Novel heteroaryl carboxamide compounds

Novel carboxamide compounds with a C-C bond at the sulfonamide group address the need for PFAS alternatives by providing enhanced insecticidal activity, reduced environmental persistence, and improved safety and biodegradability, suitable for agrochemical applications.

WO2026120028A1PCT designated stage Publication Date: 2026-06-11SYNGENTA CROP PROTECITON AG

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
SYNGENTA CROP PROTECITON AG
Filing Date
2025-12-03
Publication Date
2026-06-11

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Abstract

Compounds of formula (I) wherein the substituents are as defined in the claims, processes for their preparation, intermediates, compositions comprising the compounds, and their use for controlling animal pests, including arthropods and in particular insects.
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Description

[0001] 83373_FF

[0002] 1

[0003] NOVEL HETEROARYL CARBOXAMIDE COMPOUNDS

[0004] The present invention relates to pesticidally active, in particular insecticidally active carboxamide compounds, preferably substituted carboxamide compounds thereof, to processes for their preparation and to intermediates useful for their preparation, to compositions comprising the compounds, and to their use for controlling animal pests, including arthropods and in particular insects.

[0005] Alkoxy benzoic acid amide derivatives are described in WO 2021 / 153720 and WO 2023 / 217989.

[0006] There have now been found certain novel pesticidally active carboxamide compounds.

[0007] The present invention accordingly relates, in a first aspect, to a compound of the formula (I)

[0008]

[0009] (I)

[0010] wherein

[0011] R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Cs-Cn-spirocycloalkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 6-membered heteroaryl, phenyl-Ci-C4-alkyl, 5- or 6-membered heteroaryl-Ci-Cs-alkyl, Cs-Ce-cycloalkenyl, 4- to 8-membered heterobicycloalkyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, or Cs-Ce-cycloalkylcarbonyl;

[0012] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2; and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs- haloalkyl, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;

[0013] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, C1-C3- alkoxy, or Cs-Ce-cycloalkyl;

[0014] wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy;

[0015] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;

[0016] wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci- Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, C2-C5-haloalkylalkynyl, C1-C3- 83373_FF

[0017] 2

[0018] alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, Ci-Cs-alkylcarbonylamino, or C3-C6- cycloalkylcarbonylamino; and

[0019] wherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, or Ci-C4-alkoxycarbonyl;

[0020] R2is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-haloalkyl, or C2-C5-alkynyl;

[0021] R3is selected from halogen, cyano, or C1-C3-alkyl;

[0022] R4and R5are independently selected from hydrogen, or C1-C3-alkyl, or R4and R5together with the carbon to which they are attached represent a C3-C5-cycloalkyl group;

[0023] R6is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, C1-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl, Ci-C4-dialkylaminocarbonyloxy- C1-C4-alky I, phenylcarbonyloxy-Ci-C4-alkyl, phenyl Ci-C4alkoxy Ci-C4alkyl, C2-C5-alkynyl, or Ci-C4-haloalkyl; and X1and X2are independently selected from fluorine or chlorine;

[0024] or a salt or an N-oxide thereof.

[0025] Surprisingly, it has been found that the novel compounds of formula (I) have, for practical purposes, advantageous levels of biological activity for protecting plants against insects or superior properties for use as agrochemical active ingredients, for example, greater biological activity, an advantageous spectrum of activity, an increased safety profile against non-target organisms above and below ground (such as fish, birds and bees), improved physico-chemical properties, or increased biodegradability. In particular, it has been surprisingly found that certain compounds of formula (I) may show an advantageous safety profile with respect to non-target arthropods, in particular pollinators such as honey bees, solitary bees, and bumble bees. Most particularly, Apis mellifera.

[0026] Polyfluoroalkyl and perfluoroalkyl compounds, collectively known as PFAS, represent a class of synthetic chemicals that have garnered considerable attention in the field of chemistry, industry, and environmental science. PFAS are characterized by carbon-fluorine bonds, which belong to the strongest covalent bonds in organic chemistry. This chemical arrangement imparts several distinctive properties to PFAS, which are harnessed for a wide range of industrial and consumer applications. The chemical stability that makes PFAS useful, also may make them persistent in the environment or human body. Such there is a need for PFAS alternatives.

[0027] Addressing this need, it has been found that the novel per- and polyfluoroalkyl substance (PFAS) alternative compounds of formula (I) have for practical purposes advantageous levels of biological activity for protecting plants against insects or superior properties for use as agrochemical active ingredients. 83373_FF

[0028] 3

[0029] It is therefore an object of the present invention to provide pesticidal active, in particular insecticidally active PFAS alternative carboxamide compounds.

[0030] Further there was a need to provide pesticidal active, in particular insecticidally active PFAS alternative carboxamide compounds, with reduced environmental persistence compared to PFAS-containing agrochemicals, without sacrificing pesticidal activity.

[0031] As a solution, the compounds of the present invention, i.e. compounds of formula (I) are provided. They possess at least one C-CI-bond at the sulfonamide group, which may contribute to benefits compared to their PFAS analogues, including, inter alia, advantageous levels of biological activity for protecting plants against insects or superior properties for use as agrochemical active ingredients, for example but not limited to greater biological activity, improved biodegradability, increased safety profile, reduced bioaccumulation potential. According to a second aspect of the invention, there is provided a composition comprising a compound of formula (I) as defined in the first aspect. Such a composition may further comprise at least one additional active ingredient and / or an agrochemically-acceptable diluent or carrier.

[0032] According to a third aspect of the invention, there is provided a method of combating and controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound as defined in the first aspect or a composition as defined in the second aspect.

[0033] According to a fourth aspect of the invention, there is provided a method for the protection of plant propagation material from the attack by insects, acarines, nematodes or molluscs, which comprises treating the propagation material or the site, where the propagation material is planted, with an effective amount of a compound of formula (I) as defined in the first aspect or a composition as defined in the second aspect.

[0034] According to a fifth aspect of the invention, the present invention makes available a plant propagation material, such as a seed, comprising, or treated with or adhered thereto, a compound of formula (I) as defined in the first aspect, or a composition as defined in the second aspect.

[0035] According to a sixth aspect, the present invention relates to intermediate compounds of formulae (VI) and (XV), or salts thereof, for the preparation of compounds of the formula (I):

[0036] Cl

[0037] HNCT

[0038] s' ^R'

[0039]

[0040] (VI) wherein, R3, R4, R5, X1and X2are defined as for compounds of formula (I), and wherein R7is Ci-Ce alkyl; 83373_FF

[0041] 4

[0042]

[0043] (XV) wherein, R1, R2, R3, R4, R5, X1and X2are defined as for compounds of formula (I).

[0044] Compounds of formula (I) which have at least one basic centre can form, for example, acid addition salts, for example with strong inorganic acids such as mineral acids, e.g., perchloric acid, sulfuric acid, nitric acid, nitrous acid, a phosphorus acid or a hydrohalic acid, with strong organic carboxylic acids, such as Ci-C4alkanecarboxylic acids which are unsubstituted or substituted, for example by halogen, e.g., acetic acid, such as saturated or unsaturated dicarboxylic acids, e.g., oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid, such as hydroxycarboxylic acids, e.g., ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or such as benzoic acid, or with organic sulfonic acids, such as Ci-C4alkane- or arylsulfonic acids which are unsubstituted or substituted, for example by halogen, e.g., methane- or p-toluenesulfonic acid. Compounds of formula (I) which have at least one acidic group can form, for example, salts with bases, e.g., mineral salts such as alkali metal or alkaline earth metal salts, e.g., sodium, potassium or magnesium salts, or salts with ammonia or an organic amine, such as morpholine, piperidine, pyrrolidine, a mono-, di- or tri-lower-alkylamine, e.g., ethyl-, diethyl-, triethyl- or dimethylpropylamine, or a mono-, di- or trihydroxy-lower-alkylamine, e.g., mono-, di- or triethanolamine.

[0045] In each case, the compounds of formula (I) according to the invention are in free form, in oxidized form as a N-oxide or in salt form, e.g., an agronomically usable salt form. N-oxides are oxidized forms of tertiary amines or oxidized forms of nitrogen containing heteroaromatic compounds. They are described for instance in the book “Heterocyclic N-oxides” by A. Albini and S. Pietra, CRC Press, Boca Raton 1991. The compounds of formula (I) according to the invention also include hydrates which may be formed during the salt formation. As used herein, the term "halogen" or “halo” refers to fluorine (fluoro), chlorine (chloro), bromine (bromo) or iodine (iodo), preferably fluorine, chlorine, or bromine. This also applies, correspondingly, to halogen in combination with other meanings, such as haloalky I, and halocycloalkyl.

[0046] As used herein, cyano means a -CN group.

[0047] As used herein, oxo means an =0 group (eg, as in a carbonyl (C=0) group).

[0048] As used herein, the term " Ci-Cn-alkyl” refers to a saturated straight-chain or branched hydrocarbon radical attached via any of the carbon atoms having 1 to n carbon atoms, examples include, but are not limited to methyl, ethyl, n-propyl, 1 -methylethyl, n-butyl, 1 -methylpropyl, 2-methylpropyl, 1,1 -dimethylethyl, 1- 83373_FF

[0049] 5

[0050] methylbutyl, 2-methylbutyl, 3-methylbutyl, 2, 2-dimethylpropyl, 1 -ethylpropyl, n-hexyl, n-pentyl, 1,1-dimethylpropyl, 1, 2-dimethylpropyl.

[0051] As used herein, the term “C2-Cn-alkenyl” refers to a straight or branched alkenyl chain moiety having from two to n carbon atoms and one or two double bonds, for example, ethenyl, prop-1 -enyl, but-2-enyl.

[0052] As used herein, the term “C2-Cn-alkynyl” refers to a straight or branched alkynyl chain moiety having from two to n carbon atoms and one triple bond, for example, ethynyl, prop-2-ynyl, but-3-ynyl.

[0053] As used herein, the term “Cs-Cn-cycloalkyl” refers to 3 to n membered cycloalkyl radical such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

[0054] As used herein, the term “Cs-Cn-cycloalkenyl” refers to a 3 to n numbered cycloalkyl radical with 1 endocyclic double bond. Examples of Cs-Ce-cycloalkenyl include cyclopropenyl, cyclobutenyl, cyclopentenyl and cyclohexenyl.

[0055] As used herein, the term " Ci-Cn-alkoxy" refers to a straight-chain or branched saturated alkyl radical having 1 to n carbon atoms (as mentioned above) which is attached via an oxygen atom, examples include, but are not limited to methoxy, ethoxy, n-propoxy, 1 -methylethoxy, n-butoxy, 1 -methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy.

[0056] As used herein, the term “Ci-Cn-alkoxy-Ci-Cn-alkyl” refers to an alkyl radical (as mentioned above) substituted with a Ci-Cn-alkoxy group. Examples include, but are not limited to methoxymethyl, methoxyethyl, ethoxymethyl and propoxy methyl.

[0057] As used herein, the term “Ci-Cn-alkoxy-Ci-Cn-alkoxy” refers to a radical of the formula Ra-O-Rb- wherein Rais a Ci-Cn-alkyl radical as generally defined above, and Rbis a Ci-Cn-alkoxy radical as generally defined above. As used herein, the term “Ci-Cn-alkoxy-Ci-Cn-alkoxy-Ci-Cn-alkyl” refers to a radical of the formula Ra-ORb-ORc-, where Rais a Ci-Cn-alkyl group as defined above, and Rb and Rcrefer to an Ci-Cn-alkyl group as defined above.

[0058] As used herein, the term “Ci-Cn-alkoximino” refers to a Ci-Cn-alkoxy group attached to an imino-group, i.e. a group having the formula “Ci-Cn-alkyl-O-N=” (wherein the double-bond is attached e.g. to a carbon atom of a cycloalkyl group).

[0059] As used herein, the term “Ci-Cn-haloalkoximino” refers to a Ci-Cn-haloalkoxy group attached to an imino-group, i.e. a group having the formula “Ci-Cn-haloalkyl-O-N=” (wherein the double-bond is attached e.g. to a carbon atom of a cycloalkyl group).

[0060] As used herein, the term “C3-Cn-cycloalkyl-Ci-Cn-alkyl” refers to an alkyl radical (as mentioned above) substituted with a Cs-Cn-cycloalkyl group. Examples are cyclopropylmethyl, cyclopropylethyl. The phrase “wherein any of said C3-Cn-cycloalkyl-Ci-Cn-alkyl is unsubstituted or substituted by 1 to m substituents” means that the C3-Cn-cycloalkyl-Ci-Cn-alkyl may be unsubstituted or substituted by 1 to m substituents in the C3-Cn-cycloalkyl moiety and / or in the Ci-Cn-alkyl moiety. 83373_FF

[0061] 6

[0062] As used herein, the term “cyano-Ci-Cn-alkyl” refers to Ci-Cn-alkyl radical having 1 to n carbon atoms (as mentioned above), where one of the hydrogen atoms in the radical is be replaced by a cyano group, examples include, but are not limited to cyano-methyl, 2-cyano-ethyl, 2-cyano-propyl, 3-cyano-propyl, l-(cyano-methyl)-2-ethyl, 1-(methyl)-2-cyano-ethyl, 4-cyanobutyl, and the like.

[0063] As used herein, the term " Ci-Cn-haloalkyl" refers to a straight-chain or branched saturated alkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above), where some or all of the hydrogen atoms in these radicals may be replaced by fluorine, chlorine, bromine and / or iodine, examples include, but are not limited to chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethy I, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethy I. Preferred " Ci-Cn-haloalkyl" as set out in all embodiments specified below are Ci-Cn-fluoroalkyl, Ci-Cn-chloroalkyl or Ci-Cn-chloro / fluoroalkyl.

[0064] Similarly, the term “Ci-Cn-haloalkoxy” as used herein refers to a Ci-Cn-alkoxy radical respectively substituted with one or more halo atoms which may be the same or different. Preferred " Ci-Cn-haloalkoxy" as set out in all embodiments specified below are Ci-Cn-fluoroalkoxy, Ci-Cn-chloroalkoxy or Ci-Cn-chloro / fluoroalkoxy. As used herein, the term “Ci-Cn-fluoroalkyl” refers to a straight-chain or branched saturated alkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above), where some or all of the hydrogen atoms in these radicals may be replaced by fluorine. Examples include, but are not limited to fluoromethyl, difluoromethyl, trifluoromethyl, 2-fluoroethyl, 2,2-difluoroethyl, and 2,2,2-trifluoroethyl. Similarly, the term “Ci-Cn-fluoroalkoxy” as used herein refers to a Ci-Cn-fluoroalkyl radical is attached via an oxygen atom.

[0065] As used herein, the term “Ci-Cn-chloroalkyl” refers to a straight-chain or branched saturated alkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above), where some or all of the hydrogen atoms in these radicals may be replaced by chlorine. Examples include, but are not limited to chloromethyl, dichloromethyl, trichloromethyl, 2-chloroethyl, and 2,2,2-trichloroethy I. Similarly, the term “Ci-Cn-chloroalkoxy” as used herein refers to a Ci-Cn-chloroalkyl radical is attached via an oxygen atom.

[0066] As used herein, the term “Ci-Cn-chloro / fluoroalkyl” (or “Ci-Cn-floro / chloroalkyl”) refers to a straight-chain or branched saturated alkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above), where some or all of the hydrogen atoms in these radicals may be replaced by fluorine as well as chlorine. Examples include, but are not limited to chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, and 2,2-dichloro-2-fluoroethyl. Similarly, the term “Ci-Cn-chloro / fluoroalkoxy” as used herein refers to a Ci-Cn-chloro / fluoroalkyl radical is attached via an oxygen atom.

[0067] As used herein, the term “Ci-Cn-alkylcarbonyl” refers to a Ci-Cn-alkyl group linked through the carbon atom of a carbonyl (C=O) group. 83373_FF

[0068] 7

[0069] As used herein, the term “Ci-Cn-alkoxycarbonyl” refers to a Ci-Cn-alkoxy moiety linked through a carbon atom of a carbonyl (or C=O) group.

[0070] As used herein, the term “Ci-Cn-alkylcarbonyloxy-Ci-Cn-alkyl” refers to a radical of the formula -Ra-O-C(=O)-Rb, wherein Rais a Ci-Cn-alkyl group, as generally defined above, substituted by a Ci-Cn-alkylcarbonyloxy (or RbC(=O)O-) group, wherein Rb is a Ci-Cn-alkyl group, as generally defined above.

[0071] As used herein, the term “Ci-Cn-alkoxycarbonyloxy-Ci-Cn-alkyl” refers to a radical of the formula -Ra-O-C(=O)-Rc, wherein Rais a Ci-Cn-alkyl group, as generally defined above, substituted by a Ci-Cn-alkoxycarbonyloxy (or Rc-C(=O)O-) group, wherein Rcis a Ci-Cn-alkoxy group.

[0072] As used herein, the term “Cs-Cn-spirocycloalkyl” refers to non-aromatic bicyclic ring system comprising two rings joined together at one carbon atom (i.e., sharing one carbon atom), and consisting solely of carbon and hydrogen atoms. Examples include but are not limited to spiro[2.2]pentan-2-yl, spiro[2.4]heptan-2-yl.

[0073] As used herein, the term “C4-Cn-bicycloalkyl” refers to is an annulated non-aromatic bicyclic ring system comprising two rings fused together (e.g., sharing two carbon atoms), and consisting solely of carbon and hydrogen atoms. Examples include but are not limited to bicyclo[1.1.1]pentanyl, bicyclo[3.1.0]hexan-6-yl, bicyclo[4.1.0]heptan-7-yl, bicyclo[3.2.0]heptan-6-yl, bicyclo[3.2.0]heptan-3-yl, octahydro-2-pentalenyl, octahydro-1 -pentalenyl.

[0074] As used herein, the term “C4-Cn-heterobicycloalkyl” refers to is an annulated non-aromatic bicyclic ring system comprising two rings fused together (e.g., sharing two carbon atoms), comprising 1 or 2 heteroatoms / groups (preferably one heteroatom) individually selected from N, O, S, S=O or SO2. Examples include but are not limited to (1RS,5RS,6SR)-3-oxabicyclo[3.2.0]heptan-6-yl].

[0075] As used herein, the term "phenyl-Ci-Cn-alkyl" refers to a Ci-Cn-alkyl radical substituted by a phenyl ring. Examples include benzyl. The phenyl-Ci-Cn-alkyl radical may be substituted on alkyl group and / or phenyl group.

[0076] As used herein, the term “heterocycloalkyl” or “heterocyclyl” refers to a stable 3-, 4-, 5- or 6-membered non-aromatic monocyclic ring radical which contains 1, 2, or 3 heteroatoms / groups individually selected from N, O, S, S=O or SO2. The heterocyclyl radical may be bonded to the rest of the molecule via a carbon atom or heteroatom. The ring radical will not comprise contiguous oxygen and sulfur atoms. Examples of heterocyclyl include, but are not limited to, epoxide, aziridinyl, pyrrolinyl, pyrrolidyl, tetrahydrofuranyl, tetrahydrothienyl, tetrahydrothiopyranyl, piperidyl, piperazinyl, tetra hydro pyranyl, dioxolanyl, morpholinyl, oxazinanyl, oxetanyl, 1,1-dioxothietan-3-yl, or δ-lactamyl. The heterocycloalkyl radical may be substituted on the heteroatom and / or carbon atom. It is to be understood that “non-aromatic monocyclic ring” includes saturated and partially unsaturated ring moieties.

[0077] As used herein, the term “heteroaryl" refers to a 5- or 6-membered aromatic monocyclic ring radical which contains 1, 2, 3 or 4 heteroatoms individually selected from N, O or S. This ring radical will not comprise contiguous oxygen and sulfur atoms. Examples of heteroaryl include, but are not limited to, furanyl, pyrrolyl, 83373_FF

[0078] 8

[0079] thienyl, pyrazolyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, tetrazolyl, pyrazinyl, pyridazinyl, pyrimidyl, or pyridyl. The term “heteroaryl-Ci-Cn-alkyl” refers to an Ci-Cn-alkyl radical respectively substituted by a heteroaryl group.

[0080] As used herein, the term "controlling" refers to reducing the number of pests, eliminating pests and / or preventing further pest damage such that damage to a plant or to a plant derived product is reduced.

[0081] As used herein, the term "pest" refers to insects, and molluscs that are found in agriculture, horticulture, forestry, the storage of products of vegetable origin (such as fruit, grain, and timber); and those pests associated with the damage of man-made structures. The term pest encompasses all stages in the life cycle of the pest.

[0082] As used herein, the term "crops" is to be understood as including also crop plants which have been so transformed by the use of recombinant DNA techniques that they are capable of synthesising one or more selectively acting toxins, such as are known, for example, from toxin-producing bacteria, especially those of the genus Bacillus.

[0083] The term "controlling" when used in context of parasites in or on an animal refers to reducing the number of pests or parasites, eliminating pests or parasites and / or preventing further pest or parasite infestation.

[0084] The term "treating" when used in context of parasites in or on an animal refers to restraining, slowing, stopping, or reversing the progression or severity of an existing symptom or disease.

[0085] The term "preventing" when used in context of parasites in or on an animal refers to the avoidance of a symptom or disease developing in the animal.

[0086] The term "animal" when used in context of parasites in or on an animal may refer to a mammal and a nonmammal, such as a bird or fish. In the case of a mammal, it may be a human or non-human mammal. Nonhuman mammals include, but are not limited to, livestock animals and companion animals. Livestock animals include, but are not limited to, cattle, camellids, pigs, sheep, goats, and horses. Companion animals include, but are not limited to, dogs, cats, and rabbits.

[0087] The term "parasite" as used herein, refers to a pest which lives in or on the host animal and benefits by deriving nutrients at the host animal's expense. An "endoparasite" is a parasite which lives in the host animal. An "ectoparasite" is a parasite which lives on the host animal. Ectoparasites include, but are not limited to, acari, insects, and crustaceans (e.g., sea lice). The Acari (or Acarina) sub-class comprises ticks and mites. Ticks include, but are not limited to, members of the following genera: Rhipicaphalus, for example, Rhipicaphalus (Boophilus) microplus and Rhipicaphalus sanguineus; Amblyomma; Dermacentor; Haemaphysalis; Hyalomma; Ixodes; Rhipicentor; Margaropus; Argas; Otobius; and Ornithodoros. Mites include, but are not limited to, members of the following genera: Chorioptes, for example Chorioptes bovis; Psoroptes, for example Psoroptes ovis; Cheyletiella; Dermanyssus; for example, Dermanyssus gallinae; Ortnithonyssus; Demodex, e.g., Demodex canis; Sarcoptes, e.g., Sarcoptes scabiei; and Psorergates. Insects include, but are not limited to, members of the orders: Siphonaptera, Diptera, Phthiraptera, Lepidoptera, Coleoptera and Homoptera. 83373_FF

[0088] 9

[0089] Members of the Siphonaptera order include, but are not limited to, Ctenocephalides felis and Ctenocephatides canis. Members of the Diptera order include, but are not limited to, Musca spp.; bot fly, e.g., Gasterophilus intestinalis and Oestrus ovis; biting flies; horse flies, e.g., Haematopota spp. and Tabunus spp. haematobia, e.g., haematobia irritans; Stomoxys; Lucilia; midges; and mosquitoes. Members of the Phthiraptera class include, but are not limited to, blood sucking lice and chewing lice, e.g., Bovicola Ovis and Bovicola Bovis. The term "effective amount" when used in context of parasites in or on an animal refers to the amount or dose of the compound of the invention, or a salt thereof, which, upon single or multiple dose administration to the animal, provides the desired effect in or on the animal. The effective amount can be readily determined by the attending diagnostician, as one skilled in the art, by the use of known techniques and by observing results obtained under analogous circumstances. In determining the effective amount a number of factors are considered by the attending diagnostician, including, but not limited to: the species of mammal; its size, age, and general health; the parasite to be controlled and the degree of infestation; the specific disease or disorder involved; the degree of or involvement or the severity of the disease or disorder; the response of the individual; the particular compound administered; the mode of administration; the bioavailability characteristics of the preparation administered; the dose regimen selected; the use of concomitant medication; and other relevant circumstances.

[0090] As used herein, the term "effective amount" refers to the amount of the compound, or a salt thereof, which, upon single or multiple applications provides the desired effect.

[0091] An effective amount is readily determined by the skilled person in the art, by the use of known techniques and by observing results obtained under analogous circumstances. In determining the effective amount, a number of factors are considered including, but not limited to the type of plant or derived product to be applied; the pest to be controlled and its lifecycle; the particular compound applied; the type of application; and other relevant circumstances.

[0092] Unless otherwise stated, structures depicted herein are also meant to include all isomeric (e.g., enantiomeric, diastereomeric, and geometric (or conformational)) forms of the structure; for example, the R and S configurations for each asymmetric center, Z and E double bond isomers, and Z and E conformational isomers. Therefore, single stereochemical isomers as well as enantiomeric, diastereomeric, and geometric (or conformational) mixtures of the present compounds are within the scope of the invention. Unless otherwise stated, all tautomeric forms of the compounds of the invention are within the scope of the invention. Additionally, unless otherwise stated, structures depicted herein are also meant to include compounds that differ only in the presence of one or more isotopically enriched atoms. For example, compounds having the present structures including the replacement of hydrogen by deuterium or tritium, or the replacement of a carbon by a13C-enriched or14C-enriched carbon are within the scope of this invention. Such compounds are useful, for example, as analytical tools, as probes in biological assays, or as therapeutic agents in accordance with the present invention. 83373_FF

[0093] 10

[0094] Diastereomeric mixtures can be separated into their individual diastereomers based on their physical chemical differences by methods known to those skilled in the art, such as, for example, by chromatography and / or fractional crystallization. Enantiomers can be separated by converting the enantiomeric mixture into a diastereomeric mixture by reaction with an appropriate optically active compound (e.g., chiral auxiliary such as a chiral alcohol or Mosher’s acid chloride), separating the diastereomers and converting (e.g., hydrolyzing) the individual diastereomers to the corresponding pure enantiomers. Alternatively, a particular enantiomer of a compound of the present invention may be prepared by asymmetric synthesis. Still further, where the molecule contains a basic functional group (such as amino) or an acidic functional group (such as carboxylic acid) diastereomeric salts are formed with an appropriate optically active acid or base, followed by resolution of the diastereomers thus formed by fractional crystallization or chromatographic means known in the art, and subsequent recovery of the pure enantiomers.

[0095] Individual stereoisomers of the compounds of the invention may, for example, be substantially free of other isomers, or may be admixed, for example, as racemates or with all other, or other selected, stereoisomers. Chiral center(s) in a compound of the present invention can have the S or R configuration as defined by the IUPAC 1974 Recommendations. Further, to the extent a compound described herein may exist as an atropisomer (e.g., substituted biaryls), all forms of such atropisomer are considered part of this invention. Chemical names, common names, and chemical structures may be used interchangeably to describe the same structure. If a chemical compound is referred to using both a chemical structure and a chemical name, and an ambiguity exists between the structure and the name, the structure predominates. It should also be noted that any carbon as well as heteroatom with unsatisfied valences in the text, schemes, examples, and tables herein is assumed to have the sufficient number of hydrogen atom(s) to satisfy the valences.

[0096] The terms “a” and “an” as used herein mean “one or more” and include the plural unless the context is inappropriate.

[0097] Unless specified otherwise, the term “about” refers to within ±10% of the stated value. The invention encompasses embodiments where the value is within ±9%, ±8%, ±7%, ±6%, ±5%, ±4%, ±3%, ±2%, or ±1% of the stated value.

[0098] As used herein, the term “room temperature” or “RT” or “rt” or “ambient temperature” refer to a temperature of about 15°C to about 35°C. For example, rt can refer to a temperature of about 20° C to about 30° C.

[0099] The following list provides definitions, including preferred definitions, for substituents R1, R2, R3, R4, R5, R6, X1, and X2with reference to the compounds of formula (I) of the present invention. For any one of these substituents, any of the definitions given below may be combined with any definition of any other substituent given below or elsewhere in this document.

[0100] In one embodiment of the invention, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, C3-C6-cycloalkyl, Ci-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Cs-Ce-cycloalkyl-Ci-C4-alkyl, Cs-Cn-spirocycloalkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 83373_FF

[0101] 11

[0102] 6-membered heteroaryl, phenyl-Ci-C4-alkyl, 5- or 6-membered heteroaryl-Ci-Cs-alkyl, Cs-Ce-cycloalkenyl, 4-to 8-membered heterobicycloalkyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, orCs-Ce-cycloalkylcarbonyl;

[0103] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2; and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1-C3- haloalky I, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;

[0104] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, C1-C3- alkoxy, or Cs-Ce-cycloalkyl;

[0105] wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy;

[0106] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;

[0107] wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci- Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, C2-C5-haloalkylalkynyl, C1-C3- alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, Ci-Cs-alkylcarbonylamino, or C3-C6- cycloalkylcarbonylamino; and

[0108] wherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, or Ci-C4-alkoxycarbonyl.

[0109] For the avoidance of any doubt, the phrase “wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents” as used herein means that the Cs-Ce-cycloalkyl-Ci-C4-alkyl may be unsubstituted or substituted by 1, 2 or 3 substituents in the Cs-Ce-cycloalkyl moiety and / or in the Ci-C4-alkyl moiety.

[0110] In one embodiment, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C5-C11-spirocycloalkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 6-membered heteroaryl, phenyl-Ci-C4-alkyl, 5- or 6-membered heteroaryl-Ci-Cs-alkyl, Cs-Ce-cycloalkenyl or 4- to 8-membered heterobicycloalkyl;

[0111] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2; and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or 83373_FF

[0112] 12

[0113] substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1-C3- haloalky I, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;

[0114] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, C1-C3- alkoxy, or Cs-Ce-cycloalkyl;

[0115] wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy;

[0116] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;

[0117] wherein any of said Cs-Ce-cycloalkyl or C3-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci- Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino or Ci-Cs-haloalkoximino; and

[0118] wherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, or Ci-C4-alkoxycarbonyl.

[0119] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C5-C11-spirocycloalkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, 5- or 6-membered heteroaryl, Cs-Ce-cycloalkenyl, 4- to 8-membered heterobicycloalkyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, orCs-Ce-cycloalkylcarbonyl;

[0120] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2; and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1-C3- haloalky I, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;

[0121] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, C1-C3- alkoxy, or Cs-Ce-cycloalkyl;

[0122] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;

[0123] wherein any of said Cs-Ce-cycloalkyl or Cs-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, C1-C4- alkoxycarbonyl, Ci-Cs-alkoximino, Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, 83373_FF

[0124] 13

[0125] C2-C5-haloalkylalkynyl, Ci-Cs-alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, C1-C3- alkylcarbonylamino, or Cs-Ce-cycloalkylcarbonylamino; and

[0126] wherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, or Ci-C4-alkoxycarbonyl.

[0127] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C5-C11-spirocycloalkyl, C4-C8-bicycloalkyl, 4-, 5- or 6-membered heterocycloalkyl, 5- or 6-membered heteroaryl, Cs-Ce-cycloalkenyl, 4- to 8-membered heterobicycloalkyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, orCs-Ce-cycloalkylcarbonyl;

[0128] wherein any of said 4, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N or O; and wherein any of said 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, C1- Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo (preferably halogen, Ci-Cs-alkyl, C1- Cs-haloalkyl, or oxo);

[0129] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl (preferably methyl), or Ci-Cs-haloalkyl (preferably Ci-fluoroalkyl, Ci-chloroalkyl or C1- chloro / fluoroalkyl);

[0130] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, C1-C4- alkoxycarbonyl, Ci-Cs-alkoximino, Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, C2-C5-haloalkylalkynyl, Ci-Cs-alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, C1-C3- alkylcarbonylamino, or Cs-Ce-cycloalkylcarbonylamino.

[0131] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C5-C11-spirocycloalkyl, C4-C8-bicycloalkyl, or Cs-Ce-cycloalkenyl;

[0132] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said Cs-Ce-cycloalkyl or Cs-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci- 83373_FF

[0133] 14

[0134] Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, C1-C4- alkoxycarbonyl, Ci-Cs-alkoximino or Ci-Cs-haloalkoximino.

[0135] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C5-C11-spirocycloalkyl, C4-C8-bicycloalkyl, Cs-Ce-cycloalkenyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, or C3-Ce-cycloalkylcarbonyl;

[0136] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, C1- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, C1-C4- alkoxycarbonyl, Ci-Cs-alkoximino or Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, or C2-C5-haloalkylalkynyl.

[0137] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl or Ci-C4-chloro / fluoroalkyl), C2-C4-haloalkenyl (preferably C2-C4-fluoroalkenyl, C2-C4-chloroalkenyl or C2-C4-chloro / fluoroalkenyl), Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C4-C8-bicycloalkyl (preferably C4-C6-bicycloalkyl), 5-membered heterocycloalkyl, 6- to 8-membered heterobicycloalkyl, Ci-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl (preferably Ci-C4-fluoroalkylcarbonyl, Ci-C4-chloroalkylcarbonyl or C1-C4-chloro / fluoroalkylcarbonyl), or Cs-Ce-cycloalkylcarbonyl;

[0138] wherein any of said 5-membered heterocycloalkyl contains 1 or 2 heteroatoms individually selected from N or O; and wherein any of said 5-membered heterocycloalkyl is unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs- alkoxy, Cs-Ce-cycloalkyl, or oxo (preferably halogen (more preferably fluoro or chloro), Ci-Cs-alkyl, Ci- Cs-haloalkyl (more preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs-chloro / fluoroalkyl), or oxo); wherein any of said C4-C8-bicycloalkyl (preferably C4-C6-bicycloalkyl) are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs-chloro / fluoroalkyl); and wherein any of said Cs-Ce-cycloalkyl or Cs-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs- chloro / fluoroalkyl), C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, C1-C3-alkoximino, Ci-Cs-haloalkoximino (preferably Ci-Cs-fluoroalkoximino, Ci-Cs-chloroalkoximino, or C1- Cs-chloro / fluoroalkoximino), Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy (preferably Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, or Ci-Cs-chloro / fluoroalkoxy), or C2-C5-haloalkylalkynyl (preferably C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl). 83373_FF

[0139] 15

[0140] In a further embodiment, R1is selected from C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl or Ci-C4-chloro / fluoroalkyl), cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C4-C8-bicycloalkyl (preferably C4-C6-bicycloalkyl), Ci-C4-alkylcarbonyl, C1-C4- haloalkylcarbonyl (preferably C1-C4-fluoroalkylcarbonyl, Ci-C4-chloroalkylcarbonyl or Ci-C4-chloro / fluoroalkylcarbonyl), or C3-C6-cycloalkylcarbonyl;

[0141] wherein any of said C4-C8-bicycloalkyl (preferably C4-C6-bicycloalkyl) are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs-chloro / fluoroalkyl); and wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, C1- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or C1-C3- chloro / fluoroalkyl), C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, C1-C3-alkoximino, Ci-Cs-haloalkoximino (preferably Ci-Cs-fluoroalkoximino, Ci-Cs-chloroalkoximino, or C1- Cs-chloro / fluoroalkoximino), Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy (preferably Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, or Ci-Cs-chloro / fluoroalkoxy), or C2-C5-haloalkylalkynyl (preferably C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl).

