mL) was added 3-chloro-5-(trifluoromethyl)benzoyl chloride (0.263 g, 1.08 mmol) and triethylamine (0.146 g, 1.44 mmol) at 0° C. The resulting mixture was stirred for 12 h, at which time it was judged complete by LCMS. The reaction mixture was quenched with HO (10 mL) and extracted with DCM (3 mL×3). The combined organic layers were concentrated, and the residue was purified by preparative HPLC (NH4HCO3) to give 3-chloro-N-[1-[6-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-N-(cyclopropylmethyl)-5-(trifluoromethyl)benzamide (I-5, 100 mg, 28% yield) as a yellow oil. 1H-NMR(400MHz,CDCl3)δ= 7.92-8.17(m,1H),7.78(br s,1H),7.55(br d,J=12.01Hz,2H),6.93-7.44(m,3H),6.24(br s,1H),3.38-3.99(m,1H),2.73-3.31(m,1H),1.74(d,J=6.88Hz,3H),0.66-1.32(m,1H),0.11-0.62(m,3H),-0.56-0.01(m,1H).

[0167] Example 3 Preparation of N-(cyclopropylmethyl)-N-[1-[3-[4-(3-pyridyl)triazol-2-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-12) and N-(cyclopropylmethyl)-N-[1-[3-[4-(3-pyridyl)triazol-1-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-13) Step 1: Preparation of 1-(3-chloropyrazin-2-yl)-N-(cyclopropylmethyl)ethanamine To a solution of 1-(3-chloropyrazin-2-yl)ethanone (13.0 g, 83.0 mmol) in DCE (260 mL) was added cyclopropylmethanamine (11.8 g, 166 mmol), and the mixture was stirred at 25 °C for 0.2 h. NaBH(OAc) (35.2 g, 166 mmol) and HOAc (9.97 g, 166 mmol, 9.50 mL) were then added, and the resulting mixture was analyzed by TLC (DCM / MeOH 10:1, R f、出発材料 =0.4, R f、生成物 =0.3) was determined to be complete. The mixture was concentrated under reduced pressure and the residue was purified by silica gel chromatography (pure DCM to DCM / MeOH 10:1) to give 1-(3-chloropyrazin-2-yl)-N-(cyclopropylmethyl)ethanamine (17.0 g, 92% yield) as a yellow solid.

[0168] Step 2: Preparation of N-[1-(3-chloropyrazin-2-yl)ethyl]-N-(cyclopropylmethyl)-3,5-bis(trifluoromethyl)benzamide To a mixture of 1-(3-chloropyrazin-2-yl)-N-(cyclopropylmethyl)ethanamine (17.0 g, 80.3 mmol) and triethylamine (12.1 g, 120 mmol, 10.0 mL) in DCM (204 mL) was added 3,5-bis(trifluoromethyl)benzoyl chloride (22.2 g, 80.3 mmol, 14.5 mL) dropwise at 0° C. The mixture was heated to 25° C. and stirred for 1 h, at which time completion was confirmed by TLC (PE / EtOAc 3:1, R f、出発材料 =0.3). The mixture was concentrated under reduced pressure, and the residue was purified by preparative HPLC (column: Welch Xtimate C18 250*70 mm#10um; mobile phase: water (NH4HCO3) / ACN 50% to 80%, 20 min) to give N-[1-(3-chloropyrazin-2-yl)ethyl]-N-(cyclopropylmethyl)-3,5-bis(trifluoromethyl)benzamide (11.7 g, 32% yield) as a white solid. 1 H-NMR(400MHz,CDCl3)δ 8.54(d,J=2.4Hz,1H),8.37(d,J=2.4Hz,1H),7.95(s,1H),7.91(s,2H),5.98-6.30(m,1H),2.84 -3.42(m,2H),1.77(d,J=6.0Hz,3H),0.51-0.95(m,1H),0.22-0.49(m,2H),-0.56-0.10(m,2H).

[0169] Step 3: Preparation of N-(cyclopropylmethyl)-N-[1-[3-[4-(3-pyridyl)triazol-2-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-12) and N-(cyclopropylmethyl)-N-[1-[3-[4-(3-pyridyl)triazol-1-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-13) A mixture of N-[1-(3-chloropyrazin-2-yl)ethyl]-N-(cyclopropylmethyl)-3,5-bis(trifluoromethyl)benzamide (300 mg, 0.664 mmol), 3-(2H-triazol-4-yl)pyridine (194 mg, 1.33 mmol), and K2CO3 (184 mg, 1.33 mmol) in DMF (9 ml) was stirred at 100 °C for 8 h. The mixture was diluted with water and extracted with DCM. The organic layer was dried over MgSO4, and the volatiles were removed under reduced pressure. The residue was subjected to column chromatography on silica gel (eluent: cyclohexane / EtOAc 100:0 to 0:100; run three times) to give compound I-12 (white solid, 46 mg, 11% yield) and I-13 (white solid, 42 mg, 9% yield). I-12: 1 H-NMR(500MHz, toluene-d8,363.15K)δ 9.01(d,J=2.4Hz,1H),8.43(dd,J=4.7,1.7Hz,1H),8.06(d,J=2.4Hz,1H),7.93(d,J=2.4Hz,1H),7.79(dt,J=7.8,2.1Hz, 1H),7.72(s,1H),7.64(s,2H),7.09(t,J=1.2Hz,1H),6.83(ddd,J=7.9,4.7,0.9Hz,1H),6.22(q,J=6.8,6.3Hz,1H),3.17 - 3.00(m,2H),1.69(d,J=6.9Hz,3H),0.65(s,1H),0.26-0.11(m,2H),-0.17 - -0.34(m,2H). I-13: 1H NMR(500MHz, toluene-d8,363.15K)δ 9.08(d,J=2.4Hz,1H),8.46(dd,J=4.9,1.8Hz,1H),8.22(s,1H),8.09-7.98(m,1H),7.82(d,J=2.6Hz,1H),7.73(s,2H),7.67(s,1H),7.11 - 7.06(m,1H),6.89(dd,J=7.9,4.7Hz,1H),6.05(q,J=6.9Hz,1H),3.29(d,J=6.0Hz,2 H),1.76(d,J=6.9Hz,3H),0.80(t,J=5.7Hz,1H),0.29(dt,J=7.8,2.1Hz,2H),-0.05 - -0.19(m,2H).

[0170] Example 4 Preparation of N-[1-[3-[4-(2-pyridyl)triazol-2-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-14) A mixture of N-[1-(3-chloropyrazin-2-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide (300 mg, 0.75 mmol), 2-(2H-triazol-4-yl)pyridine (220 mg, 1.50 mmol), and K2CO3 (208 mg, 1.50 mmol) in DMF (9 mL) was stirred at 100 °C for 16 h. The mixture was diluted with water and extracted with DCM. The organic layer was dried over MgSO4, and the volatiles were removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: cyclohexane / EtOAc 90:10 to 0:100) to give I-14 (white solid, 21 mg, 5% yield). I-14: 1H-NMR(500MHz,CDCl3)δ 8.73(d,J=2.4Hz,1H),8.72-8.70(m,1H),8.65(d,J=2.3Hz,1H),8.63(s,1H),8.26(s,2H),8.17(d,J=7.9Hz,1H),8.01(s,1H),7.84 (td,J=7.7,1.8Hz,1H),7.72(d,J=7.9Hz,1H),7.35(ddd,J=7.6,4.9,1.2Hz,1H),6.35(dq,J=7.9,6.7Hz,1H),1.69(d,J=6.7Hz,3H).

[0171] Example 5 Preparation of 2-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]-N-(2,4-dichlorophenyl)triazole-4-carboxamide (I-15) A mixture of N-[1-(3-chloropyrazin-2-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide (300 mg, 0.75 mmol), N-(2,4-dichlorophenyl)-2H-triazole-4-carboxamide (388 mg, 1.50 mmol), and KCO (208 mg, 1.50 mmol) in DMF (9 mL) was stirred at 100 °C for 34 h. The mixture was diluted with water and extracted with DCM, the organic layer was dried over MgSO, and the volatiles were removed under reduced pressure. The residue was purified by preparative HPLC to give I-15 (orange solid, 29 mg, 6% yield). I-15: 1 H-NMR(400MHz,CDCl3)δ 9.23(s,1H),8.81(d,J=2.3Hz,1H),8.66(d,J=2.3Hz,1H),8.56(s,1H),8.50(d,J=8.9Hz,1H),8.23(s,2H),8.02(s,1H),7. 50(d,J=7.9Hz,1H),7.45(d,J=2.4Hz,1H),7.34(dd,J=8.9,2.4Hz,1H),6.11(dq,J=7.9,6.7Hz,1H),1.73(d,J=6.7Hz,3H).

