Compounds, agrochemical composition, method of control or prevention of infestation of useful plants by phytopathogenic microorganisms and use

Abstract

Microbiocidal derivatives, compounds of formula (i) wherein the substituents are as defined in claim 1, useful as pesticides, and especially fungicides.

Description

COMPOUNDS, AGROCHEMICAL COMPOSITION, METHOD OF CONTROLLING OR PREVENTING INFESTATION OF USEFUL PLANTS BY PHYTOPATHOGENIC MICROORGANISMS AND USE

[0001] The present invention relates to microbicidal azabenzodioxol derivatives, e.g., as active ingredients, which have microbicidal activity, in particular fungicidal activity. The invention also relates to the preparation of these azabenzodioxol derivatives, with agrochemical compositions comprising at least one of the azabenzodioxol derivatives, and with the uses of azabenzodioxol derivatives or their compositions in agriculture or horticulture for the control or prevention of infestation of plants, harvested food crops, seeds or non-living materials by phytopathogenic microorganisms, preferably fungi.

[0002] WO 2015 / 040405 describes pyridinecarboxamide derivatives as pesticide agents.

[0003] According to the present invention, a compound of formula (I) is provided: (I) in which R1 is hydrogen, cyano, formyl, C1-C6alkylcarbonyl, C1-C6alkoxycarbonyl, C1-C6haloalkylcarbonyl, C1C6alkoxyC1-C6alkylcarbonyl, C3-C6cycloalkylcarbonyl, C1-C6alkoxyC1-C3alkoxycarbonyl, C1-C6alkoxyoxalyl, C1alkoxy Petition 870260057436, dated 12 / 06 / 2026, page 11 / 144 2 / 123 C-C4 alkoxy C-C carbonyl alkyl, C-C alkyl sulfanil carbonyl or phenyl carbonyl; R2e R3e are each independently hydrogen, C1-C1 alkyl, C1-C1 haloalkyl, halogen or C1-C1 alkoxy C1-C1 alkyl C2; R4 is a C1-C5 alkyl, C1-C5 haloalkyl, C1-C5 alkoxy, C3-C5 cycloalkyl, C3-C5 cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 3 groups represented by R1, phenyl, C1-C3 phenylalkyl, heteroaryl, C1-C3 heteroarylalkyl, wherein the heteroaryl is a monocyclic aromatic ring with 5 or δ members comprising 1, 2, 3 or 4 heteroatoms individually selected from nitrogen, oxygen and sulfur, heterocyclyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a monocyclic non-aromatic ring with 4, 5 or ε members comprising 1, 2 or 3 heteroatoms or groups individually selected from nitrogen, oxygen, sulfur and S(O)2, wherein the heterocyclyl groups are optionally substituted by 1 or 2 groups represented by R1 R7, or a non-aromatic spirocyclic carbobi- or carbotri-cyclyl ring system with 5 to 10 members optionally comprising 1, 2, 3, 4 or 5 individually selected nitrogen heteroatoms,oxygen and sulfur, and optionally linked to the rest of the molecule via a C1-C2 alkylene ligand; R5 is phenyl or heteroaryl, wherein the heteroaryl is a monocyclic aromatic ring with 5 or 1 members comprising i, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, and wherein the phenyl or heteroaryl group is optionally substituted by i, 2 or 3 Petition 870260057436, dated 12 / 06 / 2026, p. 12 / 144 3 / 123 substitutes, which may be the same or different, selected from R6; R6 is a halogen, C1-C4 alkyl, C1-C4 alkoxy, or C1-C4 haloalkyl; R7 is halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, or C1-C4 haloalkoxy; either a salt of it or an N-oxide.

[0004] Surprisingly, it was discovered that the new compounds of formula (I) have, for practical purposes, a very advantageous level of biological activity for protecting plants against diseases caused by fungi.

[0005] According to a second aspect of the invention, an agrochemical composition is provided comprising an effective amount in terms of fungicides of a compound of formula (I) according to the present invention. Such an agricultural composition may further comprise at least one additional active ingredient and / or an agrochemically acceptable diluent or carrier.

[0006] According to a third aspect of the invention, a method is provided for controlling or preventing the infestation of useful plants by phytopathogenic microorganisms, wherein an effective amount in terms of fungicides of a compound of formula (I), or a composition comprising this compound as an active ingredient, is applied to the plants, their parts or their locus.

[0007] According to a fourth aspect of the invention, the use of a compound of formula (I) as a fungicide is provided. According to this particular aspect of the invention, the use may or may not include methods for treating the human or animal body by surgery or therapy. Petition 870260057436, dated 12 / 06 / 2026, p. 13 / 144 4 / 123

[0008] Where substituents are indicated as being optionally substituted, this means that they may or may not carry one or more identical or different substituents, e.g., one, two, or three R6 substituents. For example, C1-C8 alkyl substituted with 1, 2, or 3 halogens may include, but is not limited to, -CH2Cl, -CHCl2, -CCl3, -CH2F, -CHF2, -CF3, -CH2CF3, or -CF2CH3 groups. As another example, C1-C6 alkoxy substituted with 1, 2, or 3 halogens may include, but is not limited to, CH2ClO-, CHCl2O, CCl3O-, CH2FO-, CHF2O-, CF3O-, CF3CH2O-, or CH3CF2O- groups.

[0009] As used herein, the term "cyan" means a -CN group.

[0010] As used herein, the term “halogen” refers to fluorine (fluoro), chlorine (chlorine), bromine (bromine), or iodine (iodine).

[0011] As used herein, the term “formyl” means a -C(O)H group.

[0012] As used herein, the term “acetyl” means a -C(O)CH3 group.

[0013] As used herein, the term C1-C8 alkyl refers to a linear or branched hydrocarbon chain radical consisting merely of carbon and hydrogen atoms, containing no unsaturation, having from one to eight carbon atoms, and which is attached to the rest of the molecule by a single bond. C1-C6 alkyl, C1-C4 alkyl, and C1-C3 alkyl should be interpreted accordingly. Examples of C1-C8 alkyl include, but are not limited to, methyl, ethyl, n-propyl, and their isomers, for example, isopropyl. A C1-C6 alkylene group refers to the corresponding definition of C1-C6 alkyl, except that such a radical is attached to the rest of the molecule by two bonds. Petition 870260057436, dated 12 / 06 / 2026, p. 14 / 144 5 / 123 unique. The term “C1-C2 alkylene” should be interpreted accordingly. Examples of C1-C2 alkylenes include, but are not limited to, -CH2-, -CH2CH2-, and -(CH2)3-.

[0014] As used herein, the term “C1-Cs haloalkyl” refers to a C1-C8 alkyl radical as generally defined above substituted by one or more of the same halogen atoms or different halogen atoms. The terms “Ci-Ce haloalkyl” and “C1-C4 haloalkyl” should be interpreted accordingly. Examples of C1-C8 haloalkyl include, but are not limited to, trifluoromethyl.

[0015] As used herein, the term “C1-C8 alkoxy” refers to a radical of the formula -ORa where Ra is a C1-C8 alkyl radical as generally defined above. The terms “C1Ce alkoxy,” “C1-C4 alkoxy,” and “C1-C3 alkoxy” should be interpreted accordingly. Examples of C1-C8 alkoxy include, but are not limited to, methoxy, ethoxy, 1-methylethoxy (isopropoxy), and propoxy.

[0016] As used herein, the term “C2-C6 alkenyl” refers to a linear or branched hydrocarbon chain radical group consisting merely of carbon and hydrogen atoms, containing at least one double bond which may be of the (E) or (Z) configuration, having from two to six carbon atoms, which is attached to the rest of the molecule by a single bond. The term “C2-C3 alkenyl” should be interpreted accordingly. Examples of C2-C6 alkenyl include, but are not limited to, ethenyl (vinyl), prop1-enyl, prop-2-enyl (allyl), but-1-enyl.

[0017] As used herein, the term “C2-C6 alkynyl” refers to a linear or branched hydrocarbon chain radical group consisting merely of carbon atoms and Petition 870260057436, dated 12 / 06 / 2026, p. 15 / 144 6 / 123 hydrogen, containing at least one triple bond, having two to six carbon atoms, and which is attached to the rest of the molecule by a single bond. The term C2-C3 alkynyl should be interpreted accordingly. Examples of C2-C6 alkynyl include, but are not limited to, ethinyl, prop-1-ynyl, but-1-ynyl.

[0018] As used herein, the term “C2-C6oxy alkynyl” refers to a radical of the formula -ORa where Ra is a C2-C8 alkynyl radical as generally defined above.

[0019] As used herein, the term C3-C8 cycloalkyl refers to a radical that is a saturated monocyclic ring system containing 3 to 8 carbon atoms. The terms C3-C6 cycloalkyl and C3-C4 cycloalkyl should be interpreted accordingly. Examples of C3-C6 cycloalkyl include, but are not limited to, cyclopropyl, 1-methylcyclopropyl, 2-methylcyclopropyl, cyclobutyl, 1-methylcyclobutyl, 1,1-dimethylcyclobutyl, 2-methylcyclobutyl, and 2,2-dimethylcyclobutyl.

[0020] As used herein, the term C3-C8 cycloalkyl C1-C2 cycloalkyl refers to a C3-C8 cycloalkyl ring attached to the rest of the molecule by a C1-C2 alkylene ligand as defined above.

[0021] As used herein, the term C1-C2 phenylalkyl refers to a phenyl ring attached to the rest of the molecule by a C1-C2 alkylene ligand as defined above.

[0022] As used herein, the term C1C2 oxetan-3-ylalkyl refers to an oxethane ring attached to the rest of the molecule by a C1-C2 alkylene ligand as defined above. Petition 870260057436, dated 12 / 06 / 2026, p. 16 / 144 7 / 123

[0023] As used herein, the term heteroaryl refers to a 5- or 6-membered aromatic monocyclic ring radical comprising 1, 2, 3, or 4 individually selected heteroatoms of nitrogen, oxygen, and sulfur. Examples of heteroaryl include, but are not limited to, furanyl, pyrrolyl, thienyl, pyrazolyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, tetrazolyl, pyrazinyl, pyridazinyl, pyrimidinyl, or pyridyl.

[0024] As used herein, the term C1-C2 heteroarylalkyl refers to a heteroaryl ring attached to the rest of the molecule by a C1-C2 alkylene ligand as defined above.

[0025] As used herein, the term heterocyclyl refers to a stable non-aromatic monocyclic ring with 4, 5, or 6 members comprising 1, 2, or 3 heteroatoms, wherein the heteroatoms are individually selected from nitrogen, oxygen, and sulfur. The heterocyclyl radical may be linked to the rest of the molecule through a carbon atom or heteroatom. Examples of heterocyclyls include, but are not limited to, aziridinyl, azetidinyl, oxetanyl, thietanyl, tetrahydrofuryl, pyrrolidinyl, pyrazolidinyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, dioxolanyl, dithiolanyl, and thiazolidinyl.

[0026] As used herein, the term C1C2 heterocyclylalkyl refers to a heterocyclyl ring attached to the rest of the molecule by a C1-C2 alkylene ligand as defined above. Petition 870260057436, dated 12 / 06 / 2026, p. 17 / 144 8 / 123

[0027] As used herein, a “spirocyclic carbobi- or carbotricyclyl ring” is a non-aromatic bicyclic ring system comprising two rings joined at a carbon atom, i.e., sharing a carbon atom. Examples of a spirocyclic carbobi- or carbotricyclyl ring system include, but are not limited to, spiro[3.3]heptanyl, spiro[3.4]octanyl, spiro[4.5]decanyl, spiro[cyclobutan-1,2'-indanyl] or spiro[cyclopentane-1,2'-tetralynyl].

[0028] As used herein, the term “C1-C6 alkyl carbonyl” refers to a radical of the formula -C(O)Ra, where Ra is a C1-C6 alkyl radical as generally defined above.

[0029] As used herein, the term “C1-C6 alkyl C1C6 carbonyl alkoxy” refers to a radical of the formula -C(O)RaORb, where Rb is a C1-C6 alkyl radical as generally defined above, and Ra is a C1-C6 alkylene radical as generally defined above.

[0030] As used herein, the term “C1C6 haloalkyl carbonyl” refers to a radical of the formula -C(O)Ra, where Ra is a C1-C6 haloalkyl radical as generally defined above.

[0031] As used herein, the term “C3C6cycloalkyl carbonyl” refers to a radical of the formula -C(O)Ra, where Ra is a C3-C6 cycloalkyl radical as generally defined above.

[0032] As used herein, the term “C1-C6 alkoxy carbonyl” refers to a radical of the formula -C(O)ORa, where Ra is a C1-C6 alkyl radical as generally defined above. Petition 870260057436, dated 12 / 06 / 2026, p. 18 / 144 9 / 123

[0033] As used herein, the term “Ci-Ceoxalyl alkoxy” refers to the radical -C(O)C(O)ORa, where Ra is a C1-C6 alkyl radical as generally defined above.

[0034] As used herein, the term “C2Cgoxycarbonyl alkenyl” refers to a radical of the formula -C(O)ORa, where Ra is a C2-C6 alkenyl radical as generally defined above.

[0035] As used herein, the term “C2Ceoxycarbonyl alkynyl” refers to a radical of the formula -C(O)ORa, where Ra is a C2-C6 alkynyl radical as generally defined above.

[0036] As used herein, the term “C1Cesulfanylcarbonyl alkyl” refers to a radical of the formula C(O)SRa, where Ra is a C1-C6 alkyl radical as generally defined above.

[0037] As used herein, the term “phenylcarbonyl” refers to a radical of the formula -C(O)Ra, where Ra is a phenyl radical.

[0038] As used herein, the term “C1-C2 phenylalkyl” refers to a phenyl ring attached to the rest of the molecule by a C1-C2 alkylene ligand as defined above.

[0039] As used herein, the term “phenoxycarbonyl” refers to a radical of the formula -C(O)ORa, where Ra is a phenyl radical.

[0040] As used herein, the term “heteroarylcarbonyl” refers to a radical of the formula -C(O)Ra, where Ra is a heteroaryl radical as generally defined above.

[0041] The presence of one or more possible stereogenic atoms in a compound of formula (I) means that the compounds can occur in optically isomeric forms, Petition 870260057436, dated 12 / 06 / 2026, p. 19 / 144 10 / 123 That is, enantiomeric or diastereomeric forms. Similarly, atropisomers can occur as a result of restricted rotation around a single bond. Formula (I) is intended to include all those possible isomeric forms and their mixtures. The present invention includes all those possible isomeric forms and their mixtures for a compound of formula (I). Likewise, formula (I) is intended to include all possible tautomers. The present invention includes all possible tautomeric forms for a compound of formula (I).

[0042] In each case, the compounds of formula (I) according to the invention are in free form, in oxidized form as an N-oxide or in salt form, e.g., in an agronomically usable salt form.

[0043] N-oxides are oxidized forms of tertiary amines or oxidized forms of nitrogen-containing heteroaromatic compounds. They are described, for example, in the book "Heterocyclic N-oxides" by A. Albini and S. Pietra, CRC Press, Boca Raton (1991).

[0044] The following list provides definitions, including preferred definitions, for substituents R1, R2, R3, R4, R5, R6 and R7 with reference to compounds of formula (I). For any of these substituents, any of the definitions given below can be combined with any definition of any other substituent given below or elsewhere in this document.

[0045] R1 is hydrogen, cyano, formyl, C1C6alkylcarbonyl, C1-C6alkoxycarbonyl, C1C6haloalkyl, C1-C6alkoxyC1-C6alkylcarbonyl, C3-C6cycloalkylcarbonyl, C1-C6alkoxyC1-C3alkoxycarbonyl, C1alkoxy Petition 870260057436, dated 12 / 06 / 2026, page 20 / 144 11 / 123 Ceoxalyl, C1-C6 carbonyl alkoxy, C1-C4 carbonyl alkoxy, C1-C6 carbonyl alkyl, C1-C4 carbonyl haloalkyl, C1-C4 carbonyl alkoxy, C1-C3 carbonyl alkyl, C3-C6 carbonyl cycloalkyl, or C1-C4 C1-C2 carbonyl alkoxy. More preferably, R1 is hydrogen, cyano, or C1-C6 carbonyl alkyl; even more preferably, hydrogen, cyano, or C1-C3 carbonyl alkyl. Still more preferably, R1 is hydrogen, cyano, or acetyl; even more preferably, hydrogen or cyano. Most preferably, R1 is hydrogen.

[0046] R2 and R3 are each independently hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, halogen or C1-C2 alkoxy. Preferably, R2 and R3 are each independently hydrogen, C1-C4 alkyl, C1-C4 haloalkyl, halogen or C1-C4 alkoxy. More preferably, R2 and R3 are each independently hydrogen, C1-C4 alkyl or halogen. Even more preferably, R2 and R3 are each independently hydrogen, C1-C3 alkyl or halogen. Still more preferably, R2 and R3 are each independently hydrogen, methyl, ethyl or fluorine. In particular, R2 and R3 are each independently hydrogen, methyl or fluorine.