[0142] In a further embodiment, R1is selected from C2-C5-alkynyl, Cs-Ce-cycloalkyl, cyano-Ci-C4-alkyl, or C3-C6-cycloalkyl-Ci-C4-alkyl;

[0143] wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, C1- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or C1-C3- chloro / fluoroalkyl), C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, C1-C3-alkoximino, Ci-Cs-haloalkoximino (preferably Ci-Cs-fluoroalkoximino, Ci-Cs-chloroalkoximino, or C1- Cs-chloro / fluoroalkoximino), Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy (preferably Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, or Ci-Cs-chloro / fluoroalkoxy), or C2-C5-haloalkylalkynyl (preferably C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl).

[0144] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C4-C8-bicycloalkyl, C1-C4- alkylcarbonyl, or C1-C4- haloalkylcarbonyl;

[0145] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-C1-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, C1-C4- alkoxycarbonyl, Ci-Cs-alkoximino or Ci-Cs-haloalkoximino. 83373_FF

[0146] 16

[0147] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, or cyano-Ci-C4-alkyl (preferably C2-C5-alkynyl, Cs-Ce-cycloalkyl or Ci-C4-haloalkyl);

[0148] wherein any of said Cs-Ce-cycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, C1-C3-alkoximino, Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, or C2-C5- haloalkylalkynyl.

[0149] In a further embodiment, R1is selected from Ci-C4-alkyl, C2-C5-alkynyl, C3-C6-cycloalkyl (e.g. C3-C5-cycloalkyl), Ci-C4-haloalkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl (e.g. C3-C5-cycloalkyl-Ci-C2-alkyl), C5-C6-spirocycloalkyl, or C4-C6-bicycloalkyl;

[0150] wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from fluoro, chloro, or difluoromethyl; and

[0151] wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C2-alkyl (e.g. Cs-Cs-cycloalkyl or C3-C5- cycloalkyl-Ci-C2-alkyl) are unsubstituted or substituted by 1 or 2 substituents selected from fluoro, chloro, cyano, methyl, methoxy, ethynyl, Ci-C2-haloalkyl, cyclopropyl, or methoximino; or wherein said C3-C6-cycloalkyl-Ci-C2-alkyl (preferably C3-C5-cycloalkyl-Ci-C2-alkyl, e.g. Cs-cycloalkyl- Ci-alkyl) is unsubstituted or substituted exclusively in the alkyl part by 1 or 2 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or C2-C5- alkynyl (particularly by cyano).

[0152] In one embodiment, R1is for example selected from the group consisting of isopropyl, tert-butyl, 1,1-dimethylprop-2-ynyl, 1-methylprop-2-ynyl, 1-bicyclo[1.1.1]pentanyl, 3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl, 3-chloro-1-bicyclo[1.1.1]pentanyl, 3-fluoro-1-bicyclo[1.1.1]pentanyl, 1-cyano-2-methyl-propyl, 1 -cyanoethyl, 1 -cyanopropyl, 1-cyclopentenyl, cyclopropyl, 3-fluorocyclobutyl, 1-(2,2-difluoroethyl)cyclopropyl, 1-(2-fluoroethyl)cyclopropyl, 1-(difluoromethyl)cyclopropyl, 1-(fluoromethyl)cyclopropyl, 1-cyanocyclobutyl, 1-cyanocyclopentyl, 1-cyanocyclopropyl, 1-ethynylcyclopropyl, 1-methoxycyclopropyl, 1-methylcyclopropyl, 2-(difluoromethyl)cyclobutyl, 2-(difluoromethyl)cyclopropyl, 2-(fluoromethyl)cyclopropyl, 2,2-dichlorocyclopropyl, 2,2-dimethylcyclopropyl, 2-cyanocyclopropyl, 2-fluorocyclopropyl, 2-methylcyclopropyl, 3-(difluoromethyl)cyclobutyl, 3-(fluoromethyl)cyclobutyl, 3,3-difluorocyclobutyl, 3,4-difluorocyclopentyl, 3-fluoro-1-methyl-cyclobutyl, 3-fluoro-3-methyl-cyclobutyl, 3-fluorocyclobutyl, 3-fluorocyclopentyl, 4-fluorocyclohexyl, methyl-3-cyclobutanecarboxylate, 1-cyclopropylcyclopropyl, 1-cyano-1-cyclopropyl-ethyl, 1 -cyanocyclopropyl, cyano(cyclopropyl)methyl, 1-(2,2-difluoro-1-methyl)-ethyl, 2,2-difluoro-1,1-dimethyl-ethyl, 2,2-difluoroethyl, 2-chloro-2,2-difluoro-ethyl, 2-fluoro-1-(fluoromethyl)ethyl, 2-fluoro-2-methyl-propyl, 2-fluoroethyl, isoxazol-3-yl, 3-oxabicyclo[3.2.0]heptan-6-yl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, spiro[2.2]pentan-2-yl, and 3-methoxyiminocyclobutyl. 83373_FF

[0153] 17

[0154] In one further embodiment, R1is for example selected from the group consisting of isopropyl, tert-butyl, 1,1-dimethylprop-2-ynyl, 1-methylprop-2-ynyl, (1R)-1-methylprop-2-ynyl, 1-bicyclo[1.1.1]pentanyl, 3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl, 3-chloro-1-bicyclo[1.1.1]pentanyl, 3-fluoro-1-bicyclo[1.1.1]pentanyl, (IR)-1-cyano-2-methyl-propyl, (1S)-1-cyano-2-methyl-propyl, (1 R)-1 -cyanoethyl, (1 S)-1 -cyanoethyl, 1-cyanopropyl, (1R)-cyclopent-2-en-1-yl, (1S)-cyclopent-2-en-1-yl, cyclopropyl, 3-fluorocyclobutyl, 1-(2,2-difluoroethyl)cyclopropyl, 1-(2-fluoroethyl)cyclopropyl, 1-(difluoromethyl)cyclopropyl, 1-(fluoromethyl)cyclopropyl, 1-cyanocyclobutyl, 1-cyanocyclopentyl, 1-cyanocyclopropyl, 1-ethynylcyclopropyl, 1-methoxycyclopropyl, 1-methylcyclopropyl, (1RS,2RS)-2-(difluoromethyl)cyclobutyl, (1R,2R)-2-(difluoromethyl)cyclopropyl, (1 S,2R)-2-(difluoromethyl)cyclopropyl, (1 S,2S)-2-(difluoromethyl)cyclopropyl, (1 SR,2SR)-2-(fluoromethyl)cyclopropyl, (1 RS)-2,2-dichlorocyclopropyl, 2,2-dimethylcyclopropyl, 2-cyanocyclopropyl, (1 S,2S)-2-fluorocyclopropyl, (1 R,2R)-2-fluorocyclopropyl, (1 R,2S)-2-fluorocyclopropyl, (1S,2R)-2-fluorocyclopropyl, (1R,2R)-2-methylcyclopropyl, (1S,2S)-2-methylcyclopropyl, 3-(difluoromethyl)cyclobutyl, 3-(fluoromethyl)cyclobutyl, 3,3-difluorocyclobutyl, (3S,4R)-3,4-difluorocyclopentyl, 3-fluoro-1-methyl-cyclobutyl, 3-fluoro-3-methyl-cyclobutyl, 3-fluorocyclobutyl, (1S,3S)-3-fluorocyclopentyl, (1R,3R)-3-fluorocyclopentyl, 4-fluorocyclohexyl, methyl-3-cyclobutanecarboxylate, 1 -cyclopropylcyclopropyl, 1-cyano-1-cyclopropyl-ethyl, 1 -cyanocyclopropyl, cyano(cyclopropyl)methyl, (1 R)-2,2-difluoro-1-methyl-ethyl, (IS)-2,2-difluoro-1-methyl-ethyl, 2,2-difluoro-1,1-dimethyl-ethyl, 2,2-difluoroethyl, 2-chloro-2,2-difluoro-ethyl, 2-fluoro-1-(fluoromethyl)ethyl, 2-fluoro-2-methyl-propyl, 2-fluoroethyl, isoxazol-3-yl, (1RS,5RS,6SR)-3-oxabicyclo[3.2.0]heptan-6-yl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, spiro[2.2]pentan-2-yl, and 3-methoxyiminocyclobutyl.

[0155] In a further embodiment, R1is for example selected from the group consisting of isopropyl, tert-butyl, 1-methylallyl, 1,1-dimethylprop-2-ynyl, 1-methylbut-2-ynyl, 1-methylprop-2-ynyl, butynyl, cyclohexyl, cyclopentyl, cyclopropyl, (methoxyiminomethyl)cyclopropyl, 1 -(2,2-difluoroethyl)cyclopropyl, 1 -(2-fluoroethyl)cyclopropyl, 1-(difluoromethyl)cyclopropyl, 1-(fluoromethyl)cyclopropyl, 1,2-dimethylcyclopropyl, 1 -cyanocyclobutyl, 1-cyanocyclopentyl, 1 -cyanocyclopropyl, 1 -cyclopropylcyclopropyl, 1 -ethoxycyclopropyl, 1-ethynylcyclopropyl, 1-methoxycyclopropyl, 1 -methylcyclopropyl, 1-vinylcyclopropyl, 2-(difluoromethyl)cyclobutyl, 2-(difluoromethyl)cyclopropyl, 2-(fluoromethyl)cyclopropyl, 2,2-dichlorocyclopropyl, 2,3-dimethylcyclopropyl, 2-chloro-2-fluoro-cyclopropyl, 2-chlorocyclopropyl, 2-cyanocyclopentyl, 2-cyanocyclopropyl, 2-fluoro-1-methyl-cyclopropyl, 2-fluorocyclopentyl, 2-fluorocyclopropyl, 2-methoxyiminocyclobutyl, 2-methylcyclopropyl, 3-(2,2-difluoroethoxyimino)cyclobutyl, 3-(difluoromethoxy)cyclobutyl, 3-(difluoromethyl)cyclobutyl, 3-(fluoromethyl)cyclobutyl, 3,3-dichlorocyclobutyl, 3,3-difluorocyclobutyl, 3,4-difluorocyclopentyl, 3-cyanocyclopentyl, 3-ethynylcyclobutyl, 3-fluoro-1-methyl-cyclobutyl, 3-fluoro-3-(fluoromethyl)cyclobutyl, 3-fluoro-3-methyl-cyclobutyl, 3-fluorocyclobutyl, 3-fluorocyclopentyl, 3-methoxyiminocyclobutyl, 4-fluorocyclohexyl, methyl-3-cyclobutanecarboxylate, 1-(2,2-difluoro-1-methyl)-ethyl, 2, 2-difluoro-1,1 -dimethylethyl, 2,2-difluoroethyl, 2-chloro-2,2-difluoro-ethyl, 2-fluoro-1-(fluoromethyl)ethyl, 2-fluoro-2-methyl-propyl, 2-fluoroethyl, 2-fluoropropyl, 3,3-difluoro-2-methyl-propyl, 3,3-difluoroallyl, 1-cyano-2-methyl-propyl, 1-cyanoethyl, 1 -cyanopropyl, 1 -cyclopropylethyl, 1-(difluoromethyl)cyclopropyl]methyl, 1-cyano-1 -cyclopropyl- 83373_FF

[0156] 18

[0157] ethyl, 1 -cyanocyclopropyl, 1-cyclobutylprop-2-ynyl, 1-cyclopropylprop-2-ynyl, cyano(cyclopropyl)methyl, dicyclopropylmethyl, spiro[2.3]hexan-5-yl, spiro[2.2]pentan-2-yl, 1-bicyclo[1.1.1]pentanyl, 3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl, 3-chloro-1-bicyclo[1.1.1]pentanyl, 3-cyano-1-bicyclo[1.1.1]pentanyl, 3-fluoro-1-bicyclo[1.1.1]pentanyl, 6-bicyclo[3.1.0]hexanyl, 1-methyl-2-oxo-azetidin-3-yl, 1,1 -dioxothiolan-3-yl, 1-oxothiolan-3-yl, tetrahydrothiophenyl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, 5,5-dimethyl-4H-isoxazol-3-yl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, 3-oxabicyclo[3.1.0]hexan-6-yl, 1-oxothian-4-yl, isoxazol-3-yl, thiazolyl, methylisoxazolyl, fluoro-pyridyl, 1 -phenylethyl, 1-(methylisoxazol-3-yl)ehtyl, 1-cyclopentenyl, cyclohexenyl, cyclopent, cyclopent-2-en-1-yl, 2-oxabicyclo[3.2.0]heptan-6-yl, 3-oxabicyclo[3.2.0]heptan-6-yl, 7-oxabicyclo[2.2.1]heptan-2-yl, 8-oxabicyclo[3.2.1]octan-3-yl, or ethylcarbonyl.

[0158] In a further embodiment, R1is for example selected from the group consisting of isopropyl, tert-butyl, (1 S)-1 -methylallyl, 1,1-dimethylprop-2-ynyl, 1-methylbut-2-ynyl, (1R)-1-methylprop-2-ynyl, (1S)-1-methylprop-2-ynyl, 1-methylprop-2-ynyl, but-2-ynyl, cyclohexyl, cyclopentyl, cyclopropyl, (methoxyiminomethyl)cyclopropyl, 1-(2,2-difluoroethyl)cyclopropyl, 1-(2-fluoroethyl)cyclopropyl, 1-(difluoromethyl)cyclopropyl, 1-(fluoromethyl)cyclopropyl, (1 R,2R)-1,2-dimethylcyclopropyl, (1 S,2S)-1,2-dimethylcyclopropyl, 1-cyanocyclobutyl, 1-cyanocyclopentyl, 1-cyanocyclopropyl, 1 -cyclopropylcyclopropyl, 1 -ethoxycyclopropyl, 1-ethynylcyclopropyl, 1-methoxycyclopropyl, 1-methylcyclopropyl, 1-vinylcyclopropyl, (1RS,2RS)-2-(difluoromethyl)cyclobutyl, (1 SR,2RS)-2-(difluoromethyl)cyclobutyl, (1 SR,2SR)-2-(difluoromethyl)cyclobutyl, (1 R,2R)-2-(difluoromethyl)cyclopropyl, (1 R,2S)-2-(difluoromethyl)cyclopropyl, (1 S,2R)-2- (difluoromethyl)cyclopropyl, (1 S,2S)-2-(difluoromethyl)cyclopropyl, (1 RS,2SR)-2-(fluoromethyl)cyclopropyl, (1 RS)-2,2-dichlorocyclopropyl, 2,2-dimethylcyclopropyl, (2R,3S)-2,3-dimethylcyclopropyl, (1 RS,2SR)-2-chloro-2-fluoro-cyclopropyl, (1SR,2SR)-2-chlorocyclopropyl, 2-cyanocyclopentyl, (1SR,2SR)-2-cyanocyclopropyl, 2-cyanocyclopropyl, 2-fluoro-1-methyl-cyclopropyl, (1R,2R)-2-fluorocyclopentyl, (1S,2R)-2-fluorocyclopentyl, (1 S,2S)-2-fluorocyclopentyl, (1 R,2R)-2-fluorocyclopropyl, (1 R,2S)-2-fluorocyclopropyl, (1 RS,2SR)-2-fluorocyclopropyl, (1 S,2R)-2-fluorocyclopropyl, (1 S,2S)-2-fluorocyclopropyl, (1 SR)-2-methoxyiminocyclobutyl, (1 R,2R)-2-methylcyclopropyl, (1S,2S)-2-methylcyclopropyl, 3-(2,2-difluoroethoxyimino)cyclobutyl, 3-(difluoromethoxy)cyclobutyl, 3-(difluoromethyl)cyclobutyl, 3-(fluoromethyl)cyclobutyl, 3,3-dichlorocyclobutyl, 3,3-difluorocyclobutyl, (3S,4R)-3,4-difluorocyclopentyl, 2-cyanocyclopentyl, 3-cyanocyclopentyl, 3-ethynylcyclobutyl, 3-fluoro-1-methyl-cyclobutyl, 3-fluoro-3-(fluoromethyl)cyclobutyl, 3-fluoro-3-methyl-cyclobutyl, 3-fluorocyclobutyl, (1 R,3R)-3-fluorocyclopentyl, (1 R,3S)-3-fluorocyclopentyl, (1 S,3S)-3-fluorocyclopentyl, 3-methoxyiminocyclobutyl, 4-fluorocyclohexyl, methyl-3-cyclobutanecarboxylate, (1 R)-2,2-difluoro-1 -methyl-ethyl, (1 S)-2,2-difluoro-1 -methyl-ethyl, 2,2-difluoro-1,1-dimethyl-ethyl, 2,2-difluoroethyl, 2-chloro-2,2-difluoro-ethyl, 2-fluoro-1-(fluoromethyl)ethyl, 2-fluoro-2-methyl-propyl, 2-fluoroethyl, 2-fluoropropyl, 3,3-difluoro-2-methyl-propyl, 3,3-difluoroallyl, (1R)-1-cyano-2-methyl-propyl, (1S)-1-cyano-2-methyl-propyl, (1R)-1 -cyanoethyl, (1 S)-1 -cyanoethyl, 1 -cyanopropyl, 1 -cyclopropylethyl, 1 -(difluoromethyl)cyclopropyl]methyl, 1 -cyano-1 -cyclopropyl-ethyl, 1 -cyanocyclopropyl, (1 S)-1 -cyclobutylprop-2-ynyl, 1 -cyclopropylprop-2-y nyl, cyano(cyclopropyl)methyl, dicyclopropylmethyl, spiro[2.3]hexan-5-yl, spiro[2.2]pentan-2-yl, 1-bicyclo[1.1.1]pentanyl, 3-(difluoromethyl)-1- 83373_FF

[0159] 19

[0160] bicyclo[1.1.1]pentanyl, 3-chloro-1-bicyclo[1.1.1]pentanyl, 3-cyano-1-bicyclo[1.1.1]pentanyl, 3-fluoro-1-bicyclo[1.1.1]pentanyl, (1R,5S)-6-bicyclo[3.1.0]hexanyl, (3SR)-1-methyl-2-oxo-azetidin-3-yl, (3R)-1, 1 -dioxothiolan-3-yl, 1-oxothiolan-3-yl, tetrahydrothiophen-3-yl, (4R)-3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, 5,5-dimethyl-4H-isoxazol-3-yl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, 3-oxabicyclo[3.1.0]hexan-6-yl, 1-oxothian-4-yl, isoxazol-3-yl, thiazol-2-yl, thiazol-5-yl, 3-methyl-isoxazol-5-yl, 3-fluoro-2-pyridyl, 3-fluoro-4-pyridyl, (1R)-1 -phenylethyl, (1S)-1-phenylethyl, 1-(methylisoxazol-3-yl)ehtyl, (1R)-cyclopent-2-en-1-yl, (1S)-cyclopent-2-en-1-yl, cyclohex -2-en-1 -yl, cyclopent-3-en-1-yl, (1R)-cyclopent-2-en-1-yl, (1S)-cyclopent-2-en-1-yl, (1RS,5SR,6SR)-2-oxabicyclo[3.2.0]heptan-6-yl, (1 RS,5RS,6SR)-3-oxabicyclo[3.2.0]heptan-6-yl, (1 RS,2RS,4SR)-7-oxabicyclo[2.2.1]heptan-2-yl, (8-oxabicyclo[3.2.1]octan-3-yl, or ethylcarbonyl.

[0161] In another embodiment of the invention, R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, C3-C6-cycloalkyl, Ci-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Cs-Ce-cycloalkyl-Ci-C4-alkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 6-membered heteroaryl, phenyl-Ci-C4-alkyl, or 5- or 6-membered heteroaryl-Ci-Cs-alkyl; wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2, and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Cs-Ce-cycloalkyl; wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O, and wherein any of said 5- or 6-membered heteroaryl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy; wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy; wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said cycloalkylgroups (as in Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-C4-alkyl) are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Cs-Ce-cycloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, or C2-C5-alkenyl. Preferably, R1is Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, C1-C2-alkoxy-C1-C3-alkyl, C4-C6-bicycloalkyl, 4-, 5- or 6-membered heterocycloalkyl, phenyl, or benzyl; wherein any of said 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, or O, with the proviso that no more than one is O, and wherein any of said 4-, 5-or 6-membered heterocycloalkyl are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, or Ci-Cs-alkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl. More preferably, R1is Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, C1-C2-alkoxy-C1-C3-alkyl, C4-C6-bicycloalkyl, 4-, 5- or 6-membered heterocycloalkyl phenyl, or benzyl; wherein any of said 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or 83373_FF

[0162] 20

[0163] groups individually selected from N, or O, with the proviso that no more than one is O, and wherein any of said 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, or methyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, or methyl. Still more preferably, R1is Ci-C4-alkyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, or methyl. Even more preferably, R1is methyl, ethyl, iso-propyl, tert-butyl, cyclopropyl, cyclobutyl, trifluoromethyl, 2,2,2-trifluoroethyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from chloro or fluoro; and wherein said cyclopropyl and cyclobutyl are unsubstituted or substituted by 1 substituent selected from chloro, fluoro, bromo, cyano, or methyl.

[0164] In one embodiment of the invention, R2is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, C1-C4-haloalkyl, or C2-C5-alkynyl. In one embodiment, R2is selected from hydrogen, Ci-C4-alkyl, Cs-Ce-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, or C1-C4-alkoxycarbonyl. Preferably, R2is hydrogen, Ci-Cs-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-Cs-alkoxy, C1-C3-alkoxy-Ci-C2-alkyl, cyano-Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl. More preferably, R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl. In one embodiment, R2is selected from hydrogen, Ci-C4-alkyl, Ci-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl, or C1-C4-fluoro / chloroalkyl), or C2-C5-alkynyl. In one embodiment, R2is hydrogen, methyl or ethyl. In one embodiment of the invention, R2is hydrogen. In another embodiment of the invention, R2is Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl.

[0165] In one embodiment of the invention, R3is selected from halogen, cyano, or Ci-Cs-alkyl. Preferably, R3is halogen, or Ci-Cs-alkyl. More preferably, R3is fluoro, chloro, bromo, cyano or methyl, for example fluoro, chloro, bromo or methyl. More preferably, R3is fluoro, chloro, or methyl. Also more preferably, R3is chloro or fluoro. Still more preferably, R3is chloro. In another embodiment of the invention, R3is halogen.

[0166] R4and R5are independently selected from hydrogen, or Ci-Cs-alkyl, or R4and R5together with the carbon to which they are attached represent a Cs-Cs-cycloalkyl group. For instance, R4and R5are independently selected from hydrogen, methyl, ethyl or isopropyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring. Preferably, R4and R5are independently selected from hydrogen, methyl, or ethyl or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring. Also preferably, R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring. More preferably, R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring. Even more preferably, R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring. Even more preferably, 83373_FF

[0167] 21

[0168] R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring. In another preferred embodiment, R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen.

[0169] In one embodiment of the invention, R4is selected from hydrogen, or Ci-Cs-alkyl. For instance, R4is selected from hydrogen, methyl, ethyl or isopropyl; or from hydrogen, methyl or ethyl. Preferably, R4is hydrogen or methyl.

[0170] In one embodiment of the invention, R5is selected from hydrogen, or Ci-Cs-alkyl. For instance, R5is selected from hydrogen, methyl, ethyl or isopropyl; or from hydrogen, methyl or ethyl. Preferably, R5is hydrogen or methyl.

[0171] In one embodiment, R4and R5together with the carbon to which they are attached represent a Cs-Cs-cycloalkyl group, for instance cyclopropyl.

[0172] In one embodiment, R6is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl, C1-C4-dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl-Ci-C4alkoxy-Ci-C4alkyl, C2-C5-alkynyl, or Ci-C4-haloalkyl. In one embodiment of the invention, R6is selected from hydrogen, Ci-C4-alkyl, C3-Ce-cycloalkyl-Ci-Cs-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, or C1-C4-alkoxycarbonyloxy-Ci-C4-alkyl. Preferably, R6is hydrogen, Ci-Cs-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, C1-C4-alkoxy-Ci-C2-alkyl, cyano-Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, Ci-Cs-alkoxycarbonyl, Ci-Cs-alkylcarbonyloxy-Ci-C2-alkyl, or Ci-Cs-alkoxycarbonyloxy-Ci-Cs-alkyl. More preferably, R6is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-C4-alkoxycarbonyl. In one embodiment of the invention R6is hydrogen. In another embodiment of the invention R6is Ci-Cs-alkyl, Ci-C3-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or C1-C4-alkoxycarbonyl. In one embodiment, R6is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy-Ci-C4-alkyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, C1-C4-alkoxycarbonyloxy-Ci-C4-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl-Ci-C4alkoxy-Ci-C4alkyl, or C2-C5-alkynyl, In one embodiment, R6is selected from hydrogen, C1-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, Ci-C4-alkylcarbonyloxy-Ci-C2-alkyl, C1-C2-alkoxy-C2-C3-alkoxy-Ci-C2-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C2-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C2-alkyl, phenylcarbonyloxy-Ci-C2-alkyl, phenyl-Ci-C4alkoxy Ci-C2-alkyl, or C2-C5-alkynyl, In one embodiment, R6is for example selected from the group consisting of hydrogen, methyl, ethyl, cyclopropylmethyl, methoxymethyl, methoxyethyl, ethoxymethyl, isopropoxymethyl, n-propoxymethyl, propoxymethyl, n-butoxymethyl, isobutoxymethyl, t-Bu-cabonyloxymethyl, isopropylcarbonyloxymethyl, methylcarbonyloxymethyl, methoxyethoxymethyl, methoxycarbonyloxymethyl, dimethylaminocarbonyloxymethyl, phenylcarbonyloxymethyl, phenylmethoxymethyl, and prop-2-ynyl. 83373_FF

[0173] 22

[0174] In one embodiment, R2is hydrogen, Ci-C4-alkyl, Ci-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, C1-C4-chloroalkyl, or Ci-C4-fluoro / chloroalkyl), or C2-C5-alkynyl; and R6is hydrogen, Ci-C4-alkyl, Cs-Ce-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, Ci-C4-alkylcarbonyloxy-Ci-C2-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C2-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C2-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C2-alkyl, phenylcarbonyloxy-Ci-C2-alkyl, phenyl-Ci-C4-alkoxy Ci-C2-alkyl, or C2-C5-alkynyl.

[0175] In one embodiment, R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; and R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, Ci-Cs-alkoxycarbonyl or C1-C4-alkylcarbonyloxy-Ci-C4-alkyl.

[0176] In one embodiment, R2is hydrogen; and R6is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, C1-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, C1-C4-alkylcarbonyloxy-Ci-C4-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl-Ci-C4alkoxy-Ci-C4alkyl, C2-C5-alkynyl, or Ci-C4-haloalkyl (or any R6as listed in the above embodiments).

[0177] In one embodiment, R2is hydrogen; and R6is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, C1-C4-alkoxy-Ci-C4-alkyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, C1-C4-alkoxycarbonyloxy-Ci-C4-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl-Ci-C4alkoxy-Ci-C4alkyl, or C2-C5-alkynyl (or any R6as listed in the above embodiments).

[0178] In one embodiment, R2is hydrogen; and R6is hydrogen.

[0179] In one embodiment of the invention, X1and X2are independently selected from fluorine or chlorine. Preferably, X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine.

[0180] In one embodiment, R3is halogen (preferably chlorine or fluorine, more preferably chlorine); X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine.

[0181] In one embodiment, R3is chlorine; X1is fluorine and X2is chlorine, orX1and X2are fluorine, or X1and X2are chlorine,

[0182] The present invention, accordingly, makes available a compound of formula (I) having R1, R2, R3, R4, R5, R6, X1, and X2as defined above in all combinations / each permutation.

[0183] Embodiments according to the invention are provided as set out below.

[0184] In one embodiment (a1), in a compound of formula (I) according to the present invention, R3is halogen (preferably chlorine or fluorine, more preferably chlorine), X1is fluorine and X2is chlorine, or X1and X2are fluorine, orX1and X2are chlorine; and R1, R2, R4, R5, and R6, are as defined for compounds of formula (I). In one embodiment (a2), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine), X1is fluorine and X2is chlorine, orX1and X2are fluorine, orX1and X2are chlorine; and R1, R2, R4, R5, and R6, are as defined for compounds of formula (I). 83373_FF

[0185] 23

[0186] In one embodiment (b1), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4and R5are independently selected from hydrogen, methyl or ethyl; or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; X1is fluorine and X2is chlorine, orX1and X2are fluorine, orX1and X2are chlorine; and R1, R2, and R6, are as defined for compounds of formula (I).

[0187] In one embodiment (b2), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; and R1, R2, and R6, are as defined for compounds of formula (I).

[0188] In one embodiment (b3), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; and R1, R2, and R6, are as defined for compounds of formula (I).

[0189] In one embodiment (c1), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R2and R6are hydrogen; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; and R1is as defined for compounds of formula (I).

[0190] In one embodiment (c2), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen; R2and R6are hydrogen; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; and R1is as defined for compounds of formula (I).

[0191] In one embodiment (c3), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; R2is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-haloalkyl, orC2-C5-alkynyl (preferably hydrogen, Ci-C4-alkyl, Ci-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl, or Ci-C4-fluoro / chloroalkyl), or C2-C5-alkynyl); R6is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-Cs-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl-Ci-C4alkoxy-Ci-C4alkyl, C2-C5-alkynyl, or Ci-C4-haloalkyl (preferably hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, Ci-C4-alkylcarbonyloxy-Ci-C2-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C2-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C2-alkyl, C1-C4- 83373_FF

[0192] 24

[0193] dialkylaminocarbonyloxy-Ci-C2-alkyl, phenylcarbonyloxy-Ci-C2-alkyl, phenyl-Ci-C4alkoxy Ci-C2-alkyl, or C2-Cs-alkynyl); and R1is as defined for compounds of formula (I).

[0194] In one embodiment (c4), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; R2is hydrogen, Ci-C4-alkyl, Ci-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl, or C1-C4-fluoro / chloroalkyl), or C2-C5-alkynyl; R6is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, Ci-C4-alkylcarbonyloxy-Ci-C2-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C2-alkyl, C1-C4-alkoxycarbonyloxy-Ci-C2-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C2-alkyl, phenylcarbonyloxy-Ci-C2-alkyl, phenyl-Ci-C4alkoxy-Ci-C2-alkyl, or C2-C5-alkynyl; and R1is as defined for compounds of formula (I).

[0195] In one embodiment (c5), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; R2is hydrogen; R6is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, C1-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl-Ci-C4alkoxy-Ci-C4alkyl, C2-C5-alkynyl, or Ci-C4-haloalkyl (preferably hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, C1-C4-alkylcarbonyloxy-Ci-C2-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C2-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C2-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C2-alkyl, phenylcarbonyloxy-Ci-C2-alkyl, phenyl-Ci-C4alkoxy Ci-C2-alkyl, or C2-C5-alkynyl); and R1is as defined for compounds of formula (I).

[0196] In one embodiment (c6), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; R2is hydrogen; R6is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, C1-C4-alkylcarbonyloxy-Ci-C2-alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C2-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C2-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C2-alkyl, phenylcarbonyloxy-Ci-C2-alkyl, phenyl-Ci-C4alkoxy-Ci-C2-alkyl, or C2-C5-alkynyl; and R1is as defined for compounds of formula (I).

[0197] In one embodiment (c7), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; R2is hydrogen; R6is hydrogen, C1-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, Ci-C4-alkylcarbonyloxy-Ci-C2-alkyl, C1-C2-alkoxy-C2-C3-alkoxy-Ci-C2-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C2-alkyl, Ci-C4-dialkylaminocarbonyloxy-Ci-C2- 83373_FF

[0198] 25

[0199] alkyl, phenylcarbonyloxy-Ci-C2-alkyl, phenyl-Ci-C4alkoxy-Ci-C2-alkyl, or C2-C5-alkynyl; and R1is as defined for compounds of formula (I).

[0200] In one embodiment (c8), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; R2is hydrogen; R6is hydrogen; and R1is as defined for compounds of formula (I).

[0201] In one embodiment (c9), in a compound of formula (I) according to the present invention, R3is chlorine or fluorine (preferably chlorine); R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen; X1is fluorine and X2is chlorine, or X1and X2are fluorine, orX1and X2are chlorine; R2is hydrogen; R6is hydrogen; and R1is as defined for compounds of formula (I).

[0202] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Cs-Cn-spirocycloalkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 6-membered heteroaryl, phenyl-Ci-C4-alkyl, 5- or 6-membered heteroaryl-Ci-Cs-alkyl, C3-C6-cycloalkenyl, 4- to 8-membered heterobicycloalkyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, or C3-C6-cycloalkylcarbonyl;

[0203] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2; and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1-C3- haloalky I, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;

[0204] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, C1-C3- alkoxy, or Cs-Ce-cycloalkyl;

[0205] wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy;

[0206] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;

[0207] wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci- Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, C2-C5-haloalkylalkynyl, C1-C3- 83373_FF

[0208] 26

[0209] alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, Ci-Cs-alkylcarbonylamino, or C3-C6- cycloalkylcarbonylamino; and

[0210] wherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, or Ci-C4-alkoxycarbonyl.

[0211] In one embodiment according to any one of (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, C3-C6-cycloalkyl, Ci-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, Cs-Ce-cycloalkyl-Ci-C4-alkyl, Ce-Cn-spirocycloalkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 6-membered heteroaryl, phenyl-Ci-C4-alkyl, 5- or 6-membered heteroaryl-Ci-Cs-alkyl, Cs-Ce-cycloalkenyl or 4-to 8-membered heterobicycloalkyl;

[0212] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2; and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1-C3- haloalky I, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;

[0213] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs- alkoxy, or Cs-Ce-cycloalkyl;

[0214] wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy;

[0215] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;

[0216] wherein any of said Cs-Ce-cycloalkyl or Cs-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci- Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino or Ci-Cs-haloalkoximino; and

[0217] wherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-Ce-alkenyl, Cs-Ce-cycloalkyl, or Ci-C4-alkoxycarbonyl.