[0172] Example 6 Preparation of N-[1-[3-(4-methylsulfonylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-17) A mixture of N-[1-(3-chloropyrazin-2-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide (300 mg, 0.75 mmol), 2-(2H-triazol-4-yl)pyridine (220 mg, 1.50 mmol), and KCO (208 mg, 1.50 mmol) in DMF (9 ml) was stirred at 130 °C. The volatiles were removed under reduced pressure. The residue was purified by preparative HPLC to give I-17 (white solid, 80 mg, 31% yield). I-17: 1 H-NMR(400MHz,CDCl3)δ 8.97(s,1H),8.66(d,J=2.3Hz,1H),8.46(d,J=2.4Hz,1H),8.23(s,2H),8.17(s,1H),8.00(s ,1H),7.60(d,J=7.9Hz,1H),6.34(dq,J=7.9,6.7Hz,1H),3.21(s,3H),1.69(d,J=6.7Hz,3H).

[0173] Example 7: Synthesis of N-[1-[3-(4-methylsulfonyltriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-20) To a solution of N-[1-(3-chloropyrazin-2-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide (150 mg, 0.377 mmol) in 1,4-dioxane (10 mL) was added 4-methylsulfonyl-2H-triazole (222 mg, 1.507 mmol), KPO (160 mg, 0.754 mmol), 1,1'-bis(diphenylphosphino)ferrocene (125 mg, 0.226 mmol), and palladium(II) acetate (17 mg, 0.075 mmol) under nitrogen at 20 °C. The reaction mixture was heated to 130 °C in a microwave for 6 h. LC-MS showed the reaction was complete. The mixture was cooled to 20 °C and filtered through Celite, washing with EtOAc (100 mL). The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column (c-hexane: EtOAc = 100:0 to 0:100) to give N-[1-[3-(4-methylsulfonyltriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (84 mg, 43% yield) as a yellow solid. 1 H-NMR(400MHz,DMSO-d6)δ 9.50(d,J=6.5Hz,1H),9.00(d,J=2.4Hz,1H),8.84(s,1H),8.74(d,J=2.3Hz,1H),8.43(s,2H),8.30(s,1 H),5.43(p,J=6.7Hz,1H),3.47(s,3H),1.66(d,J=6.9Hz,3H).LCMS: Desired mass: m / z=508.4; Actual mass: m / z=508.9

[0174] Example 8: Synthesis of N-[1-[3-[4-(5-bromo-2-pyridyl)triazol-2-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-21) To a solution of N-[1-(3-chloropyrazin-2-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide (300 mg, 0.754 mmol) in DMF (9 ml) was added 5-bromo-2-(2H-triazol-4-yl)pyridine (255 mg, 1.132 mmol) and potassium carbonate (209 mg, 1.509 mmol) at 20 °C. The reaction mixture was heated to 100 °C and stirred for 20 h. LC-MS showed that the reaction was complete. The mixture was cooled to 20-25 °C, filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in DCM (300 ml) and washed with water (100 ml) and brine (100 ml). The organic phase was dried over MgSO and concentrated under reduced pressure. The residue was purified by preparative HPLC (amylose column) and silica gel column (c-hexane: EtOAc = 100:0 to 0:100) to give N-[1-[3-[4-(5-bromo-2-pyridyl)triazol-2-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (36 mg, 8% yield) as a white solid. 1 H-NMR(500MHz,CDCl3)δ 8.75(dd,J=11.0,2.0Hz,2H),8.64(d,J=2.2Hz,1H),8.60(s,1H),8.26(s,2H),8.06(d,J=8.4Hz,1H),8.0 1(s,1H),7.96(dd,J=8.4,2.2Hz,1H),7.71(d,J=7.9Hz,1H),6.31(p,J=6.8Hz,1H),1.69(d,J=6.7Hz,3H). LCMS: Desired mass: m / z = 586.3; Observed mass: m / z = 587.8

[0175] Example 9: Synthesis of N-[1-[3-(4-oxazol-2-yltriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-24) Step 1: Synthesis of 1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethanone: To a solution of 1-(3-chloropyrazin-2-yl)ethanone (1.1 g, 7.03 mmol) in ACN (50 ml) was added 4-bromo-2H-triazole (1.04 g, 7.03 mmol) and potassium carbonate (1.94 g, 14.06 mmol) at 20 °C. The reaction mixture was heated to 80 °C and stirred for 4 h. LC-MS showed that the reaction was complete. The mixture was cooled to 20 °C, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column (c-hexane: EtOAc = 100:0 to 0:100) to give 1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethanone (1.06 g, 56% yield) as a white solid. 1 H NMR (400 MHz, chloroform-d) δ 8.70 - 8.62 (m, 2H), 7.86 (s, 1H), 2.75 (s, 3H). LCMS: Desired mass: m / z = 268.1; Observed mass: m / z = 269.6

[0176] Step 2: Synthesis of 1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethanamine: To a solution of 1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethanone (250 mg, 0.933 mmol) in NH3 (7N in MeOH, 20 ml) was added ammonium acetate (1.08 g, 13.99 mmol) and NaBH3CN (176 mg, 2.80 mmol) at 20 °C. The reaction mixture was heated to 60 °C and stirred for 5 hours. LC-MS showed that the reaction was complete. The mixture was cooled to 20 °C, quenched with water (10 ml), and concentrated under reduced pressure. The residue was purified by HCl aq The mixture was dissolved in NaOH (1N, 15 ml) and extracted with DCM (3x30 ml). The aqueous phase was diluted with NaOH until a pH of 12 was reached. aq(1N) and extracted with DCM (3x40 ml). The organic phase was dried over MgSO4 and concentrated under reduced pressure to give 1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethanamine (134 mg, crude). The crude product was used in the next step without further purification. LCMS: desired mass: m / z = 269.1; observed mass: m / z = 270.7

[0177] Step 3: Synthesis of N-[1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide: To a solution of 3,5-bis(trifluoromethyl)benzoic acid (164 mg, 0.635 mmol) and 1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethanamine (171 mg, 0.635 mmol) in DMF (7 ml) was added [dimethylamino(triazolo[4,5-b]pyridin-3-yloxy)methylene]-dimethyl-ammonium hexafluorophosphate (314 mg, 0.826 mmol) and N-ethyl-N-isopropyl-propan-2-amine (205 mg, 1.588 mmol) at 20 ° C. The reaction mixture was stirred at 20 ° C. for 20 hours. LC-MS showed the reaction was complete. The mixture was concentrated under reduced pressure, and the residue was dissolved in DCM (150 ml). The organic phase was washed with water (60 ml), dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column (c-hexane: EtOAc = 100:0 to 0:100) to give N-[1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (291 mg, 90% yield) as a white solid. LCMS: Desired mass: m / z = 509.2; Observed mass: m / z = 510.9

[0178] Step 4: Synthesis of N-[1-[3-(4-oxazol-2-yltriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-24): To a solution of N-[1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (70 mg, 0.138 mmol) in toluene (3 ml) was added tributyl(oxazol-2-yl)stannane (74 mg, 0.206 mmol) and tetrakis(triphenylphosphine)palladium(0) (24 mg, 0.021 mmol) at 20° C. under nitrogen. The reaction mixture was heated to 100° C. and stirred for 20 hours. LC-MS showed the reaction was complete. The mixture was cooled to 20° C. and purified by KF aq The mixture was quenched with (10%, 5 mL), filtered, and washed with EtOAc (50 mL). The organic phase was washed with water (3 × 20 mL), dried over MgSO and concentrated under reduced pressure. The residue was purified by silica gel column (c-hexane: EtOAc = 100:0 to 0:100) to give N-[1-[3-(4-oxazol-2-yltriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (36 mg, 53% yield) as a white solid. 1 H-NMR(500MHz,CDCl3)δ 8.75(d,J=2.2Hz,1H),8.64(d,J=2.2Hz,1H),8.53(s,1H),8.27(s,2H),8.00(s,1H),7.84(s,1H),7.74(d,J=7. 8Hz,1H),7.36(s,1H),6.19(p,J=6.8Hz,1H),1.68(d,J=6.7Hz,3H).LCMS: Desired mass: m / z=497.4; Actual mass: m / z=498.0.

[0179] Example 10: Synthesis of N-[1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-26) Step 1: Synthesis of 1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethanone: To a solution of 1-(4-chloro-3-fluoro-2-pyridyl)ethanone (2 g, 11.5 mmol) in DMF (20 ml) was added 4-methylsulfanyl-1H-pyrazole (1.7 g, 15 mmol) and potassium carbonate (3.2 g, 23 mmol) at 20 °C. The reaction mixture was heated to 50 °C and stirred for 16 hours. TLC (PE / EtOAc = 3:1) showed the reaction was complete. The mixture was diluted with NH4Cl aq The mixture was quenched with 30 ml of ethyl acetate and extracted with 2 x 20 ml of EtOAc. The organic phase was washed with brine (3 x 20 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified on a silica gel column (PE: EtOAc = 5:1) to give 1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethanone (2 g, 65% yield) as a yellow solid.