[0047] In one embodiment, R2 and R3 are both hydrogen. In another embodiment, R2 and R3 are both fluorine. In a further embodiment, one of R2 and R3 is hydrogen, and one of R2 and R3 is methyl (e.g., when Petition 870260057436, dated 12 / 06 / 2026, page 21 / 144 12 / 123 R2 is hydrogen, R3 is methyl, and when R3 is hydrogen, R2 is methyl.

[0048] R4 is C1-C8 alkyl, C1-C8 haloalkyl, C1-C8 alkoxy, C3-C8 cycloalkyl, C3-C8 cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 to 3 groups represented by R6, phenyl, C1-C3 phenylalkyl, heteroaryl, C1-C3 heteroarylalkyl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from nitrogen, oxygen and sulfur, heterocyclyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a 4-, 5 or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms or groups individually selected from nitrogen, oxygen, sulfur and S(O)2, wherein the groups Heterocyclyl groups are optionally substituted by 1 or 2 groups represented by R6, or a non-aromatic spirocyclic carbobi- or carbotri-cyclyl ring system with 5 to 10 members optionally comprising 1, 2, 3, 4 or 5 individually selected nitrogen heteroatoms.Oxygen and sulfur, and optionally linked to the rest of the molecule via a C1-C2 alkylene ligand.

[0049] Preferably, R4 is a C1-C8 alkyl, haloalkyl C1-C6, C1-C8 alkoxy, C3-C6 cycloalkyl, C3C6 cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, phenyl, C1-C3 phenylalkyl, heteroaryl, C1-C3 heteroarylalkyl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from Petition 870260057436, dated 12 / 06 / 2026, p. 22 / 144 13 / 123 nitrogen, oxygen and sulfur, heterocyclyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a non-aromatic monocyclic ring with 4, 5 or 6 members comprising 1, 2 or 3 heteroatoms or groups individually selected from nitrogen, oxygen, sulfur and S(O)2, wherein the heterocyclyl groups are optionally substituted by 1 or 2 groups represented by R6, or a non-aromatic spirocyclic carbobicyl ring system with 5 to 10 members optionally comprising 1, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, and optionally linked to the rest of the molecule through a C1-C2 alkylene ligand.

[0050] More preferably, R4 is C1-C8 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, phenyl, C1-C3 phenylalkyl, heteroaryl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, heterocyclyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a 4- to 6-membered non-aromatic monocyclic ring comprising a single heteroatom or group individually selected from oxygen, sulfur and S(O)2, wherein the heterocyclyl groups are optionally substituted by a single group represented by R6, or a ring system of non-aromatic spirocyclic carbobi-cyclyl compounds with 6 to 10 members optionally comprising 1 or 2 individually selected heteroatoms of nitrogen, oxygen and sulfur. Even more Petition 870260057436, dated 12 / 06 / 2026, p. 23 / 144 14 / 123 preferably, R4 is a C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C3-C6 cycloalkyl, C3-C4 cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, C1-C3 phenylalkyl, heterocyclyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a non-aromatic monocyclic ring with 5 or 6 members comprising 1 or 2 heteroatoms or groups individually selected from oxygen, sulfur and S(O)2, wherein the heterocyclyl groups are optionally substituted by a single group represented by R6, or a non-aromatic spirocyclic carbobi-cyclyl ring system with 6 to 9 members optionally comprising 1 or 2 heteroatoms individually selected from nitrogen, oxygen and sulfur.More preferably still, R4 is C3-C8 alkyl, C3-C6 cycloalkyl, wherein the cycloalkyl groups are optionally replaced by 1 or 2 groups represented by R6, C1-C3 phenylalkyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a non-aromatic monocyclic ring with 4 to 6 members comprising a single heteroatom or group individually selected from oxygen, sulfur and S(O)2, wherein the heterocyclyl groups are optionally replaced by a single group represented by R6, or C1-C3 phenylalkyl.

[0051] In a set of embodiments, R4 is C1-Cs alkyl, C1-Cs haloalkyl, C1-Cs alkoxy, C3-C8 cycloalkyl, C3-Cs cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 to 3 groups represented by R6, phenyl, C1-C2 phenylalkyl, heteroaryl, C1-C2 heteroarylalkyl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring Petition 870260057436, dated 12 / 06 / 2026, p. 24 / 144 15 / 123 comprising 1, 2, 3 or 4 individually selected heteroatoms of nitrogen, oxygen and sulfur, heterocyclyl, C1-C2 heterocyclylalkyl, wherein the heterocyclyl is a non-aromatic monocyclic ring with 4, 5 or 6 members comprising 1, 2 or 3 individually selected heteroatoms of nitrogen, oxygen and sulfur, or a non-aromatic spirocyclic carbobi- or carbotri-cyclyl ring system with 5 to 10 members optionally comprising 1, 2 or 3 individually selected heteroatoms of nitrogen, oxygen and sulfur, and optionally linked to the rest of the molecule through a C1-C2 alkylene ligand.Preferably, R4 is C1-C8 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, phenyl, C1-C2 phenylalkyl, heteroaryl, C1-C2 heteroarylalkyl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, heterocyclyl, C1-C2 heterocyclylalkyl, wherein the heterocyclyl is a 4-, 5 or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, or a carbobi-cyclyl ring system. A non-aromatic spirocyclic compound with 5 to 10 members optionally comprising 1, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, and optionally linked to the rest of the molecule via a C1-C2 alkylene ligand.More preferably, R4 is a C1-C8 alkyl, C1 haloalkyl. Petition 870260057436, dated 12 / 06 / 2026, p. 25 / 144 16 / 123 Cg, Ci-Cs alkoxy, C3-C6 cycloalkyl, C3Cg cycloalkyl, C1-C2 cycloalkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, phenyl, heteroaryl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, heterocyclyl, wherein the heterocyclyl is a 5- or 6-membered non-aromatic monocyclic ring comprising 1 or 2 heteroatoms individually selected from nitrogen, oxygen and sulfur, or a 6- to 10-membered non-aromatic spirocyclic carbobi-cyclyl ring system optionally comprising 1 or 2 heteroatoms individually selected from nitrogen, oxygen and sulfur.Even more preferably, R4 is a C1-Cs alkyl, C1-Cg haloalkyl, C1-Cs alkoxy, C3-C4 cycloalkyl, C3-C4 cycloalkyl, or C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, or a non-aromatic spirocyclic carbobi-cyclyl ring system with 6 to 9 members optionally comprising 1 or 2 heteroatoms individually selected from nitrogen, oxygen, and sulfur. Even more preferably, R4 is a C1-C6 alkyl or C3-C4 cycloalkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6.

[0052] In a set of embodiments, R4 is methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, n-pentyl, isopentyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1,1,3,3-tetramethylbutyl, n-hexyl, cyclopropyl optionally substituted by 1 or 2 groups represented by R6, cyclobutyl optionally substituted by 1 or 2 Petition 870260057436, dated 12 / 06 / 2026, p. 26 / 144 17 / 123 groups represented by R6, cyclopentyl optionally replaced by a single group represented by R6, cyclohexila optionally replaced by a single group represented by R6, 1-methyl-1-phenylethyl, 1-(1,1-dioxotian4-yl)-1-methylethyl, 3-methyloxetan-3-yl, 3-methylthietan-3yl, 3-methyltetra-hidrofuran-3-yl, espiro[3.3]heptan-7yl], espiro[3.4]octan-3-yl, espiro[3.4]octan-2-yl, espiro[3.5]nonan-2-yl ou 6,6-dimethyl-7bicyclo[3.2.0]heptanila. Preferentially, R4é t-butyl, isopentyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1,1,3,3-tetramethylbutyl, 1-methylcyclopropyl, 1methylcyclobutyl, 1-methylcyclopentyl, 1-methylcyclohexila, 2,2-dimethylcyclobutyl, 1-methyl-1-phenylethyl, 1-(1,1dioxotian-4-yl)-1-methylethyl, 3-methyloxetan-3-yl, 3methylthietan-3-yl, 3-methyltetra-hidrofuran-3-yl, espiro[3.3]heptan-7-yl] ou espiro[3.4]octan-3-yl. Maize preferably, R4 is isopentyla, 2,2-dimethylpropyl, 1methylcyclopropyl or 2,2-dimethylcyclobutyl.Even more preferably, R4 is isopentyl, 2,2-dimethylpropyl, 3methyloxetan-3-yl, 1-methyl-1-phenylethyl or 2,2dimethylcyclobutyl.

[0053] In a further set of embodiments, R4 is methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, n-pentyl, isopentyl, 2,2-dimethylpropyl, n-hexyl, cyclopropyl optionally substituted with 1 or 2 groups represented by R6, cyclobutyl optionally substituted with 1 or 2 groups represented by R6, spiro[3.3]heptan-7-yl, spiro[3.4]octan-3-yl, spiro[3.4]octan-2-yl, spiro[3.5]nonan-2-yl or 6,6-dimethyl-7bicyclo[3.2.0]heptanyl. Preferably, R4 is t-butyl, Petition 870260057436, dated 12 / 06 / 2026, p. 27 / 144 18 / 123 n-pentyl, isopentyl, 2,2-dimethylpropyl, 1-methylcyclopropyl, 2,2-dimethylcyclobutyl or spiro[3.4]octan-3-yl. More preferably, R4 is t-butyl, isopentyl, 2,2-dimethylpropyl, 1-methylcyclopropyl or 2,2-dimethylcyclobutyl. Even more preferably, R4 is isopentyl, 2,2-dimethylpropyl or 2,2-dimethylcyclobutyl.

[0054] R5 is phenyl or heteroaryl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, and wherein the phenyl or heteroaryl group is optionally substituted by 1, 2 or 3 substituents, which may be the same or different, selected from R7.Preferably, R5 is phenyl or heteroaryl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, or 3 individually selected heteroatoms of nitrogen, oxygen, and sulfur, and wherein the phenyl or heteroaryl group is optionally substituted by 1 or 2 substituents, which may be the same or different, selected from R7. More preferably, R5 is phenyl or heteroaryl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, or 3 individually selected heteroatoms of nitrogen and sulfur, and wherein the phenyl or heteroaryl group is optionally substituted by 1 or 2 substituents, which may be the same or different, selected from R7. Even more preferably, R5 is phenyl, pyridyl or isothiazolyl, wherein each phenyl, pyridyl or isothiazolyl moiety is optionally replaced by 1 or 2 substituents, which may be the same or different, selected from R7. More. Petition 870260057436, dated 12 / 06 / 2026, page 28 / 144 19 / 123 preferably still, R5 is phenyl or pyridyl, wherein each phenyl or pyridyl fraction is optionally replaced by 1 or 2 substituents, which may be the same or different, selected from R7.

[0055] In a set of embodiments, R5 is phenyl, 3fluorophenyl, 3-chlorophenyl, 3-methylphenyl, 3-methoxyphenyl, 3,5-difluorophenyl, 3,5-dichlorophenyl, 3,5-dimethylphenyl, 3,5-dimethoxyphenyl, pyridin-4-yl, 2-fluoropyridin-4-yl, 2-chloropyridin-4-yl, 2,6-difluoropyridin-4-yl, 2,6dichloropyridin-4-yl, pyridin-3-yl, 6-fluoropyridin-3-yl, 5-fluoropyridin-3-yl, 6-chloropyridin-3-yl, 5chloropyridin-3-yl or isothiazol-4-yl. More preferably still, R5 is phenyl, 3-fluorophenyl, 3,5-difluorophenyl, 2,6-difluoropyridin-4-yl or 5-chloropyridin-3-yl. Even more preferably still, R5 is phenyl, 3-fluorophenyl, 3,5-difluorophenyl or 2,6-difluoropyridin-4-yl.

[0056] R6 is a halogen, C1-C4 alkyl, C1-C4 alkoxy, or C1-C4 haloalkyl. Preferably, R6 is chlorine, fluorine, C1-C3 alkyl, C1-C3 alkoxy, or C1-C3 haloalkyl. More preferably, R6 is chlorine, fluorine, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, isopropoxy, difluoromethyl, or trifluoromethyl. Even more preferably, R6 is chlorine, fluorine, or methyl. Most preferably of all, R6 is methyl.

[0057] R7 is halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy. Preferably, R7 is halogen, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy. More preferably, R7 is chlorine, fluorine, cyano, C1-C3 alkyl, C1-C3 haloalkyl or C1-C3 alkoxy. Petition 870260057436, dated 12 / 06 / 2026, page 29 / 144 20 / 123 C3. Even more preferably, R7 is chlorine, fluorine, methyl, ethyl, isopropyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy or isopropoxy. In a set of embodiments, R7 is halogen, C1-C3 alkyl or C1-C3 alkoxy, preferably R7 is chlorine, fluorine, methyl or methoxy, more preferably fluorine or methyl, and most preferably R7 is methyl.

[0058] In a compound of formula (I) according to the present invention, preferably: R1 is hydrogen, cyano or C1-C3 alkyl carbonyl; R2 and R3 are each independently hydrogen, alkyl C1-C3 or halogen; R4 is C1-C6 alkyl or C3-C4 cycloalkyl, wherein the cycloalkyl groups are optionally replaced by 1 or 2 groups represented by R6; R5 is phenyl, pyridyl or isothiazolyl, wherein each phenyl, pyridyl or isothiazolyl moiety is optionally replaced by 1 or 2 substituents, which may be the same or different, selected from R7; R6 is methyl; and R7 is chlorine, fluorine, methyl, or methoxy.

[0059] In another set of embodiments, R1 is hydrogen or cyan; R2 and R3 are each independently hydrogen, methyl, or fluorine; R4 is t-butyl, n-pentyl, isopentyl, 2,2dimethylpropyl, 1-methylcyclopropyl, 2,2dimethylcyclobutyl or spiro[3.4]octan-3-yl; R5 is phenyl or heteroaryl, wherein heteroaryl is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, or 3 individually formed heteroatoms. Petition 870260057436, dated 12 / 06 / 2026, page 30 / 144 21 / 123 selected from nitrogen, oxygen and sulfur, and in which the phenyl or heteroaryl group is optionally replaced by 1 or 2 substituents, which may be the same or different, selected from R7; and R7 is chlorine, fluorine, methyl, or methoxy.

[0060] In an additional set of embodiments, R1 is hydrogen or cyan; R2 and R3 are each independently hydrogen, methyl, or fluorine; R4 is C1-C6 alkyl or C3-C4 cycloalkyl, wherein the cycloalkyl groups are optionally replaced by 1 or 2 groups represented by R6; R5 is phenyl, pyridyl or isothiazolyl, wherein each phenyl, pyridyl or isothiazolyl moiety is optionally replaced by 1 or 2 substituents, which may be the same or different, selected from R7; R6 is methyl; and R is methyl.

[0061] In a further set of embodiments, R1 is hydrogen, cyano or acetyl; R2 and R3 are each independently hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, halogen, C1-C6 alkoxy, C1-C2 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, or C1-C2 oxetan-3-ylalkyl; R4 is t-butyl, n-pentyl, isopentyl, 2,2dimethylpropyl, 1-methylcyclopropyl, 2,2dimethylcyclobutyl or spiro[3.4]octan-3-yl; and R5 is phenyl, 3-fluorophenyl, 3-chlorophenyl, 3methylphenyl, 3-methoxyphenyl, 3,5-difluorophenyl, 3,5dichlorophenyl, 3,5-dimethylphenyl, 3,5-dimethoxyphenyl, Petition 870260057436, dated 12 / 06 / 2026, page 31 / 144 22 / 123 pyridin-4-yl, 2-fluoropyridin-4-yl, 2-chloropyridin-4yl, 2,6-difluoropyridin-4-yl, 2,6-dichloropyridin-4yl, pyridin-3-yl, 6-fluoropyridin-3-yl, 5fluoropyridin-3-yl, 6-chloropyridin-3-yl, 5chloropyridin-3-yl or isothiazol-4-yl.

[0062] In a still additional set of embodiments, R1 is hydrogen or cyan; R2 and R3 are each independently hydrogen, methyl, or fluorine; R4 is isopentyl, 2,2-dimethylpropyl or 2,2dimethylcyclobutyl; and R5 is phenyl, 3-fluorophenyl, 3,5-difluorophenyl or 2,6difluoropyridin-4-yl.

[0063] In a set of preferred embodiments, R1 is hydrogen or cyan; R2 and R3 are each independently hydrogen, methyl, or fluorine; R4 is 1,1-dimethylpropyl, 2,2-dimethylpropyl, isopentyl, 1,1,3,3-tetramethylbutyl, 2,2-dimethylcyclopropyl, 1methylcyclobutyl, 1-methylcyclopentyl, 1-methylcyclohexyl, 3-methylthietan-3-yl, 3-methyloxetan-3-yl, 3methyltetrahydrofuran-3-yl, 1-methyl-1-phenylethyl or 1(1,1-dioxothian-4-yl)-2-methylethyl; R5 is 3-fluorophenyl, 3,5-difluorophenyl, 2,6difluoropyridin-4-yl or 5-fluoropyridin-3-yl.

[0064] In a further set of preferred embodiments, R1 is hydrogen or cyan; R2 and R3 are each independently hydrogen or methyl; Petition 870260057436, dated 12 / 06 / 2026, page 32 / 144 23 / 123 R4 is 2,2-dimethylpropyl, isopentyl, 2,2dimethylcyclopropyl, 3-methyloxetan-3-yl or 1-methyl-1phenylethyl; R5 is 3-fluorophenyl, 2,6-difluoropyridin-4-yl, or 5-fluoropyridin-3-yl.