[0218] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-Ce-cycloalkyl-Ci-C4-alkyl, Ce-Cn-spirocycloalkyl, C4-Ce-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, 5- or 6-membered heteroaryl, Cs-Ce-cycloalkenyl, 4- to 8-membered heterobicycloalkyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, or Cs-Ce-cycloalkylcarbonyl; 83373_FF

[0219] 27

[0220] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2; and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1-C3- haloalky I, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;

[0221] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, C1-C3- alkoxy, or Cs-Ce-cycloalkyl;

[0222] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;

[0223] wherein any of said Cs-Ce-cycloalkyl or C3-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci- Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino, Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, C2-C5-haloalkylalkynyl, C1-C3- alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, Ci-Cs-alkylcarbonylamino, or C3-C6- cycloalkylcarbonylamino; and

[0224] wherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, or Ci-C4-alkoxycarbonyl

[0225] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, C2-C4-haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ce-Cn-spirocycloalkyl, C4-C8-bicycloalkyl, 4-, 5- or 6-membered heterocycloalkyl, 5- or 6-membered heteroaryl, Cs-Ce-cycloalkenyl or 4- to 8-membered heterobicycloalkyl, C1-C4- alkylcarbonyl, C1-C4- haloalkylcarbonyl, or Cs-Ce-cycloalkylcarbonyl;

[0226] wherein any of said 4, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N or O; and wherein any of said 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo (preferably halogen, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or oxo);

[0227] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O; wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl (preferably methyl), or Ci-Cs-haloalkyl (preferably Ci-fluoroalkyl, Ci-chloroalkyl or C1- chloro / fluoroalkyl); 83373_FF

[0228] 28

[0229] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said Cs-Ce-cycloalkyl or C3-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, C1-C4- alkoxycarbonyl, Ci-Cs-alkoximino, Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, C2-C5-haloalkylalkynyl, Ci-Cs-alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, C1-C3- alkylcarbonylamino, or Cs-Ce-cycloalkylcarbonylamino

[0230] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl or C1-C4-chloro / fluoroalkyl), C2-C4-haloalkenyl (preferably C2-C4-fluoroalkenyl, C2-C4-chloroalkenyl or C2-C4-chloro / fluoroalkenyl), Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C4-C8-bicycloalkyl (preferably C4-Ce-bicycloalkyl), 5-membered heterocycloalkyl, 6- to 8-membered heterobicycloalkyl, Ci-C4-alkylcarbonyl, C1-C4- haloalkylcarbonyl (preferably Ci-C4-fluoroalkylcarbonyl, C1-C4-chloroalkylcarbonyl or Ci-C4-chloro / fluoroalkylcarbonyl), or Cs-Ce-cycloalkylcarbonyl;

[0231] wherein any of said 5-membered heterocycloalkyl contains 1 or 2 heteroatoms individually selected from N or O; and wherein any of said 5-membered heterocycloalkyl is unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs- alkoxy, Cs-Ce-cycloalkyl, or oxo (preferably halogen (more preferably fluoro or chloro), Ci-Cs-alkyl, Ci- Cs-haloalkyl (more preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs-chloro / fluoroalkyl), or oxo); wherein any of said C4-C8-bicycloalkyl (preferably C4-Ce-bicycloalkyl) are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs-chloro / fluoroalkyl); and wherein any of said Cs-Ce-cycloalkyl or Cs-Ce-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, Ci- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs- chloro / fluoroalkyl), C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, C1-C3-alkoximino, Ci-Cs-haloalkoximino (preferably Ci-Cs-fluoroalkoximino, Ci-Cs-chloroalkoximino, or C1- Cs-chloro / fluoroalkoximino), Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy (preferably Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, or Ci-Cs-chloro / fluoroalkoxy), or C2-C5-haloalkylalkynyl (preferably C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl).

[0232] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from C2-C5-alkynyl, Cs-Ce-cycloalkyl, C1-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl or Ci-C4-chloro / fluoroalkyl), cyano-Ci-C4-alkyl, Cs-Ce-cycloalkyl-Ci-C4-alkyl, C4-C8-bicycloalkyl (preferably C4-Ce-bicycloalkyl), Ci-C4-alkylcarbonyl, C1-C4- 83373_FF

[0233] 29

[0234] haloalkylcarbonyl (preferably Ci-C4-fluoroalkylcarbonyl, Ci-C4-chloroalkylcarbonyl or C1-C4-chloro / fluoroalkylcarbonyl), or Cs-Ce-cycloalkylcarbonyl;

[0235] wherein any of said C4-C8-bicycloalkyl (preferably C4-C6-bicycloalkyl) are unsubstituted or substituted by 1 substituent selected from halogen (preferably fluoro or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or Ci-Cs-chloro / fluoroalkyl); and wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, C1- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or C1-C3- chloro / fluoroalkyl), C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, C1-C3-alkoximino, Ci-Cs-haloalkoximino (preferably Ci-Cs-fluoroalkoximino, Ci-Cs-chloroalkoximino, or C1- Cs-chloro / fluoroalkoximino), Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy (preferably Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, or Ci-Cs-chloro / fluoroalkoxy), or C2-C5-haloalkylalkynyl (preferably C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl).

[0236] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from C2-C5-alkynyl, Cs-Ce-cycloalkyl, cyano-Ci-C4-alkyl, or C3-C6-cycloalkyl-Ci-C4-alkyl;

[0237] wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen (preferably fluoro or chloro), cyano, C1- Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl (preferably Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl or C1-C3- chloro / fluoroalkyl), C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, C1-C3-alkoximino, Ci-Cs-haloalkoximino (preferably Ci-Cs-fluoroalkoximino, Ci-Cs-chloroalkoximino, or C1- Cs-chloro / fluoroalkoximino), Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy (preferably Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, or Ci-Cs-chloro / fluoroalkoxy), or C2-C5-haloalkylalkynyl (preferably C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl).

[0238] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from Ci-C4-alkyl, C2-C5-alkynyl, C3-C6-cycloalkyl (e.g. Cs-Cs-cycloalkyl), Ci-C4-haloalkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl (e.g. C3-C5-cycloalkyl-Ci-C2-alkyl), Cs-Ce-spirocycloalkyl, or C4-C6-bicycloalkyl;

[0239] wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from fluoro, chloro, or difluoromethyl; and

[0240] wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C2-alkyl (e.g. Cs-Cs-cycloalkyl or C3-C5- cycloalkyl-Ci-C2-alkyl) are unsubstituted or substituted by 1 or 2 substituents selected from fluoro, chloro, cyano, methyl, methoxy, ethynyl, Ci-C2-haloalkyl, cyclopropyl, or methoximino; or wherein said C3-C6-cycloalkyl-Ci-C2-alkyl (preferably C3-C5-cycloalkyl-Ci-C2-alkyl, e.g. Cs-cycloalkyl- Ci-alkyl) is unsubstituted or substituted exclusively in the alkyl part by 1 or 2 substituents independently 83373_FF

[0241] 30

[0242] selected from halogen (preferably fluor or chloro), cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or C2-C5-alkynyl (particularly by cyano).

[0243] In one embodiment according to any one of embodiments (a1), (a2), (b1), (b2), (b3), (c1), (c2), (c3), (c4), (c5), (c6), (c7), (c8) or (c9), in a compound of formula (I), R1is selected from isopropyl, tert-butyl, 1 -methylallyl, 1,1-dimethylprop-2-ynyl, 1-methylbut-2-ynyl, 1-methylprop-2-ynyl, butynyl, cyclohexyl, cyclopentyl, cyclopropyl, (methoxyiminomethyl)cyclopropyl, 1 -(2,2-difluoroethyl)cyclopropyl, 1 -(2-fluoroethyl)cyclopropyl, 1 -(difluoromethyl)cyclopropyl, 1-(fluoromethyl)cyclopropyl, 1,2-dimethylcyclopropyl, 1 -cyanocyclobutyl, 1-cyanocyclopentyl, 1 -cyanocyclopropyl, 1 -cyclopropylcyclopropyl, 1 -ethoxycyclopropyl, 1-ethynylcyclopropyl, 1-methoxycyclopropyl, 1 -methylcyclopropyl, 1-vinylcyclopropyl, 2-(difluoromethyl)cyclobutyl, 2-(difluoromethyl)cyclopropyl, 2-(fluoromethyl)cyclopropyl, 2,2-dichlorocyclopropyl, 2,3-dimethylcyclopropyl, 2-chloro-2-fluoro-cyclopropyl, 2-chlorocyclopropyl, 2-cyanocyclopentyl, 2-cyanocyclopropyl, 2-fluoro-1-methyl-cyclopropyl, 2-fluorocyclopentyl, 2-fluorocyclopropyl, 2-methoxyiminocyclobutyl, 2-methylcyclopropyl, 3-(2,2-difluoroethoxyimino)cyclobutyl, 3-(difluoromethoxy)cyclobutyl, 3-(difluoromethyl)cyclobutyl, 3-(fluoromethyl)cyclobutyl, 3,3-dichlorocyclobutyl, 3,3-difluorocyclobutyl, 3,4-difluorocyclopentyl, 3-cyanocyclopentyl, 3-ethynylcyclobutyl, 3-fluoro-1-methyl-cyclobutyl, 3-fluoro-3-(fluoromethyl)cyclobutyl, 3-fluoro-3-methyl-cyclobutyl, 3-fluorocyclobutyl, 3-fluorocyclopentyl, 3-methoxyiminocyclobutyl, 4-fluorocyclohexyl, methyl-3-cyclobutanecarboxylate, 1-(2,2-difluoro-1-methyl)-ethyl, 2, 2-difluoro-1,1 -dimethylethyl, 2,2-difluoroethyl, 2-chloro-2,2-difluoro-ethyl, 2-fluoro-1-(fluoromethyl)ethyl, 2-fluoro-2-methyl-propyl, 2-fluoroethyl, 2-fluoropropyl, 3,3-difluoro-2-methyl-propyl, 3,3-difluoroallyl, 1-cyano-2-methyl-propyl, 1-cyanoethyl, 1 -cyanopropyl, 1 -cyclopropylethyl, 1-(difluoromethyl)cyclopropyl]methyl, 1-cyano-1-cyclopropyl-ethyl, 1 -cyanocyclopropyl, 1-cyclobutylprop-2-ynyl, 1-cyclopropylprop-2-ynyl, cyano(cyclopropyl)methyl, dicyclopropylmethyl, spiro[2.3]hexan-5-yl, spiro[2.2]pentan-2-yl, 1-bicyclo[1.1.1]pentanyl, 3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl, 3-chloro-1-bicyclo[1.1.1]pentanyl, 3-cyano-1-bicyclo[1.1.1]pentanyl, 3-fluoro-1-bicyclo[1.1.1]pentanyl, 6-bicyclo[3.1.0]hexanyl, 1-methyl-2-oxo-azetidin-3-yl, 1,1 -dioxothiolan-3-yl, 1-oxothiolan-3-yl, tetrahydrothiophenyl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, 5,5-dimethyl-4H-isoxazol-3-yl, 3-oxo-2-(2,2,2-trifluoroethyl)isoxazolidin-4-yl, 3-oxabicyclo[3.1.0]hexan-6-yl, 1-oxothian-4-yl, isoxazol-3-yl, thiazolyl, methylisoxazolyl, fluoro-pyridyl, 1 -phenylethyl, 1-(methylisoxazol-3-yl)ehtyl, 1-cyclopentenyl, cyclohexenyl, cyclopent, cyclopent-2-en-1-yl, 2-oxabicyclo[3.2.0]heptan-6-yl, 3-oxabicyclo[3.2.0]heptan-6-yl, 7-oxabicyclo[2.2.1]heptan-2-yl, 8-oxabicyclo[3.2.1]octan-3-yl, or ethylcarbonyl.

[0244] In one embodiment, in a compound of formula (I) according to the present invention, R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R2and R6are hydrogen; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; and R1is as defined for compounds of formula (I).

[0245] In one embodiment, in a compound of formula (I) according to the present invention, R2is hydrogen, methyl or ethyl (e.g. hydrogen); R3is chlorine; R4and R5are independently selected from hydrogen, methyl or ethyl, or 83373_FF

[0246] 31

[0247] R4and R5together with the carbon to which they are attached form a cyclopropyl-ring (preferably, one of R4or R5is hydrogen and the other is methyl or ethyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; more preferably, one of R4or R5is hydrogen and the other is methyl); R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; and R1and R6are as defined for compounds of formula (I). Further in this embodiment, R6is hydrogen, Ci-Cs-alkyl, C3-C6-cycloalkyl-Ci-C2-alkyl, Ci-C4-alkoxy-Ci-C2-alkyl, cyano-Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, Ci-Cs-alkoxycarbonyl, Ci-C3-alkylcarbonyloxy-Ci-C2-alkyl, or Ci-Cs-alkoxycarbonyloxy-Ci-Cs-alkyl (e.g. hydrogen), and R1is as defined in any one of the embodiments herein (preferably in any one of the embodiments above).

[0248] In one embodiment, in a compound of formula (I) according to the present invention, R2is hydrogen; R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; X1is fluorine and X2is chlorine, orX1and X2are fluorine, orX1and X2are chlorine; and R1is as defined for compounds of formula (I).

[0249] In one embodiment, in a compound of formula (I) according to the present invention, R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; and R1is as defined for compounds of formula (I).

[0250] In one embodiment, in a compound of formula (I) according to the present invention, R2is hydrogen, C1-C3-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; R3is chlorine; X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen, C1-C3-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; and R1is as defined for compounds of formula (I).

[0251] In one embodiment, in a compound of formula (I) according to the present invention, R1is Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl (such as Ci-Cs-haloalkyl), Ci-C2-alkoxy-Ci-Cs-alkyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; R2is hydrogen; R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; and X1is fluorine and X2is chlorine, orX1and X2are fluorine, or X1and X2are chlorine.

[0252] In one embodiment, in a compound of formula (I) according to the present invention, R1is Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl (such as Ci-Cs-haloalkyl), Ci-C2-alkoxy-Ci-Cs-alkyl, or C4-C6- 83373_FF

[0253] 32

[0254] bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen; and X1is fluorine and X2is chlorine, or X1and X2are fluorine, orX1and X2are chlorine.

[0255] In one embodiment, in a compound of formula (I) according to the present invention, R1is Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl (such as Ci-Cs-haloalkyl), Ci-C2-alkoxy-Ci-C3-alkyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; and X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine.

[0256] In one embodiment, in a compound of formula (I) according to the present invention, R1is Ci-C4-alkyl, C3-C6-cycloalkyl, Ci-C4-haloalkyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, or methyl; R2is hydrogen; R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; and X1is fluorine and X2is chlorine, orX1and X2are fluorine, orX1and X2are chlorine. In one embodiment, in a compound of formula (I) according to the present invention, R1is Ci-C4-alkyl, C3-C6-cycloalkyl, Ci-C4-haloalkyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, or methyl; R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; R3is chlorine; R4and R5are independently selected from hydrogen, or methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen; and X1is fluorine and X2is chlorine, or X1and X2are fluorine, or X1and X2are chlorine.

[0257] In one embodiment, in a compound of formula (I) according to the present invention, R1is Ci-C4-alkyl, C3-C6-cycloalkyl, Ci-C4-haloalkyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, or methyl; R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; R3is chlorine; R4and R5are independently selected from hydrogen, or 83373_FF

[0258] 33

[0259] methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring; R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; and X1is fluorine and X2is chlorine, or X1and X2are fluorine, orX1and X2are chlorine.

[0260] The present invention is also directed to the following embodiments:

[0261] One embodiment (i) relates to a compound of the formula (I)

[0262]

[0263] wherein

[0264] R1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, C2-C4- haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C4-C8- bicycloalky I, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 6-membered heteroaryl, phenyl- Ci-C4-alkyl, or 5- or 6-membered heteroaryl-Ci-Cs-alkyl;

[0265] wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2, and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, or Cs-Ce-cycloalkyl;

[0266] wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O, and wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1- Cs-haloalkyl, Ci-Cs-alkoxy, or Cs-Ce-cycloalkyl;

[0267] wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy;

[0268] wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and

[0269] wherein any of said cycloalkyl-groups (as in Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-C4-alkyl) are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, or C2-C5-alkenyl;

[0270] R2is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci- C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, or Ci-C4-alkoxycarbonyl;

[0271] R3is selected from halogen, cyano, or C1-C3-alkyl; 83373_FF

[0272] 34

[0273] R4and R5are independently selected from hydrogen, or C1-C3-alkyl, or R4and R5together with the carbon to which they are attached represent a C3-C5-cycloalkyl group;

[0274] R6is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci- C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4- alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, or Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl; and

[0275] X1and X2are independently selected from fluorine or chlorine;

[0276] or a salt or an N-oxide thereof.

[0277] One embodiment (ii) relates to the compound according to embodiment (i), wherein R3is halogen.

[0278] One embodiment (iii) relates to the compound according to embodiment (i) or (ii), wherein R3is chlorine; X1is fluorine and X2is chlorine, or X1and X2are fluorine, orX1and X2are chlorine.

[0279] One embodiment (iv) relates to the compound according to any of embodiments (i), (ii) or (iii), wherein R4is hydrogen and R5is methyl, or R4is methyl and R5is hydrogen, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring.

[0280] One embodiment (v) relates to the compound according to any of any of embodiments (i), (ii), (iii) or (iv), wherein R2is hydrogen, Ci-Cs-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbonyl; and R6is hydrogen, C1-C3-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or Ci-Cs-alkoxycarbony.

[0281] One embodiment (vi) relates to the compound according to any of embodiments (i), (ii), (iii), (iv), or (v), wherein R2is hydrogen; and R6is hydrogen, Ci-Cs-alkyl, Ci-C2-alkoxy-Ci-C2-alkyl, Ci-Cs-alkylcarbonyl, or C1-C3-alkoxy carbonyl.

[0282] One embodiment (vii) relates to the compound according to any of embodiments (i), (ii), (iii), (iv), (v), or (vi), wherein R2is hydrogen; and R6is hydrogen.

[0283] One embodiment (viii) relates to the compound according to any of embodiments (i), (ii), (iii), (iv), (v), (vi), or (vii), wherein R1is Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-C2-alkoxy-Ci-C3-alkyl, C4-Ce-bicycloalkyl, 4-, 5- or 6-membered heterocycloalkyl, phenyl, or benzyl; wherein any of said 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, or O, with the proviso that no more than one is O, and wherein any of said 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, or Ci-Cs-alkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl.

[0284] One embodiment (ix) relates to the compound according to any of embodiments (i), (ii), (iii), (iv), (v), (vi), (vii), or (viii), wherein R1is Ci-C4-alkyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-C2-alkoxy-Ci-C3-alkyl, or C4-C6-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent 83373_FF

[0285] 35

[0286] selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said cycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl.

[0287] One embodiment (x) relates to the compound according to any of embodiments (i), (ii), (iii), (iv), (v), (vi), (vii), (viii), or (ix), wherein R1is methyl, ethyl, iso-propyl, tert-butyl, cyclopropyl, trifluoromethyl, trifluoroethyl, or C4-Ce-bicycloalkyl; wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from chloro or fluoro; and wherein said cyclopropyl is unsubstituted or substituted by 1 substituent selected from chloro, fluoro, bromo, cyano, or methyl.

[0288] Preferably, the compound according to formula (I) is selected from a compound listed in Table A-1 to A-9 or Table P (below).

[0289] More preferably, the compound according to formula (I) is selected from a compound listed in Table P (below). Even more preferably, the compound according to formula (I) is selected from the group consisting of 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-1), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-2), 2-chloro-N-cyclopropyl-5-[(2S)-2-(trichloromethylsulfonylamino)propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-3), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-4), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-5), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-6), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-7), 2-chloro-N-(1-cyanocyclopropyl)-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-9), 2-chloro-N-(1-cyano-1-cyclopropyl-ethyl)-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-10), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[1-(fluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-11), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-2,2-difluoro-1-methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-13), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S)-2,2-difluoro-1-methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-14), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(3-fluorocyclobutyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-17), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1 R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-18), 2-chloro-N-(3-chloro-1-bicyclo[1.1.1]pentanyl)-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-19), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-21), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-22), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-23), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-methyl-pyridine-3- 83373_FF

[0290] 36

[0291] carboxamide (P-25), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[1-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-28), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-29), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-cyano-1-cyclopropyl-ethyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-30), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[1-(fluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-31), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-2,2-difluoro-1-methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-34), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S)-2,2-difluoro-1 -methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-35), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-39), 2-chloro-N-(3-chloro-1-bicyclo[1.1.1]pentanyl)-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-40), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-41), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2-fluoro-2-methyl-propyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-42), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-43), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-44), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-45), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-46), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3-fluoro-1-bicyclo[1.1.1]pentanyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-47), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-methyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-49), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-ethynylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-51), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[1-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-52), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-55), N-(1-bicyclo[1.1.1]pentanyl)-2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-64), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-69), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-methylprop-2-ynyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-74), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2,2-dimethylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-77), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2,2-difluoroethyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-80), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-(trichloromethylsulfonyl)amino]methyl 2-methylpropanoate (P-82), 5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-2-fluoro-pyroxocyclobutyl)pyridine-3-carboxamide (P-86), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-90), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyridine-3- 83373_FF

[0292] 37

[0293] carboxamide (P-92), 2-chloro-N-[(1 R,2R)-2-fluorocyclopropyl]-5-[(2S)-2- (trichloromethylsulfonylamino)propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-101), 2-chloro-N-[(1S,2S)-2-fluorocyclopropyl]-5-[(2S)-2-(trichloromethylsulfonylamino)propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-102), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-108), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(propoxymethyl)amino]propoxy]-N-[(1 S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-109), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl acetate (P-110), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl 2-methylpropanoate (P-111), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(cyclopropylmethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-112), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-114), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl methyl carbonate (P-115), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-116), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl 2,2-dimethylpropanoate (P-117), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonyl-ethyl-amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-118), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-119), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl- (propoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-120), [[(1S)-2-[[6-chloro-5- (cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[chloro(difluoro)methyl]sulfonyl-amino]methyl acetate (P-121), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]- [chloro(difluoro)methyl]sulfonyl-amino]methyl 2-methylpropanoate (P-122), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonyl-(cyclopropylmethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-123), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-125), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[chloro(difluoro)methyl]sulfonyl-amino]methyl methyl carbonate (P-126), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-127), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]- [chloro(difluoro)methyl]sulfonyl-amino]methyl 2,2-dimethylpropanoate (P-128), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonyl-ethyl-amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-129), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-130), [[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl acetate (P-131), [[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl 2-methylpropanoate (P-132), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyridine-3- 83373_FF

[0294] 38

[0295] carboxamide (P-135), [[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1 -methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl methyl carbonate (P-136), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-137), [[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1 -methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl 2,2-dimethylpropanoate (P-138), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-ethyl-amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-139), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[2-chloro-2-fluoro-cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-141), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-143), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]butoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-144), 2-chloro-N-[2-chlorocyclopropyl]-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-147), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-1,2-dimethylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-151), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(8-oxabicyclo[3.2.1]octan-3-yl)pyroxocyclobutyl)pyridine-3-carboxamide (P-159), 2-chloro-N-(1-cyclopropylethyl)-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-167), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-1,2-dimethylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-171), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2-fluoro-1 -methyl-cyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-172), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-173), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3-oxabicyclo[3.1.0]hexan-6-yl)pyroxocyclobutyl)pyridine-3-carboxamide (P-181), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-(1-ethynylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-195), 2-chloro-5-[[1- [[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-196), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-(1-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-197), 2-chloro-5-[[1- [[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-198), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-199), 2-chloro-5-[[1- [[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-201), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-202), 2-chloro-5-[[1- [[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-204), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-209), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-(1-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-210), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-212), 2-chloro-5-[2- [[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyridine-3- 83373_FF

[0296] 39

[0297] carboxamide (P-214), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-215), 2-chloro-5-[[1- [[dichloro(fluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-227), 2-chloro-N-(1-cyanocyclopropyl)-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-235), 2-chloro-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1 R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-237), 2-chloro-5-[2- [[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-239), 2-chloro-N-cyclopropyl-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-242), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-244), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(propoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-245), 5-[(2S)-2-[butoxymethyl-[dichloro(fluoro)methyl]sulfonyl-amino]propoxy]-2-chloro-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-247), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl- (isobutoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-248), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-252), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl butanoate (P-254), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl methyl carbonate (P-256), [[(1S)-2-[[6-chloro-5- (cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl isopropyl carbonate (P-257), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl- (isopropoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-258), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[3-(fluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-267), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2S)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-268), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-269), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[2-(fluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-285), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-1-cyano-2-methyl-propyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-291), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-1-cyanoethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-295), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-298), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-299), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-(fluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-300), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-305), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-fluoro-3-(fluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-308), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[2-(fluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P- 83373_FF

[0298] 40

[0299] 315), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(3S,4R)-3,4-difluorocyclopentyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-316), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-1-methylprop-2-ynyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-317), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3,3-difluorocyclobutyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-318), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(5,5-dimethyl-4H-isoxazol-3-yl)pyroxocyclobutyl)pyridine-3-carboxamide (P-323), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-330), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-ethyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-334), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-ethyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-352), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(2R,3S)-2,3-dimethylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-357), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-359), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,3S)-3-fluorocyclopentyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-360), 2-chloro-N-(2-cyanocyclopropyl)-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-362), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,3S)-3-fluorocyclopentyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-364), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-366), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-prop-2-ynyl-amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-374), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-prop-2-ynyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-378), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(3,3-difluoroallyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-379), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethoxy)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-381), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-prop-2-ynyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-382), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-(2,2-difluoroethyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-383), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3,3-difluoroallyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-384), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-propanoyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-385), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl benzoate (P-386), 2-chloro-5-[[1- [[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-391), 2-chloro-5-[2- [[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl] pyridine- 3-carboxamide (P-392), 2-chloro-5-[[1-[[dichloro(fluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N- [(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-393), and 2-chloro-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl] pyroxocyclobutyl)pyridine-3-carboxamide (P-394).

[0300] Even more preferably, the compound according to formula (I) is selected from the group consisting of 83373_FF

[0301] 41

[0302] 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-1), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-2), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-4), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-5), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-6), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-7), 2-chloro-N-(1-cyanocyclopropyl)-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-9), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-18), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1 S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-22), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[1-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-28), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-29), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-39), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-41), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-44), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-45), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-ethynylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-51), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-methylprop-2-ynyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-74), 5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-2-fluoro-pyroxocyclobutyl)pyridine-3-carboxamide (P-86), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl- (methoxymethyl)amino]propoxy]-N-[(1 S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-108), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl acetate (P-110), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-114), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl methyl carbonate (P-115), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-116), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl 2,2-dimethylpropanoate (P-117), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-119), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]- [chloro(difluoro)methyl]sulfonyl-amino]methyl acetate (P-121), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[chloro(difluoro)methyl]sulfonyl-amino]methyl methyl carbonate (P-126), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyridine-3- 83373_FF

[0303] 42

[0304] carboxamide (P-201), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-(1-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-210), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-214), 2-chloro-5-[[1- [[dichloro(fluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-227), 2-chloro-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-239), 2-chloro-N-cyclopropyl-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonyl-(isobutoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-248), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl butanoate (P-254), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[3-(fluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-267), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-1-cyanoethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-295), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-298), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-305), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-ethyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-352), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-359), 2-chloro-5-[[1- [[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-391), 2-chloro-5-[2- [[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl] pyroxocyclobutyl)pyridine-3-carboxamide (P-392), and 2-chloro-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-394).

[0305] In one embodiment, the present invention relates to intermediate compounds of formula (VI), or salts thereof,

[0306] Cl

[0307]

[0308] wherein, R3, R4, R5, X1and X2are defined as for compounds of formula I; and wherein R7is Ci-Ce alkyl. It is to be understood that all embodiments relating to R3, R4, R5, X1and X2as well as combinations thereof explicitly also apply to the intermediates of formula (VI) accordingly and need therefore no repetition.

[0309] In one embodiment, the present invention relates to intermediate compounds of formula (XV), or salts thereof, 83373_FF

[0310] 43

[0311]

[0312] (XV) wherein, R1, R2, R3, R4, R5, X1and X2are defined as for compounds of formula (I),. It is to be understood that all embodiments relating to R1, R2, R3, R4, R5, X1and X2as well as combinations thereof explicitly also apply to the intermediates of formula (VI) accordingly and need therefore no repetition.

[0313] The compounds of formula (I) according to the present invention may possess at least one chiral centre at the carbon atom marked with a star (*) as outlined below in formula (l-a).

[0314]

[0315] Accordingly, as already indicated, the compounds of formula (I) may exist in various stereoisomeric forms, e.g., with (S)-, or ( / ?)- configuration present at the carbon atom marked with a star (*) as in formula (l-a), wherein R4and R5are different from each other respectively. In particular, each of these configurations may be evident for compounds of formula (I) in relation to the specific combinations of definitions for R1, R2, R3, R4, R5, R6, X1, and X2, for each compound of formula (I), or compounds as described in Tables A-1 to A-9 or in Table P.

[0316] A person skilled in the art is well aware that these enantiomers of formula (l-a) (as shown above) wherein R1, R1, R2, R3, R4, R5, R6, X1, and X2are as defined for formula (I), wherein R4and R5are different from each other, are within the scope if the invention.

[0317] The present invention in a further aspect provides a method of controlling parasites in or on an animal in need thereof comprising administering an effective amount of a compound of the first aspect. The present invention further provides a method of controlling ectoparasites on an animal in need thereof comprising administering an effective amount of a compound of formula (I) as defined om the first aspect. The present invention further provides a method for preventing and / or treating diseases transmitted by ectoparasites comprising administering an effective amount of a compound of formula (I) as defined in the first aspect, to an animal in need thereof.

[0318] The compounds of formula (I) according to the present invention can be made as shown in the following Schemes below, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of formula (I). 83373_FF

[0319] 44

[0320] In particular, compounds of formula (I), wherein R1, R2, R3, R4, R5, R6, X1and X2are as defined for compound of formula (I), can be prepared as described in Schemes below, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of formula (I).

[0321] In any of the Schemes below, the presence of one or more possible asymmetric carbon atoms in a compound of formula (I) according to the invention means that the compounds may occur in chiral isomeric forms, i.e., enantiomeric or diastereomeric forms.

[0322] The compounds of formula (I) according to the invention, can be obtained by transformation of a compound of formula (II), with a compound of formula (III), via an intermediate acid chloride or activated acylating agent as described below (Scheme 1).

[0323] Scheme 1

[0324] N-

[0325]

[0326] As shown in Scheme 1, compound of formula (II), is activated to compounds of formula (IV) by methods known to those skilled in the art and described for example in Tetrahedron 2005, 61 (46), 10827-10852, For example, compounds of formula (IV) where G is halogen are formed by treatment of compounds of formula (II) with for example, oxalyl chloride or thionyl chloride in the presence of catalytic quantities of dimethylformamide (DMF) in inert solvents for example, but not limited to, dichloromethane (DCM) or tetra hydrofuran (THF) at temperatures between 25 to 170°C preferably 25 to 80°C. Treatment of (IV) with compounds of formula (III), wherein R1and R2are as defined in formula (I), optionally in the presence of a base, e.g. triethylamine or pyridine leads to compounds of formula (I). Alternatively, compounds of formula (I) can be prepared by treatment of compounds of formula (II) with dicyclohexyl carbodiimide (DCC) or 1 -ethyl-3-(3- 83373_FF

[0327] 45

[0328] dimethylaminopropyl)carbodiimide (EDC) to give the activated species (IV), wherein G is Gi or G2, in an inert solvent, e.g. pyridine, or THF optionally in the presence of a base, e.g. triethylamine, at temperatures between rt and 180°C. In addition, an acid of the formula (II) can also be activated by reaction with a coupling reagent for example, but not limited to, propanephosphonic acid anhydride (T3P®) or O-(7-Aza-1-benzotriazolyl)-N, N, N’, N’-tetramethyluronium-hexafluorophosphat (HATU) to provide compounds of formula (IV) wherein G is G3 and G4 as described for example in Synthesis 2013, 45, 1569 and J. Prakt. Chem. 1998, 340, 581. Subsequent reaction with an amine of the formula (III) provides compounds of formula (I).

[0329] The compounds of formula (II) can be obtained by transformation of a compound of formula (V) wherein R7is C1-C6-alkyl, in the presence of a base or an acid. This is shown in Scheme 2 below.

[0330] Scheme 2

[0331]

[0332] As shown in Scheme 2, compounds (V) can undergo a hydrolysis reaction under basic conditions to compounds (II) by methods known to those skilled in the art and described for example in ACS Chem. Neurosci.

[0333] 2017, 2374. For example, the reaction can be performed in water or in organic solvent, for example, but not limited to, methanol, ethanol, THF or DCM, or in mixtures; in the presence of a base, for example, but not limited to, lithium hydroxide, sodium hydroxide or potassium hydroxide. Alternatively, the conversion of compounds (V) into compounds (II) can be performed under acidic conditions by methods known to those skilled in the art and described for example in WO2019200246. For example, the reaction can be performed in water or in mixtures of water and an organic solvent, for example, but not limited to, methanol, THF or dioxane; in the presence of an acid, for example, but not limited to, trifluoroacetic acid, hydrochloric acid or sulfuric acid. The compounds of formula (Va), wherein R7is C1-C6-alkyl, can be obtained by transformation of a compound of formula (VI), wherein R7is C1-C6-alkyl (Scheme 3).