[0180] Step 2: Synthesis of 1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethanamine: To a solution of 1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethanone in MeOH (100 ml) was added NH (7N in MeOH, 20 ml) and ammonium acetate (3 g, 40 mmol) at 20 °C. The reaction mixture was stirred at 20 °C for 0.5 h, and then NaBHCN (1 g, 16 mmol) was added. The resulting mixture was stirred at 20 °C for 1 h, followed by 50 °C for 16 h. LC-MS showed the reaction was complete. The reaction mixture was concentrated under reduced pressure and quenched with water (20 ml). The residue was treated with NaOH (aqueous, 1 N) until pH 10 was reached and extracted with i-PrOH / DCM (1:3, 2 × 20 ml). The organic phase was dried over NaSO and concentrated under reduced pressure to give 1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethanamine (2 g, crude) as a yellow oil, which was used in the next step without further purification.

[0181] Step 3: Synthesis of N-[1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide: To a solution of 3,5-bis(trifluoromethyl)benzoic acid (2.9 g, 11.2 mmol) in ACN (30 mL) was added 1-methylimidazole (1.8 g, 22.4 mmol), N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate (3.1 g, 11.2 mmol), and 1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethanamine (2 g crude, ∼7.5 mmol)) under nitrogen at 20 °C. The reaction mixture was stirred for 16 h. TLC (PE / EtOAc = 3:1) showed the reaction was complete. The reaction was diluted with NH4Cl aq (30 ml) and extracted with EtOAc (2 × 30 ml). The organic phase was dried over NaSO and concentrated under reduced pressure. The residue was purified by silica gel column (PE: EtOAc = 3:1) to give N-[1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (2 g, 52% yield) as a yellow solid. 1 H-NMR (400MHz, CDCl3): δ=8.59(d,J=5.25Hz,1H),8.24(s,2H),8.01(s,1H),7.83(s,1H),7.72(s,1H),7.54(br d,J=7.38Hz,1H),7.48(d,J=5.25Hz,1H),5.14(t,J=7.07Hz,1H),2.47(s,3H),1.49(d,J=6.75Hz,3H).LCMS: Desired mass: m / z=508.1; Actual mass: m / z=509.1.

[0182] Example 11: Synthesis of N-[1-[4-chloro-3-(4-methylsulfonylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-27) and N-[1-[4-chloro-3-(4-methylsulfinylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-28) A solution of N-[1-[4-chloro-3-(4-methylsulfanylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (1 g, 2 mmol) in EtOH (15 ml) was treated with HO (446 mg, 4 mmol) and (NH)MoO 24 *4HO (1.23 g, 1 mmol) was added at 20 °C. The reaction mixture was stirred at 20 °C for 16 h. LC-MS showed that the starting material was consumed. The mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by preparative HPLC (NHHCO) to give N-[1-[4-chloro-3-(4-methylsulfonylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (700 mg, 66% yield) as a white solid and N-[1-[4-chloro-3-(4-methylsulfinylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (100 mg, 9% yield) as a white solid. I-27: 1 H-NMR (400MHz, CDCl3): δ=8.65(d,J=5.25Hz,1H),8.32(s,1H),8.20(d,J=4.88Hz,3H),8.02(s,1H),7.51(d,J=5.25Hz,1H),7.29(br s,1H),4.97(br t,J=7.07Hz,1H),3.27(s,3H),1.55(d,J=6.75Hz,3H).LCMS: Desired mass: m / z=540.0; Actual mass: m / z=540.0 I-28: 1H-NMR (400MHz, CDCl3): δ=8.63(dd,J=5.25,0.88Hz,1H),8.22(s,2H),8.13-8.21(m,2H),8.02(s,1H),7.50(dd,J=5.25,2.25Hz,1H)7.38(br dd,J=15.38,7.38Hz,1H),4.99(td,J=6.97,3.56Hz,1H),3.02(d,J=3.25Hz,3H),1.53(dd,J=6.63,5.50Hz,3H). LCMS: Desired mass: m / z = 524.1; Observed mass: m / z = 525.1

[0183] Example 12: Synthesis of N-[1-[3-[4-(1-methylpyrazol-3-yl)triazol-2-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-29) To a solution of N-[1-[3-(4-bromotriazol-2-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (80 mg, 0.157 mmol) in toluene (4 ml) was added tributyl-(1-methylpyrazol-3-yl)stannane (87 mg, 0.236 mmol) and tetrakis(triphenylphosphine)palladium(0) (27 mg, 0.024 mmol) at 20° C. under nitrogen. The reaction mixture was heated to 100° C. and stirred for 20 hours. LC-MS showed the reaction was complete. The mixture was cooled to 20° C. and purified by KF aq The mixture was quenched with (10%, 5 mL), filtered, and washed with EtOAc (50 mL). The organic phase was washed with water (3 × 20 mL), dried over MgSO and concentrated under reduced pressure. The residue was purified by silica gel column (c-hexane: EtOAc = 100:0 to 0:100) to give N-[1-[3-[4-(1-methylpyrazol-3-yl)triazol-2-yl]pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (76 mg, 95% yield) as a white solid. 1H-NMR(400MHz,CDCl3)δ 8.67(d,J=2.4Hz,1H),8.60(d,J=2.4Hz,1H),8.36(s,1H),8.28(s,2H),7.99(s,1H),7.89(d,J=7.8Hz,1H ),7.45(d,J=2.3Hz,1H),6.83(d,J=2.3Hz,1H),6.33(p,J=6.7Hz,1H),4.00(s,3H),1.65(d,J=6.7Hz,3H). LCMS: Desired mass: m / z = 510.4; Observed mass: m / z = 511.0.

[0184] Example 13: Synthesis of N-[1-[3-(4-isopropylsulfanylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-48) Step 1: Synthesis of tert-butyl N-(1H-pyrazol-4-yl)carbamate: To a solution of 1H-pyrazol-4-amine (30 g, 361.4 mmol) in THF (600 mL) was added a solution of tert-butoxycarbonyl tert-butyl carbonate (86.6 g, 397.6 mmol) and sodium bicarbonate (75.9 g, 903.5 mmol) in water (60 mL) at 0 °C. The cooling bath was removed, and the resulting mixture was stirred for 12 h and warmed to 25 °C. TLC (PE: EtOAc = 1:1) showed the reaction was complete. The mixture was poured into water (1 L) and extracted with EtOAc (2 × 600 mL). The organic phase was washed with brine (500 mL), dried over NaSO, and concentrated under reduced pressure. The residue was purified by silica gel column (PE: EtOAc = 100:0 to 50:50) to give tert-butyl N-(1H-pyrazol-4-yl)carbamate (55.6 g, crude) as a purple solid. 1 H-NMR (400MHz, DMSO-d6): δ = 12.44 (br s, 1H), 9.06 (br s, 1H), 7.58 (s, 1H), 7.34 (s, 1H), 1.44 (s, 9H).

[0185] Step 2: Synthesis of tert-butyl N-[1-(3-acetylpyrazin-2-yl)pyrazol-4-yl]carbamate: Two batches: To a solution of tert-butyl N-(1H-pyrazol-4-yl)carbamate (5 g, 27.32 mmol) in ACN / DMF (100 ml / 30 ml) was added 1-(3-chloropyrazin-2-yl)ethanone (5.1 g, 32.78 mmol) and KCO (9.4 g, 68.3 mmol) at 25 °C. The reaction mixture was heated and stirred at 80 °C for 16 h and at 90 °C for 16 h. TLC (PE: EtOAc = 3:1) showed the reaction was complete. The two batches were combined, poured into water (300 ml), and extracted with EtOAc (2 × 300 ml). The organic phase was washed with brine (200 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EtOAc = 100:0 to 70:30) to give tert-butyl N-[1-(3-acetylpyrazin-2-yl)pyrazol-4-yl]carbamate (11 g, 66% yield) as a yellow solid. 1 H-NMR (400MHz, CDCl3): δ=8.59(br s,1H),8.39-8.45(m,2H),7.63(s,1H),6.44(s,1H),2.66(s,3H),1.53(s,9H).

[0186] Step 3: Synthesis of tert-butyl N-[1-[3-(1-aminoethyl)pyrazin-2-yl]pyrazol-4-yl]carbamate: 3 batches: To a solution of tert-butyl N-[1-(3-acetylpyrazin-2-yl)pyrazol-4-yl]carbamate (10 g, 33.0 mmol) in EtOH (500 mL) was added NH (7N in MeOH, 100 mL) and ammonium acetate (25.4 g, 330.0 mmol) at 25 °C. The reaction mixture was stirred for 1 hour, and then NaBHCN (6.2 g, 99.0 mmol) was added. The mixture was heated to 50 °C and stirred for 12 hours. LC-MS showed the reaction was complete. The three batches were combined and quenched with water (130 mL). The resulting mixture was concentrated and extracted with EtOAc (3 × 100 mL). The organic phase was washed with brine (100 ml), dried over NaSO, and concentrated under reduced pressure to give tert-butyl N-[1-[3-(1-aminoethyl)pyrazin-2-yl]pyrazol-4-yl]carbamate (30 g, crude) as a yellow oil, which was used in the next step without further purification. 1 H-NMR(400MHz,DMSO-d6):δ=9.59(br s,1H),8.71(d,J=2,50Hz,1H),8.62(d,J=2,50Hz,1H),8.49(s,1H),7.85(s,1H),5.44(q,J=6.50Hz,1H),1.46-1.51(m,12H)