[0065] Preferably, the compound according to formula (I) is selected from compounds P-1 to P-26 as shown in Table 3 (below). More preferably, the compound according to formula (I) is selected from 6-anilino-N-(2,2-dimethylpropyl)-2-methyl-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-1), 6-(3,5-difluoroanilino)-N(2,2-dimethylpropyl)-2-methyl-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-3), 6-(3,5-difluoroanilino)-N-(2,2-dimethylcyclobutyl)-2,2-difluoro-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-6), 6-[(2,6-difluoro-4pyridyl)amino]-N-(2,2-dimethylpropyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-13), N-(2,2-dimethylpropyl)-6(3-fluoroanilino)-2-methyl-[1,3]dioxolo[4,5-c]pyridine-4carboxamide (P-2), 6-(N-cyano-3,5-difluoro-anilino)-N-(2,2dimethylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4carboxamide (P-7)5-c]pyridine-4-carboxamide (P-12), N-(2,2-dimethylpropyl)-6-[(5-fluoro-3-pyridyl)amino][1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-14), 6-(3,5difluoroanilino)-N-(1-methyl-1-phenyl-ethyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-20), 6-(3,5-difluoroanilino)-N(3-methyloxethane-3-yl)-diocarboxyl[lopyrida[1,5-dina] (P-24), 6-(3,5-difluoroaniline)-N-(2,2, Petition 870260057436, dated 12 / 06 / 2026, p. 33 / 144 24 / 123 dimethylpropyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-5), 6-anilino-N-(2,2-dimethylcyclobutyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-9), N-(2,2dimethylpropyl)-6-(3-fluoroanilino)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-15), 6-(3,5-difluoroanilino)-N(1,1,3,3-tetramethylbutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-17), 6-(3,5-difluoroanilino)-N-(3methyltetra-hydrofuran-3-yl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-23), 6-(3,5-difluoroanilino)-N-(1methylcyclohexyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-26), N-(2,2-dimethylcyclobutyl)-6-(3-fluoroanilino)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-8), 6-(3,5difluoroanilino)-N-(2,2-dimethylcyclobutyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-11), 6-(3,5difluoroanilino)-N-(1,1-dimethylpropyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-18), 6-(3,5-difluoroanilino)-N(3-methylthietan-3-yl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-19), N-tert-butyl-6-(3,5-difluoroanilino)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-21), 6-(3,5difluoroanilino)-N-(1-methylcyclobutyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-22) and 6-(3,5-difluoroanilino)N-(1-methylcyclopentyl)-[1,3]dioxolo[4,5-c]pyridine-4carboxamide (P-25).,

[0066] Even more preferably, the compound according to formula (I) is selected from N-(2,2-dimethylpropyl)-6-(3-fluoroanilino)-2-methyl-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-2), 6-(N-cyano-3,5-difluoroanilino)-N-(2,2-dimethylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-7), 6-[(2,6-difluoro-4-pyridyl)amino]-N(2,2-dimethylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4 Petition 870260057436, dated 12 / 06 / 2026, p. 34 / 144 25 / 123 carboxamide (P-10), 6-[(2,6-difluoro-4-pyridyl)amino]-Nisopentyl-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-12), N-(2,2-dimethylpropyl)-6-[(5-fluoro-3-pyridyl)amino][1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-14), 6-(3,5difluoroanilino)-N-(1-methyl-1-phenyl-ethyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-20), 6-(3,5-difluoroanilino)-N(3-methyloxetan-3-yl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-24), 6-(3,5-difluoroanilino)-N-(2,2-dimethylpropyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-5), 6-anilino-N-(2,2-dimethylcyclobutyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-9), N-(2,2-dimethylpropyl)-6-(3-fluoroanilino)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-15), 6-(3,5-difluoroanilino)-N(1,1,3,3-tetramethylbutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-17), 6-(3,5-difluoroanilino)-N-(3methyltetra-hydrofuran-3-yl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-23), 6-(3,5-difluoroanilino)-N-(1methylciclo-hexyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-26), N-(2,2-dimethylcyclobutyl)-6-(3-fluoroanilino)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-8), 6-(3,5difluoroanilino)-N-(2,2-dimethylcyclobutyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-11), 6-(3,5difluoroanilino)-N-(1,1-dimethylpropyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-18), 6-(3,5-difluoroanilino)-N(3-methylthietan-3-yl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-19), N-tert-butyl-6-(3,5-difluoroanilino)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-21), 6-(3,5difluoroanilino)-N-(1-methylcyclobutyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-22) and 6-(3,5-difluoroanilino), Petition 870260057436, de 12 / 06 / 2026, pág. 35 / 144 26 / 123 N-(1-methylcyclopentyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-25).

[0067] Mais preferentialmente ainda, o compoundo de accordo com a formula (I) é selecciona de P-24), 6-(3,5difluoroanilino)-N-(2,2-dimethylpropyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-5), 6-anilino-N-(2,2dimethylciclobutil)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-9), N-(2,2-dimethylpropyl)-6-(3fluoroanilino)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-15), 6-(3,5-difluoroanilino)-N-(1,1,3,3tetramethylbutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-17), 6-(3,5-difluoroanilino)-N-(3-methyltetra-hydrofuran3-yl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-23), 6(3,5-difluoroanilino)-N-(1-methylcyclohexyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-26), N-(2,2dimethylcyclobutyl)-6-(3-fluoroanilino)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-8), 6-(3,5-difluoroanilino)-N(2,2-dimethylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-11), 6-(3,5-difluoroanilino)-N-(1,1dimethylpropyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-18), 6-(3,5-difluoroanilino)-N-(3-methylthietan-3-yl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-19), N-tertbutyl-6-(3,5-difluoroanilino)-[1,3]dioxolo[4,5-c]pyridine4-carboxamide (P-21), 6-(3,5-difluoroanilino)-N-(1methylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-22) and 6-(3,5-difluoroanilino)-N-(1-methylcyclopentyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-25).

[0068] Most preferably, the compound according to formula (I) is selected from N-(2,2-dimethylcyclobutyl)-6-(3-fluoroanilino)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide Petition 870260057436, dated 12 / 06 / 2026, p. 36 / 144 27 / 123 (P-8), 6-(3,5-difluoroanilino)-N-(2,2-dimethylcyclobutyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-11), 6-(3,5difluoroanilino)-N-(1,1-dimethylpropyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-18), 6-(3,5-difluoroanilino)-N(3-methylthietan-3-yl)-[1,3]dioxolo[4,5-c]pyridine-4carboxamide (P-19), N-tert-butyl-6-(3,5-difluoroanilino)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (P-21), 6-(3,5difluoroanilino)-N-(1-methylcyclobutyl)-[1,3]dioxolo[4,5c]pyridine-4-carboxamide (P-22) and 6-(3,5-difluoroanilino)N-(1-methylcyclopentyl)-[1,3]dioxolo[4,5-c]pyridine-4carboxamide (P-25).

[0069] The compounds of the present invention can be prepared as shown in the following schemes, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of formula (I).

[0070] The compounds of formula (I) according to the invention, wherein R1, R2, R3, R4 and R5 are as defined for formula (I), can be obtained by transforming a compound of formula (II), wherein R2, R3 and R4 are as defined for formula (I), and R11 is a halogen, preferably chlorine, with a compound of formula (III), wherein R1 and R5 are as defined for formula (I), by thermal heating or with the aid of a base or under the conditions of transition metal-catalyzed Buchwald-Hartwig amination. This is shown in Scheme 1 below. Scheme 1 Petition 870260057436, dated 12 / 06 / 2026, p. 37 / 144 28 / 123 (II) (D

[0071] The Buchwald-Hartwig reaction is well known to those skilled in the art and is a chemical reaction used in organic chemistry for the synthesis of carbon-nitrogen bonds through palladium-catalyzed coupling reactions of amines with aryl and heteroaryl halides and sulfonates. Such reactions have been reported, for example, in ACS catali., 2019, 3822-3830 and references cited therein. The reaction typically involves a palladium catalyst such as Pd(OAc)2, Pd2(dba)3 and ligands such as diphenylphosphinobinaphthyl (BINAP) and diphenylphosphinoferrocene (DPPF) and Xathphos. More modern Buchwald-Hartwig coupling methods involve the use of palladium precatalysts such as BrettPhos Pd G3 (CAS[1470372-59-8]) or RuPhos Pd G3 (CAS [1445085-77-7]), the use of which ensures the efficient and rapid generation of the active catalytic species.The reaction requires the presence of bases such as alkaline earth metal alkoxides and hydroxides, for example potassium or sodium t-butoxides or hydroxides, alkaline earth metal carbonates such as sodium or cesium carbonates, and organic bases such as 1,8Diazabicyclo[5.4.0]undec-7-ene (DBU). The reactions are carried out in a variety of inert solvents such as THE, water, toluene, dioxane and DMF and / or mixtures thereof at temperatures between 20-170 °C (Buchwald, SL Chem. Rev. ,. Petition 870260057436, dated 12 / 06 / 2026, page 38 / 144 29 / 123 2016. 116 (19) , 12564) . The reaction is especially favored in cases where R1 is hydrogen.

[0072] The compounds of formula (II), wherein R2, R3 and R4 are as defined for formula (I) and R11 is a halogen, preferably chlorine, can be obtained by transforming a compound of formula (IV), wherein R4 is as defined for formula (I) and R11 is a halogen, preferably chlorine, with a compound of formula (V), wherein R2 and R3 are as defined for formula (I) and R12 is a halogen, preferably bromine, by thermal heating or with the aid of a base, preferably cesium carbonate or potassium carbonate. This is shown in Scheme 2 below. Scheme 2 (IV)

[0073] The alkylative cyclization reactions shown above are well known to those skilled in the art, and reported examples on related substrates can be found in WO17119700 or Tetrahedron Lett., 1976, 38, 3361 and Tetrahedron, 1964, 20, 1725.

[0074] The compounds of formula (IV), wherein R4 is as defined for formula (IV) and R11 is a halogen, preferably chlorine, can be obtained by transforming a compound of formula (VI), R4 is as defined for formula (IV) and R11 is a halogen, preferably chlorine, with a dealkylating agent, preferably chloride of Petition 870260057436, dated 12 / 06 / 2026, page 39 / 144 30 / 123 pyridinium or boron tribromide with or without thermal heating. This is shown in Scheme 3 below. Scheme 3 (VI) (IV)

[0075] Dealkylation reactions are well known to those skilled in the art, and examples reported on related substrates can be found in Bioorg. Med. Chem., 2011, 19, 4935 or Bioorg. Med. Chem. Lett. 2000, 10, 1365.

[0076] The compounds of formula (VI), wherein R4 is as defined for formula (I), R11 is a halogen, preferably chlorine, and R13 is alkyl, preferably methyl, can be obtained by transforming a compound of formula (VII), wherein R4 is as defined for formula (I), and R13 is alkyl, preferably methyl, with a halogenating agent, preferably N-chlorosuccinimide, N-bromosuccinimide or bromine. Scheme 4

[0077] Electrophilic aromatic halogenations are well known to those skilled in the art, and reported examples on related substrates can be found in Bioorg. Petition 870260057436, dated 12 / 06 / 2026, page 40 / 144 31 / 123 Med. Chem. Lett., 2013, 23, 5953 or Bioorg. Med. Chem. Lett., 2011, 21, 6705. This is shown in Scheme 4 below.

[0078] The compounds of formula (VII), wherein R4 is as defined for formula (I), and R13 is alkyl, preferably methyl, can be obtained by transforming a compound of formula (VIII), wherein R13 is alkyl, preferably methyl, with a compound of formula (IX), wherein R4 is as defined for formula (I), through an intermediate activated acid chloride or acylating agent as described below. This is shown in Diagram 5 below. Scheme 5 (VIII) R4η2ιτ (X) (IX) (VII)

[0079] As shown in Scheme 5, compound (VIII) is activated to compounds of formula (IX) by methods known to those skilled in the art and described for example in Tetrahedron, 61 (46), 10827-10852, 2005. For example, compounds of formula (IX) where X0 is halogen are formed by treating compounds of formula (II) with, for example, oxalyl chloride or thionyl chloride in the presence of catalytic amounts of DMF in inert solvents such as methylene dichloride or THF at temperatures between 25-170 °C, preferably 25-80 °C. Treatment of compounds of formula (IX) with compounds of formula (X), wherein R4 is as defined in formula (I), optionally in the presence of a base, e.g., triethylamine or pyridine, leads to compounds of formula (VII). Petition 870260057436, dated 12 / 06 / 2026, p. 41 / 144 32 / 123

[0080] Alternatively, compounds of formula (VII) can be prepared by treating compounds of formula (VII) with dicyclohexyl carbodiimide (DCC) or 1-ethyl3-(3-dimethylaminopropyl)carbodiimide (EDC) to give the activated species (IX), wherein Xo is X01 or X02, 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. Additionally, an acid of formula (VIII) can also be activated by reaction with a coupling reagent such as propanephosphonic acid anhydride (T3P®) or HATU to provide compounds of formula (IX) wherein Xo is X03 and X04 as described for example in Synthesis 2013, 45, 1569 and Journal Prakt. Chemie 1998, 340, 581. The subsequent reaction with an amine of formula X yields compounds of formula (VII). X01 X02 X03 X04

[0081] Surprisingly, it has now been discovered that the new compounds of formula (I) have, for practical purposes, a very advantageous level of biological activity for protecting plants against diseases caused by fungi.

[0082] The compounds of formula (I) can be used in the agricultural sector and related areas of use, e.g., as active ingredients for plant pest control or in non-living materials for the control of microorganisms or organisms that cause deterioration or organisms Petition 870260057436, dated 12 / 06 / 2026, page 42 / 144 33 / 123 potentially harmful to humans. The new compounds are distinguished by their excellent activity at low application rates, by being well tolerated by plants, and by being environmentally safe. They have very useful curative, preventive, and systemic properties and can be used for the protection of numerous cultivated plants. The compounds of formula (I) can be used to inhibit or destroy pests that occur on plants or plant parts (fruits, flowers, leaves, stems, tubers, roots) of different useful plant crops, while at the same time also protecting those plant parts that grow later, e.g., from phytopathogenic microorganisms.

[0083] The present invention further relates to a method for controlling or preventing infestation of plants or plant propagation material and / or collected food crops susceptible to microbial attack by treating plants or plant propagation material and / or collected food crops in which an effective amount of a compound of formula (I) is applied to the plants, their parts or their locus.

[0084] It is also possible to use the compounds of formula (I) as a fungicide. The term “fungicide” as used here means a compound that controls, modifies or prevents the growth of fungi. The term “effective amount in fungicidal terms” means the amount of such a compound or combination of such compounds that is capable of producing an effect on the growth of fungi. The effects of control or modification include any deviation from natural development, such as death, retardation and the like, and prevention. Petition 870260057436, dated 12 / 06 / 2026, page 43 / 144 34 / 123 includes a barrier or other defensive formation on or over a plant to prevent fungal infection.

[0085] It is also possible to use the compounds of formula (I) as coating agents for the treatment of plant propagation material, e.g., seed, such as fruits, tubers or grains or plant cuttings (e.g., rice), for protection against fungal infections, as well as against phytopathogenic fungi occurring in the soil. The propagation material can be treated with a composition comprising a compound of formula (I) before planting: the seed, for example, can be coated before being sown.

[0086] The active ingredients according to the invention can also be applied to grains (coating), by impregnating the seeds in a liquid formulation or by coating them with a solid formulation. The composition can also be applied to the planting site when the propagation material is being planted, e.g., to the seed furrow during sowing. The invention also relates to such methods of treating plant propagation material and to plant propagation material thus treated.

[0087] Furthermore, the compounds according to the present invention can be used for fungal control in related areas, for example in the protection of technical materials, including wood and wood-related technical products, in food storage, and in hygiene management.