[0334]

[0335] As shown in Scheme 3, compounds (VI) can be converted to compounds (Va) through an oxidation reaction by methods known to those skilled in the art and described for example in Synthesis 1977, 798-800, Eur. J. Org. Chem. 2024, 27, or CN113387848. For example, the reaction can be performed in a variety of solvents, including but not limited to organic solvents for example, but not limited to, methanol, ethanol, THF, DCM, dichloroethane, alkanes, or acetonitrile, as well as in water or solvent mixtures thereof. The oxidation reaction 83373_FF

[0336] 46

[0337] can be carried out using various oxidants, including but not limited to meta-chloroperoxybenzoic acid (mCPBA), hydrogen peroxide, peracetic acid, or potassium peroxy mo nosulfate (Oxone®). These oxidants may be used optionally in the presence of a catalyst, for example, but not limited to, ruthenium trichloride or sodium tungstate, and optionally in the presence of a base, for example, but not limited to, sodium hydroxide or potassium carbonate. The reaction may be conducted at temperatures ranging from -78°C to 150°C, with a preferred temperature range of 0°C to 80°C. Additionally, the oxidation reaction may be performed in a stepwise manner, employing combinations of two different oxidizing agents to achieve the described transformation. The compounds of formula (VI), wherein R7is C1-C6-alkyl, can be synthesized by reacting a compound of formula (VII), wherein R7is C1-C6-alkyl, with a compound of formula (VIII), wherein X1and X2are as defined for formula (I), and X3represents a halogen atom.

[0338] Scheme 4

[0339]

[0340] As shown in Scheme 4, compounds of formula (VII) and (VIII) can be converted to compounds (VI) through a substitution reaction by methods known to those skilled in the art and described, for example, in Synthesis 1977, 798-800, CN110981776 or EP55430. The reaction can be performed in a variety of solvents, including but not limited to organic solvents for example, but not limited to, THF, diethyl ether, DCM, alkanes, acetonitrile, or DMF, as well as in water or mixtures thereof. The reaction is optionally, but preferably, carried out in the presence of a base for example, but not limited to, sodium hydroxide, potassium carbonate, pyridine or triethylamine. The reaction may be conducted at temperatures ranging from -78°C to 150°C, with a preferred temperature range of -20°C to 50°C. Alternatively, as known to those skilled in the art, compound (VI I) in a salt form (i.e. hydrochloric salt, hydrobromic salt, trifluoroacetic salt, paratoluensulfonic salt, and others known to the person skilled in the art) can be similarly used in a conversion to compound (VI). Compounds (VIII) are either commercially available or their synthesis is described in the literature, for example in CN110981776, US2884453 or J. Am. Chem. Soc. 1959, 4810-4812.

[0341] The compounds of formula (VII), wherein R7is C1-C6-alkyl, can be obtained by transformation of a compound of formula (IX), wherein R7and R8are independently Ci-Ce-alkyl. This is shown in Scheme 5 below.

[0342]

[0343] 83373_FF

[0344] 47

[0345] As shown in Scheme 5, compounds (IX) can be converted to compounds (VII) by methods known to those skilled in the art and described for example in W02002059117, J. Med. Chem. 2003, 5238, Org. Lett. 2022, 2064. For example, the reaction can be performed in organic solvent, for example, but not limited to, DCM, dioxane or THF, in the presence of an organic or inorganic acid, for example, but not limited to, hydrochloric acid, trifluoroacetic acid or paratoluensulfonic acid. Compounds (VI I) can also be obtained and used in following transformations in their salt form (i.e. hydrochloric acid salt, hydrobromic acid salt, trifluoroacetic acid salt, paratoluensulfonic acid salt, and others known to the person skilled in the art).

[0346] The compounds of formula (IX), wherein R7and R8are independently Ci-Ce-alkyl, can be obtained by transformation of a compound of formula (X), wherein R7is C1-C6-alkyl, with an alkylating agent of formula (Xia), wherein and R8is Ci-Ce-alkyl, and Q is halogen, hydroxyl or sulfonate group (Scheme 6).

[0347] Scheme 6

[0348]

[0349] As shown in Scheme 6, compounds (X) can be converted by an alkylative reaction with (Xia) (when Q is i.e. halogen or sulfonate Qi or Q2) to compounds (IX) by methods known to those skilled in the art and described for example in W02023026180, J. Med. Chem. 2011, 3076, WO2022216947. For example, the reaction can be performed in organic solvent, for example, but not limited to, DMF, acetone or acetonitrile, in the presence of a base, for example, but not limited to, cesium carbonate, sodium hydride (NaH) or sodium carbonate. Alternatively, compounds (X) can be converted by a Mitsunobu reaction with (Xia) (when Q is equal to OH) by methods known to those skilled in the art and described for example in WO2021171163, or J. Chem. Pharm. Res. 2014, 982. For example, the reaction can be performed in organic solvent, for example, but not limited to, toluene, THF or DCM, in the presence of an azadicarboxylate reagent, for example, but not limited to, diethyl azadicarboxylate or diisopropyl azadicarboxylate, and a phospine reagent, for example, but not limited to, triphenyl phosphine.

[0350] Alternatively, compounds (X) can be converted by an alkylative reaction with aziridine (XI b) to compounds (IX) by methods known to those skilled in the art and described for example in W02009142984, WO2022165529. For example, the reaction can be performed in organic solvent, for example, but not limited to, acetonitrile in the presence of a base, for example, but not limited to, potassium carbonate, sodium hydride or sodium carbonate. 83373_FF

[0351] 48

[0352] Alternatively, compounds (X) can be converted by an alkylative reaction with compounds (Xlc) to compounds (IX) by methods known to those skilled in the art and described for example W02003037327 or WO2022157780. For example, the reaction can be performed in organic solvent, for example, but not limited to, DMF, THF or acetonitrile, in the presence of a base for example, but not limited to, NaH, potassium tert-butoxide or potassium carbonate, at temperatures between -40°C to 150°C, preferably at a temperature between 0 and 100°C.

[0353] Compounds of formula (X), wherein R7is C1-C6-alkyl, can be obtained in two steps by transformation of a compound of formula (XII), wherein R7is C1-C6-alkyl, and R9is halogen, via an intermediate compound of formula (XI), wherein R7is C1-C6-alkyl (Scheme 7).

[0354] Scheme 7

[0355]

[0356] As shown in Scheme 7, compounds (XIII) can be converted to compounds (XII) by methods known to those skilled in the art with the name of Miyaura borylation reaction and described for example in J. Org. Chem. 1995, 7508; J. Org. Chem. 2021, 103. For example, the reaction can be performed in organic solvent, for example, but not limited to, THF or dioxane, in the presence of a base, for example, but not limited to, potassium carbonate or potassium acetate and a palladium catalyst in combination with an appropriate ligand, for example, but not limited to, 1,1'-bis(diphenylphosphino)ferrocene dichloropalladium. Intermediates (XII) can be converted into compounds of formula (X) by methods known to those skilled in the art and described for example in Tetrahedron Lett. 2014, 2082; Tetrahedron Lett. 2017, 3323; Tetrahedron 2005, 1417. For example, the reaction can be performed in mixtures of water and an organic solvent, for example but not limited to ethanol, acetonitrile or DCM, in the presence of hydrogen peroxide.

[0357] Compounds of formula (I) can be obtained by transformation of a compound of formula (la), with a compound of formula (XIV), wherein Q is halogen or sulfonate (Scheme 8).

[0358] Scheme 8

[0359]

[0360] 83373_FF

[0361] 49

[0362] O— S=O _ R6^. _ R6

[0363] Q = halogen, cr

[0364] (XlVa)

[0365]

[0366] Q2Q5

[0367] As shown in Scheme 8, compounds (la) can be converted to compounds (I) by methods known to those skilled in the art and described for example in ACS Comb. Sci. 2016, 569; WO202115372. For example, the reaction can be performed in organic solvent, for example, but not limited to, DCM, DMF or acetonitrile, in the presence of a base, -potassium carbonate or triethylamine. Alternatively, the reaction can be performed with a reagent of formula (XlVa). In this case the reaction can be performed in organic solvent, for example, but not limited to, DCM, DMF or acetonitrile, in the presence of a base, for example, but not limited to, potassium carbonate or triethylamine and with the aid of a catalyst, for example, but not limited to, 4-(dimethylamino)pyridine as described for example in WO2021178885; Org. Proc. Res. Dev. 2014, (18), 205.

[0368] Alternatively, compounds of formula (la), can be obtained by transformation of a compound of formula (XV), (Scheme 9).

[0369] Scheme 9

[0370]

[0371] As shown in Scheme 9, compounds (XV) can be converted to compounds (la) through an oxidation reaction by methods known to those skilled in the art and described for example in Synthesis 1977, 798-800, Eur. J. Org. Chem. 2024, 27 or CN113387848. For example, the reaction can be performed in a variety of solvents, including but not limited to organic solvents for example, but not limited to, methanol, ethanol, THF, DCM, dichloroethane, alkanes, or acetonitrile, as well as in water or solvent mixtures thereof. The oxidation reaction can be carried out using various oxidants, including but not limited to meta-chloroperoxybenzoic acid (mCPBA), hydrogen peroxide, peracetic acid, or potassium peroxy mo nosulfate (Oxone®). These oxidants may be used optionally in the presence of a catalyst, for example, but not limited to, ruthenium trichloride or sodium tungstate, and optionally in the presence of a base, for example, but not limited to, sodium hydroxide or potassium carbonate. The reaction may be conducted at temperatures ranging from -78°C to 150°C, with a preferred temperature range of 0°C to 80°C. Additionally, the oxidation reaction may be performed in a stepwise manner, employing combinations of two different oxidizing agents to achieve the described transformation. Compounds of formula (XV) can be synthesized by reacting a compound of formula (XVI) with a compound of formula (VIII), wherein X1and X2are as defined for formula (I), and X3represents halogen (scheme 10). 83373_FF

[0372] 50

[0373] Scheme 10

[0374]

[0375] As shown in Scheme 10, compounds of formula (XVI) and (VIII) can be converted to compounds (XV) through a substitution reaction by methods known to those skilled in the art and described, for example, in Synthesis 1977, 798-800, CN110981776 or EP55430. The reaction can be performed in a variety of solvents, including but not limited to organic solvents for example, but not limited to, THF, diethyl ether, DCM, alkanes, acetonitrile, or DMF, as well as in water or mixtures thereof. The reaction is optionally, but preferably, carried out in the presence of a base for example, but not limited to, sodium hydroxide, potassium carbonate, pyridine or triethylamine. The reaction may be conducted at temperatures ranging from -78°C to 150°C, with a preferred temperature range of -20°C to 50°C. Alternatively, as known to those skilled in the art, compound (XVI) in a salt form (i.e. hydrochloric acid salt, hydrobromic acid salt, trifluoroacetic acid salt, paratoluensulfonic acid salt, and others known to the person skilled in the art) can be similarly used in a conversion to compound (XV). Compounds (VIII) are either commercially available or their synthesis is described in the literature, for example in CN110981776, US2884453 or J. Am. Chem. Soc. 1959, 4810-4812.

[0376] The compounds of formula (VII) can be obtained by transformation of a compound of formula (IX), wherein R8is Ci-Ce-alkyl (Scheme 11).

[0377]

[0378] As shown in Scheme 11, compounds (XVII) can be converted to compounds (XVI) by methods known to those skilled in the art and described for example in W02002059117, J. Med. Chem. 2003, 5238, Org. Lett. 2022, 2064. For example, the reaction can be performed in organic solvent, for example, but not limited to, DCM, dioxane or THF, in the presence of an organic or inorganic acid, for example, but not limited to, hydrochloric acid, trifluoroacetic acid or paratoluensulfonic acid. Compounds (XVI) can also be obtained and used in following transformations in their salt form (i.e. hydrochloric acid salt, hydrobromic acid salt, trifluoroacetic acid salt, paratoluensulfonic acid salt, and others known to the person skilled in the art).

[0379] The compounds of formula (XVII), wherein R8is Ci-Ce-alkyl, can be obtained by transformation of a compound of formula (XVIII), wherein R7is C1-C6-alkyl, with an alkylating agent of formula (Xia), wherein R4and R5are as defined for formula (I) and R8is Ci-Ce-alkyl, and Q is halogen, hydroxyl or sulfonate group as defined in scheme 6 (Scheme 12). 83373_FF

[0380] 51

[0381]

[0382] (XVIII)0As shown in Scheme 12, compounds (XVIII) can be converted by an alkylative reaction with (Xia) (when Q is i.e. halogen or sulfonate Qi or Q2) to compounds (XVII) by methods known to those skilled in the art and described for example in W02023026180, J. Med. Chem. 2011, 3076, WO2022216947. For example, the reaction can be performed in organic solvent, for example, but not limited to, DMF, acetone or acetonitrile in the presence of a base, for example, but not limited to, cesium carbonate, NaH or sodium carbonate. Alternatively, compounds (XVIII) can be converted by a Mitsunobu reaction with (Xia) (when Q is equal to OH) by methods known to those skilled in the art and described for example in WO2021171163, J. Chem. Pharm. Res. 2014, 982. For example, the reaction can be performed in organic solvent, for example, but not limited to, toluene, THF or DCM in the presence of an azadicarboxylate reagent, for example, but not limited to, diethyl azadicarboxylate or diisopropyl azadicarboxylate, and a phospine reagent, for example, but not limited to, triphenyl phosphine.

[0383] Alternatively, compounds (XVIII) can be converted by an alkylative reaction with aziridine (Xlb (see scheme 6) to compounds (XVII) by methods known to those skilled in the art and described for example in W02009142984, WO2022165529. For example, the reaction can be performed in organic solvent, for example, but not limited to, acetonitrile in the presence of a base, for example, but not limited to, potassium carbonate, sodium hydride or sodium carbonate.

[0384] Alternatively, compounds (XVIII) can be converted by an alkylative reaction with compounds (Xlc) (see scheme 6) to compounds (XVII) by methods known to those skilled in the art and described for example in W02003037327 or WO2022157780. For example, the reaction can be performed in organic solvent, for example, but not limited to, DMF, THF or acetonitrile in the presence of a base for example, but not limited to, NaH, potassium tert-butoxide or potassium carbonate at temperatures between -40°C to 150°C, preferably at a temperature between 0 to 100°C.

[0385] The compounds of formula (XVIII) can be obtained by transformation of a compound of formula (XX), with a compound of formula (III), via an intermediate of formula (XIX), wherein G is selected from halogen (preferably chloride), Gi, G2, G3 or G4 (G1 to G4 see Scheme 1) (Scheme 13).

[0386] Scheme 13

[0387]

[0388] (XX) o (XIX) o (XVIII) O 83373_FF

[0389] 52

[0390] As shown in Scheme 13, compounds (XX) are activated to compounds of formula (XIX) by methods known to those skilled in the art and described for example in Tetrahedron 2005, 61 (46), 10827-10852. For example, compounds of formula (XIX) where G is halogen are formed by treatment of compounds of formula (XX) with for example, oxalyl chloride or thionyl chloride in the presence of catalytic quantities of DMF in inert solvents for example, but not limited to, DCM or THF, at temperatures between 25-170°C preferably 25-80°C. Treatment of (XIX) with compounds of formula (III), wherein R1and R2are as defined in formula (I), optionally in the presence of a base, e.g. triethylamine or pyridine, leads to compounds of formula (XVIII). Alternatively, compounds of formula (XVIII) can be prepared by treatment of compounds of formula (XX) with dicyclohexyl carbodiimide (DCC) or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) to give the activated species (XIX), wherein G is Gi or G2, in an inert solvent, e.g., pyridine, or THF, optionally in the presence of a base, e.g. triethylamine, at temperatures between room temperature and 180°C. In addition, an acid of the formula (XX) can also be activated by reaction with a coupling reagent for example, but not limited to, propanephosphonic acid anhydride (T3P®) or O-(7-Aza-1-benzotriazolyl)-N, N, N’, N’-tetramethyluronium-hexafluorophosphat (HATU) to provide compounds of formula (XIX) wherein G is G3 and G4 as described for example in Synthesis 2013, 45 (12), 1569-1601 and J. Prakt. Chem. 1998, 340 (5), 581-583. Subsequent reaction with an amine of the formula (III) provides compounds of formula (XVIII).

[0391] The compounds of formula (XX) can be obtained by transformation of a compound of formula (X), wherein R7is C1-C6-alkyl, in the presence of a base or an acid (Scheme 14).

[0392] Scheme 14

[0393]

[0394] As shown in Scheme 14, compounds (X) can undergo a hydrolysis reaction under basic conditions to compounds (XX) by methods known to those skilled in the art and described for example in ACS Chem. Neurosci. 2017, 2374. For example, the reaction can be performed in water or in organic solvent, for example, but not limited to, methanol, ethanol, THF or DCM, or in mixtures; in the presence of a base, for example, but not limited to, lithium hydroxide, sodium hydroxide or potassium hydroxide. Alternatively, the conversion of compounds (X) into compounds (XX) can be performed under acidic conditions by methods known to those skilled in the art and described for example in WO2019200246. For example, the reaction can be performed in water or in mixtures of water and an organic solvent, for example, but not limited to, methanol, THF or dioxane, in the presence of an acid, for example, but not limited to, trifluoroacetic acid, hydrochloric acid or sulfuric acid. The compounds of formula (XVII), wherein R8is C1-C6-alkyl, can be obtained by transformation of a compound of formula (XXII), wherein R8is C1-C6-alkyl, with a compound of formula (III), via an intermediate of formula (XXI), wherein G is selected from halogen (preferably chloride), G1, G2, G3 or G4 (G1 to G4 see Scheme 1) (Scheme 15). 83373_FF

[0395] 53

[0396] Scheme 15

[0397]

[0398] As shown in Scheme 15, compounds (XXII) are activated to compounds of formula (XXI) by methods known to those skilled in the art and described for example in Tetrahedron 2005, 61 (46), 10827-10852. For example, compounds of formula (XXI) where G is halogen are formed by treatment of compounds of formula (XXII) with for example, oxalyl chloride or thionyl chloride in the presence of catalytic quantities of DMF in inert solvents for example, but not limited to, DCM or THF at temperatures between 25-170°C preferably 25-80°C. Treatment of (XXI) with compounds of formula (III), wherein R1and R2are as defined in formula (I), optionally in the presence of a base, e.g. triethylamine or pyridine leads to compounds of formula (XVII). Alternatively, compounds of formula (XVII) can be prepared by treatment of compounds of formula (XXII) with dicyclohexyl carbodiimide (DCC) or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) to give the activated species (XXI), wherein G is Gi or G2, in an inert solvent, e.g., pyridine, or THF optionally in the presence of a base, e.g., triethylamine, at temperatures between rt and 180°C. In addition, an acid of the formula (XXII) can also be activated by reaction with a coupling reagent for example, but not limited to, propanephosphonic acid anhydride (T3P®) or O-(7-Aza-1-benzotriazolyl)-N, N, N’, N’-tetramethyluronium-hexafluorophosphat (HATU) to provide compounds of formula (XXI) wherein G is G3 and G4 as described for example in Synth. 2013, 45 (12), 1569-1601 and J. Prakt. Chem. 1998, 340 (5), 581-583. Subsequent reaction with an amine of the formula (III) provides compounds of formula (XVIII).

[0399] The compounds of formula (XXII), wherein R8is C1-C6-alkyl, can be obtained by transformation of a compound of formula (IX), wherein R7and R8are independently C1-C6-alkyl, in the presence of a base or an acid (Scheme 16).

[0400] Scheme 16

[0401]

[0402] As shown in Scheme 16, compounds (XXIII) can undergo a hydrolysis reaction under basic conditions to compounds (IX) by methods known to those skilled in the art and described for example in ACS Chem. Neurosci. 2017, 2374. For example, the reaction can be performed in water or in organic solvent, for example, but not limited to, methanol, ethanol, THF or DCM, or in mixtures; in the presence of a base, for example, but not limited to, lithium hydroxide, sodium hydroxide or potassium hydroxide. Alternatively, the conversion of compounds (IX) into compounds (XXII) can be performed under acidic conditions by methods 83373_FF

[0403] 54

[0404] known to those skilled in the art and described for example in WO2019200246. For example, the reaction can be performed in water or in mixtures of water and an organic solvent, for example, but not limited to, methanol, THF or dioxane, in the presence of an acid, for example, but not limited to, trifluoroacetic acid, hydrochloric acid or sulfuric acid.

[0405] Alternatively, the compounds of formula (XVII), wherein R8is C1-C6-alkyl, can be obtained by transformation of a compound of formula (IX), wherein R7and R8are independently C1-C6-alkyl, in the presence compounds of formula (III) (Scheme 17).

[0406] Scheme 17

[0407]

[0408] As shown in Scheme 17, compounds of (IX) may also be directly transformed into compounds (XVII) through the aminolysis of carboxylic esters by methods known to those skilled in the art and described for example in J. Org. Chem. 2009, 9490. Treatment of compounds (IX) with compounds of formula (III), preferably in the presence of a catalyst for example, but not limited to, triazabicyclodecene (TBD) or 6-chloro-2-pyridone, affords compounds of formula (XVII). The reaction can be performed in organic solvent, for example, but not limited to, toluene, THF, DCM, or in mixtures thereof, or without any solvent. The reaction temperatures may be employed between -40°C to 150°C, preferably in the range between 0°C to 110°C

[0409] Depending on the procedure or the reaction conditions, the reactants can be reacted in the presence of a base. Examples of suitable bases are alkali metal or alkaline earth metal hydroxides, alkali metal or alkaline earth metal hydrides, alkali metal or alkaline earth metal amides, alkali metal or alkaline earth metal alkoxides, alkali metal or alkaline earth metal acetates, alkali metal or alkaline earth metal carbonates, alkali metal or alkaline earth metal dialkylamides or alkali metal or alkaline earth metal alkylsilylamides, alkylamines, alkylenediamines, free or N-alkylated saturated or unsaturated cycloalkylamines, basic heterocycles, ammonium hydroxides and carbocyclic amines. Examples which may be mentioned are sodium hydroxide, sodium hydride, sodium amide, sodium methoxide, sodium acetate, sodium carbonate, potassium tert-butoxide, potassium hydroxide, potassium carbonate, potassium hydride, lithium diisopropylamide, potassium bis(trimethylsilyl)amide, calcium hydride, triethylamine, diisopropylethylamine, triethylenediamine, cyclohexylamine, N-cyclohexyl-N, N-dimethylamine, N, N-diethylaniline, pyridine, 4-(N, N-dimethylamino)pyridine, quinuclidine, N-methylmorpholine, benzyltrimethylammonium hydroxide and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).

[0410] The reactants can be reacted with each other as such, e.g., without adding a solvent or diluent. In most cases, however, it is advantageous to add an inert solvent or diluent or a mixture of these. If the reaction is carried 83373_FF

[0411] 55

[0412] out in the presence of a base, bases which are employed in excess, such as triethylamine, pyridine, N-methylmorpholine or N, N-diethylaniline, may also act as solvents or diluents.

[0413] Depending on the choice of the reaction conditions and starting materials which are suitable in each case, it is possible, for example, in one reaction step only to replace one substituent by another substituent according to the invention, or a plurality of substituents can be replaced by other substituents according to the invention in the same reaction step.

[0414] Salts of compounds of formula (I) can be prepared in a manner known per se. Thus, for example, acid addition salts of compounds of formula (I) are obtained by treatment with a suitable acid or a suitable ion exchanger reagent and salts with bases are obtained by treatment with a suitable base or with a suitable ion exchanger reagent.

[0415] Salts of compounds of formula (I) can be converted in the customary manner into the free compounds I, acid addition salts, for example, by treatment with a suitable basic compound or with a suitable ion exchanger reagent and salts with bases, for example, by treatment with a suitable acid or with a suitable ion exchanger reagent.

[0416] Salts of compounds of formula (I) can be converted in a manner known per se into other salts of compounds of formula (I), acid addition salts, for example, into other acid addition salts, for example by treatment of a salt of inorganic acid such as hydrochloride with a suitable metal salt such as a sodium, barium or silver salt, of an acid, for example with silver acetate, in a suitable solvent in which an inorganic salt which forms, for example silver chloride, is insoluble and thus precipitates from the reaction mixture.

[0417] Depending on the procedure or the reaction conditions, the compounds of formula (I), which have salt-forming properties can be obtained in free form or in the form of salts.

[0418] The compounds of formula (I) and, where appropriate, the tautomers thereof, in each case in free form or in salt form, can be present in the form of one of the isomers which are possible or as a mixture of these, for example in the form of pure isomers, such as antipodes and / or diastereomers, or as isomer mixtures, such as enantiomer mixtures, for example racemates, diastereomer mixtures or racemate mixtures, depending on the number, absolute and relative configuration of asymmetric carbon atoms which occur in the molecule and / or depending on the configuration of non-aromatic double bonds which occur in the molecule; the invention relates to the pure isomers and also to all isomer mixtures which are possible and is to be understood in each case in this sense hereinabove and hereinbelow, even when stereochemical details are not mentioned specifically in each case.

[0419] Diastereomer mixtures or racemate mixtures of compounds of formula (I), in free form or in salt form, which can be obtained depending on which starting materials and procedures have been chosen can be separated in a known manner into the pure diastereomers or racemates based on the physicochemical differences of the components, for example by fractional crystallization, distillation and / or chromatography. 83373_FF

[0420] 56

[0421] Enantiomer mixtures, such as racemates, which can be obtained in a similar manner can be resolved into the optical antipodes by known methods, for example by recrystallization from an optically active solvent, by chromatography on chiral adsorbents, for example high-performance liquid chromatography (HPLC) on acetyl cellulose, with the aid of suitable microorganisms, by cleavage with specific, immobilized enzymes, via the formation of inclusion compounds, for example using chiral crown ethers, where only one enantiomer is complexed, or by conversion into diastereomeric salts, for example by reacting a basic end-product racemate with an optically active acid, such as a carboxylic acid, for example camphor, tartaric or malic acid, or sulfonic acid, for example camphorsulfonic acid, and separating the diastereomer mixture which can be obtained in this manner, for example by fractional crystallization based on their differing solubilities, to give the diastereomers, from which the desired enantiomer can be set free by the action of suitable agents, for example basic agents. Pure diastereomers or enantiomers can be obtained according to the invention not only by separating suitable isomer mixtures, but also by generally known methods of diastereoselective or enantioselective synthesis, for example by carrying out the process according to the invention with starting materials of a suitable stereochemistry.

[0422] N-oxides can be prepared by reacting a compound of the formula (I) with a suitable oxidizing agent, for example the H2< D2 / urea adduct in the presence of an acid anhydride, e.g., trifluoroacetic anhydride. Such oxidations are known from the literature, for example from J. Med. Chem. 1989, 32 (12), 2561-73, or WO 2000 / 15615. It is advantageous to isolate or synthesize in each case the biologically more effective isomer, for example enantiomer or diastereomer, or isomer mixture, for example enantiomer mixture or diastereomer mixture, if the individual components have a different biological activity.

[0423] The compounds of formula (I) and, where appropriate, the tautomers thereof, in each case in free form or in salt form, can, if appropriate, also be obtained in the form of hydrates and / or include other solvents, for example those which may have been used for the crystallization of compounds which are present in solid form.

[0424] The tables A-1 to A-9 below illustrate specific compounds of the invention.

[0425] The compounds according to the following Tables A-1 to A-9 may be prepared according to the methods described above. The examples which follow are intended to illustrate the invention and show preferred compounds of formula (I). In any of Tables A-1 to A-9 below, the presence of one or more possible asymmetric carbon atoms in a compound of formula (I) according to the invention means that the compounds may occur in chiral isomeric forms, e.g., enantiomeric or diastereomeric.

[0426] The compounds according to the following Tables A-1 to A-9 can be prepared according to the methods described herein. The examples which follow are intended to illustrate the invention and show preferred compounds of formula (I), in the form of a compound of formulae (1-1) and (I-2).

[0427] Table Z-1: This table discloses 40 substituents definitions R1of compounds of formula (1-1), wherein R2, R4and R6are hydrogen, R3is chlorine, and R5is methyl. 83373_FF

[0428] 57

[0429]

[0430] Table Z-1: Substituent definitions of R1

[0431] Index R1Index R1

[0432] 1 2-Fluorocyclobut-1 -yl 21 3-Fluoro-5-chloro-pyrid-2-yl

[0433] 2 3-Chlorocyclobut-1 -yl 22 1 -Cyano-prop-1 -yl

[0434] 3 2-Methy lcycloprop-1 -yl 23 3-Fluoro-3-ethyl-cyclobut-1 -yl

[0435] 4 3-Bromocyclobut-1 -yl 24 3-Fluoro-cyclobut-1 -yl

[0436] 5 2-Ethylcycloprop-1 -yl 25 1 -Methy l-cyclobut-1 -yl

[0437] 6 2-Fluoro-4-methy lphen-1 -yl 26 1,1-Dimethyl-eth-1-yl

[0438] 7 2-Methy l-prop-2-en-1 -yl 27 Ethyl

[0439] 8 2-Fluorocycloprop-1 -yl 28 Cyclopropyl

[0440] 9 3-Methy lcyclobut-1 -yl 29 Cyclobutyl

[0441] 10 Spiro[2.2]pentan-2-yl 30 2,2-Difluoroeth-1-yl

[0442] 11 Bicyclo[1.1,1]pentan-1-yl 31 2,2,2-Trifluoroeth-1 -yl

[0443] 12 3-Fluoro-bicyclo[1.1.1 ] pentan-1 -y I 32 2-Methy l-cyclobut-1 -yl

[0444] 13 3-(Trifluoromethyl)-bicyclo[1.1.1]pentan-1- 33 1,1-Dimethyl-prop-2-yn-1-yl

[0445] yi

[0446] 14 1 -Cyanocyclobut-1 -yl 34 1 -Cyclopropyl-1 -cyano-eth-1 -yl

[0447] 15 1 -Cyanocycloprop-1 -yl 35 1 -(1, 1 -Difluoromethy l)-cycloprop-1 -y I 16 2,2-Dimethyl-cycloprop-1 -yl 36 1 -Cyclopropyl-eth-1 -yl

[0448] 17 1 -Methy l-cycloprop-1 -yl 37 Benzyl

[0449] 18 2-Fluoro-prop-2-en-1 -yl 38 Phenyl

[0450] 19 1 -Ethynyl-cycloprop-1 -yl 39 2-Methoxy-eth-1-yl

[0451]

[0452] 20 1 -Cyclopropyl-cyclopropan-1 -yl 40 3-Cyanooxetan-3-yl

[0453] The following compounds are thus specifically described in Tables A-1 to A-3 with the substituents for compounds of formula (1-1)

[0454] Table A-1 provides 36 compounds A-1.001 to A-1.040 of formula (1-1), wherein X1is F, X2is F, and R1are as defined in table Z-1.

[0455] Table A-2 provides 40 compounds A-2.001 to A-2.040 of formula (1-1), wherein X1is F, X2is Cl, and R1are as defined in table Z-1.

[0456] Table A-3 provides 40 compounds A-3.001 to A-3.040 of formula (1-1), wherein X1is Cl, X2is Cl, and R1as defined in table Z-1.

[0457] Table Z-2: This table discloses 36 substituents definitions R1of compounds of formula (I-2), wherein R2is hydrogen, and R3is chlorine, and wherein R1, X1, and X2are defined as in Table Z-2

[0458]

[0459] 83373_FF

[0460] 58

[0461] Index R1X1X2Index R1X1X21 Ethyl F F 19 2-Fluorocyclobut-1 -yl F Cl 2 1,1-Dimethyl-eth-1-yl F F 20 2-Fluorocycloprop-1 -yl F Cl 3 Cyclopropyl F F 21 3-Fluoro-bicyclo[1.1.1]pentan-1- F Cl yi

[0462] 4 Cyclobutyl F F 22 2-Methoxy-eth-1-yl F Cl 5 1 -Methyl-cycloprop-1 -yl F F 23 2,2,2-Trifluoroeth-1-yl F Cl 6 2-Methylcycloprop-1 -yl F F 24 1 -Cyanocycloprop-1 -yl F Cl 7 2-Fluorocyclobut-1 -yl F F 25 Ethyl Cl Cl 8 2-Fluorocycloprop-1 -yl F F 26 1,1-Dimethyl-eth-1-yl Cl Cl 9 3-Fluoro- F F 27 Cyclopropyl Cl Cl bicyclo[1.1,1]pentan-1-yl

[0463] 10 2-Methoxy-eth-1-yl F F 28 Cyclobutyl Cl Cl 11 2,2,2-Trifluoroeth-1-yl F F 29 1 -Methyl-cycloprop-1 -yl Cl Cl 12 1 -Cyanocycloprop-1 -yl F F 30 2-Methy lcycloprop-1 -yl Cl Cl 13 Ethyl F Cl 31 2-Fluorocyclobut-1 -yl Cl Cl 14 1,1-Dimethyl-eth-1-yl F Cl 32 2-Fluorocycloprop-1 -yl Cl Cl 15 Cyclopropyl F Cl 33 3-Fluoro-bicyclo[1.1.1]pentan-1- Cl Cl yi

[0464] 16 Cyclobutyl F Cl 34 2-Methoxy-eth-1-yl Cl Cl 17 1 -Methyl-cycloprop-1 -yl F Cl 35 2,2,2-Trifluoroeth-1-yl Cl Cl

[0465]

[0466] 18 2-Methylcycloprop-1 -yl F Cl 36 1 -Cyanocycloprop-1 -yl Cl Cl The following compounds are thus specifically described in Tables A-4 to A-9 with the substituents for compounds of formula (1-2)

[0467] Table A-4 provides 36 compounds A-4.001 to A-4.036 of formula (I-2), wherein R4is hydrogen, R5is methyl, and R6is acetyl, and X1, X2and R1are as defined in table Z-2.

[0468] Table A-5 provides 36 compounds A-5.001 to A-5.036 of formula (I-2), wherein R4is hydrogen, R5is methyl, and R6is methoxycarbonyl, and X1, X2and R1are as defined in table Z-2.

[0469] Table A-6 provides 36 compounds A-6.001 to A-6.036 of formula (I-2), wherein R4is hydrogen, R5is methyl and R6is methoxymethyl, and X1, X2and R1are as defined in table Z-2.

[0470] Table A-7 provides 36 compounds A-7.001 to A-7.036 of formula (I-2), wherein R4is hydrogen, R5is methyl, and R6is methyl, and X1, X2and R1are as defined in table Z-2.

[0471] Table A-8 provides 36 compounds A-8.001 to A-8.036 of formula (I-2), wherein R4is methyl, R5is methyl, and R6is hydrogen, and X1, X2and R1are as defined in table Z-2.

[0472] Table A-9 provides 36 compounds A-9.001 to A-9.036 of formula (I-2), wherein R4and R5together form a cyclopropyl group, and R6is hydrogen, and X1, X2and R1are as defined in table Z-2.