[0187] Step 4: Synthesis of tert-butyl N-[1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]carbamate: 2 batches: To a solution of tert-butyl N-[1-[3-(1-aminoethyl)pyrazin-2-yl]pyrazol-4-yl]carbamate (15 g, 49.3 mmol) in DCM (300 mL) was added triethylamine (13.7 mL, 98.6 mmol) and 3,5-bis(trifluoromethyl)benzoyl chloride (13.6 g, 49.3 mmol) at 0 °C under nitrogen. The cooling bath was removed, and the resulting mixture was stirred for 3 h, warming to 25 °C. TLC (PE: EtOAc = 3:1) showed the reaction was complete. The two batches were combined, poured into water (300 ml), and extracted with DCM (2 x 200 ml). The organic phase was washed with brine (100 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified by silica gel column (PE: EtOAc = 100:0 to 80:20) to give tert-butyl N-[1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]carbamate (31 g, 58% yield) as a white solid. 1 H-NMR (400MHz, CDCl3): δ=8.69(br s,1H),8.49(d,J=2.25Hz,1H),8.38(d,J=2.25Hz,1H),8.28(s,2H),8.09(br d,J=7.00Hz,1H),8.01(s,1H),7.82(s,1H),6.69(br s,1H),6.51(quintet,J=7.00Hz,1H),1.62(br d,J=6.63Hz,3H),1.52(br s,9H)

[0188] Step 5: Synthesis of [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]ammonium chloride: A solution of tert-butyl N-[1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]carbamate (31 g, 57.0 mmol) in HCl (EtOAc, 350 ml) was stirred at 25 °C for 12 hours. TLC (PE: EtOAc = 1:1) showed the reaction was complete. The reaction mixture was concentrated under reduced pressure to give [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]ammonium chloride (25 g, 93% yield) as a white solid. 1 H-NMR (400MHz, methanol-d4): δ=8.73(s,1H),8.69(d,J=2.38Hz,1H),8.47(d,J=2.38Hz,1H ),8.40(s,2H),8.14(s,1H),8.01(s,1H),6.00(q,J=6.88Hz,1H),1.73(d,J=6.88Hz,3H)

[0189] Step 6: Synthesis of [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]thiocyanate: Two batches: To a mixture of [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]ammonium chloride (5 g, 11.26 mmol), copper(I) thiocyanate (2.72 g, 22.52 mmol), and potassium thiocyanate (2.18 g, 22.52 mmol) in ACN (150 ml), tert-butyl nitrite (2.32 g, 22.52 mmol) was added over a period of 3 hours at 70 °C. The resulting mixture was stirred at 70 °C for 1 hour. TLC (PE: EtOAc = 3:1) showed the reaction was complete. The two batches were combined and filtered. The filtrate was diluted with water (200 mL) and extracted with EtOAc (3 × 100 mL). The organic phase was dried over NaSO and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EtOAc = 100:0 to 78:22) to give [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]thiocyanate (3.7 g, 34% yield) as a yellow solid. 1 H-NMR (400MHz, CDCl3): δ=8.79(s,1H),8.64(d,J=2.38Hz,1H),8.45(d,J=2.25Hz,1H),8.24(s,2H),8.00-8.05(m,2H),7.63(br d,J=7.63Hz,1H),6.37(quintet,J=6.97Hz,1H),1.69(d,J=6.63Hz,3H).LCMS: Desired mass:)m / z=486.1;Actual mass:)m / z=487.1.

[0190] Step 7: Synthesis of N-[1-[3-(4-isopropylsulfanylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide: 7 batches: To a solution of [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]thiocyanate (100 mg, 0.206 mmol) in THF (5 mL) was added copper(I) iodide (47 mg, 0.25 mmol) under nitrogen at 25 °C. The reaction mixture was stirred for 0.5 h and cooled to 0 °C. Next, i-PrMgCl (2 M, 0.31 mL, 0.62 mmol) was added and stirred at 0 °C for 1 h. TLC (PE: EtOAc = 5:1) showed the reaction was complete. The 7 batches were combined and HCl was added. aq (50 ml) and extracted with EtOAc (2 × 30 ml). The organic phase was washed with brine (30 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EtOAc = 100:0 to 84:16) to give N-[1-[3-(4-isopropylsulfanylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (200 mg, 27.5% yield) as a yellow solid. 1 H-NMR (400MHz, CDCl3): δ=8.56(d,J=2.38Hz,1H),8.49(s,1H),8.42(d,J=2.38Hz,1H),8.27(s,2H),8.01(s,1H),7.95(br d,J=8.25Hz,1H),7.84(s,1H),6.40-6.50(m,1H),3.12(dt,J=13.38,6.69Hz,1H),1.65(d,J=6.63Hz,3H),1.30(d,J=6.63Hz,6H). LCMS: Desired mass: m / z = 503.1; Observed mass: m / z = 504.1.

[0191] Example 14 Synthesis of N-[1-[4-fluoro-3-(4-methylsulfonylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-53) and N-[1-[4-hydroxy-3-(4-methylsulfonylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-59) To a solution of N-[1-[4-chloro-3-(4-methylsulfonylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (300 mg, 0.55 mmol) in DMSO (10 ml) was added potassium fluoride (164 mg, 2.8 mmol) under nitrogen. The reaction mixture was heated to 140° C. and stirred for 2 hours. LC-MS showed the reaction was complete. The mixture was diluted with NH4Cl aq The mixture was quenched with (20 ml) and extracted with EtOAc (2 x 20 ml). The organic phase was dried over NaSO and concentrated under reduced pressure. The residue was purified by preparative HPLC (NHHCO) to give N-[1-[4-fluoro-3-(4-methylsulfonylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (100 mg, 26% yield) as a white solid and N-[1-[4-hydroxy-3-(4-methylsulfonylpyrazol-1-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (35 mg, 9% yield) as a white solid. I-53: 1 H-NMR (400MHz, CDCl3): δ=8.72(dd,J=7.09,5.58Hz,1H),8.35(s,1H),8.21(d,J=11.29Hz,3H),8.02(s,1H),7.40(br d,J=7.53Hz,1H),7.23-7.27(m,1H),5.21(t,J=7.03Hz,1H),3.26(s,3H),1.57(d,J=6.78Hz,3H). LCMS: Desired mass: m / z = 524.0; Observed mass: m / z = 525.0. I-59: 1H-NMR (400MHz, CDCl3): δ=8.47-8.57(m,1H),8.36(s,2H),8.32(s,1H),7.99(s,1H),7.96(s,1H),7.62(br d,J=6.53Hz,1H),6.58(br d,J=7.03Hz,1H),4.63-4.97(m,1H),3.18(s,3H),1.55(br d,J=7.15Hz,3H). LCMS: Desired mass: m / z = 522.1; Observed mass: m / z = 523.1

[0192] Example 15: Synthesis of N-[1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-54) Step 1: Synthesis of 1-(4-chloro-3-fluoro-2-pyridyl)ethanone: A mixture of 1,4-diazabicyclo-[2,2,2]-octane (25.8 g, 229.2 mmol) in MTBE (200 mL) was cooled to −78°C under nitrogen. n-Butyllithium (92 mL, 229.2 mmol) was added dropwise, and the mixture was stirred for 0.5 hours. A solution of 4-chloro-3-fluoro-pyridine (20 g, 152.8 mmol) in MTBE (50 mL) was then added dropwise, and the mixture was stirred at −78°C for 30 minutes. A solution of N-methoxy-N-methyl-acetamide (23.6 g, 229.2 mmol) in MTBE (50 mL) was then added, and the mixture was stirred at −78°C for 16 hours. HPLC showed the reaction was complete. The reaction mixture was warmed to 25°C, quenched with ammonium acetate (aqueous, 300 ml), and extracted with EtOAc (2 x 300 ml). The organic phase was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column (PE: EtOAc = 5:1) to give 1-(4-chloro-3-fluoro-2-pyridyl)ethanone (16 g, 61% yield) as a yellow solid. 1 H-NMR (400MHz, CDCl3): δ=8.39(d,J=5.02Hz,1H),7.57(t,J=5.02Hz,1H),2.71(d,J=0.75Hz,3H).

[0193] Step 2: Synthesis of 1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethanone: To a solution of 1-(4-chloro-3-fluoro-2-pyridyl)ethanone (1 g, 5.8 mmol) in DMF (20 ml) was added 4-bromo-2H-triazole (858 mg, 5.8 mmol) and potassium carbonate (1.6 g, 11.6 mmol) at 20 °C. The reaction mixture was stirred at 20 °C for 16 hours. TLC (PE / EtOAc = 5:1) showed the reaction was complete. The mixture was diluted with NH4Cl aq The mixture was quenched with 30 ml of ethyl acetate and extracted with 2 x 20 ml of EtOAc. The organic phase was washed with brine (3 x 20 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified on a silica gel column (PE: EtOAc = 7:1) to give 1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethanone (1.2 g, 69% yield) as a white solid. 1 H-NMR (400MHz, CDCl3): δ=8.70(d,J=5.27Hz,1H),7.86(s,1H),7.70(d,J=5.27Hz,1H),2.65(s,3H).