[0088] Additionally, the invention could be used to protect non-living materials from fungal attack, e.g., construction timber, wall panels, and paint. Petition 870260057436, dated 12 / 06 / 2026, p. 44 / 144 35 / 123

[0089] The compounds of formula (I) may, for example, be effective against fungi and fungal vectors of disease as well as phytopathogenic bacteria and viruses. These fungi and fungal vectors of disease as well as phytopathogenic bacteria and viruses are, for example: Absidia corymbifera, Alternaria spp, Aphanomyces spp, Ascochyta spp, Aspergillus spp. including A. flavus, A. fumigatus, A. nidulans, A. niger, A. terrus, Aureobasidium spp. including A. pullulans, Blastomyces dermatitidis, Blumeria graminis, Bremia lactucae, Botryosphaeria spp. including B. dothidea, B. obtusa, Botrytis spp. including B. cinerea, Candida spp. including C. albicans, C. glabrata, C. krusei, C. lusitaniae, C. parapsilosis, C. tropicalis, Cephaloascus fragrans, Ceratocystis spp, Cercospora spp. including C. arachidicola, Cercosporidium personatum, Cladosporium spp, Claviceps purpurea, Coccidioides immitis, Cochliobolus spp, Colletotrichum spp. including C.musae, Cryptococcus neoformans, Diaporthe spp, Didymella spp, Drechslera spp, Elsinoe spp, Epidermophyton spp, Erwinia amylovora, Erysiphe spp. including E. cichoracearum, Eutypa lata, Fusarium spp. including F. culmorum, F. graminearum, F. langsethiae, F. moniliforme, F. oxysporum, F. proliferatum, F. subglutinans, F. solani, Gaeumannomyces graminis, Gibberella fujikuroi, Gloeodes pomigena, Gloeosporium musarum, Glomerella cingulate, Guignardia bidwellii, Gymnosporangium juniperivirginianae, Helminthosporium spp, Hemileia spp, Histoplasma spp. including H. capsulatum, Laetisaria fuciformis, Leptographium lindbergi, Leveillula taurica, Lophodermium seditiosum, Microdochium nivale, Microsporum spp, Monilinia spp, Mucor spp, Mycosphaerella spp. including M. Petition 870260057436, dated 12 / 06 / 2026, p. 45 / 144 36 / 123 graminicola, M. pomi, Oncobasidium theobromaeon, Ophiostoma piceae, Paracoccidioides spp, Penicillium spp. including P. digitatum, P. italicum, Petriellidium spp, Peronosclerospora spp. including P. maydis, P. philippinensis and P. sorghi, Peronospora spp, Phaeosphaeria nodorum, Phakopsora pachyrhizi, Phellinus igniarus, Phialophora spp, Phoma spp, Phomopsis viticola, Phytophthora spp. including P. infestans, Plasmopara spp. including P. halstedii, P. viticola, Pleospora spp., Podosphaera spp. including P. leucotricha, Polymyxa graminis, Polymyxa betae, Pseudocercosporella herpotrichoides, Pseudomonas spp, Pseudoperonospora spp. including P. cubensis, P. humuli, Pseudopeziza tracheiphila, Puccinia Spp. including P. hordei, P. recondita, P. striiformis, P. triticina, Pyrenopeziza spp, Pyrenophora spp, Pyricularia spp. including P. oryzae, Pythium spp. including P. ultimum, Ramularia spp, Rhizoctonia spp, Rhizomucor pusillus, Rhizopus arrhizus, Rhynchosporium spp, Scedosporium spp.including S. apiospermum and S. prolificans, Schizothyrium pomi, Sclerotinia spp, Sclerotium spp, Septoria spp, including S. nodorum, S. tritici, Sphaerotheca macularis, Sphaerotheca fusca (Sphaerotheca fuliginea), Sporothorix spp, Stagonospora nodorum, Stemphylium spp., Stereum hirsutum, Thanatephorus cucumeris, Thielaviopsis basicola, Tilletia spp, Trichoderma spp., including T. harzianum, T. pseudokoningii, T. viride, Trichophyton spp, Typhula spp, Uncinula necator, Urocystis spp, Ustilago spp, Venturia spp. including V. inaequalis, Verticillium spp, and Xanthomonas spp. Petition 870260057436, dated 12 / 06 / 2026, p. 46 / 144 37 / 123

[0090] Within the scope of the present invention, the target crops and / or useful plants to be protected typically comprise perennial and annual crops, such as berries, for example blackberries, blueberries, cranberries, raspberries and strawberries; cereals, for example barley, maize, millet, oats, rice, rye, sorghum, triticale and wheat; fiber plants, for example cotton, flax, hemp, jute and sisal; field crops, for example sugar beet and fodder, coffee, hops, mustard, rapeseed (canola), poppy, sugarcane, sunflower, tea and tobacco; fruit trees, for example apple, apricot, avocado, banana, cherry, citrus, nectarine, peach, pear and plum; grasses, for example Bermuda grass, bluegrass, ragweed, centipede grass, fescue, ryegrass, St. Augustine grass and Zoysia grass; Aromatic herbs such as basil, borage, chives, coriander, lavender, lovage, mint, oregano, parsley, rosemary, sage, and thyme;Legumes, for example beans, lentils, peas and soybeans; nuts, for example almonds, cashews, peanuts, hazelnuts, peanuts, pecans, pistachios and walnuts; palms, for example oil palms; ornamental plants, for example flowers, shrubs and trees; other trees, for example cocoa, coconut, olive and rubber trees; vegetables, for example asparagus, eggplant, broccoli, cabbage, carrots, cucumbers, garlic, lettuce, pumpkin, melon, okra, onions, peppers, potatoes, squash, rhubarb, spinach and tomatoes; and vines, for example grapes.

[0091] The term “useful plants” should be understood as also including useful plants that have been made tolerant to herbicides such as bromoxynil or classes of herbicides (such Petition 870260057436, dated 12 / 06 / 2026, page 47 / 144 38 / 123 such as, for example, HPPD inhibitors, ALS inhibitors, for example primisulfurone, prosulfurone and trifloxysulfurone, EPSPS (5-enolpyrovylshikimate-3-phosphate synthase) inhibitors, GS (glutamine synthetase) inhibitors, PPO (protoporphyrinogen oxidase) inhibitors) as a result of conventional breeding methods or genetic manipulation. An example of a crop that has been made tolerant to imidazolinones, e.g., imazamox, by conventional breeding methods (mutagenesis) is Clearfield® summer rapeseed (Canola). Examples of crops that have been made tolerant to herbicides or herbicide classes by genetic manipulation methods include glyphosate- and glufosinate-resistant maize varieties commercially available under the registered names RoundupReady®, Herculex I® and LibertyLink®.

[0092] The term “useful plants” should be understood as also including useful plants that have been so transformed by the use of recombinant DNA techniques that they are capable of synthesizing one or more selectively acting toxins, such as are known, for example, from toxin-producing bacteria, especially those of the genus Bacillus.

[0093] Examples of such plants are: YieldGard® (a maize variety that expresses a CryIA(b) toxin); YieldGard Rootworm® (a maize variety that expresses a CryIIIB(b1) toxin); YieldGard Plus® (a maize variety that expresses a CryIA(b) toxin and a CryIIIB(b1) toxin); Starlink® (a maize variety that expresses a toxin Cry9(c)); Herculex I® (a variety of maize that expresses a CryIF(a2) toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve tolerance to Petition 870260057436, dated 12 / 06 / 2026, pp. 48 / 144 39 / 123 herbicide glufosinate ammonium); NuCOTN 33B® (a cotton variety that expresses a CryIA(c) toxin); Bollgard I® (a cotton variety that expresses a CryIA(c) toxin); Bollgard II® (a cotton variety that expresses a CryIA(c) toxin and a CryIIA(b) toxin); VIPCOT® (a cotton variety that expresses a VIP toxin); NewLeaf® (a potato variety that expresses a CryIIIA toxin); NatureGard® Agrisure® GT Advantage (glyphosate-tolerant trait GA21), Agrisure® CB Advantage (corn borer (CB) trait Bt11), Agrisure® RW (corn rootworm trait) and Protecta®.

[0094] The term cultures should be understood as also including culture plants that have been so transformed by the use of recombinant DNA techniques that they are capable of synthesizing one or more selectively acting toxins, such as are known, for example, from toxins produced by bacteria, especially those of the genus Bacillus.

[0095] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins from Bacillus thuringiensis, such as δendotoxins, e.g., Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vip), e.g., Vip1, Vip2, Vip3 or Vip3A; or insecticidal proteins from nematode-colonizing bacteria, for example Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophilus; toxins produced by animals, such as scorpion toxins, arachnid toxins, toxins of Petition 870260057436, dated 12 / 06 / 2026, page 49 / 144 40 / 123 wasps and other insect-specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins, plant lectins, such as pea lectins, barley lectins or white bellflower lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin inhibitors, cystatin, papain; ribosome-inactivating proteins (RIPs), such as ricin, maize RIP, abrin, lufin, saporin or briodin; Enzymes involved in steroid metabolism, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP glycosyltransferase, cholesterol oxidases, ecdysone inhibitors, HMG-CoA reductase, ion channel blockers such as sodium or calcium channel blockers, juvenile hormone esterase, diuretic hormone receptors, stilbene synthase, bibenzyl synthase, chitinases, and glucanases.

[0096] In the context of the present invention, δ-endotoxins should be understood as, for example, Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vip), for example, Vip1, Vip2, Vip3 or Vip3A, expressly also hybrid toxins, truncated toxins and modified toxins. Hybrid toxins are recombinantly produced by a novel combination of different domains of these proteins (see, for example, WO 02 / 15701). Truncated toxins, for example, a truncated Cry1Ab, are known. In the case of modified toxins, one or more amino acids of the naturally occurring toxin are substituted. In such amino acid substitutions, sequences recognizing proteases not naturally present are preferably inserted into the toxin, such as Petition 870260057436, dated 12 / 06 / 2026, page 50 / 144 41 / 123 as, for example, in the case of Cry3A055, a cathepsin-G recognition sequence is inserted into a Cry3A toxin (see WO 03 / 018810).

[0097] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in EP-A-0 374 753, WO 93 / 07278, WO 95 / 34656, EP-A0 427 529, EP-A-451 878 and WO 03 / 052073.

[0098] The processes for preparing such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95 / 34656, EP-A-0 367 474, EP-A-0 401 979 and WO 90 / 13651.

[0099] The toxin contained in transgenic plants gives the plants tolerance to harmful insects. Such insects can occur in any taxonomic group of insects, but are especially commonly found in beetles (Coleoptera), two-winged insects (Diptera), and butterflies (Lepidoptera).

[0100] Transgenic plants containing one or more genes that encode insecticide resistance and express one or more toxins are known, and some of them are commercially available. Examples of such plants are: YieldGard® (a variety of maize that expresses a toxin) Cry1Ab); YieldGard Rootworm® (maize variety that expresses a Cry3Bb1 toxin); YieldGard Plus® (maize variety that expresses a Cry1Ab and a Cry3Bb1 toxin); Starlink® (maize variety that expresses a Cry9C toxin); Herculex I® (a variety of maize that expresses a Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) for Petition 870260057436, dated 12 / 06 / 2026, page 51 / 144 42 / 123 to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety expressing a Cry1Ac toxin); Bollgard I® (cotton variety expressing a Cry1Ac toxin); Bollgard II® (cotton variety expressing a Cry1Ac and a Cry2Ab toxin); VipCot® (cotton variety expressing a Vip3A and a Cry1Ab toxin); NewLeaf® (potato variety expressing a Cry3A toxin); NatureGard®, Agrisure® GT Advantage (glyphosate-tolerant trait GA21), Agrisure® CB Advantage (corn borer (CB) trait Bt11) and Protecta®.

[0101] Additional examples of such transgenic crops are: 1. Bt11 maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified Zea mays that has been made resistant to attack by the European maize borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a truncated Cry1Ab toxin. Bt11 maize also transgenically expresses the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium. 2. Bt176 maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified Zea mays that has been made resistant to attack by the European maize borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a Cry1Ab toxin. Bt176 maize also transgenically expresses the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium. 3. Maís MIR604 from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number Petition 870260057436, dated 12 / 06 / 2026, page 52 / 144 43 / 123 C / FR / 96 / 05 / 10. Maize that has been made 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. 4. Maize MON 863 from Monsanto Europe SA 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. 5. IPC 531 Cotton from Monsanto Europe SA, 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02. 6. Maís 1507 from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Maís genetically modified to express the Cry1F protein to achieve resistance to certain Lepidoptera insects and the PAT protein to achieve tolerance to the herbicide glufosinate ammonium. 7. Maís NK603 x MON 810 from Monsanto Europe SA, 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. It consists of conventionally improved hybrid maize varieties obtained by crossing the genetically modified varieties NK603 and MON 810. The NK603 x MON 810 maize transgenically expresses the CP4 EPSPS protein, obtained from the Agrobacterium sp. CP4 strain, which confers tolerance to the herbicide Roundup® (contains glyphosate), and also a Cry1Ab toxin obtained from Bacillus thuringiensis subsp. kurstaki that causes tolerance to certain Lepidoptera, including the European corn borer. Petition 870260057436, dated 12 / 06 / 2026, p. 53 / 144 44 / 123

[0102] Additionally, to date, no cross-resistance has been observed between the compounds of Formula (I) (including any of the compounds described in Table 3 (below)) and any fungicidal solutions used to control phytopathogenic fungi such as Absidia corymbifera, Alternaria spp, Aphanomyces spp, Ascochyta spp, Aspergillus spp. including A. flavus, A. fumigatus, A. nidulans, A. niger, A. terrus, Aureobasidium spp. including A. pullulans, Blastomyces dermatitidis, Blumeria graminis, Bremia lactucae, Botryosphaeria spp. including B. dothidea, B. obtusa, Botrytis spp. including B. cinerea, Candida spp. including C. albicans, C. glabrata, C. krusei, C. lusitaniae, C. parapsilosis, C. tropicalis, Cephaloascus fragrans, Ceratocystis spp, Cercospora spp. including C. arachidicola, Cercosporidium personatum, Cladosporium spp, Claviceps purpurea, Coccidioides immitis, Cochliobolus spp, Colletotrichum spp. including C. musae, Cryptococcus neoformans, Diaporthe spp, Didymella spp, Drechslera spp, Elsinoe spp, Epidermophyton spp, Erwinia amylovora, Erysiphe spp. including E. cichoracearum, Eutypa lata, Fusarium spp. including F. culmorum, F. graminearum, F. langsethiae, F. moniliforme, F. oxysporum, F. proliferatum, F. subglutinans, F. solani, Gaeumannomyces graminis, Gibberella fujikuroi, Gloeodes pomigena, Gloeosporium musarum, Glomerella cingulate, Guignardia bidwellii, Gymnosporangium juniperivirginianae, Helminthosporium spp, Hemileia spp, Histoplasma spp. including H. capsulatum, Laetisaria fuciformis, Leptographium lindbergi, Leveillula taurica, Lophodermium seditiosum, Microdochium nivale, Microsporum spp, Monilinia spp, Mucor spp, Mycosphaerella spp. including M. Petition 870260057436, dated 12 / 06 / 2026, p. 54 / 144 45 / 123 graminicola, M. pomi, Oncobasidium theobromaeon, Ophiostoma piceae, Paracoccidioides spp, Penicillium spp. including P. digitatum, P. italicum, Petriellidium spp, Peronosclerospora spp. including P. maydis, P. philippinensis and P. sorghi, Peronospora spp, Phaeosphaeria nodorum, Phakopsora pachyrhizi, Phellinus igniarus, Phialophora spp, Phoma spp, Phomopsis viticola, Phytophthora spp. including P. infestans, Plasmopara spp. including P. halstedii, P. viticola, Pleospora spp., Podosphaera spp. including P. leucotricha, Polymyxa graminis, Polymyxa betae, Pseudocercosporella herpotrichoides, Pseudomonas spp, Pseudoperonospora spp. including P. cubensis, P. humuli, Pseudopeziza tracheiphila, Puccinia Spp. including P. hordei, P. recondita, P. striiformis, P. triticina, Pyrenopeziza spp, Pyrenophora spp, Pyricularia spp. including P. oryzae, Pythium spp. including P. ultimum, Ramularia spp, Rhizoctonia spp, Rhizomucor pusillus, Rhizopus arrhizus, Rhynchosporium spp, Scedosporium spp. including S. apiospermum and S. prolificans, Schizothyrium pomi, Sclerotinia spp, Sclerotium spp, Septoria spp, including S. nodorum, S. tritici, Sphaerotheca macularis, Sphaerotheca fusca (Sphaerotheca fuliginea), Sporothorix spp, Stagonospora nodorum, Stemphylium spp., Stereum hirsutum, Thanatephorus cucumeris, Thielaviopsis basicola, Tilletia spp, Trichoderma spp., including T. harzianum, T. pseudokoningii, T. viride, Trichophyton spp, Typhula spp, Uncinula necator, Urocystis spp, Ustilago spp, Venturia spp. including V.inaequalis, Verticillium spp., and Xanthomonas spp., in particular, Zymoseptoria tritici, Puccinia recondita, Puccinia striiformis, Erysiphe graminis, Uncinula. Petition 870260057436, dated 12 / 06 / 2026, p. 55 / 144 46 / 123 necator, Sphaerotheca fuliginea, Leveillula taurica, Phakopsora pachyrhizi, Pyricularia oryzae, Alternaria solani, Alternaria alternata, Mycosphaerella fijiensis, Colletotrichum lagenarium, Didymella bryoniae, Ascochyta pisii, Verticillium dahliae, Pyrenophora teres, Cercospora beticola, Ramularia collo-cygni, Botrytis cinerea, Sclerotinia sclerotiorum, Monilinia laxa, Monographaella nivalis and Venturia inaequalis.