[0473] The compounds of formula (I) according to the invention are preventively and / or curatively valuable active ingredients in the field of pest control, even at low rates of application, which have a very favorable biocidal spectrum and are well tolerated by warm-blooded species, fish and plants. The active ingredients according to the invention act against all or individual developmental stages of normally sensitive, but also resistant, animal pests, such as insects or representatives of the order Acarina. The insecticidal oracaricidal activity of the active 83373_FF

[0474] 59

[0475] ingredients according to the invention can manifest itself directly, i. e. in destruction of the pests, which takes place either immediately or only after some time has elapsed, for example during ecdysis, or indirectly, for example in a reduced oviposition and / or hatching rate.

[0476] Examples of the above-mentioned animal pests are:

[0477] from the order Anoplurida, for example, Pthirus pubis, Pthirus spp., and Solenopotes capillatus;

[0478] from the order Aphelenchida, for example, Bursaphelenchus lignicolus, Bursaphelenchus spp., and Bursaphelenchus xylophilus;

[0479] from the order Araneae, for example, Agelenopsis spp., Eratigena agrestis, Latrodectus mactans, Latrodectus spp., Loxosceles reclusa, Lycosidae spp., Parastatoda tepidariorum, and Pholcus spp.

[0480] from the order Architaenioglossa, for example, Ampullariidae spp.

[0481] from the order Ascaridida, for example, Ascaris lumbricoides, Ascaris spp., and Heterakis spp.;

[0482] from the order Astigmata, for example, Chorioptes bovis, Chorioptes spp., Cytodites spp., Laminosioptes spp., Otodectes cynotis, Otodectes spp., and Pterolichus spp.;

[0483] from the order Bacillales, for example, Pasteuria penetrans;

[0484] from the order Basommatophora, for example, Biomphalaria spp., and Bulinus spp.;

[0485] from the order Blattana, for example, Blatta orientalis, Blattella asahinai, Blattella germanica, Mastotermes darwiniensis, Mastotermes spp., Periplaneta americana, Periplaneta australasiae, Periplaneta fuliginosa, Shelfordella lateralis, Supella longipalpa, and Supella spp.;

[0486] from the order Blattodea, for example, Coptotermes spp., Incisitermes spp., and Leucophaea maderae; from the order Caenogastropoda, for example, Pomacea canaliculata;

[0487] from the order Camallanida, for example, Dracunculus medinensis;

[0488] from the order Chilopoda, for example, Geophilus carpophagus, Geophilus spp., and Scutigera spp.; from the order Coleoptera, for example, Acanthoscelides obtectus, Adelium brevicorne, Adelium spp.., Adoretus spp., Aeolus mellillus, Aeolus spp.., Agelastica alni, Agriotes brevis, Agriotes criddlei, Agriotes fuscicollis, Agriotes lineatus, Agriotes littigiosus, Agriotes mancus, Agriotes obscurus, Agriotes proximus, Agriotes rufipalpis, Agriotes sordidus, Agriotes spp., Agriotes sputator, Agriotes ustulatus, Agrypnus spp.., Agrypnus variabilis, Alphitobius diaperinus, Amphimallon solstitiale, Amphimallon majale, Anisoplia austriaca, Anobium punctatum, Anomala orientalis, Anomala rufocuprea, Anoplophora spp., Anthonomus consors, Anthonomus corvulus, Anthonomus elongatus, Anthonomus elutus, Anthonomus eugenii, Anthonomus grandis, Anthonomus haematopus, Anthonomus lecontei, Anthonomus molochinus, Anthonomus morticinus, Anthonomus musculus, Anthonomus nigrinus, Anthonomus phyllocola, Anthonomus pictus, Anthonomus pomorum, Anthonomus quadrigibbus, Anthonomus rectirostris, Anthonomus rubi, Anthonomus santacruzi, Anthonomus signatus, Anthonomus spp., Anthonomus subfasciatus, Anthonomus tenebrosus, Anthrenus spp., Aphodius spp., Apogonia spp., Astylus atromaculatus, Ataenius spp., Ataneus spretulus, Athous spp.., Atomaria linearis, Atomaria spp., Attagenus spp., Aulacophora femoralis, Bruchidius obtectus, Bruchus spp., Callosobruchus chinensis, Cerotoma arcuata, Cerotoma spp., Cerotoma trifurcata, Ceuthorhynchus assimilis, Ceuthorhynchus spp., Ceutorhynchus napi, Chaetocnema aridula, Chaetocnema minuta, Chaetocnema spp., 83373_FF

[0489] 60

[0490] Chaetocnema tibialis, Chyptohypnus nocturnus bicolor, Chyptohypnus spp.., Cleonus mendicus, Collops spp., Conoderus spp.., Conotrachelus nenupphar, Cosmopolites sordidus, Cosmopolites spp., Costelytra zealandica, Cotinis nitida, Cryptohypnus nocturnus (Eschscholtz), Cryptorhynchus lapathi, Ctenicera aeripennis destructor, Ctenicera destructor, Ctenicera spp.., Curculio spp., Cyclocephala lurida, Cyclocephala spp., Cyclocephela borealis, Dermestes spp., Diabrotica speciosa, Diabrotica spp., Diabrotica virgifera, Dicladispa armigera, Dicladispa spp., Diloboderus abderus, Diloboderus spp., Epilachna spp., Epilachna varivestis, Epilachna vigintioctomaculata, Epitrix spp., Eremnus spp., Exomala orientalis, Faustinus cubae, Gibbium psylloides, Gonocephalum aequatoriale, Gonocephalum bilineatum, Gonocephalum carpentariae, Gonocephalum contractum, Gonocephalum depress urn, Gonocephalum dorsogranosum, Gonocephalum elderi, Gonocephalum hoffmannseggii, Gonocephalum macleaya, Gonocephalum misellum, Gonocephalum patruele, Gonocephalum pusilium, Gonocephalum reticulatum, Gonocephalum rusticum, Gonocephalum seriatum, Gonocephalum setulosum, Gonocephalum simplex, Gonocephalum spp.., Gonocephalum torridum, Gonocephalum tuberculatum, Gonocephalum walker, Hadromorphus glaucus, Hadromorphus spp.., Heteronychus arator, Hispa spp., Holotrichia spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera brunneipennis, Hypera postica, Hypnoidus abbreviates, Hypnoidus nocturnus, Hypnoidus spp.., Hypolithus bicolor, Hypothenemus hampei, Hypothenemus spp., Lachnosterna consanguinea, Lagria vilosa, Lerna oryzae, Leptinotarsa decemlineata, Leptinotarsa spp., Limonius californicus, Limonius canus, Limonius infuscatus, Limonius pctoralis, Limonius spp., Liogenys fuscus, Liogenys spp.., Liogenys suturalis, Lissorhoptrus oryzophilus, Lissorhoptrus spp., Listronotus maculicollis, Lixus spp., Ludius aeripennis destructor, Ludius aeripennis tinctus, Ludius spp.., Maecolaspis spp., Maladera castanea, Maladera matrida, Megascelis calcarifera, Megascelis spp., Melanotus opacaicicollis leconte, Melanotus spp.., Meligethes aeneus, Meligethes spp., Melolontha melolontha, Melolontha spp., Metamasius hemipterus, Microtheca spp., Migdolus spp., Monochamus alternatus, Monochamus spp., Myochrous armatus, Naupactus xanthographus, Niptus hololeucus, Orycaephilus spp., Oryctes rhinoceros, Oryzaephilus surinamensis, Otiorhynchus spp., Otiorhynchus Sulcatus, Otiorrhynchus sulcatus, Oulema melanopus, Oulema oryzae, Oulema spp., Oxycetonia jucunda, Phaedon cochleariae, Pheletes californicus, Pheletes spp.., Phlyctinus spp., Phyllophaga cuyabana, Phyllophaga spp., Phyllotreta cruciferae, Phyllotreta spp., Phyllotreta striolata, Popillia japonica, Popillia spp., Premnotrypes spp., Psylliodes chrysocephala, Psylliodes spp., Pterohelaeus alternatus, Pterohelaeus spp.., Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Rhizopertha spp., Rhizotrogus majalis, Rhyssomatus aubtilis, Scarabeidae, Scelodonta strigicollis, Selatosomus aeripennis aeripennis, Selatosomus aeripennis destructor, Selatosomus destructor, Selatosomus spp.., Sitophilus spp., Sitophilus zeamais, Somaticus angulatus, Somaticus spp., Sphenophorus levis, Sphenophorus parvulus, Sphenophorus sp., Sphenophorus spp., Sphenophorus spp., Sternechus spp., Sternechus subsignatus, Symphyletes spp., Tenebrio molitor, Tenebrio spp., Tribolium castaneum, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp., and Zabrus tenebrioides;

[0491] from the order Collembola, for example, Onychiurus armatus;

[0492] from the order Cyclophyllidea, for example, Echinococcus granulosus, Echinococcus multilocularis, Hymenolepis nana, Taenia saginata, and Taenia solium; 83373_FF

[0493] 61

[0494] from the order Dermaptera, for example, Forficula auricularia;

[0495] from the order Dictyoptera, for example, Cryptotermes brevis, Incisitermes minor, Kalotermes flavicollis, Marginitermes hubbardi, and Neotermes spp.;

[0496] from the order Diplopoda, for example, Blaniulus guttulatus;

[0497] from the order Diptera, for example, Aedes aegypti, Aedes albopictus, Aedes japonicus, Aedes spp., Anopheles arabiensis, Anopheles funestus, Anopheles gambiae, Anopheles sinensis, Anopheles spp., Anopheles stephensi, Antherigona soccata, Atylotus spp., Bactrocea oleae, Bactrocera spp., Bibio hortulanus, Braula spp., Calliphora erythrocephala, Calliphora spp., Ceratitis capitata, Ceratitis spp., Chrysomya spp., Chrysops spp., Cochliomyia spp., Contarinia spp., Contarinia tritici, Cordylobia anthropophaga, Culex pipiens, Culex quinquefasciatus, Culex spp., Culex tritaeniorhynchus, Culicoides spp., Cuterebra spp., Dacus oleae, Dacus spp., Delia platura, Delia spp., Dermatobia hominis, Drosophila melanogaster, Drosophila spp., Drosophila suzukii, Eusimulium spp., Fannia spp., Gasterophilus spp., Geomyza tripunctata, Glossina spp., Haematobia irritans, Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrellia griseola, Hydrellia philipina, Hydrellia spp., Hydrotaea spp., Hylemia platura, Hylemya spp., Hypoderma spp., Hyppobosca spp., Lipoptena spp., Liriomyza asclepiadis, Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Liriomyza spp., Liriomyza Trifoli, Liriomyza trifolii, Lucilia cuprina, Lucilia spp., Lutzomyia spp., Lyctus spp., Mayetiola spp., Melanagromyza spp., Melophagus spp., Morellia spp., Musca autumnalis, Musca domestica, Musca spp., Odagmia spp., Oestrus spp., Opomyza florum, Opomyza spp., Orseolia oryzae, Orseolia spp., Oscinella frit, Oscinella spp., Pegomyia hyoscyami, Pegomyia spp., Philipomyia spp., Phlebotomus spp., Phorbia spp., Rhagoletis spp., Rhinoestrus spp., Rivelia quadrifasciata, Sarcophaga spp., Scatella stagnalis, Sciara Bradysia, Sciara coprophila, Simulium spp., Sitodiplosis spp., Stomoxys calcitrans, Stomoxys spp., Tabanus spp., Tannia spp., Tipula oleracea, Tipula paludosa, Tipula spp., Trichosia spp., Wilhelmia spp., and Wohlfahrtia spp.

[0498] from the order Dorylaimida, for example, Longidorus breviannulatus, Longidorus elongatus, Longidorus spp., Trichodorus primitivus, Trichodorus spp., and Xiphinema spp.

[0499] from the order Echinostomida, for example, Faciola spp.;

[0500] from the order Hemiptera, for example, Acanthocoris scabrator, Acrosternum hilare, Acrosternum spp., Acyrthosiphon spp., Acyrthosium pisum, Adalges spp., Adelphocoris lineolatus, Aeneolamia spp., Agalliana ensigera, Agonoscena spp., Agonoscena targionii, Aleurocanthus spp., Aleurodes brassicae, Aleurodes spp., Aleurodicus spp., Aleurolobus barodensis, Aleurothrixus floccosus, Aleurothrixus spp., Aleyrodes brassicae, Amarasca biguttula, Amblypelta nitida, Amrasca biguttula, Amrasca spp., Amritodus atkinsoni, Anasa tristis, Antestiopsis orbitalus, Antestiopsis spp., Anuraphis cardui, Aonidiella aurantii, Aonidiella spp., Aphanostigma piri, Aphididae, Aphis citri, Aphis fabae, Aphis glycines, Aphis gossypii, Aphis nasturtii, Aphis pomi, Aphis spiraecola, Aphis spp., Arboridia apicalis, Aspidiella spp., Aspidiotus hederae, Aspidiotus spp., Atanus spp., Aulacorthum solani, Austroasca viridigrisea, Bactericera cockerelli, Bathycoelia thalassina, Bemisia argentifolii, Bemisia spp., Bemisia tabaci, Blissus insularis, Blissus insularis barber, Blissus Leucopterus, Blissus leucopterus hirtus, Blissus spp., Brachycaudus helichrysii, Brachycaudus spp., Brachycolus spp., Brevicoryne brassicae, Brevicoryne spp., Cacopsylla pyri, Cacopsylla pyricola, Cacopsylla spp., Calligypona marginata, 83373_FF

[0501] 62

[0502] Calocoris spp., Campylomma livida, Carneocephala fulgida, Cavariella aegopodii, Cavelerius spp., Ceratovacuna lanigera, Ceroplaster spp., Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chromaphis juglandicola, Chrysomphalus dictyospermi, Chrysomphalus ficus / aonidum, Cicadella spp., Cicadulina mbila, Cicadulina spp., Cimex hemipterus, Cimex lectularius, Cimexspp., Clavigralla tomentosicollis, Coccomytilus halli, Coccus hesperidum, Coccus spp., Cofana spectra, Creontiades biseratense, Creontiades dilutus, Creontiades spp., Cryptomyzus ribis, Cryptomyzus spp., Dalbulus maidis, Dalbulus spp., Dasynus piperis, Dialeurodes spp., Diaphorina citri, Diaphorina spp., Diaspis spp., Diceraeus furcatus, Diceraeus melacanthus, Diceraeus spp., Dichelops furcatus, Dichelops melacanthus, Dichelops spp., Diconocoris hewetti, Distantiella theobroma, Diuraphis noxia, Diuraphis spp., Drosicha spp., Dysaphis plantaginea, Dysaphis spp., Dysdercus cingulatus, Dysdercus intermedius, Dysdercus spp., Dysmicoccus spp., Edessa meditabunda, Edessa spp., Empoasca fabae, Empoasca solana, Empoasca spp., Empoasca vitis, Eriosoma lanigerum, Eriosoma spp., Erythroneura Elegantula, Erythroneura spp., Euchistus spp., Eurydema pulchrum, Eurygaster integriceps, Eurygaster intergriceps, Eurygaster maura, Eurygaster spp., Euscelis bilobatus, Euschistus heros, Euschistus servus, Euschistus spp., Gascardia spp., Geococcus coffeae, Geocoris spp., Glycaspis brimblecombei, Halyomorpha halys, Halyomorpha spp., Helopeltis spp., Homalodisca coagulata / vitripennis, Horcias nobilellus, Hyadaphis pseudobrassicae, Hyalopterus arundinis, Hyalopterus spp., Hyperomyzus pallidus, Icerya spp., Idiocerus spp., Idioscopus clypealis, Idioscopus spp., Irbisia pacifica, Irbisia sp., Jacobiasca lybica, Labops hesperius, Labops sp., Laodelphax spp., Laodelphax striatellus, Lecanium corni, Lepidosaphes spp., Leptocorisa chinensis, Leptocorisa spp., Leptocorsia acuta, Leptocorsia oratorius, Leptodelphax maculigera, Leptodictya tabida, Leptoglossus phyllopus, Leptoglossus spp., Lipaphis erysimi, Lopaphis erysimi, Lyctus bruneus, Lygus hesperus, Lygus lineolaris, Lygus spp., Lyogenys maidis, Macropes excavatus, Macrosiphum avenae, Macrosiphum euphorbiae, Macrosiphum rosae, Macrosiphum spp., Mahanarva fimbriolata, Mahanarva spp., Margarodes spp., Melanaphis sacchari, Metcalfa pruinosa, Metcalfiella spp., Metopolophium dirhodum, Metopolophium spp., Monellia costalis, Monelliopsis pecanis, Murgantia histrionic, Murgantia spp., Myndus crudus, Myzus persicae, Myzus spp., Nasonovia ribisnigri, Neomegalotomus spp., Neotoxoptera spp., Nephotettix cincticeps, Nephotettix malayanus, Nephotettix nigropictus, Nephotettix parvus, Nephottetix spp., Nephottetix virescens, Nesidiocoris tenuis, Neurocolpus nubilus, Nezara antennata, Nezara hilare, Nezara spp., Nezara viridula, Nilaparvata lugens, Nilaparvata spp., Nippolachnus piri, Nysius simulans, Odonaspis ruthae, Oebalus insularis, Oebalus mexicana, Oebalus poecilus, Oebalus pugnase, Oebalus pugnax, Oebalus spp., Oncometopia spp., Oregma lanigera, Orthezia praelonga, Orthezia spp., Parabemisia myricae, Paracoccus marginatus, Paratrioza cockerelli, Paratrioza spp., Parlatoria pergandei, Parlatoria spp., Pemphigus spp., Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., Phylloxera vastatrix, Piesma spp., Piezodorus guildinii, Piezodorus spp., Pinnaspis aspidistrae, Pianococcus citri, Pianococcus spp., Plautia crossota, Protopulvinaria pyriformis, Psallus seriatus, Pseudacysta persea, Pseudatomoscelis seriatus, Pseudaulacaspis pentagona, Pseudaulacaspis spp., Pseudococcus comstocki, Pseudococcus spp., Psylla pyri, Psylla pyricola, Psylla spp., Pulvinaria aethiopica, Pyrilla spp., Quadraspidiotus perniciosus, Quadraspidiotus spp., Quesada gigas, Rastrococcus spp., Recilia dorsalis, Rhodnius prolixus, Rhodnius spp., 83373_FF

[0503] 63

[0504] Rhopalosiphum graminum, Rhopalosiphum padi, Rhopalosiphum pseudobrassicas, Rhopalosiphum spp., Rhopalus maculatus, Riptortus clavatus, Sahlbergella singularis, Saissetia oleae, Saissetia spp., Sarucallis kahawaluokalani, Scaphoideus spp., Scaphoideus titanus, Scaptocoris castanea, Scaptocoris spp., Schizaphis graminum, Schizaphis spp., Scotinophara coarctata, Scotinophara lurida, Scotinophara spp., Scotinophora spp., Selenaspidus articulatus, Selenaspidus spp., Sitobion avenae, Sitobion spp., Sogatella furcifera, Sogatella spp., Sogatodes spp., Spissistilus festinus, Spissistilus spp., Stictocephala festina, Tarophagus Proserpina, Thyanta spp., Tibraca spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Trialeurodes spp., Trialeurodes vaporariorum, Triatoma spp., Tridiscus sporoboli, Trionymus spp., Trioza spp., Typhlocyba spp., Unaspis citri, Unaspis spp., Unaspis yanonensis, Vatiga illudens, Viteus vitifolii, Zygina flammigera, and Zyginidia scutellaris;

[0505] from the order Heteroptera, for example, Piesma quadrata;

[0506] from the order Hygrophila, for example, Galba spp., Galba trunculata, and Lymnaea spp.

[0507] from the order Hymenoptera, for example, Acromyrmex heyri, Acromyrmex lundii, Acromyrmex spp., Arge spp., Athalia rosae, Athalia spp., Atta bisphaerica, Atta capiguara, Atta laevigata, Atta sexdens rubropilosa, Atta spp., Brachymyrmex sp, Camponotus floridanus, Camponotus herculeanus, Camponotus ligniperdus, Camponotus pennsylvanicus, Camponotus spp., Cephus spp., Crematogaster spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius emarginatu, Lasius flavus, Lasius neglectus, Lasius Neoniger, Lasius niger, Lasius spp., Linepithema humile, Messor structor, Monomorium minimum, Monomorium pharaonis, Myrmica rubra, Neodiprion spp., Paratrechina spp., Pheidole megacephala, Pogonomyrmex spp., Pteromalus spp., Slenopsis invicta, Solenopsis geminata, Solenopsis invicta, Solenopsis molesta, Solenopsis spp., Tapinoma darioi, Tapinoma ibericum, Tapinoma magnum, Tapinoma melanocephalum, Tapinoma nigerrimum, Tapinoma sessile, Technomyrmex albipes, Tetramorium caespitum, Vespa spp., and Wasmania auropunctata;

[0508] from the order Isopoda, for example, Armadillidium vulgare, Oniscus asellus, and Porcellio scaber;

[0509] from the order Isoptera, for example, Caenorhabditis elegans, Coptotermes acinaciformis, Coptotermes curvignathus, Coptotermes formosanus, Cornitermes cumulans, Cornitermes spp.., Globitermes sulphureus, Heterotermes aureus, Heterotermes longiceps, Heterotermes spp.., Heterotermes tenuis, Macrotermes bellicosus, Macrotermes spp., Microtermes, Nasutitermes exitiosus, Nasutitermes walkeri, Neocapritermes opacus, Neocapritermes parvus, Odontotermes obesus, Odontotermes spp., Procornitermes spp., Procornitermes triacifer, Reticulitermes flavipes, Reticulitermes hageni, Reticulitermes hesperus, Reticulitermes lucifugus, Reticulitermes santonensis, Reticulitermes speratu, Reticulitermes speratus, Reticulitermes spp., Reticulitermes verginicus, Reticulitermes virginicus, Schedorhinotermes spp., and Termes obesus;

[0510] from the order Ixodida, for example, Amblyomma americanum, Amblyomma cajennense, Amblyomma hebraeum, Amblyomma maculatum, Amblyomma spp., Amblyomma variegatum, Argas persicus, Argas reflexus, Argas spp., Boophilus spp., Dermacentor albipictus, Dermacentor andersoni, Dermacentor marginatus, Dermacentor pictus, Dermacentor reticulatus, Dermacentor spp., Dermacentor variabilis, Haemaphysalis cinnabarina, Haemaphysalis concinna, Haemaphysalis leachi, Haemaphysalis longicorni, 83373_FF

[0511] 64

[0512] Haemaphysalis otophila, Haemaphysalis punctata, Haemophysalis spp., Hyalomma aegypticum, Hyalomma anatolicum, Hyalomma marginatum, Hyalomma mauhtanicum, Hyalomma spp., Hyalomma transiens, Ixodes canisuga, Ixodes hexagonus, Ixodes holocyclus, Ixodes pacificus, Ixodes pilosus, Ixodes ricinus, Ixodes rubicundus, Ixodes scapularis, Ixodes spp., Ornithodoros spp., Ornithodorus moubata, Ornithodorus spp., Otobius megnini, Otobius spp., Rhiphicephalus (former Boophilus) microplus, Rhiphicephalus (former Boophilus) spp., Rhipicephalus annulatus, Rhipicephalus appendiculatus, Rhipicephalus bursa, Rhipicephalus calceratus, Rhipicephalus capensis, Rhipicephalus decoloratus, Rhipicephalus evertsi, Rhipicephalus microplus, Rhipicephalus sanguineus, Rhipicephalus spp., Rhipicephalus turanicus, and Rhipicephalus zambeziensis;

[0513] from the order Julida, for example, Julus hesperus, and Julus spp..

[0514] from the order Lepidoptera, for example, Acleris spp., Adoxophyes orana, Adoxophyes spp., Aegeria spp., Agrotis fucosa, Agrotis ipsilon, Agrotis spp., Alabama argillacea, Amyelois transitella, Amylois spp., Anarsia lineatella, Anomis flava, Anticarsia gemmatalis, Anticarsia spp., Apamea spp., Archips spp., Argyresthia spp., Argyrotaenia spp., Autographa spp., Bucculatrix thurberiella, Bupalus piniarius, Busseola fusca, Cadra cautella, Capua reticulana, Carpocapsa pomonella, Carposina nipponensis, Cheimatobia brumata, Chilo auricilius, Chilo indicus, Chilo partellus, Chilo polychrysus, Chilo spp., Chilo suppressalis, Chlosyne lacinia, Choristoneura fumiferana, Choristoneura rosaceana, Choristoneura spp., Chrysodeixis includens, Chrysodeixis spp., Chrysoteuchia topiaria, Clysia ambiguella, Cnaphalocrocis medinalis, Cnaphalocrocis spp., Cnephasia spp., Cochylis spp., Coleophora spp., Colias eurytheme, Colias lesbia, Conopomorpha cramarella, Cosmophila flava, Crambus praefectellus, Crambus sp., Crambus spp., Crocidolomia binotalis, Cryptophlebia leucotreta, Cydalima perspectalis, Cydia molesta, Cydia pomonella, Cydia spp., Damalinea spp., Diaphania spp., Diatraea saccharalis, Diatraea spp., Diparopsis castanea, Earias insulana, Earias spp., Elasmopalpus lignosellus, Elasmopalpus spp., Eldana saccharina, Ephestia cautella, Ephestia kuehniella, Ephestia spp., Epinotia spp., Estigmene acrea, Etiella zinckinella, Eucosma spp., Eupoecilia ambiguella, Eupoecilia spp., Euproctis chrysorrhoea, Euproctis spp., Euxoa auxiliaris, Euxoa messoria, Euxoa spp., Feltia jaculiferia, Feltia spp., Fissicrambus mutabilis, Galleria mellonella, Grapholita molesta, Grapholita spp., Hedya nubiferana, Helicoverpa armigera, Helicoverpa spp., Helicoverpa zea, Heliothis armigera, Heliothis spp., Heliothis virescens, Heliothis zea, Hellula undalis, Herpetogramma phaeopteralis, Herpetogramma spp., Hofmannophila pseudospretella, Homoeosoma electellum, Homoeosoma nebulella, Homoeosoma spp., Homona magnanima, Hyphantria cunea, Keiferia lycopersicella, Keiferia spp., Laphygma spp., Lasmopalpus lignosellus, Leucinodes spp., Leucoptera coffeella, Leucoptera scitella, Leucoptera spp., Lithocollethis spp., Lithophane antennata, Lobesia botrana, Lobesia spp., Loxagrotis albicosta, Loxostege bifidalis, Lymantria dispar, Lymantria spp., Lyonetia clerkella, Lyonetia spp., Malacosoma americanum, Malacosoma neustria, Mamestra brassicae, Mamestra spp., Manduca sexta, Marasmia spp., Maruca spp., Mods latipes, Mods repanda, Mythimna separata, Neoleucinodes spp., Nodua spp., Nymphula depundalis, Omiodes indicatus, Operophtera spp., Oria spp., Orniodes indica, Ostrinia nubilalis, Ostrinia spp., Pammene spp., Pandemis spp., Panolis flammea, Papaipema nebris, Parapediasia teterrellus, Pectinophora gossypiella, Pectinophora spp., Pediasia triseda, Peridroma saucia, Perileucoptera coffeella, Perileucoptera spp., Phthorimaea operculella, Phthorimaea spp., 83373_FF

[0515] 65

[0516] Phyllocnistis citrella, Phyllocnistis spp., Pieris brassicae, Pieris rapae, Pieris spp., Plusia spp., Plutella maculipennis, Plutella spp., Plutella xylostella, Prays citri, Prays spp., Prodenia spp., Pseudaletia spp., Pseudaletia unipuncta, Pseudoplusia includens, Pseudoplusia spp., Rachiplusia nu, Rachiplusia spp., Richia albicosta, Scirpophaga incertulas, Scirpophaga innotata, Scirpophaga spp., Scripophaga innotata, Scripophaga spp., Sesamia cretica, Sesamia inferens, Sesamia spp., Sitotroga spp., Sparganothis spp., Spodoptera cosmiodes, Spodoptera eridania, Spodoptera exigua, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura, Spodoptera spp., Sylepta derogata, Synanthedon spp., Telchin licus, Thaumetopoea spp., Thermesia gemmatalis, Tinea pellionella, Tineola bisselliella, Tortrix spp., Tortrix viridana, Trichoplusia ni, Trichoplusia spp., Tuta absoluta, Tuta spp., and Yponomeuta spp.

[0517] from the order Littorinimorpha, for example, Oncomelania spp.

[0518] from the order Lygaeidae, for example, Oxycarenus hyalinipennis;

[0519] from the order Mesostigmata, for example, Amblyseius fallacis, Dermanyssus gallinae, Dermanyssus spp., Ornithonyssus bursa, Ornithonyssus spp., Ornithonyssus sylviarum, Phytoseiulus, Pneumonyssoides caninum, Raillietia spp., Sternostoma spp., Typhlodromus occidentalis, Varroa jacobsoni, and Varroa spp.; from the order Opisthorchiida, for example, Clonorchis spp., and Opisthorchis spp.;

[0520] from the order Orthoptera, for example, Acheta domesticus, Gryllotalpa Africana, Gryllotalpa spp., Locusta migratoria, Locusta spp., Melanoplus spp., Neocurtilla hexadactyla, Scapteriscus berellii, Scapteriscus vicinus, and Schistocerca gregaria;

[0521] from the order Oxyurida, for example, Enterobius vermicularis;

[0522] from the order Phthiraptera, for example, Bovicola bovis, Bovicola caprae, Bovicola limbata, Bovicola ovis, Bovicola spp., Damalinia spp., Felicola spp., Felicola subrostratus, Haematopinus asini macrocephalus, Haematopinus eurysternus, Haematopinus spp., Haematopinus suis, Lepikentron ovis, Lepikentron spp., Linognathus oviformis, Linognathus ovillus, Linognathus pedalis, Linognathus setosus, Linognathus spp., Linognathus stenopsis, Linognathus vituli, Pediculus capitis, Pediculus humanus, Pediculus spp., Solenopotes spp., Trichodectes canis, Trichodectes spp., Trimenopon spp., Trinoton spp., Werneckiella equi, and Werneckiella spp.;

[0523] from the order Plagiorchiida, for example, Dicrocoelium spp., and Paragonimus spp.;

[0524] from the order Prostigmata, for example, Aceria sheldoni, Aculus schlechtendali, Aculus spp., Eriophyes cynodoniensis, Halotydeus destructor, and Hemitarsonemus spp.;

[0525] from the order Pseudophyllidea, for example, Diphyllobothrium latum;

[0526] from the order Psocoptera, for example, Liposcelis spp.;

[0527] from the order Pulmonata, for example, Arion spp., Deroceras reticulatum, Deroceras spp., and Succinea spp.; from the order Rhabditida, for example, Bunostomum spp., Bursaphelenchus spp., Bursaphelenchus xylophilus, Oesophagostomum spp., Ostertagia spp., Strongyloides fuelleborni, Strongyloides spp., Strongyloides stercoralis, and Trichostrongylus spp.;

[0528] from the order Rodentia, for example, Mus musculus, Rattus norwegicus, and Rattus rattus;

[0529] from the order Sarcoptiformes, for example, Acarus siro, Acarus spp., Caloglyphus spp., Dermatophagoides farinae, Dermatophagoides peteronyssinus, Knemidocoptes spp., Listrophorus spp., Notoedres cati, 83373_FF

[0530] 66

[0531] Notoedres spp., Psoroptes cuniculi, Psoroptes equi, Psoroptes ovis, Psoroptes spp., Rhizoglyphus spp., Sarcoptes bovis, Sarcoptes canis, Sarcoptes caprae, Sarcoptes equi, Sarcoptes ovis, Sarcoptes rupicaprae, Sarcoptes scabiei, Sarcoptes spp., Sarcoptes suis, and Tyrophagus spp.

[0532] from the order Scorpiones, for example, Centruroides sculpturatus, Centruroides vittatus, Hadrurus arizonensis, and Scorpio maurus;

[0533] from the order Siphonaptera, for example, Ceratophyllus spp., Ctenocephalides canis, Ctenocephalides felis, Ctenocephalides spp., Echidnophaga gallinacea, Pulex irritans, and Xenopsylla cheopis;

[0534] from the order Spirurida, for example, Brugia malayi, Brugia timori, Loa loa, Onchocerca volvulus, and Wuchereria;

[0535] from the order Strongylida, for example, Ancylostoma braziliense, Ancylostoma ceylanicum, Ancylostoma duodenale, Ancylostoma spp., Cooperia spp., Dictyocaulus filaria, Haemonchus contortus, Haemonchus spp., Hyostrongulus spp., and Nematodirus spp.