[0194] Step 3: Synthesis of 1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethanamine: To a solution of 1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethanone (1.3 g, 4 mmol) in MeOH (100 ml) was added NH3 (7N in MeOH, 20 ml) and ammonium acetate (3 g, 40 mmol) at 20 °C. The reaction mixture was stirred at 20 °C for 0.5 h, and then sodium cyanoborohydride (504 mg, 8 mmol) was added. The resulting mixture was stirred at 20 °C for 1 h, followed by stirring at 50 °C for 16 h. LC-MS showed the reaction was complete. The reaction mixture was concentrated under reduced pressure and quenched with water (20 ml). The residue was diluted with NaOH until a pH of 10 was reached. aq(1N) and extracted with i-PrOH / DCM (1:3, 2x20 ml). The organic phase was dried over Na2SO4 and concentrated under reduced pressure to give 1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethanamine (1.3 g crude) as a yellow oil. The crude product was used in the next step without further purification.

[0195] Step 4: Synthesis of N-[1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide: To a solution of 3,5-bis(trifluoromethyl)benzoic acid (1.3 g, 5 mmol) in ACN (15 mL) was added 1-methylimidazole (820 mg, 10 mmol), N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate (1.4 g, 5 mmol), and 1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethanamine (1 g crude, ∼3.3 mmol) at 20 °C under nitrogen. The reaction mixture was stirred for 16 h. TLC (PE / EtOAc = 3:1) showed the reaction was complete. The mixture was quenched with NH4Cl (aqueous, 20 ml) and extracted with EtOAc (2 x 20 ml). The organic phase was washed with brine (3 x 20 ml), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column (PE: EtOAc = 3:1) to give N-[1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (1.1 g, 62% yield) as a yellow solid. 1 H-NMR (400MHz, CDCl3): δ=8.69(d,J=5.27Hz,1H),8.25(s,2H),8.02(s,1H),7.97(s,1H),7.66(br d,J=7.28Hz,1H),7.54(d,J=5.27Hz,1H),5.06-5.16(m,1H),1.48(d,J=6.78Hz,3H). LCMS: Desired mass: m / z = 541.0; Observed mass: m / z = 542.0.

[0196] Example 16 Synthesis of N-[1-[4-chloro-3-[4-(2-pyridyl)triazol-2-yl]-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-57) and N-[1-[4-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-68) To a solution of N-[1-[3-(4-bromotriazol-2-yl)-4-chloro-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-54, 700 mg, 1.3 mmol) in toluene (10 ml) was added bis(triphenylphosphine)palladium(II) dichloride (100 mg cat.), CuI (100 mg, cat.), and tributyl(2-pyridyl)stannane (716 mg, 1.9 mmol) at 20° C. The reaction mixture was heated to 120° C. and stirred for 16 hours. LC-MS showed the reaction was complete. The mixture was diluted with NH4Cl. aq The mixture was quenched with (20 ml) and extracted with EtOAc (2 x 20 ml). The organic phase was dried over NaSO and concentrated under reduced pressure. The residue was purified by preparative HPLC (NHHCO) to give N-[1-[4-chloro-3-[4-(2-pyridyl)triazol-2-yl]-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (200 mg, 28% yield) and N-[1-[4-chloro-3-(triazol-2-yl)-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (50 mg, 7% yield) as yellow solids. I-57: 1 H-NMR (400MHz, methanol-d4): δ=8.74(d,J=5.38Hz,1H),8.58(dt,J=4.82,1.28Hz,1H),8.51(s,1H),8.32(s,2H),8.02(s,1H),7. 78-7.86(m,2H),7.72(d,J=5.38Hz,1H),7.39(ddd,J=7.00,5.13,1.63Hz,1H),5.17(q,J=7.00Hz,1H),1.62(d,J=7.00Hz,3H). LCMS: Desired mass: m / z=540.1; Actual mass: m / z=541.1.I-68: 1 H-NMR (400MHz, methanol-d4): δ=8.72(d,J=5.25Hz,1H),8.40(s,2H),8.15(s,1H),8. 07(s,2H),7.70(d,J=5.25Hz,1H),4.96(d,J=6.88Hz,1H),1.54(d,J=7.00Hz,3H). LCMS: Desired mass: m / z = 463.1; Observed mass: m / z = 464.1.

[0197] Example 17 Synthesis of 3,5-bis(trifluoromethyl)-N-[1-[3-[4-(trifluoromethylsulfonyl)pyrazol-1-yl]pyrazin-2-yl]ethyl]benzamide (I-55) and 3,5-bis(trifluoromethyl)-N-[1-[3-[4-(trifluoromethylsulfanyl)pyrazol-1-yl]pyrazin-2-yl]ethyl]benzamide (I-60) Step 1: Synthesis of 3,5-bis(trifluoromethyl)-N-[1-[3-[4-(trifluoromethylsulfanyl)pyrazol-1-yl]pyrazin-2-yl]ethyl]benzamide: To a solution of [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]thiocyanate (500 mg, 1.03 mmol) in THF (15 mL) was added trimethyl(trifluoromethyl)silane (438 mg, 3.09 mmol) under nitrogen. The reaction mixture was cooled to 0°C, and tetra-n-butylammonium fluoride (0.31 mL, 0.31 mmol) was added dropwise. The mixture was stirred at 0°C for 1 hour. TLC (PE: EtOAc = 5:1) showed the reaction was complete. The reaction mixture was poured into water (20 mL) and extracted with EtOAc (2 x 20 mL). The organic phase was washed with brine (1 × 20 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EtOAc = 100:0 to 85:15) to give 3,5-bis(trifluoromethyl)-N-[1-[3-[4-(trifluoromethylsulfanyl)pyrazol-1-yl]pyrazin-2-yl]ethyl]benzamide (290 mg, 53% yield) as a white solid. 1 H-NMR (400MHz, CDCl3): δ=8.75(s,1H),8.62(d,J=1.63Hz,1H),8.45(d,J=1.38Hz,1H),8.25(s,2H),8.01(br d,J=7.13Hz,2H),7.72(br d,J=7.63Hz,1H),6.42(quintet,J=6.91Hz,1H),1.68(d,J=6.63Hz,3H).LCMS: Desired mass: m / z=529.1; Actual mass: m / z=530.1.

[0198] Step 2: Synthesis of 3,5-bis(trifluoromethyl)-N-[1-[3-[4-(trifluoromethylsulfonyl)pyrazol-1-yl]pyrazin-2-yl]ethyl]benzamide: To a solution of 3,5-bis(trifluoromethyl)-N-[1-[3-[4-(trifluoromethylsulfanyl)pyrazol-1-yl]pyrazin-2-yl]ethyl]benzamide (100 mg, 0.189 mmol) in ACN / water (4 mL / 1 mL) was added sodium periodate (30 mg, cat.) and ruthenium chloride (5 mg, cat.) at 25 °C. The reaction mixture was stirred at this temperature for 5 hours. TLC (PE: EtOAc = 3:1) showed the reaction was complete. The mixture was diluted with water (5 mL) and EtOAc (10 mL) and filtered through Celite. The filtrate was extracted with EtOAc (2 × 10 mL). The organic phase was washed with brine (10 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified by preparative TLC (PE: EtOAc = 3:1) to give 3,5-bis(trifluoromethyl)-N-[1-[3-[4-(trifluoromethylsulfonyl)pyrazol-1-yl]pyrazin-2-yl]ethyl]benzamide (105 mg, 99% yield) as a white solid. 1 H-NMR (400MHz, CDCl3): δ=9.16(s,1H),8.74(d,J=2.25Hz,1H),8.51(d,J=2.25Hz,1H),8.29(s,1H),8.23(s,2H),8.03(s,1H),7.49(br d,J=7.75Hz,1H),6.33(quintet,J=7.00Hz,1H),1.72(d,J=6.63Hz,3H).LCMS: Desired mass: m / z=561.1; Actual mass: m / z=562.0.

[0199] Example 18: Synthesis of N-[1-[3-(4-cyclopropylsulfonylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-65) Step 1: Synthesis of N-[1-[3-(4-cyclopropylsulfanylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide: 7 batches: To a solution of [1-[3-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]pyrazin-2-yl]pyrazol-4-yl]thiocyanate in THF (5 mL) was added CuI (47 mg, 0.247 mmol) at 25 °C under nitrogen. The reaction mixture was stirred for 0.5 h and cooled to 0 °C. Next, cyclopropylmagnesium bromide (1 M, 1.23 mL, 1.23 mmol) was added and stirred at 0 °C for 1 h. TLC (PE: EtOAc = 5:1) showed the reaction was complete. The 7 batches were combined and HCl was added. aq (50 ml) and extracted with EtOAc (2 × 30 ml). The organic phase was washed with brine (30 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EtOAc = 100:0 to 85:15) to give N-[1-[3-(4-cyclopropylsulfanylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (230 mg, 31.8% yield) as a yellow solid. 1 H-NMR (400MHz, CDCl3): δ=8.54(d,J=2.50Hz,1H),8.46(d,J=0.63Hz,1H),8.42(d,J=2.50Hz,1H),8.27(s,2H),8.01(s,1H),7.97(br d,J=8.25Hz,1H),7.87(s,1H),6.42-6.51(m,1H),2.17-2.26(m,1H),1.66(d,J=6.63Hz,3H),0.94-1.00(m,2H),0.71-0.77(m,2H). LCMS: Desired mass: m / z = 501.1; Observed mass: m / z = 502.1.