[0103] In fact, fungicide-resistant strains in any of the species as outlined above have been reported in the scientific literature, with strains resistant to one or more fungicides from at least each of the following classes of fungicidal modes of action: quinone outside inhibitors (QoI), quinone inside inhibitors (QiI), succinate dehydrogenase inhibitors (SDHI), and sterol demethylation inhibitors (DMI). Such fungicide-resistant strains may contain: • A mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, where the mutation is G143A, F129L or G137R. See for example: Gisi et al., Pest Manag Sci 56, 833-841, (2000), Lucas, Pest Outlook 14 (6), 268-70 (2003); and Pasche et al., Crop Protection 27 (3-5), 427-435 (2008). • A mutation in the mitochondrial cytochrome b gene conferring resistance to Qi inhibitors, where the mutation is G37A / C / D / S / V. See for example: Meunier et al., Pest Manag Sci 2019; 75: 2107-2114. Petition 870260057436, dated 12 / 06 / 2026, p. 56 / 144 47 / 123 • A mutation in the genes encoding the SdhB, C, D subunits conferring resistance to SDHI inhibitors, where the mutation is in the following major pathogens: o Botrytis cinerea: B-P225H / L / T / Y / F, B-N230I, BH272L / Y / R, C-P80H / L, C-N87S; o Alternaria solani: B-H278R / Y, C-H134R / Q, D-D123E, DH133R and C-H134R; o Zymoseptoria tritici: sdhB: N225T, N225I, R265P, T268I, T268A. In sdhC: T79N, T79I, W80S, W80A, A84F, N86S, N86A, P127A, R151M / S / T / G, R151S, R151T, H152R / Y, V166M, T168R. In sdhD: I50F, M114V, D129G, T20P+K186R; o Pyrenophora teres: In sdhB: S66P, N235I, H277Y. In sdhC: K49E, R64K, N75S, G79R, H134R, S135R. In sdhD: D124E, H134R, G138V, D145G; o Ramularia collo-cygni: In sdhB: N224T, T267I. In sdhC: N87S, G91R, H146R / L, G171D, H153R; o Phakopsora pachyrhizi: C-I86F; Sclerotinia sclerotiorum: In sdhB: H273Y. In sdhC: G91R, H146R. In sdhD: T108K, H132R, G150R.

[0104] The main source of information is www.frac.info, Sierotzki and Scalliet Phytopathology (2013) 103 (9): 880—887 and Simões et al., J Plant Dis Prot (2018) 125: 21-2. • A mutation or combination of mutations in the CYP51 gene conferring resistance to DMI inhibitors, where the mutations are: L50S, D134G, V136A / C, Y137F, S188N, A379G, I381V, deletion 459-460, Y461H / S, N513K, S524T. The main source of information is www.frac.info, Cools et al., Plant Pathol (2013) 62: 36-42 and Schmitz HK et al., Pest Manag Sci (2014) 70: 378-388. Petition 870260057436, dated 12 / 06 / 2026, p. 57 / 144 48 / 123

[0105] Thus, in a preferred embodiment, the compounds of Formula (I) (including any of the compounds described in Table 3 below), or fungicidal compositions according to the present invention comprising a compound of Formula (I), are used to control fungal strains that are resistant to one or more fungicides from any of the following MoA classes of fungicides: quinone outside inhibitors (QoI), quinone inside inhibitors (QiI), succinate dehydrogenase inhibitors (SDHI), and sterol demethylation inhibitors (DMI).

[0106] The term “locus” as used here means fields in or on which plants are growing or where seeds of cultivated plants are sown or where seed will be placed in the soil. It includes soil, seeds and seedlings, as well as established vegetation.

[0107] The term “plants” refers to all the physical parts of a plant, including seeds, seedlings, young plants, roots, tubers, stems, stalks, foliage and fruits.

[0108] The term "plant propagation material" is understood to denote generative parts of the plant, such as seeds, which can be used for the multiplication of the latter, and vegetative material, such as cuttings or tubers, for example potatoes. Examples may include seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes, and plant parts. Germinated plants and young plants to be transplanted after germination or emergence from the soil may also be mentioned. These young plants may be protected before transplanting by total or partial treatment. Petition 870260057436, dated 12 / 06 / 2026, page 58 / 144 49 / 123 by immersion. Preferably, "plant propagation material" is understood to denote seeds.

[0109] The pesticide agents referred to here using their common name are known, for example, from “The Pesticide Manual, 15th Ed., British Crop Protection Council 2009.

[0110] The compounds of formula (I) may be used in unmodified form or, preferably, in conjunction with the adjuvants conventionally employed in the formulation technique. For this purpose they may conveniently be formulated in a known manner in emulsifiable concentrates, coating pastes, directly sprayable or dilutable solutions or suspensions, dilute emulsions, wettable powders, soluble powders, dusts, granules and also encapsulations, e.g., in polymeric substances. As with the type of compositions, the methods of application, such as spraying, atomizing, pulverizing, dispersing, coating or pouring, are chosen according to the intended objectives and the prevailing circumstances.The compositions may also contain additional adjuvants such as stabilizers, antifoaming agents, viscosity regulators, binders or tack promoters, as well as fertilizers, micronutrient donors or other formulations to obtain special effects.

[0111] Suitable carriers and adjuvants, e.g., for agricultural use, may be solid or liquid and are substances useful in formulation technology, e.g., natural or regenerated mineral substances, solvents, dispersants, wetting agents, tack promoters, Petition 870260057436, dated 12 / 06 / 2026, page 59 / 144 50 / 123 thickeners, binders or fertilizers. Such carriers are described, for example, in WO 97 / 33890.

[0112] The compounds of formula (I) are normally used in the form of compositions and may be applied to the area of ​​the crop or plant to be treated, simultaneously or in succession with additional compounds. These additional compounds may be, for example, fertilizers or micronutrient donors or other preparations that influence plant growth. They may also be selective or non-selective herbicides as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired in conjunction with additional carriers, surfactants or application enhancers commonly used in the formulation technique.

[0113] The compounds of formula (I) may be used in the form of compositions (fungicides) for control or protection against phytopathogenic microorganisms, comprising as an active ingredient at least one compound of formula (I) or at least one preferred individual compound as defined above, in free form or in the form of an agrochemically usable salt, and at least one of the adjuvants mentioned above.

[0114] The invention provides a composition, preferably a fungicidal composition, comprising at least one compound of formula (I), an agriculturally acceptable carrier and optionally an adjuvant. An agriculturally acceptable carrier is, for example, a carrier that is suitable for agricultural use. Agricultural carriers are well known in the art. Preferably, said composition may comprise Petition 870260057436, dated 12 / 06 / 2026, page 60 / 144 51 / 123 at least one or more active compounds in pesticide terms, for example an additional fungicidal active ingredient in addition to the compound of formula (I).

[0115] The compound of formula (I) may be the sole active ingredient in a composition or may be mixed with one or more additional active ingredients such as a pesticide, fungicide, synergistic agent, herbicide or plant growth regulator where appropriate. An additional active ingredient may, in some cases, result in unexpected synergistic activities. Examples of suitable additional active ingredients include the following: acycloamino acid fungicides, aliphatic nitrogen fungicides, amide fungicides, anilide fungicides, antibiotic fungicides, aromatic fungicides, arsenic fungicides, arylphenyl ketone fungicides, benzamide fungicides, benzanilide fungicides, benzimidazole fungicides, benzothiazole fungicides, botanical fungicides, bridging diphenyl fungicides, carbamate fungicides, carbanilate fungicides, conazole fungicides, copper fungicides, dicarboximide fungicides, dinitrophenol fungicides.dithiocarbamate fungicides, dithiolan fungicides, furamide fungicides, furanilide fungicides, hydrazide fungicides, imidazole fungicides, mercury fungicides, morpholine fungicides, organophosphate fungicides, organotin fungicides, oxathiin fungicides, oxazole fungicides, phenylsulfamide fungicides, polysulfide fungicides, pyrazole fungicides, pyridine fungicides, pyrimidine fungicides, pyrrole fungicides, quaternary ammonium fungicides, quinoline fungicides, quinone fungicides, Petition 870260057436, dated 12 / 06 / 2026, page 61 / 144 52 / 123 quinoxaline fungicides, strobilurin fungicides, sulfonanilide fungicides, thiadiazole fungicides, thiazole fungicides, thiazolidine fungicides, thiocarbamate fungicides, thiophene fungicides, triazine fungicides, triazole fungicides, triazolopyrimidine fungicides, urea fungicides, urea fungicides, valinamide and zinc fungicides.