[0536] from the order Stylommatophora, for example, Arion ater, Arion circumscriptus, Arion hortensis, Arion rufus, Bradybaena fruticum, Bradybaenidae spp., Cepaea hortensis, Cepaea Nemoralis, Cepaea spp., Deroceras agrestis, Deroceras empiricorum, Deroceras laeve, Discus rotundatus, Discus spp., Euomphalia spp., Helicelia itala, Helicelia obvia, Helicelia spp., Helicidae spp., Helicigona arbustorum, Helicodiscus spp., Helix aperta, Helix spp., Umax cinereoniger, Umax flavus, Umax marginatus, Umax maximus, Umax spp., Umax tenellus, Milax gagates, Milax marginatus, Milax sowerbyi, Milax spp., Ochlodina spp., Opeas spp., Vallonia spp., and Zanitoides spp.;

[0537] from the order Symphyla, for example, Scutigerella immaculata;

[0538] from the order Thysanoptera, for example, Baliothrips biformis, Calliothrips phaseoli, Calliothrips spp., Enneothrips flavens, Enneothrips spp., Frankliniella accidentalis, Frankliniella fusca, Frankliniella occidental, Frankliniella occidentalis, Frankliniella schultzei, Frankliniella spp., Heliothrips spp., Hercinothrips femoralis, Hercinothrips spp., Kakothrips spp., Megalurothrips spp., Parthenothrips spp., Pezothrips kellyanus, Rhipiphorothrips cruentatus, Scirtothrips aurantii, Scirtothrips citri, Scirtothrips dorsalis, Scirtothrips spp., Sericothrips variabilis, Stenchaetothrips biformis, Taeniothrips cardamoni, Taeniothrips spp., Thrips palmi, Thrips parvispinus, Thrips spp., and Thrips tabaci;

[0539] from the order Thysanura, for example, Ctenolepisma longicaudatum, Lepisma saccharifera, Lepisma saccharina, Lepisma semicylindrica, Lepisma vulgaris, and Thermobia domestica;

[0540] from the order Trematoda, for example, Schistosoma spp.;

[0541] from the order Trichocephalida, for example, Trichinella britovi, Trichinella nativa, Trichinella nelsoni, Trichinella pseudopsiralis, and Trichinella spiralis;

[0542] from the order Trichurida, for example, Trichuris trichuria;

[0543] from the order Triplonchida, for example, Paratrichodorus spp.;

[0544] from the order Trombidiformes, for example, Acalitus spp., Acarapis spp., Acarapis woodi, Acaricalus spp., Aceria Anthocoptes, Aculops pelekassi, Aculops spp., Brevipalpus spp., Bryobia praetiosa, Bryobia rubrioculus, Calipitrimerus spp., Cheyletiella blakei, Cheyletiella spp., Cheyletiella yasguri, Demodex bovis, Demodex caballi, Demodex canis, Demodex caprae, Demodex equi, Demodex ovis, Demodex spp., Demodex 83373_FF

[0545] 67

[0546] suis, Eotetranychus spp., Eotetranychus willametei, Epitrimerus pyri, Eriophyes ribis, Eriophyes spp., Eriophyids’ spp., Eutetranychus spp., Myobia spp., Neoschongastia xerothermobia, Neotrombicula autumnalis, Neotrombicula desaleri, Oligonychus coffeae, Oligonychus ilicis, Oligonychus spp., Ornithocheyletia spp., Panonychus citri, Panonychus spp., Panonychus ulmi, Phyllocoptes gracilis, Phyllocoptruta oleivora, Phyllocoptruta spp., Phytonemus pallidus, Polyphagotarsone latus, Polyphagotarsonemus latus, Polyphagotarsonemus spp., Psorergates ovis, Psorergates spp., Steneotarsonemus spinki, Steneotarsonemus spp., Tarsonemus spp., Tetranychus cinnabarinus, Tetranychus spp., Tetranychus urticae, Trombicula akamushi, Trombicula spp., Vasates lycopersici, and Zetzellia mali;

[0547] from the order Tylenchida, for example, Anguina agrostis, Anguina pacificae, Anguina spp., Aphelenchoides besseyi, Aphelenchoides spp., Aphelenchoides spp., Belonolaimus longicaudatus, Belonolaimus spp., Criconema spp., Criconemella spp., Criconemella sp, Criconemoides onoensis, Criconemoides spp., Ditylenchus angustus, Ditylenchus destructor, Ditylenchus dipsaci, Ditylenchus spp., Dolichodorus spp., Globodera rostochiensis, Globodera spp., Helicotylenchus multicinctus, Helicotylenchus spp., Helicotylenchus spp., Heliocotylenchus multicinctus, Hemicriconemoides spp., Hemicycliophora spp., Heterodera avenae, Heterodera glycines, Heterodera leuceilyma, Heterodera schachtii, Heterodera spp., Heterodera trifolii, Hirschmanniella spp., Hirshmanniella spp., Hoploaimus spp., Hoplolaimus columbus, Hoplolaimus galeatus, Hoplolaimus spp., Hypsoperine spp., Macroposthonia spp., Macropostonia sp, Melinius spp., Meloidogyne arenaria, Meloidogyne graminis, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, Meloidogyne marylandi, Meloidogyne spp., Meloidogyne spp., Meloidogyne sp, Mesocriconema spp., Nacobbus spp., Pratylenchus agilis, Pratylenchus alleni, Pratylenchus brachyurus, Pratylenchus curvitatus, Pratylenchus goodeyi, Pratylenchus neglectans, Pratylenchus neglectus thornei, Pratylenchus penetrans, Pratylenchus sefaensis, Pratylenchus spp., Pratylenchus spp., Punctodera spp., Quinisulcius spp., Radopholus similis, Radopholus spp., Rotylenchulus brachyurus, Rotylenchulus reniformis, Rotylenchulus robustus, Rotylenchulus spp., Rotylenchus reniformis, Rotylenchus spp., Scutellonema spp., Subanguina spp., Tylenchorhynchus Claytoni, Tylenchorhynchus dubius, Tylenchorhynchus spp., Tylenchulus semipenetrans, and Tylenchulus spp.

[0548] from the order Veneroida, for example, Dreissena spp.

[0549] The active ingredients according to the invention can be used for controlling, i. e. containing or destroying, pests of the abovementioned type which occur in particular on plants, especially on useful plants and ornamentals in agriculture, in horticulture and in forests, or on organs, such as fruits, flowers, foliage, stalks, tubers or roots, of such plants, and in some cases even plant organs which are formed at a later point in time remain protected against these pests.

[0550] Suitable target crops are, in particular, cereals, such as wheat, barley, rye, oats, rice, maize or sorghum; beet, such as sugar or fodder beet; fruit, for example pomaceous fruit, stone fruit or soft fruit, such as apples, pears, plums, peaches, almonds, cherries or berries, for example strawberries, raspberries or blackberries; leguminous crops, such as beans, lentils, peas or soya; oil crops, such as oilseed rape, mustard, poppies, olives, sunflowers, coconut, castor, cocoa or ground nuts; cucurbits, such as pumpkins, cucumbers or melons; 83373_FF

[0551] 68

[0552] fibre plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruit or tangerines; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes or bell peppers; Lauraceae, such as avocado, Cinnamonium or camphor; and also tobacco, nuts, coffee, eggplants, sugarcane, tea, pepper, grapevines, hops, the plantain family and latex plants.

[0553] In a particular embodiment, a compound of the formula (I) can control mites, rust mites and spider mites in crops, tress, and plants selected from vegetables (especially tomatoes and cucurbits), citrus, pome fruits, stone fruit, tree nuts, cotton, tropical crops, avocados, ornamentals, beans, soybean, strawberry, and grapes.

[0554] The compositions and / or methods of the present invention may be also used on any ornamental and / or vegetable crops, including flowers, shrubs, broad-leaved trees, and evergreens.

[0555] For example the invention may be used on any of the following ornamental species: Ageratum spp., Alonsoa spp., Anemone spp., Anisodontea capsenisis, Anthemis spp., Antirrhinum spp., Aster spp., Begonia spp. (e.g., B. elatior, B. semperflorens, B. tubereux), Bougainvillea spp., Brachycome spp., Brassica spp. (ornamental), Calceolaria spp., Capsicum annuum, Catharanthus roseus, Canna spp., Centaurea spp., Chrysanthemum spp., Cineraria spp. (C. maritime), Coreopsis spp., Crassula coccinea, Cuphea ignea, Dahlia spp., Delphinium spp., Dicentra spectabilis, Dorotheantus spp., Eustoma grandiflorum, Forsythia spp., Fuchsia spp., Geranium gnaphalium, Gerbera spp., Gomphrena globosa, Heliotropium spp., Helianthus spp., Hibiscus spp., Hortensia spp., Hydrangea spp., Hypoestes phyllostachya, Impatiens spp. ( / . Walleriana), Iresines spp., Kalanchoe spp., Lantana camara, Lavatera trimestris, Leonotis leonurus, Lilium spp., Mesembryanthemum spp., Mimulus spp., Monarda spp., Nemesia spp., Tagetes spp., Dianthus spp. (carnation), Canna spp., Oxalis spp., Bellis spp., Pelargonium spp. (P. peltatum, P. Zonale), Viola spp. (pansy), Petunia spp., Phlox spp., Plecthranthus spp., Poinsettia spp., Parthenocissus spp. (P. quinquefolia, P. tricuspidata), Primula spp., Ranunculus spp., Rhododendron spp., Rosa spp. (rose), Rudbeckia spp., Saintpaulia spp., Salvia spp., Scaevola aemola, Schizanthus wisetonensis, Sedum spp., Solanum spp., Surfinia spp., Tagetes spp., Nicotinia spp., Verbena spp., Zinnia spp. and other bedding plants.

[0556] For example the invention may be used on any of the following vegetable species: Allium spp. (A sativum, A. cepa, A. oschaninii, A. Porrum, A. ascalonicum, A. fistulosum), Anthriscus cerefolium, Apium graveolus, Asparagus officinalis, Beta vulgarus, Brassica spp. (B. Oleracea, B. Pekinensis, B. rapa), Capsicum annuum, Cicer arietinum, Cichorium endivia, Cichorum spp. (C. intybus, C. endivia), Citrillus lanatus, Cucumis spp. (C. sativus, C. melo), Cucurbita spp. (C. pepo, C. maxima), Cyanara spp. (C. scolymus, C. cardunculus), Daucus carota, Foeniculum vulgare, Hypericum spp., Lactuca sativa, Lycopersicon spp. (L esculentum, L. lycopersicum), Mentha spp., Ocimum basilicum, Petroselinum crispum, Phaseolus spp. (P. vulgaris, P. coccineus), Pisum sativum, Raphanus sativus, Rheum rhaponticum, Rosemarinus spp., Salvia spp., Scorzonera hispanica, Solanum melongena, Spinacea oleracea, Valerianella spp. (IZ. locusta, V. eriocarpa) and Vicia faba.

[0557] Preferred ornamental species include African violet, Begonia, Dahlia, Gerbera, Hydrangea, Verbena, Rosa, Kalanchoe, Poinsettia, Aster, Centaurea, Coreopsis, Delphinium, Monarda, Phlox, Rudbeckia, Sedum, 83373_FF

[0558] 69

[0559] Petunia, Viola, Impatiens, Geranium, Chrysanthemum, Ranunculus, Fuchsia, Salvia, Hortensia, rosemary, sage, St. Johnswort, mint, sweet pepper, tomato and cucumber.

[0560] The compounds of formula (I) may be particularly suitable for control of mites, spider mites and rust mites, for example, Acarapis spp.; Acarapis woodi; Acarus siro; Acarus spp.; Aceria sheldoni; Aculops pelekassi; Aculops spp.; Aculus schlechtendali; Aculus spp.; Amblyseius fallacis; Brevipalpus spp.; Brevipalpus phoenicis; Bryobia praetiosa; Bryobia rubrioculus; Caloglyphus spp.; Cheyletiella blakei; Cheyletiella spp.; Cheyletiella yasguri; Chorioptes bovis; Chorioptes spp.; Cytodites spp.; Demodex bovis; Demodex caballi; Demodex canis; Demodex caprae; Demodex equi; Demodex ovis; Demodex spp.; Demodex suis; Dermanyssus gallinae; Dermanyssus spp.; Eotetranychus spp.; Eotetranychus willamettei; Epitrimerus pyri; Eriophyes ribis; Eriophyes spp.; Eriophyes vitis; Eutetranychus spp.; Halotydeus destructor; Hemitarsonemus spp.; Knemidocoptes spp.; Laminosioptes spp.; Listrophorus spp.; Myobia spp.; Neoschongastia xerothermobia; Neotrombicula autumnalis; Neotrombicula desaleri; Notoedres cati; Notoedres spp.; Oligonychus coffeae; Oligonychus ilicis; Oligonychus spp.; Ornithocheyletia spp.; Ornithonyssus bursa; Ornithonyssus spp.; Ornithonyssus sylviarum; Otodectes cynotis; Otodectes spp.; Panonychus citri; Panonychus spp.; Panonychus ulmi; Phyllocoptruta oleivora; Phyllocoptruta spp.; Phytoseiulus spp.; Pneumonyssoides caninum; Polyphagotarsonemus latus; Polyphagotarsonemus spp.; Psorergates ovis; Psorergates spp.; Psoroptes cuniculi; Psoroptes equi; Psoroptes ovis; Psoroptes spp.; Pterolichus spp.; Raillietia spp.; Rhizoglyphus spp.; Sarcoptes bovis; Sarcoptes canis; Sarcoptes caprae; Sarcoptes equi; Sarcoptes ovis; Sarcoptes rupicaprae; Sarcoptes spp.; Sarcoptes suis; Steneotarsonemus spinki; Steneotarsonemus spp.; Sternostoma spp.; Tarsonemus spp.; Tetranychus cinnabarinus; Tetranychus kanzawai; Tetranychus spp.; Tetranychus urticae; Trombicula akamushi; Trombicula spp.; Typhlodromus occidentalis; Tyrophagus spp.; Varroa jacobsoni; Varroa spp.; Vasates lycopersici; and Zetzellia mali.

[0561] In an embodiment, a compound of formula (I) may control one or more of: Aceria sheldoni; Aculus lycopersici; Aculus pelekassi; Aculus schlechtendali; Brevipalpus phoenicis; Brevipalpus spp.; Bryobia rubrioculus; Eotetranychus carpini; Eotetranychus spp.; Epitrimerus pyri; Eriophyes piri; Eriophyes spp.; Eriophyes vitis; Eutetranychus africanus; Eutetranychus orientalis; Oligonychus pratensis; Panonychus citri; Panonychus ulmi; Phyllocoptes vitis; Phyllocoptruta oleivora; Polyphagotarsonemus latus; Tetranychus cinnabarinus; Tetranychus kanzawai; Tetranychus spp.; and Tetranychus urticae.

[0562] In a further embodiment, a compound of formula (I) may especially be suitable for controlling one or more of: Aceria sheldoni; Aculus pelekassi; Brevipalpus phoenicis; Brevipalpus spp.; Eriophyes piri; Eriophyes vitis; Eutetranychus africanus; Eutetranychus orientalis; Oligonychus pratensis; Panonychus ulmi; Phyllocoptes vitis; Phyllocoptruta oleivora; Polyphagotarsonemus latus; Tetranychus cinnabarinus; Tetranychus kanzawai; Tetranychus spp.; and Tetranychus urticae.

[0563] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins, for example insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins from Bacillus thuringiensis, such as 8-endotoxins, e.g., CrylAb, CrylAc, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or 83373_FF

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[0565] Cry9C, or vegetative insecticidal proteins (Vip), e.g., Vip1, Vip2, Vip3 or Vip3A; or insecticidal proteins of bacteria colonising nematodes, for example Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophilus; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins and other insect-specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins, plant lectins, such as pea lectins, barley lectins or snowdrop lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxysteroidoxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers, such as blockers of sodium or calcium channels, juvenile hormone esterase, diuretic hormone receptors, stilbene synthase, bibenzyl synthase, chitinases, and glucanases. In the context of the present invention there are to be understood by 8-endotoxins, for example Cry 1 Ab, CrylAc, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vip), for example Vi p1, Vip2, Vip3 or Vip3A, expressly also hybrid toxins, truncated toxins, and modified toxins. Hybrid toxins are produced recombinantly by a new combination of different domains of those proteins (see, for example, WO 02 / 15701). Truncated toxins, for example a truncated CrylAb, are known. In the case of modified toxins, one or more amino acids of the naturally occurring toxin are replaced. In such amino acid replacements, preferably non-naturally present protease recognition sequences are inserted into the toxin, such as, for example, in the case of Cry3A055, a cathepsin-G-recognition sequence is inserted into a Cry3A toxin (see WO 03 / 018810).

[0566] Examples of such toxins or transgenic plants capable of synthesising such toxins are disclosed, for example, in EP-A-0 374 753, WO 93 / 07278, WO 95 / 34656, EP-A-0427529, EP-A-451 878 and WO 03 / 052073.

[0567] The processes for the preparation of such transgenic plants are generally known to the person skilled in the art and are described, for example, in the publications mentioned above. Cryl-type deoxyribonucleic acids and their preparation are known, for example, from WO95 / 34656, EP0367474, EP0401979 and WO90 / 13651. The toxin contained in the transgenic plants imparts to the plant tolerance to harmful insects. Such insects can occur in any taxonomic group of insects but are especially commonly found in the beetles (Coleoptera), twowinged insects (Diptera) and moths (Lepidoptera).

[0568] Transgenic plants containing one or more genes that code for an insecticidal resistance and express one or more toxins are known and some of them are commercially available. Examples of such plants are: YieldGard ® (maize variety that expresses a CrylAb toxin); YieldGard Rootworm® (maize variety that expresses a Cry3Bb1 toxin); YieldGard Plus® (maize variety that expresses a CrylAb and a Cry3Bb1 toxin); Starlink® (maize variety that expresses a Cry9C toxin); Herculex I® (maize variety that expresses a Cry1Fa2 toxin and the enzyme phosphinothricine N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety that expresses a CrylAc toxin); Bollgard I® (cotton variety that expresses a CrylAc toxin); Bollgard II® (cotton variety that expresses a CrylAc and a Cry2Ab toxin); VipCot 83373_FF

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[0570] ® (cotton variety that expresses a Vip3A and a CrylAb toxin); NewLeaf® (potato variety that expresses a Cry3A toxin); NatureGard®, Agrisure® GT Advantage (GA21 glyphosate-tolerant trait), Agrisure® CB Advantage (Bt11 corn borer (CB) trait) and Protecta®.

[0571] Further examples of such transgenic crops are:

[0572] 1. Bt11 Maize from Syngenta Seeds SAS, Chemin de I'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified Zea mays which has been rendered resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a truncated CrylAb toxin. Bt11 maize also transgenically expresses the enzyme PAT to achieve tolerance to the herbicide glufosinate ammonium.

[0573] 2. Bt176 Maize from Syngenta Seeds SAS, Chemin de I'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified Zea mays which has been rendered resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a CrylAb toxin. Bt176 maize also transgenically expresses the enzyme PAT to achieve tolerance to the herbicide glufosinate ammonium.

[0574] 3. MIR604 Maize from Syngenta Seeds SAS, Chemin de I'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Maize which has been rendered insect-resistant by transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055 modified by insertion of a cathepsin-G-protease recognition sequence. The preparation of such transgenic maize plants is described in WO 03 / 018810.

[0575] 4. MON 863 Maize from Monsanto Europe S. A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02 / 9. MON 863 expresses a Cry3Bb1 toxin and has resistance to certain Coleoptera insects.

[0576] 5. IPC 531 Cotton from Monsanto Europe S. A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02.

[0577] 6. 1507 Maize from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize for the expression of the protein Cry1F for achieving resistance to certain Lepidoptera insects and of the PAT protein for achieving tolerance to the herbicide glufosinate ammonium.

[0578] 7. NK603 x MON 810 Maize from Monsanto Europe S. A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. Consists of conventionally bred hybrid maize varieties by crossing the genetically modified varieties NK603 and MON 810. NK603 x MON 810 Maize transgenically expresses the protein CP4 EPSPS, obtained from Agrobacterium sp. strain CP4, which imparts tolerance to the herbicide Roundup® (contains glyphosate), and also a CrylAb toxin obtained from Bacillus thuringiensis subsp. kurstaki which brings about tolerance to certain Lepidoptera, include the European corn borer. 83373_FF

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[0580] Transgenic crops of insect-resistant plants are also described in BATS (Zentrum fur Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland) Report 2003, (http: / / bats.ch). The term "crops" is to be understood as including also crop plants which have been so transformed by the use of recombinant DNA techniques that they are capable of synthesising antipathogenic substances having a selective action, such as, for example, the so-called "pathogenesis-related proteins" (PRPs, see e.g., EP0392225). Examples of such antipathogenic substances and transgenic plants capable of synthesising such antipathogenic substances are known, for example, from EP0392225, WO95 / 33818 and EP0353191. The methods of producing such transgenic plants are generally known to the person skilled in the art and are described, for example, in the publications mentioned above.

[0581] Crops may also be modified for enhanced resistance to fungal (for example Fusarium, Anthracnose, or Phytophthora), bacterial (for example Pseudomonas) or viral (for example potato leafroll virus, tomato spotted wilt virus, cucumber mosaic virus) pathogens.

[0582] Crops also include those that have enhanced resistance to nematodes, such as the soybean cyst nematode. Crops that are tolerance to abiotic stress include those that have enhanced tolerance to drought, high salt, high temperature, chill, frost, or light radiation, for example through expression of NF-YB or other proteins known in the art.

[0583] Antipathogenic substances which can be expressed by such transgenic plants include, for example, ion channel blockers, such as blockers for sodium and calcium channels, for example the viral KP1, KP4 or KP6 toxins; stilbene synthases; bibenzyl synthases; chitinases; glucanases; the so-called "pathogenesis-related proteins" (PRPs; see e.g., EP0392225); antipathogenic substances produced by microorganisms, for example peptide antibiotics or heterocyclic antibiotics (see e.g., WO95 / 33818) or protein or polypeptide factors involved in plant pathogen defence (so-called "plant disease resistance genes", as described in W003 / 000906). Further areas of use of the compositions according to the invention are the protection of stored goods and store rooms and the protection of raw materials, such as wood, textiles, floor coverings or buildings, and also in the hygiene sector, especially the protection of humans, domestic animals, and productive livestock against pests of the mentioned type.

[0584] The present invention provides a compound of the first aspect for use in therapy. The present invention provides a compound of the first aspect, for use in controlling parasites in or on an animal. The present invention further provides a compound of the first aspect, for use in controlling ectoparasites on an animal. The present invention further provides a compound of the first aspect, for use in preventing and / or treating diseases transmitted by ectoparasites. According to this particular aspect of the invention, the use may exclude methods for the treatment of the human or animal body by surgery or therapy.

[0585] The present invention provides the use of a compound of the first aspect, for the manufacture of a medicament for controlling parasites in or on an animal. The present invention further provides the use of a compound of the first aspect, for the manufacture of a medicament for controlling ectoparasites on an animal. The present 83373_FF

[0586] 73

[0587] invention further provides the use of a compound of the first aspect, for the manufacture of a medicament for preventing and / or treating diseases transmitted by ectoparasites.

[0588] The present invention provides the use of a compound of the first aspect, in controlling parasites in or on an animal. The present invention further provides the use of a compound of the first aspect, in controlling ectoparasites on an animal.

[0589] The compounds of the invention may be administered to the animal by any route which has the desired effect including, but not limited to topically, orally, parenterally' and subcutaneously. Topical administration is preferred. Formulations suitable for topical administration include, for example, solutions, emulsions, and suspensions, and may take the form of a pour-on, spot-on, spray-on, spray race or dip. In the alternative, the compounds of the invention may be administered by means of an ear tag or collar.

[0590] Salt forms of the compounds of the invention include both pharmaceutically acceptable salts and veterinary acceptable salts, which can be different to agrochemically acceptable salts. Pharmaceutically and veterinary acceptable salts and common methodology for preparing them are well known in the art. See, for example, Gould, P. L., " Salt selection for basic drugs", International Journal of Pharmaceutics, 33: 201 -217 (1986); Bastin, R. J., et al. " Salt Selection and Optimization Procedures for Pharmaceutical New Chemical Entities", Organic Process Research and Development, 4: 427-435 (2000); and Berge, S. M., et al., " Pharmaceutical Salts", Journal of Pharmaceutical Sciences, 66: 1 -19, (1977). One skilled in the art of synthesis will appreciate that the compounds of the invention are readily converted to and may be isolated as a salt, such as a hydrochloride salt, using techniques and conditions well known to one of ordinary skill in the art. In addition, one skilled in the art of synthesis will appreciate that the compounds of the invention are readily converted to and may be isolated as the corresponding free base from the corresponding salt.

[0591] The present invention may also provide a method for controlling pests (such as mosquitoes and other disease vectors; see also http: / / www.who.int / malaria / vector_control / irs / en / ). In one embodiment, the method for controlling pests comprises applying the compositions of the invention to the target pests, to their locus or to a surface or substrate by brushing, rolling, spraying, spreading, or dipping. By way of example, an IRS (indoor residual spraying) application of a surface such as a wall, ceiling or floor surface is contemplated by the method of the invention. In another embodiment, it is contemplated to apply such compositions to a substrate such as non-woven or a fabric material in the form of (or which can be used in the manufacture of) netting, clothing, bedding, curtains, and tents.

[0592] In one embodiment, the method for controlling such pests comprises applying a pesticidally effective amount of the compositions of the invention to the target pests, to their locus, or to a surface or substrate so as to provide effective residual pesticidal activity on the surface or substrate. Such application may be made by brushing, rolling, spraying, spreading, or dipping the pesticidal composition of the invention. By way of example, an IRS application of a surface such as a wall, ceiling or floor surface is contemplated by the method of the invention so as to provide effective residual pesticidal activity on the surface. In another embodiment, it is 83373_FF

[0593] 74

[0594] contemplated to apply such compositions for residual control of pests on a substrate such as a fabric material in the form of (or which can be used in the manufacture of) netting, clothing, bedding, curtains, and tents. Substrates including non-woven, fabrics or netting to be treated may be made of natural fibres such as cotton, raffia, jute, flax, sisal, hessian, or wool, or synthetic fibres such as polyamide, polyester, polypropylene, polyacrylonitrile or the like. The polyesters are particularly suitable. The methods oftextile treatment are known, e.g., WO2008 / 151984, W02003 / 034823, US5631072, W02005 / 64072, W02006 / 128870, EP1724392, W02005 / 113886, or W02007 / 090739.

[0595] Further areas of use of the compositions according to the invention may be the field of tree injection / trunk treatment for all ornamental trees as well all sort of fruit and nut trees.

[0596] In the field of tree injection / trunk treatment, the compounds according to the present invention may be especially suitable against wood-boring insects from the order Lepidoptera as mentioned above and from the order Coleoptera, especially against woodborers listed in the following tables A and B:

[0597] Table A. Examples of exotic woodborers of economic importance.

[0598] Family Species Host or Crop Infested

[0599] Buprestidae Agrilus planipennis Ash

[0600] Cerambycidae Anoplura glabripennis Hardwoods

[0601] Xylosandrus crassiusculus Hardwoods

[0602] Scolytidae X. mutilatus Hardwoods

[0603] Tomicus piniperda Conifers

[0604]

[0605] Table B. Examples of native woodborers of economic importance.

[0606] Family Species Host or Crop Infested

[0607] Agrilus anxius Birch

[0608] Agrilus politus Willow, Maple

[0609] Agrilus sayi Bayberry, Sweetfern

[0610] Agrilus vittaticolllis Apple, Pear, Cranberry, Serviceberry, Hawthorn Chrysobothris femorata Apple, Apricot, Beech, Boxelder, Cherry, Chestnut, Currant, Buprestidae Elm, Hawthorn, Hackberry, Hickory, Horsechestnut, Linden,

[0611] Maple, Mountain-ash, Oak, Pecan, Pear, Peach, Persimmon, Plum, Poplar, Quince, Redbud, Serviceberry, Sycamore, Walnut, Willow

[0612] Texania campestris Basswood, Beech, Maple, Oak, Sycamore, Willow, Yellowpoplar

[0613]

[0614] 83373_FF

[0615] 75

[0616] Family Species Host or Crop Infested

[0617] Goes pulverulentus Beech, Elm, Nuttall, Willow, Black oak, Cherrybark oak, Water oak, Sycamore

[0618] Goes tigrinus Oak

[0619] Neoclytus acuminatus Ash, Hickory, Oak, Walnut, Birch, Beech, Maple, Eastern hophornbeam, Dogwood, Persimmon, Redbud, Holly, Hackberry, Black locust, Honeylocust, Yellow-poplar, Chestnut, Osage-orange, Sassafras, Lilac, Mountainmahogany, Pear, Cherry, Plum, Peach, Apple, Elm, Basswood, Sweetgum

[0620] Cerambycidae

[0621] Neoptychodes trilineatus Fig, Alder, Mulberry, Willow, Netleaf hackberry

[0622] Oberea ocellata Sumac, Apple, Peach, Plum, Pear, Currant, Blackberry Oberea tripunctata Dogwood, Viburnum, Elm, Sourwood, Blueberry,

[0623] Rhododendron, Azalea, Laurel, Poplar, Willow, Mulberry Oncideres cingulata Hickory, Pecan, Persimmon, Elm, Sourwood, Basswood,

[0624] Honeylocust, Dogwood, Eucalyptus, Oak, Hackberry, Maple, Fruit trees

[0625] Saperda calcarata Poplar

[0626] Strophiona nitens Chestnut, Oak, Hickory, Walnut, Beech, Maple Corthylus columbianus Maple, Oak, Yellow-poplar, Beech, Boxelder, Sycamore,

[0627] Birch, Basswood, Chestnut, Elm

[0628] Dendroctonus frontalis Pine

[0629] Dryocoetes betulae Birch, Sweetgum, Wild cherry, Beech, Pear Monarthrum fasciatum Oak, Maple, Birch, Chestnut, Sweetgum, Blackgum, Poplar, Scolytidae

[0630] Hickory, Mimosa, Apple, Peach, Pine

[0631] Phloeotribus liminaris Peach, Cherry, Plum, Black cherry, Elm, Mulberry, Mountainash

[0632] Pseudopityophthorus Oak, American beech, Black cherry, Chickasaw plum, pruinosus Chestnut, Maple, Hickory, Hornbeam, Hophornbeam Paranthrene simulans Oak, American chestnut

[0633] Sannina uroceriformis Persimmon

[0634] Synanthedon exitiosa Peach, Plum, Nectarine, Cherry, Apricot, Almond, Black Sesiidae

[0635] cherry

[0636] Synanthedon pictipes Peach, Plum, Cherry, Beach, Black Cherry Synanthedon rubrofascia Tupelo

[0637]

[0638] 83373_FF

[0639] 76

[0640] Family Species Host or Crop Infested

[0641] Synanthedon scitula Dogwood, Pecan, Hickory, Oak, Chestnut, Beech, Birch,

[0642] Black cherry, Elm, Mountain-ash, Viburnum, Willow, Apple, Loquat, Ninebark, Bayberry

[0643] Vitacea polistiformis Grape

[0644]

[0645] The present invention may be also used to control any insect pests that may be present in turfgrass, including e.g., beetles, caterpillars, fire ants, ground pearls, millipedes, sow bugs, mites, mole crickets, scales, mealybugs, ticks, spittlebugs, southern chinch bugs and white grubs. The present invention may be used to control insect pests at various stages of their life cycle, including eggs, larvae, nymphs, and adults.

[0646] In particular, the present invention may be used to control insect pests that feed on the roots of turfgrass including white grubs (such as Cyclocephala spp. (e.g., masked chafer, C. lurida), Rhizotrogus spp. (e.g., European chafer, R. majalis), Cotinus spp. (e.g., Green June beetle, C. nitida), Popillia spp. (e.g., Japanese beetle, P. japonica), Phyllophaga spp. (e.g., May / June beetle), Ataenius spp. (e.g., Black turfgrass ataenius, A. spretulus), Maladera spp. (e.g., Asiatic garden beetle, M. castanea) and Tomarus spp.), ground pearls (Margarodes spp.), mole crickets (tawny, southern, and short-winged; Scapteriscus spp., Gryllotalpa africana) and leatherjackets (European crane fly, Tipula spp.).

[0647] The present invention may also be used to control insect pests of turfgrass that are thatch dwelling, including armyworms (such as fall armyworm Spodoptera frugiperda, and common armyworm Pseudaletia unipuncta), cutworms, billbugs (Sphenophorus spp., such as S. venatus verstitus and S. parvulus), and sod webworms (such as Crambus spp. and the tropical sod webworm, Herpetogramma phaeopteralis).

[0648] The present invention may also be used to control insect pests of turfgrass that live above the ground and feed on the turfgrass leaves, including chinch bugs (such as southern chinch bugs, B / issus insu / aris), Bermudagrass mite (Eriophyes cynodoniensis), rhodesgrass mealybug (Antonina graminis), two-lined spittlebug (Propsapia bicincta), leafhoppers, cutworms (Noctuidae family), and greenbugs.

[0649] The present invention may also be used to control other pests of turfgrass such as red imported fire ants (Solenopsis invicta) that create ant mounds in turf.

[0650] In the hygiene sector, the compositions according to the invention may be active against ectoparasites such as hard ticks, soft ticks, mange mites, harvest mites, flies (biting and licking), parasitic fly larvae, lice, hair lice, bird lice and fleas.

[0651] Examples of such parasites are:

[0652] Of the order Anoplurida: Haematopinus spp., Linognathus spp., Pediculus spp. and Phtirus spp., Solenopotes spp.. 83373_FF

[0653] 77

[0654] Of the order Mallophagida: Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp. and Felicola spp..

[0655] Of the order Diptera and the suborders Nematocerina and Brachycerina, e.g., Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp. and Melophagus spp..

[0656] Of the order Siphonapterida, e.g., Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp.. Of the order Heteropterida, e.g., Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp..

[0657] Of the order Blattarida, e.g., Blatta orientalis, Periplaneta americana, Blattelagermanica and Supella spp.. Of the subclass Acaria (Acarida) and the orders Meta- and Meso-stigmata, e.g., Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp. and Varroa spp..

[0658] Of the orders Actinedida (Prostigmata) and Acaridida (Astigmata), e.g., Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergatesspp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp. and Laminosioptes spp..

[0659] The compositions according to the invention may also be suitable for protecting against insect infestation in the case of materials such as wood, textiles, plastics, adhesives, glues, paints, paper and card, leather, floor coverings and buildings.

[0660] The compositions according to the invention can be used, for example, against the following pests: beetles such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinuspecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthesrugicollis, Xyleborus spec., Tryptodendron spec., Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec, and Dinoderus minutus, and also hymenopterans such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus and Urocerus augur, and termites such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis and Coptotermes formosanus, and bristletails such as Lepisma saccharina.

[0661] The compounds of formula (I), or one compound selected from the group consisting of the compounds as represented in Tables A-1 to A-9, or a compound listed in Table P (below), or salts thereof, are especially 83373_FF

[0662] 78

[0663] suitable for controlling one or more pests selected from the genus: Spodoptera spp., Helicoverpa spp., Heliothis spp., Leucinodes spp., Tuta spp., Plutella spp., Cydia spp., Lobesia spp., Tortrix spp., Amyelois spp., Maruca spp., Chrysodeixis spp., Agrotis spp., Elasmopalpus spp., Dalbulus spp., Sternechus spp., Phyllotreta spp., Popillia spp., Scirpophaga spp., Chilo spp., Cnaphalocrosis spp., Tetranychus spp., Panonychus spp., Polyphagotarsonemus spp., Phyllocoptruta spp., Aculus spp., Brevipalpus spp., Oligonychus spp., Aculops spp., Nilaparvata spp., Sogatella spp., Laodelphax spp., Nephotettix spp., Diabrotica spp., Agriotes spp., Hypnoidus spp., Limonius spp., Melanotus spp., Conoderus spp., Delia spp., Amphimallon spp., Popillia spp., Euschistus spp., Piezodorus spp., Nezara spp., Dichelops spp., Lygus spp., Leptocorisa spp., Eurygasterspp., Halymorpha spp., Thrips spp., Scirtothrips spp., Frankliniella spp., Anthonomus spp., Melingethes spp., Phyllotreta spp., Leptinotarsa spp., Bemisia spp., Trialeurodes spp., Aphis spp., and Myzus spp.