[0200] Step 2: Synthesis of N-[1-[3-(4-cyclopropylsulfonylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide To a solution of N-[1-[3-(4-cyclopropylsulfanylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (180 mg, 0.359 mmol) in EtOH (8 ml) was added (NH)MoO 24 *4HO (209 mg, 0.18 mmol) and hydrogen peroxide (30%, 122 mg, 1.077 mmol) were added at 25 °C. The reaction mixture was stirred for 12 h. TLC (PE: EtOAc = 1:1) showed the reaction was complete. The reaction mixture was poured into water (20 ml) and extracted with EtOAc (2 x 20 ml). The organic phase was washed with brine (20 ml), dried over NaSO, and concentrated under reduced pressure. The residue was purified by preparative TLC (PE: EtOAc = 1:1) to give N-[1-[3-(4-cyclopropylsulfonylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (99 mg, 52% yield) as a white solid. 1 H-NMR (400MHz, CDCl3): δ=8.95(s,1H),8.66(d,J=2.38Hz,1H),8.47(d,J=2.25Hz,1H),8.25(s,2H),8.15(s,1H),8.03(s,1H),7.61(br d,J=8.00Hz,1H),6.35-6.46(m,1H),2.59-2.68(m,1H),1.70(d,J=6.63Hz,3H),1.41-1.46(m,2H),1.10-1.18(m,2H). LCMS: Desired mass: m / z = 533.1; Observed mass: m / z = 534.1.

[0201] Example 19: Synthesis of N-[1-[4-fluoro-3-[4-(2-pyridyl)triazol-2-yl]-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-66) Synthesis of N-[1-[4-fluoro-3-[4-(2-pyridyl)triazol-2-yl]-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide: To a solution of N-[1-[4-chloro-3-[4-(2-pyridyl)triazol-2-yl]-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (100 mg, 0.18 mmol) in DMSO (5 ml) was added KF (56 mg, 0.96 mmol) under nitrogen at 140° C. The reaction mixture was stirred at 140° C. for 2 hours. LC-MS showed the reaction was complete. The reaction was purified by HCl distillation. aq (20 ml) and extracted with EtOAc (2 x 20 ml). The organic phase was dried over NaSO and concentrated under reduced pressure. The residue was purified by preparative HPLC (NHHCO) to give N-[1-[4-fluoro-3-[4-(2-pyridyl)triazol-2-yl]-2-pyridyl]ethyl]-3,5-bis(trifluoromethyl)benzamide (30 mg, 32% yield) as a yellow solid. 1 H-NMR (400MHz, methanol-d4): δ=8.82(dd,J=7.19,5.69Hz,1H),8.61(br d,J=4.88Hz,1H),8.53(s,1H),8.33(s,2H),8.04(s,1H),7.83-7.94(m,2H),7.50(dd,J =9.13,5.63Hz,1H),7.40-7.46(m,1H),5.33(q,J=7.09Hz,1H),1.67(d,J=7.00Hz,3H). LCMS: Desired mass: m / z = 524.1; Observed mass: m / z = 525.1.

[0202] Example 20 Synthesis of N-[1-[3-(4-isopropylsulfonylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-67) and N-[1-[3-(4-isopropylsulfinylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (I-69) A solution of N-[1-[3-(4-isopropylsulfanylpyrazol-1-yl)pyrazin-2-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide (160 mg, 0.318 mmol) in EtOH (5 ml) was added to (NH)MoO at 25 °C. 24 *4H2O (185 mg, 0.159 mmol) and H2O2 (30%, 108 mg, 0.954 mmol) were added. The reaction mixture was stirred for 12 h. TLC (PE: EtOAc = 1:1) showed that the reaction was complete. The reaction mixture was poured into water (20 ml) and extracted with EtOAc (2 x 20 ml). The organic phase was washed with brine (20 ml), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by preparative TLC (PE: EtOAc = 1: 1) to give N-[1-[3-(4-isopropylsulfonylpyrazol-1-yl)pyrazin-2-yl] ethyl]-3,5-bis(trifluoromethyl) benzamide (92 mg, 54% yield) as a yellow solid and N-[1-[3-(4-isopropylsulfinylpyrazol-1-yl)pyrazin-2-yl] ethyl]-3,5-bis(trifluoromethyl) benzamide (43 mg, 26% yield) as a white solid. I-67: 1 H-NMR (400MHz, CDCl3): δ=8.94(s,1H),8.67(d,J=2.25Hz,1H),8.47(d,J=2.25Hz,1H),8.24(s,2H),8.14(s,1H),8.02(s,1H),7.61(br d,J=7.88Hz,1H),6.40(quintet,J=7.04Hz,1H),3.27(dt,J=13.73,6.83Hz,1H),1.69(d,J=6.63Hz,3H),1.42(d,J=6.88Hz,6H). LCMS: Desired mass: m / z = 535.1; Observed mass: m / z = 536.1. I-69: 1H-NMR (400MHz, CDCl3): δ=8.78-8.95(m,1H),8.61-8.69(m,1H),8.43-8.49(m,1H),8.26(s,2H),8.04-8.15(m,1H),8.02(s,1H),7.74(br dd,J=7.50,4.00Hz,1H), 6.35-6.51(m,1H), 3.05-3.33(m,1H), 1.67(dd,J=6.63,3.00Hz,3H), 1.35(dd,J=6.82,3.44Hz,3H), 1.29(dd,J=6.88,2.25Hz,3H). LCMS: Desired mass: m / z=519.1; Actual mass: m / z=520.1.

[0203] Table I: Compounds of formula I

change

[0204] Table 8

[0205] Table 9

[0206] Table 10

[0207] Table 11

[0208] Table 12

[0209] Table 13

[0210] [Table 14]

[0211] Biological Examples Unless otherwise specified, test solutions were prepared as follows:

[0212] The active compound was dissolved at the desired concentration in a 1:1 (volume:volume) mixture of distilled water:acetone. Test solutions were prepared on the day of use.

[0213] The activity of the compounds of formula I of the present invention can be demonstrated and evaluated in the following biological tests.

[0214] B.1 Tobacco budworm (Heliothis virescens) To evaluate control of the false tobacco budworm (Heliothis virescens), test units consisted of 96-well microtiter plates containing insect bait and 15-25 H. virescens eggs.

[0215] The compounds were formulated using a solution containing 75% v / v water and 25% v / v DMSO. Using a custom-made microatomizer, 10 μl of various concentrations of the formulated compounds were sprayed onto the insect diet in duplicate.

[0216] After application, the microtiter plates were incubated for 5 days at about 28±1° C. and about 80±5% relative humidity, and then visually assessed for egg and larval mortality (mortality).

[0217] In this study, compounds I-1, I-3, I-4, I-7, I-8, I-9, I-11, I-14, I-16, I-17, I-18, I-19, I-20, I-21, I-2 2, I-23, I-26, I-29, I-31, I-32, I-33, I-34, I-35, I-36, I-37, I-38, I-39, I-40, I-41, I-42, I I-43, I-44, I-46, I-47, I-48, I-50, I-51, I-53, I-55, I-56, I-57, I-58, I-60, I-61, I-63, I-64, I-65, I-67, I-68, I-69, I-70, I-72 and I-73 each showed at least 75% mortality compared to untreated controls at 2500 ppm.

[0218] B.2 Boll weevil (Anthonomus grandis) To evaluate control of boll weevil (Anthonomus grandis), test units consisted of 96-well microtiter plates containing insect bait and 5–10 A. grandis eggs.

[0219] The compounds were formulated using a solution containing 75% v / v water and 25% v / v DMSO, and 5 μL of various concentrations of the formulated compounds were sprayed onto the insect diet in duplicate using a custom-made microatomizer.

[0220] After application, the microtiter plates were incubated for 5 days at about 25±1° C. and about 75±5% relative humidity, and then visually assessed for egg and larval mortality.

[0221] In this study, compounds I-1, I-2, I-3, I-4, I-8, I-9, I-10, I-11, I-12, I-13, I-14, I-16, I-17, I-18, I-19, I-20, I -21, I-23, I-24, I-25, I-26, I-28, I-29, I-30, I-31, I-32, I-33, I-34, I-35, I-36, I-37, I-38, I-39, I I-40, I-41, I-42, I-43, I-44, I-46, I-47, I-48, I-50, I-51, I-53, I-55, I-56, I-57, I-58, I-60, I-61, I-63, I-64, I-65, I-67, I-68, I-69, I-70, I-71 and I-73 each showed at least 75% mortality compared to untreated controls at 2500 ppm.