[0116] Examples of suitable additional active ingredients also include the following: petroleum oils, 1,1-bis(4-chlorophenyl)-2-ethoxyethanol, 2,4-dichlorophenyl benzenesulfonate, 2-fluoro-N-methyl-N-1-naphthylacetamide, 4-chlorophenyl phenyl sulfone, acetoprol, aldoxicarb, amidione, amidothioate, amitone, amitone hydrogen oxalate, amitraz, aramite, arsenious oxide, azobenzene, azotoate, benomyl, benoxa-fos, benzyl benzoate, bixaphene, brofenvalerate, bromocyclophene, bromophos, bromopropylate, buprofezin, butocarboxim, butoxycarboxim, butylpyridaben, calcium polysulfide, camfeclor, carbanolate, carbofenothione, cymiazole, quino-methionate, chlorbenside, chlordimeform, chlordimeform hydrochloride, chlorphenetol, chlorfensone, chlorfensulfide, chlorobenzylate, chloromebuform, chloromethiurone, chloropropylate, chlorthiophos, cinerin I, cinerin II, cinerins, closantel, coumaphos, crotamitone, crotoxiphos, cufraneb, cyanhoate, DCPM, DDT, demefione, demefione-O, demefione-S,demetona-methyla, demetona-O, demetona-Omethyla, demetona-S, demetona-S-methyla, demetona-Smethylsulfona, diclofluanida, dichlorvos, diclifos, dienoclor, dimefox, dinex, dinex-diclexina, dinocape-4, dinocape-6, dinoctona, dino-pentona, dinosulfona, dinoterbona, Petition 870260057436, dated 12 / 06 / 2026, pág. 62 / 144 53 / 123 dioxathione, diphenyl sulfone, disulfiram, DNOC, dofenapine, doramectin, endothione, eprinomectin, etoatomethyl, etrimfos, fenazaflor, fenbutatin oxide, fenothiocarb, fenpyrad, fenpyroximate, fenpyrazamine, fensone, fentrifanil, flubenzimine, flucycloxurone, fluenetil, fluorbenside, FMC 1137, formetanate, formetanate hydrochloride, formparanate, gamm-HCH, gliodin, halfenprox, hexadecyl cyclopropanecarboxylate, isocarbofos, jasmolin I, jasmolin II, jodfenfos, lindane, malonobene, mecarbam, mesphospholane, mesulfene, methacrylate, methyl bromide, metolcarb, mexacarbate, milbemycin oxime, mipafox, monocrotofos, morphothion, moxidectin, naled, 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(6-iodo-3pyridyl)methoxy]pyridazin-3-one, nifluride, nicomycins, nitrilacarb, nitrilacarb 1:1 zinc chloride complex, omethoate, oxideprofos, oxydisulfotone, pp'-DDT, parathion, permethrin, fencaptone, phosalone, phospholane, phosphamide, polychloroterpenes, polynactins, proclonol,promacil, propoxur, protidathion, protoate, pyrethrin I, pyrethrin II, pyrethrins, pyridafenthion, pyrimitate, quinalphos, quinthiophos, R-1492, phosglycine, rotenone, escradane, sebufos, selamectin, sofamide, SSI-121, sulfiram, sulfluramide, sulfotepe, sulfur, diflovidazine, taufluvalinate, TEPP, terbam, tetradifone, tetrasul, thiafenox, thiocarboxime, thiophanox, thiometone, thioquinox, thuringiensin, triamiphos, triaratene, triazophos, triazurone, tripenofos, trinactin, vamidothione, vaniliprole, betoxazine, copper dioctanoate, copper sulfate, cybutrin, diclone, dichlorophene, endotal, fentin, hydrated lime, nabam, quinoclamine, quinonamide, simazine, Petition 870260057436, dated 12 / 06 / 2026, page 63 / 144 54 / 123 triphenylstanho acetate, triphenylstanho hydroxide, crufomate, piperazine, thiophanate, chloralose, fenthione, pyridine-4-amine, strychnine, 1-hydroxy-1H-pyridine-2-thione, 4-(quinoxaline-2-ylamino)benzenesulfonamide, 8-hydroxyquinoline sulfate, bronopol, copper hydroxide, cresol, dipyrithione, dodicine, fenaminosulfe, formaldehyde, hydrargaphen, casugamycin, casugamycin hydrochloride hydrate, nickel bis(dimethyldithiocarbamate), nitrapyrine, octylinone, oxolinic acid, oxytetracycline, potassium hydroxyquinoline sulfate, probenazole, streptomycin, streptomycin sesquisulfonate teclofthalam, thiomersal, Adoxophyes orana GV, Agrobacterium radiobacter, Amblyseius spp., Anagrapha falcifera NPV, Anagrus atomus, Aphelinus abdominalis, Aphidius colemani, Aphidoletes aphidimyza, Autographa californica NPV, Bacillus sphaericus Neide, Beauveria brongniartii, Chrysoperla carnea, Cryptolaemus montrouzieri, Cydia pomonella GV, Dacnusa sibirica, Diglyphus isaea, Encarsia formosa, Eretmocerus eremicus, Heterorhabditis bacteriophora e H. megidis, Hippodamia convergens, Leptomastix dactylopii, Macrolophus caliginosus, Mamestra brassicae NPV, Metaphycus helvolus, Metarhizium anisopliae var. acridum, Metarhizium anisopliae var. anisopliae, Neodiprion sertifer NPV and N. lecontei NPV, Orius spp., Paecilomyces fumosoroseus, Phytoseiulus persimilis, Steinernema bibionis, Steinernema carpocapsae, Steinernema feltiae, Steinernema glaseri, Steinernema riobrave, Steinernema riobravis, Steinernema scapterisci, Steinernema spp., Trichogramma spp., Typhlodromus occidentalis, Verticillium lecanii, afolato, bisazir, bussulfano, dimatife, hemel, hempa, metepa,. Petition 870260057436, dated 12 / 06 / 2026, p. 64 / 144 55 / 123 methiotepa, methyl afolate, morzida, penflurona, tepa, thio-hempa, thiotepa, tretamina, uredepa, acetate de (E)-dec5-en-1-ila com (E)-dec-5-en-1-ol, acetate de (E)-tridec-4en-1-ila, (E)-6-methyl-hept-2-en-4-ol, (E,Z)tetradeca-4,10-dien-1-yl acetate, (Z)-dodec-7-en-1-yl acetate, (Z)-hexadec-11-enal, (Z)-hexadec-11-en-1-yl acetate, (Z)-hexadec-13-en-11-in-1-ila, (Z)-icos-13-en10-one, (Z)-tetradec-7-en-1-al, (Z)-tetradec-9-en-1-ol, (Z)-tetradec-9-en-1-yl acetate, (7E,9Z)dodeca-7,9-dien-1-yl acetate, (9Z,11E)-tetradeca-9,11dien-1-yl acetate, (9Z,12E)-tetradeca-9,12-dien-1-yl acetate, 14-methyloctadec-1-eno, 4-methylnonan-5-ol com 4-methylnonan5-one, alpha-multistriatin, brevicomin, codlelure, codlemona, cuelure, disparlure, dodec-8-en-1-yl acetate, acetate dodec-9-en-1-yl, dodeca-8,10-dien-1yl acetate, dominicalure, 4-methyloctanoate ethyl, eugenol, frontalin, grandlure, grandlure I, grandlure II, grandlure III, grandlure IV,hexalure, ipsdienol, ipsenol, japonilure, lineatina, litlure, looplure, medlure, ácido megatomoico, eugenol de methyla, muscalure, acetato de octadeca-2,13-dien1-yla, acetato de octadeca-3,13-dien-1-yla, orfralure, orictalure, ostramona, siglure, sordidine, sulcatol, acetato de tetradec-11-en-1-yla, trimedlure, trimedlure A, trimedlure B1, trimedlure B2, trimedlure C, trunc-call, 2(octyltio)-etanol, butopironoxila, butóxi(polipropilenoglicol), adipato de dibutil, phtalato de dibutil, succinato de dibutil, diethyltoluamida, dimethyl carbate, dimethyl phthalate, ethyl hexanodiol, hexamida, methoquin-butyl, methylneodecanamide, oxamate, picaridin, 1-dichloro-1-nitroethane, 1,1-dichloro-2,2-bis(4, Petition 870260057436, dated 12 / 06 / 2026, pág. 65 / 144 56 / 123 ethylphenyl)-ethane, 1,2-dichloropropane with 1,3dichloropropene, 1-bromo-2-chloroethane, 2,2,2-trichloro-1-(3,4-dichloro-phenyl)ethyl acetate, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate, 2-(1,3-dithiolan-2-yl)phenyl dimethylcarbamate, 2-(2-butoxyethoxy)ethyl thiocyanate, 2-(4,5-dimethyl-1,3dioxolan-2-yl)phenyl methylcarbamate, 2-(4-chloro-3,5-xylyloxy)ethanol, 2-chlorovinyl diethyl phosphate, 2-imidazolidone, 2isovalerilindan-1,3-diona, metilcarbamato de 2-metil(prop2-inyl)aminofenila, laurato de 2-thiocyanatoetila, 3-bromo1-cloroprop-1-eno, dimetil-carbamato de 3-metil-1fenilpirazol-5-ila, metilcarbamato de 4-metil(prop-2inyl)amino-3,5-xilila, dimetilcarbamato de 5,5-dimetil-3oxociclo-hex-1-enil, acetiona, acrilonitrila, aldrina, alosamidina, alixicarbe, alfa-ecdisona, fosfeto de alumínio, aminocarbe, anabasina, atidationa, azametifos, delta endotoxinas de Bacillus thuringiensis, hexafluorossilicato de bário, polissulfeto de barium, bartrina, Bayer 22 / 190, Bayer 22408,beta-cyfluthrin, beta-cypermethrin, bioethanolethrin, biopermethrin, bis(2-chloroethyl) ether, borax, bromfenvinphos, bromo-DDT, bufencarb, butacarb, butathiofos, butonate, calcium arsenate, calcium cyanide, carbon disulfide, carbon tetrachloride, cartap hydrochloride, cevadine, chlorbicycline, chlordane, chlordecone, chloroform, chloropicrin, chlorfoxim, chlorprazophos, cis-resmethrin, cismethrin, clocithrin, copper acetoarsenite, copper arsenate, copper oleate, coumitoate, cryolite, CS 708, cyanofenphos, cyanophos, cyclethrin, citioate, d-tetramethrin, DAEP, dazomet, decarbofuran, diamidaphos, dicaptone, diclofenthione, Petition 870260057436, dated 12 / 06 / 2026, page 66 / 144 57 / 123 dicresyl, dicyclanyl, dieldrin, diethyl phosphate and 5methylpyrazol-3-yl, dilor, dimefluthrin, dimethane, dimethrin, dimethylvinphos, dimethylane, dinoprop, dinosam, dinoseb, diophenolane, dioxabenzofos, diticrophos, DSP, ecdysterone, EI 1642, EMPC, EPBP, etafos, ethiofencarb, ethyl formate, ethylene dibromide, ethylene dichloride, ethylene oxide, EXD, fenchlorphos, fenetacarb, fenitrothion, fenoxacrim, fenpyrithrin, fensulfothione, fenthion-ethyl, flucofurone, fosmethylane, fospirate, fosthiethane, furatiocarb, furethrin, guazatine, guazatine acetates, tetrathiocarbonate sodium, halfenprox, HCH, HEOD, heptachlor, heterofos, HHDN, hydrogen cyanide, hiquincarb, IPSP, isazofos, isobenzane, isodrine, isofenfos, isolane, isoprothiolane, isoxathione, juvenile hormone I, juvenile hormone II, juvenile hormone III, celevane, quinoprene, lead arsenate, leptofos, lirimfos, lithidathione, m-cumenyl methylcarbamate, magnesium phosphide, mazidox, mecarfone, menazone,mercurous chloride, mesulfenphos, metam, metam-potassium, metam-sodium, methanesulfonyl fluoride, metocrotophos, methoprene, metotrine, methoxychlor, methyl isothiocyanate, methylchloroform, methylene chloride, methoxadiazone, mirex, naphthalophos, naphthalene, NC-170, nicotine, nicotine sulfate, nitiazine, nornicotine, O-5-dichloro-4-iodophenyl and O-ethyl ethylphosphonothioate, O,O-diethyl and O-4-methyl-2-oxo-2H-chromen-7-yl phosphorothioate, O,O-diethyl and O-6-methyl-2-propylpyrimidin-4-yl phosphorothioate, O,O,O',O'-tetrapropyl dithiopyrophosphate, oleic acid, para-dichlorobenzene, methyl parathion, pentachlorophenol, pentachlorophenyl laurate, pH 60-38, fenkaptone, Petition 870260057436, dated 12 / 06 / 2026, page 67 / 144 58 / 123 phosniclor, phosphine, phosphine-methyl, pyrimetaphos, polychlorodicyclopentadiene isomers, potassium arsenite, potassium thiocyanate, precocene I, precocene II, precocene III, primidofos, profluthrin, promecarb, prothiophos, pyrazophos, pyresmethrin, quassia, quinolfos-methyl, quinothione, rafoxanide, resmethrin, rotenone, cadetrin, ryania, ryanodine, sabadyl, scandane, sebufos, SI-0009, tiapronil, sodium arsenite, sodium cyanide, sodium fluoride, sodium hexafluorosilicate, sodium pentachlorophenoxide, sodium selenate, sodium thiocyanate, sulcofurone, sulcofurone-sodium, sulfuryl fluoride, sulprofos, tar oils, tazimcarb, TDE, tebupirimphos, temefos, teralethrin, tetrachloroethane, ticrofos, thiocyclam, thiocyclam hydrogen oxalate, thionazine, thiossultap, thiossultap-sodium, tralomethrin, transpermethrin, triazamate, trichlormetaphos-3, trichloronate, trimetacarb, tolprocarb, triclopiricarb, triprene, veratridine, veratrin, XMC, zetamethrin,zinc phosphide, zolaprofos and meperfluthrin, tetramethylfluthrin, bis(tributyltin) oxide, bromoacetamide, ferric phosphate, niclosamide-olamine, tributyltin oxide, pirimorph, trifenmorph, 1,2-dibromo-3-chloropropane, 1,3-dichloropropene, 1,1-dioxide of 3,4-dichlorotetrahydrothiophene, 3-(4-chlorophenyl)-5-methylrhodanine, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid, 6-isopentenylaminopurine, 2-fluoro-N-(3-methoxyphenyl)-9H-purin-6-amine, benclotiaz, cytokinins, DCIP, furfural, isamidophos, kinetin, Myrothecium verrucaria composition, tetrachlorothiophene, xylenols, zeatin, potassium ethyl xanthate, acibenzolar, acibenzolar-S-methyl extract of, Petition 870260057436, dated 12 / 06 / 2026, page 68 / 144 59 / 123 Reynoutria sachalinensis, alpha-chlorohydrin, antu, barium carbonate, bistiosemi, brodifacoum, bromadiolone, bromethalin, chlorophacinone, cholecalciferol, coumaclor, coumafuril, coumatetralil, crimidine, difenacoum, difethialone, difacinone, ergocalciferol, flocoumaphene, fluoroacetamide, flupropadine, flupropadine hydrochloride, norbormide, fosacetin, phosphorus, pindone, pirinurone, esciliroside, sodium fluoroacetate, thallium sulfate, warfarin, 2-(2-butoxyethoxy)-ethyl piperonylate, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone, farnesol with nerolidol, verbutine, MGK 264, piperonyl butoxide, piprotal, propyl isomer, S421, sesamex, sesasmolin, sulfoxide, anthraquinone, copper naphthenate, copper oxychloride, dicyclopentadiene, thiram, zinc naphthenate, ziram, imanin, ribavirin, mercuric oxide, thiophanate-methyl, azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol,furametpir, hexaconazol, imazalil, imiben-con-azol, ipconazol, metconazol, miclobutanil, paclobutrazol, pefurazoato, penconazol, protioconazol, pirifenox, procloraz, propiconazol, pirisoxazol, simeconazol, tebucona-azol, tetraconazol, triadimefona, triadime-nol, triflumizol, triticonazol, ancimidol, fenarimol, nuarimol, bupirimato, dimetirimol, etirimol, dodemorfe, fenpropidina, fenpropimorfe, espiroxamina, tridemorfe, ciprodinil, mepanipirim, pirimetanil, fenpiclonil, fludioxonil, benalaxila, furalaxila, meta-laxila, R-metalaxila, ofurace, oxadixila, carbendazim, debacarbe, fuberid azol, tiabendazol, clozolinato, diclozolina, miclozolina, Petição 870260057436, de 12 / 06 / 2026, pág. 69 / 144 60 / 123 procymidone, vinclozoline, boscalid, carboxin, fenfuran, flutolanil, mepronil, oxycarboxin, penthiopryde, tifluzamide, dodine, iminoctadine, azoxystrobin, dimoxystrobin, enstroburin, phenaminstrobin, fluphenoxystrobin, fluoxastrobin, cresoxim-methyl, metominostrobin, trifloxystrobin, orisastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin, pyroxystrobin, ferbam, mancozeb, maneb, metiram, propineb, zineb, captafol, captan, fluoroimide, folpet, tolylfluanide, Bordeaux mixture, copper oxide, mancobre, copper oxide, nitrotal-isopropyl, edifenfos, iprobenfos, fosdifeno, tolclofos-methyl, anilazine, bentiavalicarb, blasticidin-S, clononeb, chlorothalonil, ciflufenamide, cymoxanil, cyclobutrifluram, diclocimet, diclomezine, dichloran, dietofencarb, dimethomorph, flumorph, dithianone, etaboxam, etridiazole, famoxadone, fenamidone, fenoxanil, ferimzone, fluazinam, fluopicolide, flusulfamide, fluxapyroxad, phenexamide, fos-ethylaluminum, himexazole,iprovalicarb, cyazofamide, metasulfocarb, metrafenone, pencycurone, phthalide, polyoxins, propamocarb, piribencarb, proquinazid, pyroquilone, pyriophenone, quinoxifene, quintazene, tiadinil, triazoxide, tricyclazole, triforin, validamycin, valifenalate, zoxamide, mandipropamide, flubeneteram, isopyrazam, sedaxane, benzovindiflupyr, pidiflumetofen, (3',4',5'-trifluoro-biphenyl-2-yl)-3difluoromethyl-1-methyl-1H-pyrazol-4-carboxylic acid amide, isoflucipram, isotianil, dipimetitron, 6-ethyl-5,7-dioxopyrrolo[4,5][1,4]dithi-ino[1,2-c]isothiazol-3-carbonitrile, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-indan-4, Petition 870260057436, dated 12 / 06 / 2026, pp. 70 / 144 61 / 123 [il]pyridine-3-carboxamida, 4-(2,6-difluorophenyl)-6-methyl-5phenyl-pyridazine-3-carbonitrila, (R)-3-(difluoromethyl)-1methyl-N-[1,1,3-trimethylindan-4-yl]pyrazol-4-carboxamida, 4(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5dimethyl-pyrazol-3-amine, 4-(2-bromo-4-fluorophenyl)-N-(2chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, fluindapyr, coumetoxystrobin (jiaxiangjunzhi), lvbenmixianan, diclobentiazox, mandestrobin, 3-(4,4difluoro-3,4-di-hidro-3,3-dimetilisoquinolin-1il)quinolona, ​​2-[2-fluoro-6-[(8-fluoro-2-metil-3quinolil)óxi]fenil]propan-2-ol, oxatiapiprolina, N-[6[[[(1-metiltetrazol-5-yl)-fenil-metileno]amino]óximetil]-2piridil]carbamato de terc-butil, piraziflumida, inpirfluxam, trolprocarbe, mefentrifluconazol, ipfentrifluconazol, 2-(difluorometil)-N-[(3R)-3-ethyl-1,1dimetil-indan-4-yl]piridina-3-carboxamida, N'-(2,5-dimethyl4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine, N'-[4-(4,5dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methylformamidine,methanesulfonate de [2-[3-[2-[1-[2-[3,5bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]thiazol4-yl]-4,5-di-hidroisoxazol-5-yl]-3-chloro-phenyl], N-[6[[(Z)-[(1-methyltetrazol-5-yl)-phenylmethyleno]amino]óximethyl]-2-pyridyl]carbamate de but-3inyl, N-[[5-[4-(2,4-dimethylphenyl)triazol-2-yl]-2-methylphenyl]methyl]carbamate de methyl, 3-chloro-6-methyl-5-phenyl-4(2,4,6-trifluorophenyl)pyridazine, pyridaclomethyla, 3(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4yl]pyrazol-4-carboxamida, 1-[2-[[1-(4-chlorophenyl)pyrazol-3yl]óximethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-ona, 1methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1Petição 870260057436, de 12 / 06 / 2026, pág. 71 / 144, 62 / 123 (il)phenoxy]methyl]phenyl]tetrazol-5-one, aminopyrifen, ametoctradine, amissulbrom, penflufen, (Z,2E)-5-[1-(4chlorophenyl)pyrazol-3-yl]oxy-2-methoxy-imino-N,3-dimethylpent-3-enamide, florilpicoxamide, fenpicoxamide, tebufloquine, ipflufenoquine, quinofumeline, isofetamida, N[2-[2,4-dichloro-phenoxy]phenyl]-3-(difluoromethyl)-1-methylpyrazol-4-carboxamide, N-[2-[2-chloro-4(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methylpyrazol-4-carboxamide, benzothiostrobin, fenamacril, zinc salt of 5-amino-1,3,4-thiadiazol-2-thiol (2:1), fluopiram, flutianil, fluopimomida, pirapropoína, picarbutrazox, 2(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine3-carboxamida, 2-(difluoromethyl)-N-((3R)-1,1,3trimethylindan-4-yl)pyridine-3-carboxamida, 4-[[6-[2-(2,4difluorophenyl)-1,1-difluoro-2-hidroxi-3-(1,2,4-triazol-1yl)propyl]-3-pyridyl]óxi]benzonitrila, methyltetraprol, 2(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine3-carboxamida, a-(1,1-dimethylethyl)-α-[4'(trifluoromethoxy)[1,1'-biphenyl]-4-yl]-5-pyrimidinemethanol, fluoxapiproline, enoxastrobin, 4-[[6-[2-(2,4difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1yl)propyl]-3-pyridyl]oxy]benzonitrile, 4-[[6-[2-(2,4difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile, 4-[[6-[2(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile, trinexapac, coumoxystrobin, zhongshengmycin, thiodiazole copper, zinc thiazole, amectotractin, iprodione, Noctyl-N'-[2-(octylamino)ethyl]ethane-1,2-diamine, N'-[5bromo-2-methyl-6-[(1S)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]Petition 870260057436, of 06 / 12 / 2026, p. 72 / 144, 63 / 123 N-ethyl-N-methyl-formamidine, N'-[5-bromo-2-methyl-6-[(1R)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methylformamidine, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxyethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine, N'-[5-chloro-2-methyl-6-(1-methyl-2-propoxyethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxyethoxy)-3-pyridyl]-N-isopropyl-N-methyl-formamidine (these compounds can be prepared from the methods described in WO2015 / 155075); N'-[5-bromo-2-methyl-6-(2-propoxypropoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine (this compound can be prepared from the methods described in IPCOM000249876D); N-isopropyl-N'-[5-methoxy-2-methyl-4(2,2,2-trifluoro-1-hydroxy-1-phenylethyl)phenyl]-N-methylformamidine, N'-[4-(1-cyclopropyl-2,2,2-trifluoro-1-hydroxyethyl)-5-methoxy-2-methylphenyl]-N-isopropyl-N-methylformamidine (these compounds can be prepared from the methods described in WO2018 / 228896);N-ethyl-N'-[5-methoxy-2-methyl-4-[2-trifluoromethyl)oxetan-2-yl]phenyl]-N-methyl-formamidine, N-ethyl-N'-[5-methoxy-2-methyl-4-[2-trifluoromethyl)tetrahydrofuran-2-yl]phenyl]-N-methylformamidine (these compounds can be prepared from the methods described in WO2019 / 110427); N-[(1R)-1-benzyl3-chloro-1-methyl-but-3-enyl]-8-fluoro-quinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-but-3-enyl]8-fluoro-quinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoro-quinoline-3-carboxamide, N-[(1S)-1benzyl-1,3-dimethylbutyl]-7,8-difluoro-quinoline-3Petition 870260057436, dated 12 / 06 / 2026, page 73 / 144; 64 / 123 carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3dimethyl-butyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3carboxamide, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoro-quinoline-3-carboxamide, N-((1R)-1-benzyl3-chloro-1-methyl-but-3-enyl)-8-fluoro-quinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methyl-but-3-enyl)8-fluoro-quinoline-3-carboxamide (These compounds can be prepared using the methods described in WO2017 / 153380);1-(6,7-dimetilpirazolo[1,5-a]piridin-3-yl)-4,4,5-trifluoro3,3-dimetil-isoquinolina, 1-(6,7-dimetilpirazolo[1,5-a]piridin-3-yl)-4,4,6-trifluoro-3,3-dimetil-isoquinolina, 4,4-difluoro-3,3-dimetil-1-(6-metilpirazolo[1,5-a]piridin-3-yl)isoquinolina, 4,4-difluoro-3,3-dimetil-1-(7metilpirazolo[1,5-a]piridin-3-yl)isoquinolina, 1- (6-cloro7-metil-pirazolo[1,5-a]piridin-3-yl)-4,4-difluoro-3,3dimetil-isoquinolina (estes compostis podem ser preparados a partir dos methods described in WO2017 / 025510); 1-(4,5dimethylbenzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethylisoquinoline, 1-(4,5-dimethylbenzimidazol-1-yl)-4,4difluoro-3,3-dimethyl-isoquinoline, 6-chloro-4,4-difluoro3,3-dimethyl-1-(4-methylbenzimidazol-1-yl)isoquinoline, 4,4difluoro-1-(5-fluoro-4-methyl-benzimidazol-1-yl)-3,3dimethyl-isoquinoline, 3-(4,4-difluoro-3,3-dimethyl-1isoquinolyl)-7,8-di-hydro-6H-cyclopenta[e]benzimidazol (these compounds can be prepared using the methods described here) WO2016 / 156085);N-methoxy-N-[[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4; Petition 870260057436, dated 12 / 06 / 2026, pp. 74 / 144 65 / 123 [5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide, N-ethyl-2-methyl-N-[[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, 3-ethyl-1-methoxy-1-[[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, N[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide, 4,4-dimethyl-2-[[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3yl]phenyl]methyl]isoxazolidin-3-one, 5,5-dimethyl-2-[[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3yl]phenyl]methyl]isoxazolidin-3-one, 1- [[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole4-carboxylato de etila, N,N-dimethyl-1-[[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4triazol-3-amine (estes composdos podem ser preparados a partir dos métodos descritos em WO 2017 / 055473, WO 2017 / 055469, WO 2017 / 093348 e WO 2017 / 118689);2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (this compound can be prepared using the methods described in WO 2017 / 029179); 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (this compound can be prepared using the methods described in WO 2017 / 029179); 3-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]imidazole-4-carbonitrile (this compound can be prepared using the methods described in WO 2016 / 156290); 3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluoro-phenyl)-2; Petition 870260057436, dated 12 / 06 / 2026, pp. 75 / 144 66 / 123 hydroxypropyl]imidazol-4-carbonitrile (this compound can be prepared using the methods described in WO 2016 / 156290); (4-phenoxyphenyl)methyl 2-amino-6-methylpyridine-3-carboxylate (this compound can be prepared using the methods described in WO 2014 / 006945); 2,6-Dimethyl-1H,5H-[1,4]diti-yne[2,3-C:5,6-C']dipyrrole-1,3,5,7(2H,6H)-tetrone (this compound can be prepared using the methods described in WO 2011 / 138281); N-methyl-4[5-(trifluoromethyl)-1,2,4-oxadiazol-3yl]benzenecarbothioamide; N-methyl-4-[5-(trifluoromethyl)1,2,4-oxadiazol-3-yl]benzamide; (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxy-imino-N,3-dimethylpent-3-enamide (this compound can be prepared from the methods described in WO 2018 / 153707); N'-(2-chloro-5-methyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine; N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methylformamidine (this compound can be prepared from the methods described in WO 2016 / 202742);2-(difluoromethyl)-N[(3S)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (this compound can be prepared from the methods described in WO 2014 / 095675); (5-methyl-2-pyridyl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone, (3-methylisoxazol-5-yl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone (these compounds can be prepared from the methods described in WO 2017 / 220485); 2-oxo-N-propyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide (this compound can be prepared from the methods described in WO 2018 / 065414); ethyl 1-[[5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-2-thienyl]methyl]pyrazole-4-carboxylate (this compound; Petition 870260057436, dated 12 / 06 / 2026, page 76 / 144 67 / 123 can be prepared using the methods described in WO 2018 / 158365); 2,2-difluoro-N-methyl-2-[4-[5(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide, N-[(E)-methoxy-iminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, N-[N-methoxy-C-methyl-carbonimidoyl]-4-[5(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (these compounds can be prepared using the methods described in WO 2018 / 202428)