[0664] In a preferred embodiment of each aspect, a compound TX (where the abbreviation “TX” means “one compound selected from the compounds of formula (I), or one compound selected from the group consisting of the compounds as represented in Tables A-1 to A-9, or a compound listed in Table P (below), controls one or more of pests selected from the genus: Spodoptera spp., Helicoverpa spp., Heliothis spp., Leucinodes spp., Tuta spp., Plutella spp., Cydia spp., Lobesia spp., Tortrix spp., Amyelois spp., Maruca spp., Chrysodeixis spp., Agrotis spp., Elasmopalpus spp., Dalbulus spp., Sternechus spp., Phyllotreta spp., Popillia spp., Scirpophaga spp., Chilo spp., Cnaphalocrosis spp., Tetranychus spp., Panonychus spp., Polyphagotarsonemus spp., Phyllocoptruta spp., Aculus spp., Brevipalpus spp., Oligonychus spp., Aculops spp., Nilaparvata spp., Sogatella spp., Laodelphax spp., Nephotettix spp., Diabrotica spp., Agriotes spp., Hypnoidus spp., Limonius spp., Melanotus spp., Conoderus spp., Delia spp., Amphimallon spp., Popillia spp., Euschistus spp., Piezodorus spp., Nezara spp., Dichelops spp., Lygus spp., Leptocorisa spp., Eurygaster spp., Halymorpha spp., Thrips spp., Scirtothrips spp., Frankliniella spp., Anthonomus spp., Melingethes spp., Phyllotreta spp., Leptinotarsa spp., Bemisia spp., Trialeurodes spp., Aphis spp., and Myzus spp.

[0665] The compounds of formula (I), or one compound selected from the group consisting of the compounds as represented in Tables A-1 to A-9, or a compound listed in Table P (below), or salts thereof, are especially suitable for controlling one or more pests selected from: Spodoptera spp (for example, Spodoptera frugiperda, Spodoptera littoralis), Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata, Chrysodeixis includens, Agrotis ipsilon, Elasmopalpus lignosellus, Dalbulus maidis, Phyllotreta spp., Popillia japonica, Scirpophaga incertulas, Chilo suppressalis, Cnaphalocrosis medinalis, Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici, Nilaparvata lugens, Sogatella frucifera, Laodelphax striatellus, Nephotettix spp., Diabrotica vigifera, Agriotes spp., Hypnoidus bicolor, Limonius canus, Delia radicum, Popillia japonica, Euschistus heros, Piezodorus lituratus, Nezara viridula, Dichelops furcatus, Lygus sp., Leptocorisa acuta, Halyomorpha halys, Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis, Anthonomus grandis, Meligethes aeneus, Phyllotreta spp., Leptinotarsa decemlineata, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, and Myzus persicae. 83373_FF

[0666] 79

[0667] In a preferred embodiment of each aspect, a compound TX (where the abbreviation “TX” means “one compound selected from the compounds of formula (I), or one compound selected from the group consisting of the compounds as represented in Tables A-1 to A-9, or a compound listed in Table P (below)), controls one or more of pests selected from the genus: Spodoptera spp (for example, Spodoptera frugiperda, Spodoptera littoralis) + TX, Helicoverpa armigera + TX, Heliothis virescens + TX, Leucinodes orbonalis + TX, Tuta absoluta + TX, Plutella xylostella + TX, Cydia pomonella + TX, Lobesia spp + TX, Tortrix spp + TX, Maruca vitrata + TX, Chrysodeixis includens + TX, Agrotis ipsilon + TX, Elasmopalpus lignosellus + TX, Dalbulus maidis + TX, Phyllotreta spp + TX, Popillia japonica + TX, Scirpophaga incertulas + TX, Chilo suppressalis + TX, Cnaphalocrosis medinalis + TX, Tetranychus urticae + TX, Panonychus ulmi + TX, Polyphagotarsonemus latus + TX, Phyllocoptruta oleivora + TX Brevipalpus spp + TX, Aculops lycopersici + TX, Nilaparvata lugens + TX, Sogatella frucifera + TX, Laodelphax striatellus + TX, Nephotettix spp + TX, Diabrotica vigifera + TX, Agriotes spp + TX, Hypnoidus bicolor + TX, Limonius canus + TX, Delia radicum + TX, Popillia japonica + TX, Euschistus heros + TX, Piezodorus lituratus + TX, Nezara viridula + TX, Dichelops furcatus + TX, Lygus spp + TX, Leptocorisa acuta + TX, Halyomorpha halys + TX, Thrips tabaci + TX, Scirtothrips dorsalis + TX, Frankliniella occidentalis + TX, Anthonomus grandis + TX, Meligethes aeneus + TX, Phyllotreta spp + TX, Leptinotarsa decemlineata + TX, Bemisia tabaci + TX, Trialeurodes vaporariorum + TX, Aphis gossypii + TX, and Myzus persicae + TX.

[0668] The compounds of formula (I), or one compound selected from the group consisting of the compounds as represented in Tables A-1 to A-9, or a compound listed in Table P (below), or salts thereof, are especially suitable for controlling in the crops listed in the Table below the pests listed.

[0669] Crop Pests

[0670] leafy vegetables Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata, Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici

[0671] solanacea Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata, Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici

[0672] brassica Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata okra Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata pome fruits Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata,

[0673]

[0674] 83373_FF

[0675] 80

[0676] Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici

[0677] vegetables Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Myzus persicae

[0678] grapes Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata, Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis

[0679] nuts Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata plantation Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata, Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici

[0680] eggplant Spodoptera spp., Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix spp., Maruca vitrata, Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici

[0681] corn Spodoptera spp (for example, Spodoptera frugiperda, Spodoptera littoralis), Helicoverpa armigera, Heliothis virescens, Chrysodeixis includens, Agrotis ipsilon, Elasmopalpus lignosellus, Agrotis ipsilon, Dalbulus maidis, Phyllotreta sp., Popillia japonica, Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici, Diabrotica virgifera vigifera, Agriotes spp., Hypnoidus bicolor, Limonius canus, Delia radicum, Euschistus heros, Piezodorus lituratus, Nezara viridula, Dichelops furcatus, Lygus spp., Leptocorisa acuta, Halyomorpha halys, Anthonomus grandis, Meligethes aeneus, Phyllotreta spp., Leptinotarsa decemlineata soybean Spodoptera spp (for example, Spodoptera frugiperda, Spodoptera littoralis), Helicoverpa armigera, Heliothis virescens, Chrysodeixis includens, Agrotis ipsilon, Elasmopalpus lignosellus, Agrotis ipsilon, Dalbulus maidis, Phyllotreta sp., Popillia japonica, Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici, Euschistus heros, Piezodorus lituratus, Nezara viridula, Dichelops furcatus, Lygus spp., Leptocorisa acuta, Halyomorpha halys, Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis, Anthonomus grandis, Meligethes aeneus, Phyllotreta spp., Leptinotarsa decemlineata

[0682] cotton Spodoptera spp (for example, Spodoptera frugiperda, Spodoptera littoralis), Helicoverpa armigera, Heliothis virescens, Chrysodeixis includens, Agrotis ipsilon, Elasmopalpus lignosellus, Agrotis ipsilon, Dalbulus maidis, Phyllotreta sp., Popillia japonica, Tetranychus

[0683]

[0684] 83373_FF

[0685] 81

[0686] urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici, Diabrotica virgifera vigifera, Agriotes spp., Hypnoidus bicolor, Limonius canus, Delia radicum, Euschistus heros, Piezodorus lituratus, Nezara viridula, Dichelops furcatus, Lygus spp., Leptocorisa acuta, Halyomorpha halys, Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis, Anthonomus grandis, Meligethes aeneus, Phyllotreta spp., Leptinotarsa decemlineata, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Myzus persicae

[0687] canola Spodoptera frugiperda, Elasmopalpus lignosellus, Agrotis ipsilon, Dalbulus maidis,

[0688] Phyllotreta spp., Popillia japonica

[0689] rice Scirpophaga incertulas, Chilo suppressalis, Cnaphalocrosis medinalis, Nilaparvata lugens, Sogatella frucifera, Laodelphax striatellus, Nephotettix spp., Euschistus heros, Piezodorus lituratus, Nezara viridula, Dichelops furcatus, Lygus spp., Leptocorisa acuta, Halyomorpha halys, Anthonomus grandis, Meligethes aeneus, Phyllotreta spp., Leptinotarsa decemlineata

[0690] citrus Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici, Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis

[0691] potato Tetranychus urticae, Panonychus ulmi, Polyphagotarsonemus latus, Phyllocoptruta oleivora, Brevipalpus spp., Aculops lycopersici, Diabrotica virgifera vigifera, Agriotes spp., Hypnoidus bicolor, Limonius canus, Delia radicum, Popillia japonica, Anthonomus grandis, Meligethes aeneus, Phyllotreta spp., Leptinotarsa decemlineata

[0692] Cereal (wheat, Diabrotica virgifera vigifera, Agriotes spp., Hypnoidus bicolor, Limonius canus, Delia sorghum, barley) radicum, Popillia japonica, Anthonomus grandis, Meligethes aeneus, Phyllotreta spp.,

[0693] Leptinotarsa decemlineata

[0694] diverse field Diabrotica virgifera vigifera, Agriotes spp., Hypnoidus bicolor, Limonius canus, Delia crops radicum, Popillia japonica

[0695] fruiting Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis,

[0696] vegetables

[0697] peanut Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis

[0698] onion Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis

[0699] oil seed rape Anthonomus grandis, Meligethes aeneus, Phyllotreta spp., Leptinotarsa decemlineata ornamentals Thrips tabaci, Scirtothrips dorsalis, Frankliniella occidentalis

[0700] speciality crops# Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Myzus persicae

[0701]

[0702] # as defined in https: / / www.ams.usda.gov / services / arants / scbap / specialtv-crop

[0703] In a preferred embodiment of each aspect, a compound TX (where the abbreviation “TX” means “one compound selected from the compounds of formula (I), or one compound selected from the group consisting of the compounds as represented in Tables A-1 to A-9, or a compound listed in Table P (below)), controls one 83373_FF

[0704] 82

[0705] or more of Spodoptera spp. (for example, Spodoptera frugiperda, Spodoptera littoralis), Helicoverpa armigera, Heliothis virescens, Leucinodes orbonalis, Tuta absoluta, Plutella xylostella, Cydia pomonella, Lobesia spp., Tortrix sp., Maruca vitrata, Chrysodeixis includens, Agrotis ipsilon, Elasmopalpus lignosellus, Dalbulus maidis, Phyllotreta spp., Popillia japonica, Scirpophaga incertulas, Chilo suppressalis, Cnaphalocrosis medinalis, Nilaparvata lugens, Sogatella frucifera, Laodelphax striatellus, Nephotettix spp., Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, and Myzus persicae; such as Spodoptera spp (for example, Spodoptera frugiperda, Spodoptera littoralis) + TX, Helicoverpa armigera + TX, Heliothis virescens + TX, Leucinodes orbonalis + TX, Tuta absoluta + TX, Plutella xylostella + TX, Cydia pomonella + TX, Lobesia spp + TX, Tortrix spp + TX, Maruca vitrata + TX, Chrysodeixis includens + TX, Agrotis ipsilon + TX, Elasmopalpus lignosellus + TX, Dalbulus maidis + TX, Phyllotreta spp + TX, Popillia japonica + TX, Scirpophaga incertulas + TX, Chilo suppressalis + TX, Cnaphalocrosis medinalis + TX, Nilaparvata lugens + TX, Sogatella frucifera + TX, Laodelphax striatellus + TX, Nephotettix spp + TX, Bemisia tabaci + TX, Trialeurodes vaporariorum + TX, Aphis gossypii + TX, and Myzus persicae + TX.

[0706] Compounds according to the invention may possess any number of benefits including, inter alia, advantageous levels of biological activity for protecting plants against insects or superior properties for use as agrochemical active ingredients (for example, greater biological activity, an advantageous spectrum of activity, an increased safety profile (against non-target organisms above and below ground (such as fish, birds and bees), improved physico-chemical properties, or increased biodegradability). In particular, it has been surprisingly found that certain compounds of formula (I) may show an advantageous safety profile with respect to non-target arthropods, in particular pollinators such as honey bees, solitary bees, and bumble bees. Most particularly, Apis mellifera.

[0707] The activity of the compositions according to the invention can be broadened considerably, and adapted to prevailing circumstances, by adding other insecticidally, acaricidally and / or fungicidally active ingredients. The mixtures of the compounds of formula (I) with other insecticidally, acaricidally and / or fungicidally active ingredients may also have further surprising advantages which can also be described, in a wider sense, as synergistic activity. For example, better tolerance by plants, reduced phytotoxicity, insects can be controlled in their different development stages or better behaviour during their production, e.g., during grinding or mixing, during their storage or during their use.

[0708] Suitable additions to active ingredients here are, for example, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenol derivatives, thioureas, juvenile hormones, formamidines, benzophenone derivatives, ureas, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylureas, pyridinylmethyleneamino derivatives, macrolides, neonicotinoids, and Bacillus thuringiensis preparations.

[0709] The following combinations of a compound of formula (I) with another active substance are preferred (where the abbreviation “TX” means “one compound selected from the compounds of the formulae (I), (l-a), or (l-b), 83373_FF

[0710] 83

[0711] or one compound selected from the group consisting of the compounds as represented in Tables A1 to A2, or a compound listed in Table P (below):

[0712] (7E,9Z)-dodeca-7,9-dien-1-yl acetate + TX, (9Z,11 E)-tetradeca-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradeca-9,12-dien-1-yl acetate + TX, (E)-6-methylhept-2-en-4-ol + TX, (E)-dec-5-en-1-yl acetate with (E)-dec-5-en-1-ol + TX, (E)-tridec-4-en-1-yl acetate + TX, (E, Z)-tetradeca-4,10-dien-1-yl acetate + TX, (Z)-dodec-7-en-1-yl acetate + TX, (Z)-hexadec-l 1-en-1-yl acetate + TX, (Z)-hexadec-l l-enal + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-icos-13-en-10-one + TX, (Z)-tetradec-7-en-1-al + TX, (Z)-tetradec-9-en-1-ol + TX, (Z)-tetradec-9-en-1-yl acetate + TX, 1-(4-chlorophenyl)-2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfanyl)benzene + TX, 1,2-dibromo-3-chloropropane + TX, 1,2-dichloropropane + TX, 1,2-dichloropropane with 1,3-dichloropropene + TX, 1,3-dichloropropene + TX, 14-methyloctadec-1-ene + TX, 1 -hydroxy-1 H-pyridine-2-thione + TX, 2-(octylthio)-,ethanol + TX, 2-[5-(2-chloro-3,3,3-trifluoro-prop-1-enyl)-1-methyl-imidazol-2-yl]-5-cyclopropyl-3-ethylsulfonyl-pyridine + TX, 2-chlorophenyl N-methylcarbamate (CPMC) + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 3,4-dichlorotetrahydrothio-,phene 1,1 -dioxide + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide + TX, 4-methylnonan-5-ol with 4-methylnonan-5-one + TX, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid + TX, 6-isopentenylaminopurine + TX, 8-hydroxyquinoline sulfate + TX, abamectin + TX, acequinocyl + TX, acetamiprid + TX, acetoprole + TX, acrinathrin + TX, acynonapyr + TX, Adoxophyes orana GV + TX, afidopyropen + TX, afoxolaner + TX, Agrobacterium radiobacter + TX, AKD-3088 + TX, alanycarb + TX, aldicarb + TX, aldoxycarb + TX, allethrin + TX, alpha-cypermethrin + TX, alphamethrin + TX, alpha-multistriatin + TX, Amblyseius spp. + TX, amidoflumet + TX, amino acids + TX, aminocarb + TX, Anagrapha falcifera NPV + TX, Anagrus atomus + TX, Aphelinus abdominalis + TX, Aphidius colemani + TX, Aphidoletes aphidimyza + TX, apholate + TX, Autographa californica NPV + TX, AZ 60541 + TX, azadirachtin + TX, azocyclotin + TX, Bacillus aizawai + TX, Bacillus chitinosporus AQ746 (NRRL Accession No B-21 618) + TX, Bacillus firmus + TX, Bacillus kurstaki + TX, Bacillus mycoides AQ726 (NRRL Accession No. B-21664) + TX, Bacillus pumilus (NRRL Accession No B-30087) + TX, Bacillus pumilus AQ717 (NRRL Accession No. B-21662) + TX, Bacillus sp. AQ175 (ATCC Accession No. 55608) + TX, Bacillus sp. AQ177 (ATCC Accession No. 55609) + TX, Bacillus sp. AQ178 (ATCC Accession No. 53522) + TX, Bacillus sphaericus Neide + TX, Bacillus subtilis AQ153 (ATCC Accession No. 55614) + TX, Bacillus subtilis AQ30002 (NRRL Accession No. B-50421) + TX, Bacillus subtilis AQ30004 (NRRL Accession No. B- 50455) + TX, Bacillus subtilis AQ713 (NRRL Accession No. B-21661) + TX, Bacillus subtilis AQ743 (NRRL Accession No. B-21665) + TX, Bacillus subtilis unspecified + TX, Bacillus thuringiensis AQ52 (NRRL Accession No. B-21619) + TX, Bacillus thuringiensis BD#32 (NRRL Accession No B-21530) + TX, Bacillus thuringiensis Berliner + TX, Bacillus thuringiensis subsp. Aizawai + TX, Bacillus thuringiensis subsp. Israelensis + TX, Bacillus thuringiensis subsp. Japonensis + TX, Bacillus thuringiensis subsp. Kurstaki + TX, Bacillus thurin-giensis subsp. Tenebrionis + TX, Bacillus thuringiensis subspec. kurstaki BMP 123 + TX, Beauveria bassiana + TX, Beauveria brongniartii + TX, benclothiaz + TX, benomyl + TX, bensultap + TX, bentioflumin (CAS Number: 2566451-67-8) + TX, benzoximate + TX, benzpyrimoxan + TX, betacyfluthrin + TX, beta-cypermethrin + TX, bethoxazin + TX, bifenazate + TX, bifenthrin + TX, binapacryl + TX, bioallethrin + TX, bioresmethrin + TX, bis(tributyltin) oxide + 83373_FF

[0713] 84

[0714] TX, bisazir + TX, bistrifluron + TX, bisulflufen + TX, brevicomin + TX, broflanilide + TX, brofluthrinate + TX, bromoacetamide + TX, bromophos-ethyl + TX, bronopol + TX, busulfan + TX, butocarboxim + TX, butopyronoxyl + TX, butoxy(polypropylene glycol) + TX, butylpyridaben + TX, cadusafos + TX, calcium arsenate + TX, carbaryl + TX, carbofuran + TX, carbon disulfide + TX, carbosulfan + TX, cartap + TX, CAS number: 1594624-87-9 + TX, CAS number: 1922957-47-8 + TX, CAS number: 1255091-74-7 + TX, CAS Number: 158062-71-6 + TX, CAS number: 1594626-19-3 + TX, CAS number: 1594637-65-6 + TX, CAS number: 1808115-49-2 + TX, CAS number: 1922957-46-7 + TX, CAS number: 1922957-48-9 + TX, CAS number: 1956329-03-5 + TX, CAS number: 2032403-97-5 + TX, CAS number: 2095470-94-1 + TX, CAS number: 2128706-05-6 + TX, CAS Number: 2407490-54-2 + TX, CAS Number: 2410561-41-8 + TX, CAS number: 2415706-16-8 + TX, CAS Number: 2416795-96-3 + TX, CAS Number: 2583740-14-9 + TX, CAS Number: 2583751-98-6 + TX, CAS number: 2719848-60-7 + TX, CAS Number: 2898489-71-7 + TX, CAS Number: 2915290-26-3 + TX, CAS Number: 2922827-79-8 + TX, CAS Number: 2971018-59-2 + TX, CAS Number: 3053452-57-3 + TX, CAS Number: 3060345-80-1 + TX, CAS Number: 3060345-81-2 + TX, CAS number: RNA (Leptinotarsa decemlineata-specific recombinant double-stranded interfering GS2) + TX, chlorantraniliprole + TX, chlordane + TX, chlorfenapyr + TX, chloropicrin + TX, chloroprallethrin + TX, chlorpyrifos + TX, chromafenozide + TX, Chrysoperla carnea + TX, clenpirin + TX, cloethocarb + TX, clothianidin + TX, codlelure + TX, codlemone + TX, copper acetoarsenite + TX, copper dioctanoate + TX, copper hydroxide + TX, copper sulfate + TX, cresol + TX, crufomate + TX, Cryptolaemus montrouzieri + TX, cuelure + TX, cyanofenphos + TX, cyantraniliprole + TX, cybenzoxasulfyl (CAS Number: 2128706-04-5) + TX, cybutryne + TX, cyclaniliprole + TX, cyclobutrifluram + TX, cycloprothrin + TX, cycloxaprid + TX, Cydia pomonella GV + TX, cyenopyrafen + TX, cyetpyrafen + TX, cyflumetofen + TX, cyfluthrin + TX, cyhalodiamide + TX, cylohalothrin + TX, cypermethrin + TX, cyphenothrin + TX, cyproflanilide + TX, cyromazine + TX, cytokinins + TX, Dacnusa sibirica + TX, dazomet + TX, DBCP + TX, DCIP + TX, deltamethrin + TX, diafenthiuron + TX, dialifos + TX, diamidafos + TX, dibrom + TX, dibutyl adipate + TX, dibutyl phthalate + TX, dibutyl succinate + TX, dichlofenthion + TX, dichlone + TX, dichlorophen + TX, dicliphos + TX, dicloromezotiaz + TX, diethyltoluamide + TX, diflubenzuron + TX, Diglyphus isaea + TX, dimatif + TX, dimethoate + TX, dimethyl carbate + TX, dimethyl phthalate + TX, dimpropyridaz + TX, dinactin + TX, dinocap + TX, dinotefuran + TX, dioxabenzofos + TX, dipyrithione + TX, disparlure + TX, D-limonene + TX, dodec-8-en-1-yl acetate + TX, dodec-9-en-1-yl acetate + TX, dodeca-8,10-dien-1-yl acetate + TX, dodicin + TX, dominicalure + TX, doramectin + TX, emamectin + TX, emamectin benzoate + TX, empenthrin + TX, Encarsia formosa + TX, endothal + TX, endrin + TX, eprinomectin + TX, epsilon - momfluorothrin + TX, epsilon-metofluthrin + TX, Eretmocerus eremicus + TX, esfenvalerate + TX, ethion + TX, ethiprole + TX, ethoprophos + TX, ethyl 4-methyloctanoate + TX, ethyl hexanediol + TX, ethylene dibromide + TX, etofenprox + TX, etoxazole + TX, etpyrafen + TX, eugenol + TX, Extract of seaweed and fermentation product derived from melasse + TX, Extract of seaweed and fermentation product derived from melasse comprising urea + TX, Extract of seaweed and fermented plant products + TX, Extract of seaweed and fermented plant products comprising phytohormones, vitamins, EDTA-chelated copper, zinc, and iron + TX, famphur + TX, fenaminosulf + TX, fenamiphos + TX, fenazaquin + TX, fenfluthrin + TX, fenitrothion + TX, fenmezoditiaz + TX, fenobucarb + TX, fenothiocarb + TX, 83373_FF

[0715] 85

[0716] fenoxycarb + TX, fenpropathrin + TX, fenpyrad + TX, fenpyroximate + TX, fensulfothion + TX, fenthion + TX, fentin + TX, fentinacetate + TX, fenvalerate + TX, ferric phosphate + TX, fipronil + TX, flometoquin + TX, flonicamid + TX, fluacrypyrim + TX, fluazaindolizine + TX, fluazuron + TX, flubendiamide + TX, flubenzimine + TX, fluchlordiniliprole + TX, flucitrinate + TX, flucycloxuron + TX, flucythrinate + TX, fluensulfone [318290-98-1] + TX, fluensulfone + TX, flufenerim + TX, flufenprox + TX, flufiprole + TX, fluhexafon + TX, flumethrin + TX, fluopyram + TX, flupentiofenox + TX, flupyradifurone + TX, flupyrimin + TX, flupyroxystrobin + TX, fluralaner + TX, fluvalinate + TX, fluxametamide + TX, formaldehyde + TX, fosthiazate + TX, fosthietan + TX, frontalin + TX, furfural + TX, galquin (CAS Number: 2644770-30-7) + TX, gamma-cyhalothrin + TX, Gossyplure® (1:1 mixture of the (Z, E) and (Z, Z) isomers of hexadeca-7,11-dien-1-yl-acetate) + TX, grandlure + TX, grandlure I + TX, grandlure II + TX, grandlure III + TX, grandlure IV + TX, Granulovirus + TX, guadipyr + TX, GY-81 + TX, halfenprox + TX, halofenozide + TX, Harpin + TX, Helicoverpa armigera Nucleopolyhedrovirus + TX, Helicoverpa zea NPV + TX, Helicoverpa zea Nucleopolyhedrovirus + TX, Heliothis punctigera Nucleopolyhedrovirus + TX, Heliothis virescens Nucleopolyhedrovirus + TX, hemel + TX, hempa + TX, heptafluthrin + TX, heterophos + TX, Heterorhabditis bacteriophora and H. megidis + TX, hexalure + TX, hexamide + TX, hexythiazox + TX, Hippodamia convergens + TX, hydramethylnon + TX, hydrargaphen + TX, hydrated lime + TX, imicyafos + TX, imidacloprid + TX, imiprothrin + TX, Indazapyroxamet + TX, indoxacarb + TX, iodomethane + TX, iprodione + TX, ipsdienol + TX, ipsenol + TX, isamidofos + TX, isazofos + TX, isocycloseram + TX, Isoflualanam (CAS number: 2892524-05-7) + TX, isothioate + TX, ivermectin + TX, japonilure + TX, kappa-bifenthrin + TX, kappa-tefluthrin + TX, kasugamycin + TX, kasugamycin hydrochloride hydrate + TX, kinetin + TX, lambda-cyhalothrin + TX, ledprona + TX, lepimectin + TX, Leptomastix dactylopii + TX, lineatin + TX, litlure + TX, looplure + TX, lotilaner + TX, lufenuron + TX, Macrolophus caliginosus + TX, Mamestra brassicae NPV + TX, mecarphon + TX, medlure + TX, megatomoic acid + TX, metaflumizone + TX, metaldehyde + TX, metam + TX, metam-potassium + TX, metam-sodium + TX, Metaphycus helvolus + TX, Metarhizium anisopliae var. acridum + TX, Metarhizium anisopliae var. anisopliae + TX, Metarhizium spp. + TX, metepa + TX, methiocarb + TX, methiotepa + TX, methomyl + TX, methoquin-butyl + TX, methoxyfenozide + TX, methyl apholate + TX, methyl bromide + TX, methyl eugenol + TX, methyl isothiocyanate + TX, methylneodecanamide + TX, metofluthrin + TX, metolcarb + TX, mexacarbate + TX, milbemectin + TX, milbemycin oxime + TX, mivorilaner (CAS Number: 1414642-93-5) + TX, modoflaner (CAS Number: 1331922-53-2) + TX, momfluorothrin + TX, morzid + TX, moxidectin + TX, muscalure + TX, Muscodor albus 620 (NRRL Accession No. 30547) + TX, Muscodor roseus A3-5 (NRRL Accession No. 30548) + TX, Myrothecium verrucaria composition + TX, nabam + TX, NC-184 + TX, Neem tree based products + TX, Neodiprion sertifer NPV and N. lecontei NPV + TX, nickel bis(dimethyldithiocarbamate) + TX, niclosamide + TX, niclosamide-olamine + TX, nicofluprole + TX, nitenpyram + TX, nithiazine + TX, nitrapyrin + TX, octadeca-2,13-dien-1-yl acetate + TX, octadeca-3,13-dien-1-yl acetate + TX, octhilinone + TX, omethoate + TX, orfralure + TX, Orius spp. + TX, oryctalure + TX, ostramone + TX, oxamate + TX, oxamyl + TX, oxazosulfyl + TX, oxolinic acid + TX, oxytetracycline + TX, Paecilomyces fumosoroseus + TX, Paecilomyces lilacinus + TX, parathion-ethyl + TX, Pasteuria nishizawae + TX, Pasteuria penetrans + TX, Pasteuria ramosa + TX, Pasteuria thornei + TX, Pasteuria usgae + TX, P-cymene + TX, penfluron + TX, pentachlorophenol + TX, permethrin + TX, phenothrin 83373_FF

[0717] 86

[0718] + TX, phorate + TX, phosphamidon + TX, phosphocarb + TX, Phytoseiulus persimilis + TX, picaridin + TX, pioxaniliprole + TX, piperazine + TX, piperflanilide (CAS number: 2615135-05-0) + TX, piperonylbutoxide + TX, pirimicarb + TX, pirimiphos-ethyl + TX, pirimiphos-methyl + TX, Plutella xylostella Granulosis virus + TX, Plutella xylostella Nucleopolyhedrovirus + TX, Polyhedrosis virus + TX, potassium and molybdenum and EDTA-chelated manganese + TX, potassium ethylxanthate + TX, potassium hydroxyquinoline sulfate + TX, prallethrin + TX, probenazole + TX, profenofos + TX, profluthrin + TX, propargite + TX, propetamphos + TX, propoxur + TX, prothiophos + TX, protrifenbute + TX, pyflubumide + TX, pymetrozine + TX, pyraclofos + TX, pyrafluprole + TX, pyrethrum + TX, pyridaben + TX, pyridalyl + TX, pyridin-4-amine + TX, pyrifluquinazon + TX, pyrimidifen + TX, pyriminostrobin + TX, pyriprole [394730-71-3] + TX, pyriprole + TX, pyriproxyfen + TX, QRD 420 (a terpenoid blend) + TX, QRD 452 (a terpenoid blend) + TX, QRD 460 (a terpenoid blend) + TX, Quillaja saponaria + TX, quinoclamine + TX, quinonamid + TX, resmethrin + TX, Rhodococcus globerulus AQ719 (NRRL Accession No B-21663) + TX, sarolaner + TX, S-bioallethrin + TX, sebufos + TX, selamectin + TX, siglure + TX, silafluofen + TX, simazine + TX, sodium pentachlorophenoxide + TX, sordidin + TX, spidoxamat + TX, spinetoram + TX, spinosad + TX, spirobudifen + TX, spirodiclofen + TX, spiromesifen + TX, spiropidion + TX, spirotetramat + TX, Spodoptera exigua multicapsid nuclear polyhedrosis virus + TX, Spodoptera frugiperda Nucleopolyhedrovirus + TX, Steinernema bibionis + TX, Steinernema carpocapsae + TX, Steinernema feltiae + TX, Steinernema glaseri + TX, Steinernema riobrave + TX, Steinernema riobravis + TX, Steinernema scapterisci + TX, Steinernema spp. + TX, Streptomyces galbus (NRRL Accession No. 30232) + TX, Streptomyces sp. (NRRL Accession No. B-30145) + TX, streptomycin + TX, streptomycin sesquisulfate + TX, strychnine + TX, sulcatol + TX, sulfiflumin + TX, sulfoxaflor + TX, tazimcarb + TX, tebufenozide + TX, tebufenpyrad + TX, tebupirimiphos + TX, tecloftalam + TX, tefluthrin + TX, temephos + TX, tepa + TX, terbam + TX, terbufos + TX, terpenoid blend + TX, tetrachlorantraniliprole + TX, tetrachlorothiophene + TX, tetradec-11-en-1-yl acetate + TX, tetradiphon + TX, tetramethrin + TX, tetramethylfluthrin + TX, tetranactin + TX, tetraniliprole + TX, theta-cypermethrin + TX, thiacloprid + TX, thiafenox + TX, thiamethoxam + TX, thiocyclam + TX, thiodicarb + TX, thiofanox + TX, thiohempa + TX, thiomersal + TX, thiometon + TX, thionazin + TX, thiophanate + TX, thiosultap + TX, thiotepa + TX, tiapyrachlor (CAS Number: 1255091-74-7) + TX, tigolaner + TX, tiorantraniliprole + TX, tioxazafen + TX, tolfenpyrad + TX, tralomethrin + TX, transfluthrin + TX, tretamine + TX, triazamate + TX, triazophos + TX, triazuron + TX, tributyltin oxide + TX, trichlorfon + TX, trichloronate + TX, trichlorphon + TX, Trichogramma spp. + TX, trifenmorph + TX, trifluenfuronate + TX, triflumezopyrim + TX, trimedlure + TX, trimedlure A + TX, trimedlure B1 + TX, trimedlure B2 + TX, trimedlure C + TX, trimethacarb + TX, trioxyflanilide (CAS Number: 2922115-20-4) + TX, triphenyltin acetate + TX, triphenyltin hydroxide + TX, trunc-call + TX, Typhlodromus occidentalis + TX, umifoxolaner (CAS Number: 2021230-37-3) + TX, uredepa + TX, Verticillium lecanii + TX, Verticillium spp. + TX, vinylfluthrin (CAS Number: 3061364-30-2) + TX, xylenols + TX, YI-5302 + TX, zeatin + TX, zeta-Cypermethrin + TX;

[0719] (3-methylisoxazol-5-yl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone (these compounds may be prepared from the methods described in WO 2017 / 220485) + TX, (4-phenoxyphenyl)methyl 2-amino-6-methyl-pyridine-3-carboxylate (this compound may be prepared from the methods described in WO 83373_FF