[0222] B.3 Southern armyworm (Spodoptera eridania), 2nd instar larvae The active compounds were formulated in 100% cyclohexanone using a Tecan liquid handler as 10,000 ppm solutions delivered in tubes. The 10,000 ppm solutions were serially diluted in 100% cyclohexanone to create intermediate solutions. These constituted stock solutions, from which final dilutions were made in 50% acetone:50% water (v / v) using a Tecan and placed in 10 or 20 ml glass vials. A nonionic surfactant (Kinetic®) was included in the solution at a volume of 0.01% (v / v). The vials were then inserted into an automated electrostatic sprayer equipped with a spray nozzle for plant / insect application. Two lima bean plants (Sieva variety) were grown in pots and selected for treatment at the first true leaf stage. The test solutions were sprayed onto the leaves using an automated electrostatic plant sprayer equipped with a spray nozzle. The plants were allowed to dry in the sprayer fume hood and then removed from the sprayer. Each pot was placed in a perforated plastic zip-top bag. 10-11 armyworm larvae were placed in the bag, and the bag was then resealed. The test plants were maintained in a growth chamber at approximately 25°C and approximately 20-40% relative humidity for 4 days, avoiding direct exposure to fluorescent lighting (14:10 light:dark photoperiod) to prevent heat trapping inside the bag. Four days after treatment, mortality and feeding loss were assessed compared to untreated control plants.

[0223] In this test, compounds I-1, I-3, I-4, I-5, I-8, I-9, I-12, I-14, I-16, I-17, I-18, I-19, I-20, I-21, I-23, I-24, I-26, I-28, I-30, I-31, I-32, I-33, I-34, I-35, I-36, I-37, I-38, I-39, I-40, I-42, I-44, I-46, I-47, I-48, I-50, I-51, I-56, I-57, I-60, and I-61 each showed at least 75% mortality compared to untreated controls at 300 ppm.

[0224] B.4 Orchid thrips (Dichromothrips corbetti) Dichromothrips corbetti adults used for the bioassay were obtained from a colony maintained continuously under laboratory conditions. For testing purposes, test compounds were diluted in a 1:1 mixture of acetone:water (volume:volume) and supplemented with 0.01% v / v Kinetic HV.

[0225] The efficacy of each compound against thrips was assessed using the floral-immersion technique. All petals of individual, uninfested orchid flowers were dipped into the treatment solution and allowed to dry in a Petri dish. Treated petals were placed in individual resealable plastic containers along with approximately 20 adult thrips. All test arenas were maintained under conditions of continuous light and a temperature of approximately 28°C for the duration of the assay. After 3 days, the number of live thrips on each petal was counted. Mortality was recorded 72 hours after treatment.

[0226] In this test, compounds I-1, I-12, I-18, I-19, I-23, I-24, I-30, I-32 and I-39 each showed at least 75% mortality compared to untreated controls at 300 ppm.

[0227] B.5 Yellow fever mosquito (Aedes aegypti) To evaluate control of Aedes aegypti mosquitoes, test units consisted of 96-well microtiter plates containing 200 μl of tap water and 5–15 newly hatched A. aegypti larvae per well.

[0228] Active compounds were formulated using a solution containing 75% (v / v) water and 25% (v / v) DMSO. Various concentrations of the formulated compounds or mixtures were sprayed in duplicate, 2.5 μL, onto the insect diet using a custom-made microatomizer.

[0229] After application, the microtiter plates were incubated at 28±1°C and 80±5% RH for 2 days, and then larval mortality was assessed visually.

[0230] In this study, compounds I-1, I-2, I-3, I-4, I-5, I-6, I-7, I-8, I-9, I-10, I-11, I-12, I-14, I-16, I-17, I-1 8, I-19, I-20, I-21, I-23, I-24, I-25, I-26, I-29, I-31, I-32, I-33, I-34, I-35, I-36, I-37, I- 38, I-39, I-40, I-42, I-44, I-46, I-47, I-50, I-51, I-53, I-55, I-56, I-57, I-58, I-60, I-61, I-63, I-64, I-65, I-67, I-68, I-69, I-70 and I-73 each showed at least 75% mortality compared to untreated controls at 2500 ppm.

[0231] B.6 Green peach aphid (Myzus persicae) To evaluate the control of the green peach aphid (Myzus persicae) through systemic means, test units consisted of 96-well microtiter plates containing a liquid artificial bait under an artificial membrane.

[0232] The compounds were formulated using a solution containing 75% v / v water and 25% v / v DMSO. Using a custom-made pipettor, various concentrations of the formulated compounds were transferred into the aphid diet in duplicate.

[0233] After application, 5-8 adult aphids were placed on the artificial membrane in a microtiter plate well. The aphids then fed the treated aphid bait and were incubated at approximately 23±1°C and approximately 50±5% relative humidity for 3 days. Aphid mortality and reproduction were then visually assessed.

[0234] In this test, compounds I-8, I-9, I-11, I-12, I-13, I-14, I-17, I-18, I-20, I-21, I-23, I-24, I-25, I-28, I-29, I-30, I-31, I-32, I-34, I-35, I-36, I-37, I-38, I-39, I-40, I-42, I-44, I-46, I-51, I-56, I-57, I-58, I-61, I-64, I-65, I-67, I-69, and I-73 each showed at least 75% mortality compared to untreated controls at 2500 ppm.

[0235] The beneficial activity of the triazolone compounds according to the invention over structurally related compounds known from the prior art using N-linked triazoles is revealed by the following comparative examples:

[0236] [Table 15]

[0237] [Table 16]

[0238] [Table 17]

[0239] [Table 18]

[0240] [Table 19]