[0117] The compounds of the invention can also be used in combination with anthelmintic agents. Such anthelmintic agents include compounds selected from the class of macrocyclic lactone compounds such as ivermectin, avermectin, abamectin, emamectin, eprinomectin, doramectin, selamectin, moxidectin, nemadectin and milbemycin derivatives as described in EP-357460, EP444964 and EP-594291. Additional anthelmintic agents include semi-synthetic and biosynthetic avermectin / milbemycin derivatives such as those described in US-5015630, WO-9415944 and WO-9522552. Additional anthelmintic agents include benzimidazoles such as albendazole, cambendazole, fenbendazole, flubendazole, mebendazole, oxfendazole, oxibendazole, parbendazole, and other members of the class. Additional anthelmintic agents include imidazothiazoles and tetrahydropyrimidines such as tetramisole, levamisole, pyrantel pamoate, oxantel, or morantel.Additional anthelmintic agents include fluquicides, such as triclabendazole and chlorsulone, and cestocides, such as praziquantel and epsiprantel. Petition 870260057436, dated 12 / 06 / 2026, page 77 / 144 68 / 123

[0118] The compounds of the invention can be used in combination with derivatives and analogues of the paraherquamide / marcfortine class of anthelmintic agents, as well as antiparasitic oxazolines such as those disclosed in US-5478855, US-4639771 and DE-19520936.

[0119] The compounds of the invention can be used in combination with derivatives and analogues of the general class of dioxomorpholine antiparasitic agents as described in WO-9615121 and also with active anthelmintic cyclic depsipeptides such as those described in WO-9611945, WO9319053, WO-9325543, EP-626375, EP-382173, WO-9419334, EP382173, and EP-503538.

[0120] The compounds of the invention can be used in combination with other ectoparasiticides, for example, fipronil; pyrethroids; organophosphates; insect growth regulators such as lufenurone; ecdysone agonists such as tebufenozide and similar drugs; neonicotinoids such as imidacloprid and similar drugs.

[0121] The compounds of the invention can be used in combination with terpene alkaloids, for example those described in WO 95 / 19363 or WO 04 / 72086, particularly the compounds disclosed therein.

[0122] Other examples of such biologically active compounds with which the compounds of the invention may be used in combination include, but are not limited to, the following: Organophosphates: acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, bromophos, bromophos-ethyl, cadusaphos, chlorethoxyphos, chlorpyrifos, chlorfenvinphos, chlormephos, demetone, demetone-S-methyl, demetone-S-methyl sulfone, Petition 870260057436, dated 12 / 06 / 2026, page 78 / 144 69 / 123 dialifos, diazinone, dichlorvos, dicrotofos, dimethoate, disulfotone, ethione, etoprofos, etrinfos, famfur, fenamifos, fenitrothione, fensulfothione, fenthione, flupirazofos, fonofos, formotiona, fosthiazate, heptenofos, isazofos, isothioate, isoxathione, malathione, metacrifos, methamidofos, methidathione, methylparathione, mevinfos, monocrotofos, nalede, ometoate, oxidemethone-methyl, paraoxone, parathione, parathione-methyl, fentoate, fosalone, phospholane, phosphocarb, phosmet, phosfamidone, phorate, foxim, pirimifos, pirimifos-methyl, profenofos, propafos, proetamphos, prothiophos, pyraclophos, pyridapenthion, quinalphos, sulprophos, temephos, terbufos, tebupirinphos, tetrachlorvinphos, thytone, triazophos, trichlorphone, vamidothion. Carbamates: alanicarb, aldicarb, 2sec-butylphenyl methylcarbamate, benfuracarb, carbaryl, carbofuran, carbosulfan, chloretocarb, ethiofencarb, fenoxycarb, fenthiocarb, furatiocarb, HCN-801, isoprocarb, indoxacarb, methiocarb, methomyl, 5-methyl-mcumenylbutyryl(methyl)carbamate, oxamyl, pirimicarb, propoxur, thiodicarb, thiophanox, triazamate, UC-51717. Pyrethroids: acrinatin, allethrin, alphamethrin, (E)(1R)-cis-2,2-dimethyl-3-(2-oxothiolan-3ylidenemethyl)cyclopropanecarboxylate of 5-benzyl-3furylmethyl, bifenthrin, beta-cyfluthrin, cyfluthrin, acypermethrin, beta-cypermethrin, bioalethrin, bioalethrin (isomer (S)-cyclopentyl), bioresmethrin, bifenthrin, NCI85193, cycloprothrin, cyhalothrin, cytithrin, cyfenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenfluthrin, fenpropathrin, fenvalerate, flucitrinate, Petition 870260057436, dated 12 / 06 / 2026, page 79 / 144 70 / 123 flumethrin, fluvalinate (isomer D), imiprothrin, cyhalothrin, lambda-cyhalothrin, permethrin, phenothrin, pralethrin, pyrethrins (natural products), resmethrin, tetramethrin, transfluthrin, theta-cypermethrin, silafluofen, t-fluvalinate, tefluthrin, tralomethrin, zetacypermethrin.

[0123] Arthropod growth regulators: a) chitin synthesis inhibitors: benzoylureas: chlorfluazurone, diflubenzurone, fluazurone, flucicloxurone, flufenoxurone, hexaflumurone, lufenurone, novalurone, teflubenzurone, triflumurone, buprofezin, diphenol, hexthiazox, ethoxazole, chlorfentazine; b) ecdysone antagonists: halofenozide, methoxyfenozide, tebufenozide; c) juvenoids: pyriproxyfen, methoprene (including S-methoprene), phenoxycarb; d) lipid biosynthesis inhibitors: spirodiclofen.

[0124] Other antiparasitics: acequinocil, amitraz, AKD-1022, ANS-118, azadirachtin, Bacillus thuringiensis, bensultape, bifenazate, binapacryl, bromopropylate, BTG504, BTG-505, campeflor, cartape, chlorobenzylate, chlordimeform, chlorfenapyr, chromafenozide, clothianidin, cyromazine, diaclodene, diafenthiuron, DBI-3204, dynactin, dihydroxymethyldihydroxypyrrolidine, dinobutone, dinocape, endosulfan, etiprol, etofenprox, fenazaquin, flumite, MTI-800, fenpyroximate, fluacripyrim, flubenzimine, flubrocitrinate, flufenzine, flufenprox, fluproxifen, halofenprox, hydramethylnone, IKI-220, kanemite, NC-196, neem protector, nidinorterfuran, nitanpyram, SD35651, WL-108477, pyridaryl, propargite, protrifenbut, pymetrozine, pyridabem, pyrimidifen, NC-1111, R-195, RHPetition 870260057436, of 06 / 12 / 2026, p. 80 / 144 71 / 123 0345, RH-2485, RYI-210, S-1283, S-1833, SI-8601, silafluofen, silomadine, spinosad, tebufenpyrad, tetradifone, tetranactin, thiacloprid, thiocyclam, thiamethoxam, tolfenpyrad, triazamate, triethoxyspinosin, trinactin, verbutin, vertalec, YI-5301.

[0125] Biological agents: Bacillus thuringiensis ssp aizawai, kurstaki, delta endotoxin of Bacillus thuringiensis, baculovirus, entomopathogenic bacteria, viruses and fungi.

[0126] Bactericides: chlortetracycline, oxytetracycline, streptomycin.

[0127] Other biological agents: enrofloxacin, febantel, penetamate, moloxicam, cephalexin, kanamycin, pimobendan, clenbuterol, omeprazole, tiamulin, benazepril, piriprole, cefquinome, florfenicol, buserelin, cefovecin, tulathromycin, ceftiour, carprofen, metaflumizone, praziquarantel, triclabendazole.

[0128] Another aspect of the invention relates to the use of a compound of formula (I) or of a preferred individual compound as defined above, of a composition comprising at least one compound of formula (I) or at least one preferred individual compound as defined above, or of a fungicidal or insecticidal mixture comprising at least one compound of formula (I) or at least one preferred individual compound as defined above, in a mixture or with the addition of other fungicides or insecticides as described above, for the control or prevention of infestation of plants, e.g., useful plants such as cultivated plants, their propagation material, e.g., seeds, collected crops, e.g., food crops. Petition 870260057436, dated 12 / 06 / 2026, page 81 / 144 72 / 123 collected or non-living materials by insects or phytopathogenic microorganisms, preferably fungal organisms.

[0129] A further aspect of the invention relates to a method of controlling or preventing an infestation of plants, e.g., useful plants such as cultivated plants, their propagation material, e.g., seeds, harvested crops, e.g., harvested food crops or non-living materials by insects or by microorganisms or phytopathogenic organisms that cause deterioration potentially harmful to humans, especially fungal organisms, comprising applying a compound of formula (I) or a preferred individual compound as defined above as the active ingredient to the plants, parts of the plants or their locus, their propagation material or any part of the non-living materials.

[0130] Control or prevention means reducing infestation by insects or by phytopathogenic microorganisms or those that cause deterioration or organisms that are potentially harmful to humans, especially fungal organisms, to a level where an improvement is demonstrated.

[0131] A preferred method of controlling or preventing infestation of crop plants by phytopathogenic microorganisms, especially fungal organisms, or insects, comprising the application of a compound of formula (I), or an agrochemical composition containing at least one of said compounds, is foliar application. The frequency of application and the application rate will depend on the risk of infestation by the corresponding pathogen or insect. In Petition 870260057436, dated 12 / 06 / 2026, page 82 / 144 73 / 123 However, the compounds of formula (I) can also penetrate the plant through the roots via the soil (systemic action), by soaking the plant locus with a liquid formulation or by applying the compounds in solid form to the soil, e.g., in granular form (soil application). In irrigated rice crops, such granules can be applied to the irrigated rice field. The compounds of formula (I) can also be applied to seeds (coating) by impregnating the seeds or tubers with a liquid formulation of the fungicide or by coating them with a solid formulation.

[0132] A formulation, e.g., a composition containing the compound of formula (I) and, if desired, a solid or liquid adjuvant or monomers for encapsulation of the compound of formula (I) can be prepared in a known manner, typically by intimate mixing and / or trituration of the compound with diluents, for example solvents, solid carriers and, optionally, surface-active compounds (surfactants).

[0133] Advantageous application rates are normally 5 g 2 kg of active ingredient (ai) per hectare (ha), preferably 10 g 1 kg ai / ha, more preferably 20 g 600 g ai / ha. When used as a seed soaking agent, suitable dosages range from 10 mg to 1 g of active substance per kg of seeds.

[0134] When the combinations of the present invention are used to treat seeds, rates of 0.001 to 50 g of a compound of formula (I) per kg of seeds, preferably Petition 870260057436, dated 12 / 06 / 2026, p. 83 / 144 74 / 123 0.01 to 10 g per kg of seeds is usually sufficient.

[0135] The compositions of the invention can be employed in any conventional form, for example in the form of a double package, a dry seed treatment powder (DS), a seed treatment emulsion (ES), a flowable seed treatment concentrate (FS), a seed treatment solution (LS), a water-dispersible seed treatment powder (WS), a seed treatment capsule suspension (CF), a seed treatment gel (GF), an emulsion concentrate (EC), a suspension concentrate (SC), a suspoemulsion (SE), a capsule suspension (CS), a water-dispersible granule (WG), an emulsifiable granule (EG), a water-in-oil emulsion (EO), an oil-in-water emulsion (EW), a microemulsion (ME), an oil dispersion (OD), an oil-miscible fluid (OF), an oil-miscible liquid (OL), a soluble concentrate (SL), an ultra-low volume suspension (SU), a liquid of volume ultra-low (UL), a technical concentrate (TK),a dispersible concentrate (DC), a wettable powder (WP) or any technically feasible formulation in combination with agriculturally acceptable adjuvants.

[0136] Such compositions can be produced conventionally, e.g., by mixing the active ingredients with appropriate formulation inerts (diluents, solvents, fillers and optionally other formulation ingredients such as surfactants, biocides, antifreeze, adhesives, thickeners and compounds that provide adjuvant effects). Conventional slow-release formulations can also be used when efficacy is desired. Petition 870260057436, dated 12 / 06 / 2026, page 84 / 144 75 / 123 long-lasting. In particular, formulations to be applied in spray forms, such as water-dispersible concentrates (e.g., EC, SC, DC, OD, SE, EW, EO and the like), wettable powders and granules, may contain surfactants such as wetting and dispersing agents and other compounds that provide adjuvant effects, e.g., the condensation product of formaldehyde with naphthalene sulfonate, an alkylaryl sulfonate, a lignin sulfonate, an ethoxylated fatty alkyl sulfate and alkylphenol, and an ethoxylated fatty alcohol.

[0137] A seed treatment formulation is applied in a manner known per se to seeds using the combination of the invention and a diluent in the form of a suitable seed coating formulation, e.g., as an aqueous suspension or in a dry powder form having good adherence to the seeds. Such seed coating formulations are known in the art. The seed coating formulations may contain the single active ingredients or the combination of active ingredients in encapsulated form, e.g., as slow-release capsules or microcapsules.

[0138] In general, formulations include from 0.01 to 90% by weight of active agent, from 0 to 20% agriculturally acceptable surfactant and 10 to 99.99% solid or liquid formulation inerts and adjuvant(s), the active agent consisting at least of the compound of formula (I) together with components (B) and (C) and, optionally, other active agents, particularly microbiocides or preservatives or the like. Concentrated forms of compositions generally contain between about 2 and 80%, preferably about Petition 870260057436, dated 12 / 06 / 2026, page 85 / 144 76 / 123 of 5 and 70%, by weight of active agent. The application forms of the formulation may contain, for example, from 0.01 to 20% by weight, preferably from 0.01 to 5% by weight, of active agent. Although commercial products are preferably formulated as concentrates, the end user will normally employ diluted formulations.