[0720] 87

[0721] 2014 / 006945) + TX, (5-methyl-2-pyridyl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone + TX, (7E,9Z)-dodeca-7,9-dien-1-yl acetate + TX, (9Z,11 E)-tetradeca-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradeca-9,12-dien-1-yl acetate + TX, (E)-6-methylhept-2-en-4-ol + TX, (E)-dec-5-en-1-yl acetate with (E)-dec-5-en-1-ol + TX, (E)-tridec-4-en-1-yl acetate + TX, (E, Z)-tetradeca-4,10-dien-1-yl acetate, + TX, (R)-3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, (Z)-dodec-7-en-1-yl acetate + TX, (Z)-hexadec-l 1-en-1-yl acetate + TX, (Z)-hexadec-l l-enal + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-icos-13-en-10-one + TX, (Z)-tetradec-7-en-1-al + TX, (Z)-tetradec-9-en-1-ol + TX, (Z)-tetradec-9-en-1-yl acetate + TX, (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (this compound may be prepared from the methods described in WO 2018 / 153707) + TX, (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide + TX,, [2-[3-[2-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chloro-phenyl] methanesulfonate + TX, 1-(4,5-dimethylbenzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX, 1-(4,5-dimethylbenzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline + TX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,6-trifluoro-3,3-dimethyl-isoquinoline + TX, 1-(6-chloro-7-methyl-pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline (these compounds may be prepared from the methods described in WO2017 / 025510) + TX, 1,1-bis(4-chloro-,phenyl)-2-ethoxyethanol + TX, 1,1-dichloro-2,2-bis(4-ethylphenyl)-,ethane + TX, 1,2-dibromo-3-chloropropane + TX, 1,2-dichloropropane with 1.3-dichloropropene + TX, 1,3-dichloropropene + TX, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea + TX, 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one + TX, 10-dien-1-yl acetate + TX, 14-methyloctadec-1-ene + TX, 1-bromo-2-chloroethane + TX, 1-dichloro-1 -nitroethane + TX, 1 -hydroxy-1 H-pyridine-2-thione + TX, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-l,2,4-oxadiazol-3-yl]phenyl]methyl]urea + TX, 1-methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1-yl)phenoxy]methyl]phenyl]tetrazol-5-one + TX, 2- (difluoromethyl) - N- ((3R) - 1, 1, 3-trimethylindan- 4- yl) pyridine- 3- carboxamide + TX, 2- (difluoromethyl) - N- ((3R) - 1, 1, 3- trimethylindan- 4-yl) pyridine- 3- carboxamide + TX, 2-(1,3-dithiolan-2-yl)phenyl dimethylcarbamate + TX, 2-(2-butoxyethoxy)¬ethyl piperonylate + TX, 2-(2-butoxyethoxy)ethyl thiocyanate + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl methylcarbamate + TX, 2-(4-chloro-3,5-xylyloxy)ethanol + TX, 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyroxocyclobutyl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyroxocyclobutyl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-[(3S)-3-ethyl-1,1-dimethyl-indan-4-yl]pyroxocyclobutyl)pyridine-3-carboxamide (this compound may be prepared from the methods described in WO 2014 / 095675) + TX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-indan-4-yl]pyroxocyclobutyl)pyridine-3-carboxamide + TX, 2-(octylthio)-,ethanol + TX, 2,2,2-trichloro-1-(3,4-dichloro-,phenyl)ethyl acetate + TX, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate + TX, 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide + TX, 2.4-dichlorophenyl benzenesulfonate + TX, 2,6-Dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetrone (this compound may be prepared from the methods described in WO 2011 / 138281) + TX, 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phenyl]propan-2-ol + TX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (this compound may be prepared from the methods 83373_FF

[0722] 88

[0723] described in WO 2017 / 029179) + TX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (this compound may be prepared from the methods described in WO 2017 / 029179) + TX, 2-chlorovinyl diethyl phosphate + TX, 2-fluoro-N-methyl-N-1 -naphthylacetamide + TX, 2-imidazolidone + TX, 2-isovalerylindan-1,3-dione + TX, 2-methyl(prop-2-ynyl)aminophenyl methylcarbamate + TX, 2-oxo-N-propyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide (this compound may be prepared from the methods described in WO 2018 / 065414) + TX, 2-thiocyanatoethyl laurate + TX, 3-(4,4-difluoro-3,3-dimethyl-1-isoquinolyl)-7,8-dihydro-6H-cyclopenta[e]benzimidazole (these compounds may be prepared from the methods described in WO2016 / 156085) + TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinolone + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, 3,4-dichlorotetrahydrothio-,phene 1,1 -dioxide + TX, 3-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile (this compound may be prepared from the methods described in WO 2016 / 156290) + TX, 3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluoro-phenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile (this compound may be prepared from the methods described in WO 2016 / 156290) + TX, 3-bromo-1 -chloroprop-1 -ene + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine + TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro-biphenyl-2-yl)-amide + TX, 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea + TX, 3-methyl-1-phenylpyrazol-5-yl dimethyl-'carbamate + TX, 4- (2- bromo- 4-fluorophenyl) - N- (2- chloro- 6- fluorophenyl) - 1, 3- dimethyl- 1H- pyrazol- 5- amine + TX, 4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine-3-carbonitrile + TX, 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide + TX, 4,4-difluoro-1-(5-fluoro-4-methyl-benzimidazol-1-yl)-3,3-dimethyl-isoquinoline + TX, 4,4-difluoro-3,3-dimethyl-1-(6-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline + TX, 4,4-difluoro-3,3-dimethyl-1-(7-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline + TX, 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy] benzonitrile + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy] benzonitrile + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy] benzonitrile + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazin-3-one + TX, 4-chlorophenyl phenyl sulfone + TX, 4-methyl(prop-2-ynyl)amino-3,5-xylyl methylcarbamate + TX, 4-methylnonan-5-ol with 4-methylnonan-5-one + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone + TX, 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one + TX, 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate + TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt (2:1) + TX, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid + TX, 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (may be prepared from the methods described in WO 2020 / 109391) + TX, 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (may be prepared from the methods described in WO 2020 / 109391) + TX, 6-chloro-4,4-difluoro-3,3-dimethyl-1-(4-methylbenzimidazol-1-yl)isoquinoline + TX, 6-chloro-N-[2-(2-chloro-4-methyl-phenyl)-2,2-difluoro-ethyl]-3-(3-cyclopropyl-2-fluoro-phenoxy)-5-methyl-pyridazine-4-carboxamide (may be prepared from 83373_FF

[0724] 89

[0725] the methods described in WO 2020 / 109391) + TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithiino[1,2-c]isothiazole-3-carbonitrile + TX, 6-isopentenylaminopurine + TX, 8-fluoro-N-[(1 R)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide + TX, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide + TX, 8-hydroxyquinoline sulfate + TX, acethion + TX, acetoprole + TX, acibenzolar + TX, acibenzolar-S-methyl + TX, acrylonitrile + TX, Adoxophyes orana GV + TX, Agrobacterium radiobacter + TX, aldoxycarb + TX, aldrin + TX, allosamidin + TX, allyxycarb + TX, alpha-chlorohydrin + TX, alpha-ecdysone + TX, alpha-multistriatin + TX, aluminium phosphide + TX, Amblyseius spp. + TX, amectotractin + TX, ametoctradin + TX, amidithion + TX, amidothioate + TX, aminocarb + TX, aminopyrifen + TX, amisulbrom + TX, amiton + TX, amiton hydrogen oxalate + TX, amitraz + TX, anabasine + TX, Anagrapha falcifera NPV + TX, Anagrus atomus + TX, ancymidol + TX, anilazine + TX, anisiflupurin + TX, anthraquinone + TX, antu + TX, Aphelinus abdominalis + TX, Aphidius colemani + TX, Aphidoletes aphidimyza + TX, apholate + TX, aramite + TX, arsenous oxide + TX, athidathion + TX, Autographa californica NPV + TX, azaconazole + TX, azamethiphos + TX, azobenzene + TX, azothoate + TX, azoxystrobin + TX, Bacillus sphaericus Neide + TX, Bacillus thuringiensis delta endotoxins + TX, barium carbonate + TX, barium hexafluorosilicate + TX, barium polysulfide + TX, barthrin + TX, Bayer 22 / 190 + TX, Bayer 22408 + TX, Beauveria brongniartii + TX, benalaxyl + TX, benclothiaz + TX, benomyl + TX, benoxafos + TX, benthiavalicarb + TX, benzothiostrobin + TX, benzovindiflupyr + TX, benzyl benzoate + TX, beta-cyfluthrin + TX, beta-cypermethrin + TX, bethoxazin + TX, bioethanomethrin + TX, biopermethrin + TX, bis(2-chloroethyl) ether + TX, bis(tributyltin) oxide + TX, bisazir + TX, bisthiosemi + TX, bitertanol + TX, bixafen + TX, blasticidin-S + TX, borax + TX, bordeaux mixture + TX, boscalid + TX, brevicomin + TX, brodifacoum + TX, brofenvalerate + TX, bromadiolone + TX, bromethalin + TX, bromfenvinfos + TX, bromoacetamide + TX, bromo-'cyclen + TX, bromo-DDT + TX, bromophos + TX, bromopropylate + TX, bromuconazole + TX, bronopol + TX, bufencarb + TX, bupirimate + TX, buprofezin + TX, busulfan + TX, but-3-ynyl N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate + TX, butacarb + TX, butathiofos + TX, butocarboxim + TX, butonate + TX, butopyronoxyl + TX, butoxy(polypropylene glycol) + TX, butoxycarboxim + TX, butylpyridaben + TX, calcium arsenate + TX, calcium cyanide + TX, calcium polysulfide + TX, camphechlor + TX, captafol + TX, captan + TX, carbanolate + TX, carbendazim + TX, carbon disulfide + TX, carbon tetrachloride + TX, carbophenothion + TX, carboxin + TX, cartap hydrochloride + TX, CAS Number: 2049581-78-2 + TX, CAS Number: 2323565-15-5 + TX, CAS Number: 2454319-63-0 + TX, CAS Number: 2757172-25-9 + TX, CAS Number: 3052252-62-4 + TX, CAS Number: 3052252-63-5 + TX, CAS Number: 3095661-21-2 + TX, CAS Number: 83-46-5 + TX, cevadine + TX, chino-methionat + TX, chloralose + TX, chlorbenside + TX, chlorbicyclen + TX, chlordane + TX, chlordecone + TX, chlordimeform + TX, chlordimeform hydrochloride + TX, chlorfenethol + TX, chlorfenson + TX, chlorfensulfide + TX, chlorobenzilate + TX, chloroform + TX, chloroinconazide + TX, chloromebuform + TX, chloromethiuron + TX, chloroneb + TX, chlorophacinone + TX, chloropicrin + TX, chloropropylate + TX, chloro-'tha-'lo-'nil + TX, chlorphoxim + TX, chlorprazophos + TX, chlorthiophos + TX, chlozolinate + TX, cholecalciferol + TX, Chrysoperla carnea + TX, cinerin I + TX, cinerin II + TX, cinerins + TX, cismethrin + TX, cis-resmethrin + TX, clocythrin + TX, closantel + TX, codlelure + TX, codlemone + TX, copper acetoarsenite + TX, copper arsenate + TX, copper dioctanoate + TX, copper hydroxide + TX, copper naphthenate + TX, copper 83373_FF

[0726] 90

[0727] oleate + TX, copper oxide + TX, copper oxychloride + TX, copper sulfate + TX, coumachlor + TX, coumafuryl + TX, coumaphos + TX, coumatetralyl + TX, coumethoxystrobin (jiaxiangjunzhi) + TX, coumithoate + TX, coumoxystrobin + TX, cresol + TX, crimidine + TX, crotamiton + TX, crotoxyphos + TX, crufomate + TX, cryolite + TX, Cryptolaemus montrouzieri + TX, CS 708 + TX, cuelure + TX, cufraneb + TX, cyanofenphos + TX, cyanophos + TX, cyanthoate + TX, cyazofamid + TX, cybutryne + TX, cyclethrin + TX, cyclobutrifluram + TX, Cydia pomonella GV + TX, cyflufenamid + TX, cymiazole + TX, cymoxanil + TX, cyproconazole + TX, cyprodinil + TX, cythioate + TX, cytokinins + TX, Dacnusa sibirica + TX, DAEP + TX, dazomet + TX, DCIP + TX, DCPM + TX, DDT + TX, debacarb + TX, decarbofuran + TX, demephion + TX, demephion-0 + TX, demephion-S + TX, demeton-methyl + TX, demeton-0 + TX, demeton-O-methyl + TX, demeton-S + TX, demeton-S-methyl + TX, demeton-S-methylsulfon + TX, diamidafos + TX, dibutyl adipate + TX, dibutyl phthalate + TX, dibutyl succinate + TX, dicapthon + TX, dichlobentiazox + TX, dichlofenthion + TX, dichlofluanid + TX, dichlone + TX, dichlorophen + TX, dichlorvos + TX, dichlozoline + TX, dicliphos + TX, diclocymet + TX, diclomezine + TX, dicloran + TX, dicresyl + TX, dicyclanil + TX, dicyclopentadiene + TX, dieldrin + TX, dienochlor + TX, diethofencarb + TX, diethyl 5-methylpyrazol-3-yl phosphate + TX, diethyltoluamide + TX, difenacoum + TX, difenoconazole + TX, difethialone + TX, diflovidazin + TX, Diglyphus isaea + TX, dilor + TX, dimatif + TX, dimefluthrin + TX, dimefox + TX, dimetan + TX, dimethirimol + TX, dimetho-'morph + TX, dimethrin + TX, dimethyl carbate + TX, dimethyl phthalate + TX, dimethylvinphos + TX, dimetilan + TX, dimoxystrobin + TX, dinex + TX, dinex-diclexine + TX, diniconazole + TX, dinocap-4 + TX, dinocap-6 + TX, dinocton + TX, dino-'penton + TX, dinoprop + TX, dinosam + TX, dinoseb + TX, dinosulfon + TX, dinoterbon + TX, diofenolan + TX, dioxabenzofos + TX, dioxathion + TX, diphacinone + TX, diphenyl sulfone + TX, dipymetitrone + TX, dipyrithione + TX, disparlure + TX, disulfiram + TX, dithianon + TX, dithicrofos + TX, DNOC + TX, dodec-8-en-1-yl acetate + TX, dodec-9-en-1-yl acetate + TX, dodeca-8 + TX, dodemorph + TX, dodicin + TX, dodine + TX, dofenapyn + TX, dominicalure + TX, doramectin + TX, DSP + TX, d-tetramethrin + TX, ecdysterone + TX, edifenphos + TX, El 1642 + TX, EMPC + TX, Encarsia formosa + TX, endothal + TX, endothion + TX, enestroburin + TX, enoxastrobin + TX, EPBP + TX, epoxicon-'azole + TX, eprinomectin + TX, Eretmocerus eremicus + TX, ergocalciferol + TX, erysichrona + TX, erysicrona + TX, etaphos + TX, ethaboxam + TX, ethiofencarb + TX, ethirimol + TX, ethoate-methyl + TX, ethyl 1-[[4-[(Z)-2-ethoxy-3,3,3-trifluoro-prop-1-enoxy] phenyl] methyl] pyrazole-3-carboxy late (may be prepared from the methods described in WO 2020 / 056090) + TX, ethyl 1-[[4-[[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy]phenyl]methyl]pyrazole-3-carboxylate (may be prepared from the methods described in WO 2020 / 056090) + TX, ethyl 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate + TX, ethyl 1-[[5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-2-thienyl]methyl]pyrazole-4-carboxylate (this compound may be prepared from the methods described in WO 2018 / 158365) + TX, ethyl 4-methyloctanoate + TX, ethyl formate + TX, ethyl hexanediol + TX, ethylene dibromide + TX, ethylene dichloride + TX, ethylene oxide + TX, etridiazole + TX, etrimfos + TX, eugenol + TX, EXD + TX, famoxa-'done + TX, farnesol + TX, farnesol with nerolidol + TX, fenamidone + TX, fenaminosulf + TX, fenaminstrobin + TX, fenarimol + TX, fenazaflor + TX, fenbuconazole + TX, fenbutatin oxide + TX, fenchlorphos + TX, feneptamidoquin (CAS Number: 2132414-04-9) + TX, fenethacarb + TX, fenfuram + TX, fenhexamid + TX, fenitrothion + TX, fenopyramid (CAS Number: 83373_FF

[0728] 91

[0729] 2344721-61-3) + TX, fenothiocarb + TX, fenoxacrim + TX, fenoxanil + TX, fenpiclonil + TX, fenpicoxamid + TX, fenpirithrin + TX, fenpropidin + TX, fenpropimorph + TX, fenpyrad + TX, fenpyrazamine + TX, fen-'pyroximate + TX, fenson + TX, fensulfothion + TX, fenthion + TX, fenthion-ethyl + TX, fentin + TX, fentrifanil + TX, ferbam + TX, ferimzone + TX, ferric phosphate + TX, flocoumafen + TX, florylpicoxamid + TX, fluazinam + TX, flubeneteram + TX, flubenzimine + TX, flucofuron + TX, flucycloxuron + TX, fludioxo...

Claims

83373_FF200CLAIMS1. A compound of the formula (I)whereinR1is selected from Ci-C4-alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl, C2-C4- haloalkenyl, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C5-C11- spirocycloalkyl, C4-C8-bicycloalkyl, 3-, 4-, 5- or 6-membered heterocycloalkyl, phenyl, 5- or 6- membered heteroaryl, phenyl-Ci-C4-alkyl, 5- or 6-membered heteroaryl-Ci-Cs-alkyl, C3-C6- cycloalkenyl, 4- to 8-membered heterobicycloalkyl, Ci-C4-alkylcarbonyl, Ci-C4-haloalkylcarbonyl, or Cs-Ce-cycloalkylcarbonyl;wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl contains 1 or 2 heteroatoms or groups individually selected from N, O, S, S=O or SO2, with the proviso that no more than one is O, S, S=O or SO2, and wherein any of said 3-, 4-, 5- or 6-membered heterocycloalkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl or oxo;wherein any of said 5- or 6-membered heteroaryl contains 1 or 2 heteroatoms individually selected from N or O, and wherein any of said 5- or 6-membered heteroaryl, are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, C1- Cs-haloalkyl, Ci-Cs-alkoxy, or Cs-Ce-cycloalkyl;wherein any of said phenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, or Ci-Cs-alkoxy;wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl;wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci- Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino, Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, Ci-Cs-haloalkoxy, C2-C5- haloalkylalkynyl, Ci-Cs-alkylaminocarbonyl, Cs-Ce-cycloalkylaminocarbonyl, C1-C3- alkylcarbonylamino, or Cs-Ce-cycloalkylcarbonylamino; andwherein any of said Cs-Ce-cycloalkenyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5- alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, or Ci-4-alkoxycarbonyl;83373_FF201R2is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci- C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-haloalkyl, or C2-C5- alkynyl;R3is selected from halogen, cyano, or C1-C3-alkyl;R4and R5are independently selected from hydrogen, or C1-C3-alkyl, or R4and R5together with the carbon to which they are attached represent a C3-C5-cycloalkyl group;R6is selected from hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci- C4-alkyl, cyano-Ci-C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4- alkyl, Ci-C2-alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl, C1-C4- dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl Ci-C4alkoxy Ci-C4alkyl, C2-C5-alkynyl, or Ci-C4-haloalkyl; andX1and X2are independently selected from fluorine or chlorine;or a salt or an N-oxide thereof.

2. The compound of formula (I) according to claim 1, wherein R3is chlorine or fluorine; X1is fluorine and X2is chlorine, orX1and X2are fluorine, orX1and X2are chlorine.

3. The compound of formula (I) according to claim 1 or 2, wherein R4is hydrogen and R5is methyl or ethyl, or R4is methyl or ethyl and R5is hydrogen, or R4and R5are methyl, or R4and R5together with the carbon to which they are attached form a cyclopropyl-ring.

4. The compound of formula (I) according to any one of claims 1 to 3, wherein R2is hydrogen; and R6is hydrogen, Ci-C4-alkyl, C3-C6-cycloalkyl-C1-C3-alkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci- C4-alkyl, Ci-C4-alkylcarbonyl, Ci-C4-alkoxycarbonyl, Ci-C4-alkylcarbonyloxy-Ci-C4-alkyl, C1-C2- alkoxy-C2-C3-alkoxy-Ci-C3-alkyl, Ci-C4-alkoxycarbonyloxy-Ci-C4-alkyl, C1-C4- dialkylaminocarbonyloxy-Ci-C4-alkyl, phenylcarbonyloxy-Ci-C4-alkyl, phenyl-Ci-C4alkoxy-Ci-C4alkyl, C2-C5-alkynyl, or Ci-C4-haloalkyl.

5. The compound of formula (I) according to any one of claims 1 to 4, wherein R2is hydrogen; and R6is hydrogen.

6. The compound of formula (I) according to any one of claims 1 to 5, wherein R1is selected from C1-C4- alkyl, C2-C4-alkenyl, C2-C5-alkynyl, Cs-Ce-cycloalkyl, Ci-C4-haloalkyl (preferably Ci-C4-fluoroalkyl, C1- C4-chloroalkyl or Ci-C4-chloro / fluoroalkyl), C2-C4-haloalkenyl (preferably C2-C4-fluoroalkenyl, C2-C4- chloroalkenyl or C2-C4-chloro / fluoroalkenyl), Ci-C4-alkoxy-Ci-C4-alkyl, cyano-Ci-C4-alkyl, C3-C6- cycloalkyl-Ci-C4-alkyl, C4-C8-bicycloalkyl (preferably C4-C6-bicycloalkyl), 5-membered heterocycloalkyl, 6- to 8-membered heterobicycloalkyl, Ci-C4-alkylcarbonyl, C1-C4- haloalkylcarbonyl (preferably Ci-C4-fluoroalkylcarbonyl, Ci-C4-chloroalkylcarbonyl or Ci-C4-chloro / fluoroalkylcarbonyl), or Cs-Ce-cycloalkylcarbonyl;83373_FF202wherein any of said 5-membered heterocycloalkyl contains 1 or 2 heteroatoms individually selected from N or O; and wherein any of said 5-membered heterocycloalkyl is unsubstituted or substituted by 1 or 2 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Cs-Ce-cycloalkyl, or oxo;wherein any of said C4-C8-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, or Ci-Cs-haloalkyl; and wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from halogen, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkyl, C2-C5-alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, C1-C4- alkoxycarbonyl, Ci-Cs-alkoximino, Ci-Cs-haloalkoximino, Ci-Cs-alkoximinomethyl, C1-C3- haloalkoxy, or C2-C5-haloalkylalkynyl.

7. The compound of formula (I) according to any one of claims 1 to 5, wherein R1is selected from C2-C5- alkynyl, Cs-Ce-cycloalkyl, Ci-C4-fluoroalkyl, Ci-C4-chloroalkyl, Ci-C4-chloro / fluoroalkyl, cyano-Ci-C4- alkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, C4-C6-bicycloalkyl, Ci-C4-alkylcarbonyl, Ci-C4-fluoroalkylcarbonyl, Ci-C4-chloroalkylcarbonyl, Ci-C4-chloro / fluoroalkylcarbonyl, or Cs-Ce-cycloalkylcarbonyl;wherein any of said C4-C6-bicycloalkyl are unsubstituted or substituted by 1 substituent selected from fluoro, chloro, cyano, Ci-Cs-alkyl, Ci-Cs-alkoxy, Ci-Cs-fluoroalkyl, C1-C3- chloroalkyl or Ci-Cs-chloro / fluoroalkyl; andwherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from fluoro, chloro, cyano, Ci-Cs- alkyl, Ci-Cs-alkoxy, Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl, Ci-Cs-chloro / fluoroalkyl, C2-C5- alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino, C1-C3- fluoroalkoximino, Ci-Cs-chloroalkoximino, Ci-Cs-chloro / fluoroalkoximino, C1-C3- alkoximinomethyl, Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, Ci-Cs-chloro / fluoroalkoxy, C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl.

8. The compound of formula (I) according to any one of claims 1 to 5, wherein R1is selected from C2-C5- alkynyl, Cs-Ce-cycloalkyl, cyano-Ci-C4-alkyl, or C3-C6-cycloalkyl-Ci-C4-alkyl;wherein any of said Cs-Ce-cycloalkyl or C3-C6-cycloalkyl-Ci-C4-alkyl are unsubstituted or substituted by 1, 2 or 3 substituents independently selected from fluoro, chloro, cyano, Ci-Cs- alkyl, Ci-Cs-alkoxy, Ci-Cs-fluoroalkyl, Ci-Cs-chloroalkyl, Ci-Cs-chloro / fluoroalkyl, C2-C5- alkynyl, C2-C5-alkenyl, Cs-Ce-cycloalkyl, Ci-C4-alkoxycarbonyl, Ci-Cs-alkoximino, C1-C3- fluoroalkoximino, Ci-Cs-chloroalkoximino, Ci-Cs-chloro / fluoroalkoximino, C1-C3- alkoximinomethyl, Ci-Cs-fluoroalkoxy, Ci-Cs-chloroalkoxy, Ci-Cs-chloro / fluoroalkoxy, C1-C3- fluoroalkynyl, Ci-Cs-chloroalkynyl, or Ci-Cs-chloro / fluoroalkynyl.

9. The compound of formula (I) according to claim 1, selected from the group consisting of83373_FF2032-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-1), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-2), 2-chloro-N-cyclopropyl-5-[(2S)-2-(trichloromethylsulfonylamino)propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-3), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-4), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-5), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-6), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-7), 2-chloro-N-(1-cyanocyclopropyl)-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-9), 2-chloro-N-(1-cyano-1-cyclopropyl-ethyl)-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-10), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[1-(fluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-11), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-2,2-difluoro-1-methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-13), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1 S)-2,2-difluoro-1-methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-14), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(3-fluorocyclobutyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-17), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-18), 2-chloro-N-(3-chloro-1-bicyclo[1.1.1]pentanyl)-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-19), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-21), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-22), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-23), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-methyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-25), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[1-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-28), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-29), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-cyano-1-cyclopropyl-ethyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-30), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[1-(fluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-31), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-2,2-difluoro-1-methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-34), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S)-2,2-difluoro-1-methyl-ethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-35), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-39), 2-chloro-N-(3-chloro-1-bicyclo[1.1.1]pentanyl)-5-[(2S)-2-83373_FF204[[chloro(difluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-40), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-41), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2-fluoro-2-methyl-propyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-42), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-43), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-44), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-45), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-46), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3-fluoro-1-bicyclo[1.1.1]pentanyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-47), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-methyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-49), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-ethynylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-51), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[1- (difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-52), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-55), N-(1-bicyclo[1.1.1]pentanyl)-2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-64), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethyl)-1-bicyclo[1.1.1]pentanyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-69), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(1-methylprop-2-ynyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-74), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2,2-dimethylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-77), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2,2-difluoroethyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-80), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-(trichloromethylsulfonyl)amino]methyl 2-methylpropanoate (P-82), 5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-2-fluoro-pyroxocyclobutyl)pyridine-3-carboxamide (P- 86), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-90), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-92), 2-chloro-N-[(1 R,2R)-2-fluorocyclopropyl]-5-[(2S)-2-(trichloromethylsulfonylamino)propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-101), 2-chloro-N-[(1S,2S)-2-fluorocyclopropyl]-5-[(2S)-2-(trichloromethylsulfonylamino)propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-102), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-108), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(propoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-109), [[chloro(difluoro)methyl]sulfonyl-[(1 S)-2-[[6-chloro-83373_FF2055-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl acetate (P-110), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl 2-methylpropanoate (P-111), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(cyclopropylmethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-112), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-114), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl methyl carbonate (P-115), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-116), [[chloro(difluoro)methyl]sulfonyl-[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]amino]methyl 2,2-dimethylpropanoate (P-117), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-ethyl-amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-118), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-119), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(propoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-120), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[chloro(difluoro)methyl]sulfonyl-amino]methyl acetate (P-121), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[chloro(difluoro)methyl]sulfonyl-amino]methyl 2-methylpropanoate (P-122), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl- (cyclopropylmethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-123), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-125), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[chloro(difluoro)methyl]sulfonyl-amino]methyl methyl carbonate (P-126), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-127), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[chloro(difluoro)methyl]sulfonyl-amino]methyl 2,2-dimethylpropanoate (P-128), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonyl-ethyl-amino]propoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-129), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-130), [[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl acetate (P-131), [[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl 2-methylpropanoate (P-132), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-135), [[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl methyl carbonate (P-136), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-137),83373_FF206[[(1S)-2-[[6-chloro-5-[[(1S,2R)-2-fluorocyclopropyl]carbamoyl]-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl 2,2-dimethylpropanoate (P-138), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-ethyl-amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-139), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[2-chloro-2-fluoro-cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-141), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-143), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]butoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-144), 2-chloro-N-[2-chlorocyclopropyl]-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-147), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-1,2-dimethylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-151), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(8-oxabicyclo[3.2.1]octan-3-yl)pyroxocyclobutyl)pyridine-3-carboxamide (P-159), 2-chloro-N-(1-cyclopropylethyl)-5-[(2S)- 2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-167), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-1,2-dimethylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-171), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2-fluoro-1-methyl-cyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-172), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-173), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3-oxabicyclo[3.1.0]hexan-6-yl)pyroxocyclobutyl)pyridine-3-carboxamide (P-181), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-(1-ethynylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-195), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-196), 2-chloro-5-[[1- [[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-(1-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-197), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2S)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-198), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-fluorocyclopropyl] pyridine- 3-carboxamide (P-199), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-201), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-methylcyclopropyl] pyroxocyclobutyl)pyridine-3-carboxamide (P-202), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-204), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-(1-methylcyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-209), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-(1 -cyanocyclopropyl) pyroxocyclobutyl)pyridine-3-carboxamide (P-210), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-212), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-214), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-methylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-215), 2-chloro-5-[[1-83373_FF207[[dichloro(fluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1S,2R)-2-fluorocyclopropyl] pyroxocyclobutyl)pyridine-3-carboxamide (P-227), 2-chloro-N-(1-cyanocyclopropyl)-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-235), 2-chloro-5-[2- [[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-237), 2-chloro-5-[2-[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1 S,2R)-2-fluorocyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-239), 2-chloro-N-cyclopropyl-5-[2- [[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-242), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(methoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-244), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl- (propoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-245), 5-[(2S)-2-[butoxymethyl- [dichloro(fluoro)methyl]sulfonyl-amino]propoxy]-2-chloro-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-247), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl- (isobutoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-248), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(ethoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-252), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]- [dichloro(fluoro)methyl]sulfonyl-amino]methyl butanoate (P-254), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl methyl carbonate (P-256), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl isopropyl carbonate (P-257), 2-chloro-N-cyclopropyl-5- [(2S)-2-[[dichloro(fluoro)methyl]sulfonyl-(isopropoxymethyl)amino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-258), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[3- (fluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-267), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2S)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-268), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)- 2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-269), 2-chloro-5-[(2S)-2- [[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[2-(fluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-285), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-1-cyano-2-methyl-propyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-291), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-1-cyanoethyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-295), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R,2R)-2- (difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-298), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-299), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-(fluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-300), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,2S)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-305), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-fluoro- 3-(fluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-308), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[2-(fluoromethyl)cyclopropyl]pyridine-3-83373_FF208carboxamide (P-315), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(3S,4R)-3,4-difluorocyclopentyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-316), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1R)-1-methylprop-2-ynyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-317), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3,3-difluorocyclobutyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-318), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(5,5-dimethyl-4H-isoxazol-3-yl)pyroxocyclobutyl)pyridine-3-carboxamide (P-323), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethyl)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-330), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-ethyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-334), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-ethyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-352), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(2R,3S)-2,3-dimethylcyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-357), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]butoxy]-N-cyclopropyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-359), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-[(1S,3S)-3-fluorocyclopentyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-360), 2-chloro-N-(2-cyanocyclopropyl)-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]pyroxocyclobutyl)pyridine-3-carboxamide (P-362), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[(1S,3S)-3-fluorocyclopentyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-364), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(2-cyanocyclopropyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-366), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonyl-prop-2-ynyl-amino]propoxy]-N-[(1S,2R)-2-fluorocyclopropyl] pyroxocyclobutyl)pyridine-3-carboxamide (P-374), 2-chloro-N-cyclopropyl-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-prop-2-ynyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-378), 2-chloro-5-[(2S)-2-[[dichloro(fluoro)methyl]sulfonylamino]propoxy]-N-(3,3-difluoroallyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-379), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-[3-(difluoromethoxy)cyclobutyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-381), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-prop-2-ynyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-382), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-cyclopropyl-N-(2,2-difluoroethyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-383), 2-chloro-5-[(2S)-2- [[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-(3,3-difluoroallyl)pyroxocyclobutyl)pyridine-3-carboxamide (P-384), 2-chloro-5-[(2S)-2-[[chloro(difluoro)methyl]sulfonylamino]propoxy]-N-propanoyl-pyroxocyclobutyl)pyridine-3-carboxamide (P-385), [[(1S)-2-[[6-chloro-5-(cyclopropylcarbamoyl)-3-pyridyl]oxy]-1-methyl-ethyl]-[dichloro(fluoro)methyl]sulfonyl-amino]methyl benzoate (P-386), 2-chloro-5-[[1-[[chloro(difluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-391), 2-chloro-5-[2-[[chloro(difluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-392), 2-chloro-5-[[1-[[dichloro(fluoro)methyl]sulfonylamino]cyclopropyl]methoxy]-N-[(1R,2R)-2-(difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-393), and 2-chloro-5-[2-83373_FF209[[dichloro(fluoro)methyl]sulfonylamino]-2-methyl-propoxy]-N-[(1R,2R)-2- (difluoromethyl)cyclopropyl]pyroxocyclobutyl)pyridine-3-carboxamide (P-394).

10. A composition comprising a compound as defined in any one of claims 1 to 9, and optionally further comprising at least one additional active ingredient and / or an agrochemically-acceptable diluent or carrier.

11. A method of combating and controlling insects, acarines or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, or molluscicidally effective amount of a compound of formula (I) as defined in any one of claims 1 to 9 or a composition as defined in claim 10.

12. A method for the protection of plant propagation material from the attack by insects, acarines, or molluscs, which comprises treating the propagation material or the site, where the propagation material is planted, with an effective amount of a compound of formula (I) as defined in any one of claims 1 to 9 or a composition as defined in claim 10.

13. A plant propagation material, such as a seed, comprising, or treated with or adhered thereto, a compound of formula (I) as defined in any one of claims 1 to 9.

14. A compound of formula (VI), or a salt thereof,wherein R7is Ci-Ce alkyl, and R3, R4, R5, X1and X2are defined as for compounds of formula (I) according to any one of claims 1 to 8.

15. A compound of formula (XV), or a salt thereof,wherein R1, R2, R3, R4, R5, X1and X2are defined as for compounds of formula (I) according to any one of claims 1 to 8.