[0241] Table 20

[0242] Table 21

[0243] Table 22

[0244] Table 23

Claims

1. Compounds of Formula I 【Chemistry 1】 (In the formula, R １ is H, OR １０ , C １ -C ６ -Alkyl, C １ -C ６ -haloalkyl, C ３ -C ６ -cycloalkyl, C ３ -C ６ -halocycloalkyl, C １ -C ５ -alkoxy, C １ -C ４ -Alkyl-C ３ -C ６ -cycloalkyl, C １ -C ４ -Alkyl-C ３ -C ６ -halocycloalkyl (the group is unsubstituted or １１ (partially or completely replaced by); or C(=N-R １１ ) R １２ , C(O)R １１ａ and R １０ is H, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C ３ -C ６ -cycloalkyl, C ３ -C ６ -halocycloalkyl, C ３ -C ４ -cycloalkyl-C １ -C ２ -Alkyl, C ３ -C ４ -halocycloalkyl-C １ -C ２ -alkyl, C(O)-C １ -C ４ -alkyl, C(O)-C １ -C ４ -haloalkyl, C(O)-C ３ -C ４ -cycloalkyl, C(O)-C ３ -C ４ halocycloalkyl or phenyl (which may be unsubstituted or ３ａ partially or completely replaced by; R １１ is halogen, CN, NO ２ , N.R. １２ R １３ , C(O)NH ２ , C(S)NH ２ ,C(O)OH,OR １０ , Si(CH ３ ) ３ ; C １ -C ６ - alkyl; C １ -C ６ -haloalkyl; C ２ -C ６ -alkenyl; C ２ -C ６ -haloalkenyl; C ２ -C ６ -alkynyl; C ２ -C ６ -haloalkynyl; C ３ -C ４ -cycloalkyl-C １ -C ２ - alkyl (the ring is unsubstituted or substituted with 1 or 2 halogens); 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl or phenyl (the ring is unsubstituted or substituted with halogens, C １ -C ３ -substituted with haloalkyl and / or CN; R １１ａ is NR １２ R １３ , C(O)NH ２ , C(S)NH ２ ,C(O)OH,OR １０ , Si(CH ３ ) ３ ; C １ -C ６ -haloalkyl; C ２ -C ６ -alkenyl; C ２ -C ６ -haloalkenyl; C ２ -C ６ -alkynyl; C ２ -C ６ -haloalkynyl; C ３ -C ４ -cycloalkyl-C １ -C ２ - alkyl (the ring is unsubstituted or substituted with 1 or 2 halogens); 3- to 6-membered heterocyclyl (the ring is unsubstituted or substituted with halogens, C １ -C ３ -substituted with haloalkyl and / or CN; R １２ , R １３ are, independently of each other, H, C １ -C ４ -Alkyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C １ -C ４ -haloalkyl, C ３ -C ６ -cycloalkyl, C(O)-C １ -C ４ -alkyl, C(O)-C １ -C ４ -haloalkyl, C(O)-C ３ -C ４ -cycloalkyl, C(O)-C ３ -C ４ -halocycloalkyl, C(O)NH-C １ -C ４ -alkyl, C(O)NH-C １ -C ４ -haloalkyl, C(O)N(C １ -C ４ -alkyl)-C １ -C ４ -Alkyl, C(O)N(C １ -C ４ -haloalkyl)-C １ -C ４ -Alkyl, C(O)N(C １ -C ４ -haloalkyl)-C １ -C ４ -haloalkyl, C(O)NH-C １ -C ４ -alkoxy, C(O)NH-C １ -C ４ -haloalkoxy, C(O)NH-C １ -C ４ -alkoxy-C １ -C ４ -alkyl, C(O)NH-C １ -C ４ -alkoxy-C １ -C ４ -haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-C １ -C ４ -alkyl-phenyl, C(O)NH—C １ -C ４ -alkyl-3-6 membered heterocyclyl or 5- or 6-membered hetaryl (the ring is unsubstituted or substituted with halogen, C １ -C ３ -substituted with haloalkyl and / or CN); S(O) ｍ -C １ -C ４ -haloalkyl, S(O) ｍ -C ３ -C ４ -cycloalkyl, S(O) ｍ -C ３ -C ４ -halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl or phenyl (the ring is unsubstituted or substituted with halogen, C １ -C ３ -substituted with haloalkyl and / or CN; or or R １２ and R １３ together with the nitrogen atom to which they are attached form a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated heterocycle, which heterocycle contains as ring members N, O, S(O) ｍ and C(O), wherein the heterocycle is unsubstituted or contains one or more R ３ａ is replaced by; R １４ is R １０ as defined for m is 0, 1 or 2; R ２ are H, CN, C １－ C ３ -Alkyl, C １ -C ３ -haloalkyl, C ２ -C ３ -alkynyl; R ３ is halogen, CN, NO ２ ; C １ -C ４ -Alkyl, C ３ -C ６ -cycloalkyl, C １ -C ６ -haloalkyl, C １ -C ６ -halocycloalkyl, C １ -C ６ -alkenyl, C １ -C ６ -alkynyl, C ３ -C ６ -cycloalkyl-C １ -C ６ -Alkyl, C １ -C ６ -Alkyl-C ３ -C ６ -cycloalkyl (which may be unsubstituted or ３ａ (replaced by); OR １４ 、NR １２ R １３ 、C(O)NR １２ R １３ 、C(O)OR １４ 、C(O)R １５ 、S(O) ｍ -R １５ 、C(=N-OR １０ )R １４ 、 C(=N-OR １０ ) NR １２ R １３ or C(=N-NR １２ R １３ ) R １４ and R ３ａ is halogen, CN, NO ２ , O.H., C. １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -alkoxy-C １ -C ４ -Alkyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C ３ -C ４ -cycloalkyl, C ３ -C ４ -halocycloalkyl, S(O) ｍ -C １ -C ４ -alkyl, S(O) ｍ -C １ -C ４ -haloalkyl, S(O) ｍ -C ３ -C ４ -cycloalkyl, S(O) ｍ -C ３ -C ４ -halocycloalkyl; R １５ is H, C １ -C ４ -Alkyl or C １ -C ４ -haloalkyl, C ３ -C ６ -cycloalkyl, C １ -C ６ -halocycloalkyl (the carbon chain is unsubstituted or １１ or 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the ring is unsubstituted or partially or fully substituted with R ３ａ substituted with n is 0, 1, 2 or 3; R ４ and R ５ are each independently H, halogen, CN, C １－ C ６ -Alkyl, C １ -C ３ -haloalkyl, C ３ -C ６ -cycloalkyl, C ３ -C ６ -cyclohaloalkyl, OR １０ , N.R. １２ R １３ , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the rings are unsubstituted or ３ partially or completely replaced by; X and Y are each independently N, CH, or CR ３ｂ and R ３ｂ is R ３ As defined; Z is Q1, Q2, Q3 or Q4 (where # indicates a bond to an adjacent 6-membered ring); 【Chemistry 2】 R ６ａ is S(O) ｍ -C １ -C ４ -alkyl, S(O) ｍ -C １ -C ４ -haloalkyl, S(O) ｍ -C ３ -C ６ -cycloalkyl, S(O) ｍ -C ３ -C ４ -halocycloalkyl, NR １２ R １３ , C(O)NR １２ R １３ , C(O)OR １５ , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the rings are unsubstituted or ３ substituted with; R ６ｂ is H, halogen, CN, C １ -C ３ -Alkyl, C １ -C ３ -haloalkyl, C ３ -C ４ -cycloalkyl, C ３ -C ４ -halocycloalkyl, OR １０ (The ring may be unsubstituted or R ３ or, with the proviso that Y is not N, R ６ａ , R ６ｂ are each independently H, halogen, CN, C １ -C ３ -Alkyl, C １ -C ３ -haloalkyl, C ３ -C ４ -cycloalkyl, C ３ -C ４ -halocycloalkyl, OR １０ , S(O) ｍ -C １ -C ４ -alkyl, S(O) ｍ -C １ -C ４ -haloalkyl, S(O) ｍ -C ３ -C ６ -cycloalkyl, S(O) ｍ -C ３ -C ４ -halocycloalkyl, NR １２ R １３ , C(O)NR １２ R １３ , C(O)OR １５ , 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl (the rings are unsubstituted or ３ is replaced by); and the N-oxides, stereoisomers and agriculturally or veterinarily acceptable salts thereof.

2. During the ceremony, R ３ But halogen, CN, NO ２ ; C １ -C ４ -Alkyl, C ３ -C ６ -cycloalkyl, C １ -C ６ -haloalkyl, C １ -C ６ -halocycloalkyl, C １ -C ６ -alkenyl, C １ -C ６ -alkynyl, C ３ -C ６ -cycloalkyl-C １ -C ６ -Alkyl, C １ -C ６ -Alkyl-C ３ -C ６ -cycloalkyl, which may be unsubstituted or ３ａ (replaced by); OR １４ , N.R. １２ R １３ , C(O)NR １２ R １３ , C(O)OR １４ , C(O)R １５ , S(O) ｍ -R １５ 2. The compound of formula I according to claim 1, wherein:

3. R １ is H or CH ２ -cC ３ H ５ 3. A compound of formula I according to claim 1 or 2, wherein:

4. R ２ is CH ３ 4. A compound of formula I according to any one of claims 1 to 3, wherein

5. R ３ But halogen, CN, C １ -C ４ -haloalkyl, C １ -C ４ -haloalkoxy, C ３ -C ４ -cycloalkyl (unsubstituted or substituted with one or more CN), C ３ -C ４ -halocycloalkyl, S(O) ｍ -C １ -C ４ -alkyl, S(O) ｍ -C １ -C ４ -haloalkyl, S(O) ｍ -C ３ -C ４ -cycloalkyl, S(O) ｍ -C ３ -C ４ -halocycloalkyl or S (O) ｍ -R １４ wherein R １４ But, R １１ 5. A compound of formula I according to any one of claims 1 to 4, which is phenyl partially substituted by:

6. n is 2 and R ３ 6. A compound of formula I according to any one of claims 1 to 5, wherein:

7. 7. A compound of formula I according to any one of claims 1 to 6, wherein X is CH.

8. A compound of formula I according to any one of claims 1 to 6, wherein X is N.

9. R ４ is H, F, Cl or CH ３ and R ５ H, halogen, C １ -C ４ -Alkyl or C ３ -C ６ 9. A compound of formula I according to any one of claims 1 to 8, wherein - is cycloalkyl.

10. R ６ａ A compound of formula I according to any one of claims 1 to 9, wherein is 2-, 3- or 4-pyridine.

11. Formula I.AQ1 【Transformation 3】 A compound of formula I according to any one of claims 1 to 10, which corresponds to

12. R ６ａ is 2-pyridine or 3-pyridine, and R ６ｂ 12. The compound of formula I according to claim 11, wherein is H.

13. Formula I. B 【Chemistry 4】 A compound of formula I according to any one of claims 1 to 10, which corresponds to

14. Formula I. BQ1 【Transformation 5】 14. A compound of formula I according to claim 13, which corresponds to:

15. Formula I. C 【Transformation 6】 A compound of formula I according to any one of claims 1 to 10, which corresponds to

16. Formula I. CQ1 【Transformation 7】 16. A compound of formula I according to claim 15, which corresponds to:

17. Mainly isomer I.S 【Transformation 8】 17. A compound of formula I according to any one of claims 1 to 16, consisting of:

18. 18. An agricultural or veterinary composition comprising at least one compound according to any one of claims 1 to 17 and / or at least one agriculturally or veterinarily acceptable salt thereof and at least one inert liquid and / or solid agriculturally or veterinarily acceptable carrier.

19. 18. An agricultural composition for controlling animal pests, comprising at least one compound according to any one of claims 1 to 17, at least one inert liquid and / or solid acceptable carrier, and optionally at least one surfactant.

20. 20. A method for combating or controlling invertebrate pests, comprising contacting the pests or their food sources, habitats, or breeding sites with a pesticidally effective amount of at least one compound of any one of claims 1 to 17.

21. 18. A method for protecting growing plants from attack or infestation by invertebrate pests, comprising contacting the plants or the soil or water in which the plants are growing with a pesticidally effective amount of at least one compound of any one of claims 1 to 17.

22. Seeds comprising the compound according to any one of claims 1 to 17 or its enantiomer, diastereomer or salt in an amount of 0.1 g to 10 kg per 100 kg of seeds.

23. 20. A method of treating or protecting an animal against infestation or infection by an invertebrate pest, comprising contacting said animal with a pesticidally effective amount of at least one compound of formula I, its stereoisomers and / or at least one veterinarily acceptable salt thereof, as defined in any one of claims 1 to 17.

Images