[0139] Table 1 below illustrates examples of individual compounds of formula (I) according to the invention. Table 1: Individual compounds of formula (I) according to the invention no. 164 HF 2- fluoropyridin -4-yl 005 ch3 H phenyl 165 ch3 H 2- fluoropyridin -4-yl 006 ch3 ch3 phenyl 16 6 ch3 ch3 2- fluoropyridin -4-yl Petition 870260057436, dated 12 / 06 / 2026, p. 86 / 144 77 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 007 ch3 ch2ch3 fenila 167 ch3 ch2ch3 2-fluoropiridin -4-ila 008 ch3 F fenila 168 ch3 F 2fluoropiridin -4-ila 009 ch2ch3 H fenila 169 ch2ch3 H 2- fluoropiridin -4-ila 010 ch2ch3 ch3 fenila 170 ch2ch3 ch3 2- fluoropiridin -4-ila Oil ch2ch3 ch2ch3 fenila 171 ch2ch3 ch2ch3 2- fluoropiridin -4-ila 012 ch2ch3 F fenila 172 ch2ch3 F 2- fluoropiridin -4-ila 013 FH fenila 173 FH 2- fluoropiridin -4-ila 014 F ch3 fenila 174 F ch3 2- fluoropiridin -4-ila 015 F ch2ch3 fenila 175 F ch2ch3 2- fluoropiridin -4-ila Petition: 870260057436, on 12 / 06 / 2026, page. 87 / 144 78 / 123 When. Cpd R2 R3 R5 No. Cpd R2 R3 R5 016 FF phenyl 176 FF 2- fluoropyridin -4-yl 017 HH 3-fluorophenyl 177 HH 2,6difluoropyridine in-4-yl 018 H ch3 3-fluorophenyl 178 H ch3 2,6-difluoropyridine in-4-yl 019 H ch2ch3 3-fluorophenyl 179 H ch2ch3 2,6- difluoropyride in-4-yl 020 HF 3-fluorophenyl 180 HF 2,6- difluoropyride in-4-yl 021 ch3 H 3-fluorophenyl 181 ch3 H 2,6difluoropyride in-4-yl 022 ch3 ch3 3-fluorophenyl 182 ch3 ch3 2, 6- difluoropyride in-4-yl 023 ch3 ch2ch3 3-fluorophenyl 183 ch3 ch2ch3 2,6-difluoropyride in-4-yl 024 ch3 F 3-fluorophenyl 184 ch3 F 2, 6difluoropyride in-4-ila Petition 870260057436, 6 / 12 / 2026, p. 88 / 1 79 / 1 When. Cpd R2 R3 R5 No. Cpd R2 R3 R5 025 CH2CH3 H 3-fluorophenyl 185 CH2CH3 H 2,6difluoropyride in-4-yl 026 CH2CH3 ch3 3-fluorophenyl 186 CH2CH3 ch3 2,6difluoropyride in-4-yl 027 CH2CH3 CH2CH3 3-fluorophenyl 187 CH2CH3 CH2CH3 2,6difluoropyrid in-4-yl 028 CH2CH3 F 3-fluorophenyl 188 CH2CH3 F 2,6difluoropyrid in-4-yl 029 FH 3-fluorophenyl 189 FH 2,6difluoropyrid in-4-yl 030 F ch3 3-fluorophenyl 190 F ch3 2,6difluoropyride in-4-yl 031 F CH2CH3 3-fluorophenyl 191 F CH2CH3 2, 6difluoropyride in-4-yl 032 FF 3-fluorophenyl 192 FF 2,6difluoropyride in-4-yl 033 HH 3,5- difluorophenyl 193 HH 2- chloropyridin- 4-yl Petition 870260057436, 6 / 12 / 2026, p. 89 / 1 80 / 1 Cpd No. R2 R3 R5 Cpd No. R2 R3 R5 034 H ch3 3,5- difluorophenyl 194 H ch3 2- chloropyridin- 4-yl 035 H ch2ch3 3,5- difluorophenyl 195 H ch2ch3 2- chloropyridin- 4-yl 036 HF 3,5- difluorophenyl 196 HF 2- chloropyridin- 4-yl 037 ch3 H 3,5- difluorophenyl 197 ch3 H 2- chloropyridin- 4-yl 038 ch3 ch3 3,5- difluorophenyl 198 ch3 ch3 2- chloropyridin- 4-yl 039 ch3 ch2ch3 3,5- difluorophenyl 199 ch3 ch2ch3 2- chloropyridin- 4-yl 040 ch3 F 3,5- difluorophenyl 200 ch3 F 2- chloropyridin- 4-yl 041 ch2ch3 H 3,5- difluorophenyl 201 ch2ch3 H 2- chloropyridin- 4-yl 042 ch2ch3 ch3 3,5- difluorophenyl 202 ch2ch3 ch3 2- chloropyridin- 4-yl Petition 870260057436, dated 12 / 06 / 2026, pp. 90 / 144 81 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 043 CH2CH3 CH2CH3 3,5- difluorophenyl 203 CH2CH3 CH2CH3 2- chloropyridin- 4-yl 044 CH2CH3 F 3,5- difluorophenyl 204 CH2CH3 F 2chloropyridin4-yl 045 FH 3,5- difluorophenyl 205 FH 2- chloropyridin- 4-yl 046 F ch3 3,5- difluorophenyl 206 F ch3 2- chloropyridin- 4-yl 047 F CH2CH3 3,5- difluorophenyl 207 F CH2CH3 2chloropyridin4-yl 048 FF 3,5- difluorophenyl 208 FF 2- chloropyridins- 4-yl a 049 HH 3-chlorophenyla 209 HH 2, 6-dichloropyrides n-4-yl a 050 H ch3 3-chlorophenyla 210 H ch3 2,6-dichloropyrides n-4-yl a 051 H CH2CH3 3-chlorophenyla 211 H CH2CH3 2, 6-dichloropyrides n-4-yl a Petition 870260057436, dated 12 / 06 / 2026, pág. 91 / 144 82 / 123 Cpd No. R2 R3 R5 Cpd No. R2 R3 R5 052 HF 3-chlorophenyl 212 HF 2,6dichloropyridid ​​n-4-yl 053 ch3 H 3-chlorophenyl 213 ch3 H 2,6dichloropyridid ​​n-4-yl 054 ch3 ch3 3-chlorophenyl 214 ch3 ch3 2,6dichloropyridid ​​n-4-yl 055 ch3 ch2ch3 3-chlorophenyl 215 ch3 ch2ch3 2,6dichloropyridid ​​n-4-yl 056 ch3 F 3-chlorophenyl 216 ch3 F 2,6dichloropyridid ​​n-4-yl 057 ch2ch3 H 3-chlorophenyl 217 ch2ch3 H 2,6dichloropyridid ​​n-4-yl 058 ch2ch3 ch3 3-chlorophenyl 218 ch2ch3 ch3 2, 6dichloropyridid ​​n-4-yl 059 ch2ch3 ch2ch3 3-chlorophenyl 219 ch2ch3 ch2ch3 2,6dichloropyridid ​​n-4-yl 060 ch2ch3 F 3-chlorophenyl 220 ch2ch3 F 2, 6dichloropyridid ​​n-4-yl Petition 870260057436, dated 12 / 06 / 2026, pp. 92 / 144 83 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 061 FH 3-chlorophenyl 221 FH 2,6dichloropyridi n-4-yl 062 F ch3 3-chlorophenyl 222 F ch3 2,6dichloropyridi n-4-yl 063 F ch2ch3 3-chlorophenyl 223 F ch2ch3 2,6dichloropyridi n-4-yl 064 FF 3-chlorophenyl 224 FF 2,6dichloropyridi n-4-yl 065 HH 3,5- dichlorophenyl 225 HH pyridin-3-yl 066 H ch3 3,5- dichlorophenyl 226 H ch3 pyridin-3-yl 067 H ch2ch3 3,5- dichlorophenyl 227 H ch2ch3 pyridin-3-yl 068 HF 3,5- dichlorophenyl 228 HF pyridin-3-yl 069 ch3 H 3,5- dichlorophenyl 229 ch3 H pyridin-3-yl 070 ch3 ch3 3,5- dichlorophenyl 230 ch3 ch3 pyridin-3-yl 071 ch3 ch2ch3 3,5- dichlorophenyl 231 ch3 ch2ch3 pyridin-3-yl 072 ch3 F 3,5- dichlorophenyl 232 ch3 F pyridin-3-yl Petition 870260057436, dated 12 / 06 / 2026, p. 93 / 144 84 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 073 CH2CH3 H 3,5- dichlorophenyl 233 CH2CH3 H pyridin-3-yl 074 CH2CH3 ch3 3,5- dichlorophenyl 234 CH2CH3 ch3 pyridin-3-yl 075 CH2CH3 CH2CH3 3,5- dichlorophenyl 235 CH2CH3 CH2CH3 pyridin-3-yl 076 CH2CH3 F 3,5- dichlorophenyl 236 CH2CH3 F pyridin-3-yl 077 FH 3,5- dichlorophenyl 237 FH pyridin-3-yl 078 F ch3 3,5- dichlorophenyl 238 F ch3 pyridin-3-yl 079 F CH2CH3 3,5- dichlorophenyl 239 F CH2CH3 pyridin-3-yl 080 FF 3,5- dichlorophenyl 240 FF pyridin-3-yl 081 HH 3-methylphenyl 241 HH 6- fluoropyridin-3-yl 082 H ch3 3-methylphenyl 242 H ch3 6- fluoropyridin-3-yl 083 H CH2CH3 3-methylphenyl 243 H CH2CH3 6- fluoropyridin-3-yl 084 HF 3-methylphenyl 244 HF 6-fluoropyridin-3-yl Petition 870260057436, dated 12 / 06 / 2026, p. 94 / 144 85 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 085 CH3 H 3-methylphenyl 245 CH3 H 6-fluoropyridin-3-yl 086 CH3 CH3 3-methylphenyl 246 CH3 CH3 6-fluoropyridin-3-yl 087 CH3 CH2CH3 3-methylphenyl 247 CH3 CH2CH3 6-fluoropyridin-3-yl 088 CH3 F 3-methylphenyl 248 CH3 F 6-fluoropyridin-3-yl 089 CH2CH3 H 3-methylphenyl 249 CH2CH3 H 6-fluoropyridin-3-yl 090 CH2CH3 CH3 3-methylphenyl 250 CH2CH3 CH3 6-fluoropyridin -3-yl 091 ch2ch3 ch2ch3 3-methylphenyl 251 ch2ch3 ch2ch3 6- fluoropyridin -3-yl 092 ch2ch3 F 3-methylphenyl 252 ch2ch3 F 6- fluoropyridin -3-yl 093 FH 3-methylphenyl 253 FH 6- fluoropyridin -3-yl Petition 870260057436, dated 12 / 06 / 2026, pp. 95 / 144 86 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 094 F ch3 3-methylphenyl 254 F ch3 6-fluoropyridin-3-yl 095 F ch2ch3 3-methylphenyl 255 F ch2ch3 6-fluoropyridin-3-yl 096 FF 3-methylphenyl 256 FF 6-fluoropyridin-3-yl 097 HH 3,5-dimethylphenyl 257 HH 5-fluoropyridin-3-yl 098 H ch3 3,5-dimethylphenyl 258 H ch3 5-fluoropyridin-3-yl 099 H ch2ch3 3,5-dimethylphenyl 259 H ch2ch3 5-fluoropyridin-3-yl 100 HF 3,5- dimethylphenyl 260 HF 5-fluoropyridin-3-yl 101 ch3 H 3,5- dimethylphenyl 261 ch3 H 5- fluoropyridin-3-yl 102 ch3 ch3 3,5-dimethylphenyl 262 ch3 ch3 5-fluoropyridin-3-yl Petition 870260057436, de 12 / 06 / 2026, pag. 96 / 144 87 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 103 ch3 ch2ch3 3,5- dimethylphenyl 263 ch3 ch2ch3 5- fluoropyridin-3-yl 104 ch3 F 3,5- dimethylphenyl 264 ch3 F 5- fluoropyridin-3-yl 105 ch2ch3 H 3,5- dimethylphenyl 265 ch2ch3 H 5- fluoropyridin-3-yl 106 ch2ch3 ch3 3,5- dimethylphenyl 266 ch2ch3 ch3 5- fluoropyridin-3-yl 107 ch2ch3 ch2ch3 3,5- dimethylphenyl 267 ch2ch3 ch2ch3 5- fluoropyridin-3-yl 108 ch2ch3 F 3,5- dimethylphenyl 268 ch2ch3 F 5- fluoropyridine -3-yl 109 FH 3,5-dimethylphenyl 269 ​​FH 5- fluoropyridin-3-yl 110 F ch3 3,5- dimethylphenyl 270 F ch3 5- fluoropyridin-3-yl 111 F ch2ch3 3,5- dimethylphenyl 271 F ch2ch3 5- fluoropyridin-3-yl Petition 870260057436, de 12 / 06 / 2026, pag. 97 / 144 88 / 123 Cpd No. R2 R3 R5 Cpd No. R2 R3 R5 112 FF 3,5- dimethylphenyl 272 FF 5- fluoropyridin -3-yl 113 HH 3-methoxyphenyl 273 HH 6chloropyridin3-yl 114 H ch3 3-methoxyphenyl 274 H ch3 6chloropyridin3-yl 115 H ch2ch3 3-methoxyphenyl 275 H ch2ch3 6chloropyridin3-yl 116 HF 3-methoxyphenyl 276 HF 6chloropyridin3-yl 117 ch3 H 3-methoxyphenyl 277 ch3 H 6-chloropyridin-3-yl 118 ch3 ch3 3-methoxyphenyl 278 CH3 CH3 6-chloropyridin-3-yl 119 CH3 CH2CH3 3-methoxyphenyl 279 CH3 CH2CH3 6-chloropyridin-3-yl 120 CH3 F 3-methoxyphenyl 280 CH3 F 6-chloropyridin-3-yl Petition 870260057436, dated 12 / 06 / 2026, pp. 98 / 144 89 / 123 Cpd No. R2 R3 R5 Cpd No. R2 R3 R5 121 CH2CH3 H 3-methoxyphenyl 281 CH2CH3 H 6-chloropyridin- 3-yl 122 CH2CH3 ch3 3-methoxyphenyl 282 CH2CH3 ch3 6chloropyridin3-yl 123 CH2CH3 CH2CH3 3-methoxyphenyl 283 CH2CH3 CH2CH3 6chloropyridin3-yl 124 CH2CH3 F 3-methoxyphenyl 284 CH2CH3 F 6chloropyridin3-yl 125 FH 3-methoxyphenyl 285 FH 6- chloropyridin- 3-yl 126 F ch3 3-methoxyphenyl 286 F ch3 6- chloropyridin- 3-yl 127 F CH2CH3 3-methoxyphenyl 287 F CH2CH3 6- chloropyridin- 3-yl 128 FF 3-methoxyphenyl 288 FF 6- chloropyridin- 3-yl 129 HH 3,5- dimethoxyphenyl 289 HH 5chloropyridin3-yl Petition 870260057436, dated 12 / 06 / 2026, pp. 99 / 144 90 / 123 No. Cpd R2 R3 R5 No. Cpd R2 R3 R5 130 H ch3 3,5-dimethoxyphenyl 290 H ch3 5-chloropyridin-3-yl 131 H ch2ch3 3,5-dimethoxyphenyl 291 H ch2ch3 5-chloropyridin-3-yl 132 HF 3,5-dimethoxyphenyl 292 HF 5-chloropyridin-3-yl 133 ch3 H 3,5-dimethoxyphenyl 293 ch3 H 5-chloropyridin-3-yl 134 ch3 ch3 3,5-dimethoxyphenyl 294 ch3 ch3 5-chloropyridin-3-yl 135 ch3 ch2ch3 3,5-dimethoxyphenyl 295 ch3 CH2CH3 5-chloropyridin-3-yl 136 CH3 F 3,5-dimethoxyphenyl 296 CH3 F 5-chloropyridin-3-yl 137 CH2CH3 H 3,5-dimethoxyphenyl 297 CH2CH3 H 5-chloropyridin-3-yl 138 CH2CH3 CH3 3,5-dimethoxyphenyl 298 CH2CH3 CH3 5-chloropyridin-3-yl Petition 870260057436, dated 12 / 06 / 2026, pages 100 / 144 91 / 123 Cpd No. R2 R3 R5 Cpd No. R2 R3 R5 139 CH2CH3 CH2CH3 3,5- dimethoxyphenyl 299 CH2CH3 CH2CH3 5chloropyridin3-yl 140 CH2CH3 F 3,5- dimethoxyphenyl 300 CH2CH3 F 5chloropyridin3-yl 141 FH 3,5- dimethoxyphenyl 301 FH 5- chloropyridin- 3-yl 142 F ch3 3,5- dimethoxyphenyl 302 F ch3 5- chloropyridin- 3-yl 143 F CH2CH3 3,5- dimethoxyphenyl 303 F CH2CH3 5chloropyridin3-yl 144 FF 3,5- dimethoxyphenyl 304 FF 5- chloropyridin-3-yl 145 HH pyridin-4-yl 305 HH isothiazol-4-yl 146 H ch3 pyridin-4-yl 306 H ch3 isothiazol-4-yl 147 H CH2CH3 pyridin-4-yl 307 H CH2CH3 isothiazol-4-yl 148 HF pyridin-4-yl 308 HF isothiazol-4-yl 149 ch3 H pyridin-4-yl 309 ch3 H isothiazol-4-yl Petition 870260057436, dated 12 / 06 / 2026, pages 101 / 144 92 / 123 Cpd No. R2 R3 R5 Cpd No. R2 R3 R5 150 ch3 ch3 pyridin-4-yl 310 ch3 ch3 isothiazol-4-yl 151 ch3 ch2ch3 pyridin-4-yl 311 ch3 ch2ch3 isothiazol-4yl 152 ch3 F pyridin-4-yl 312 ch3 F isothiazol-4-yl 153 ch2ch3 H pyridin-4-yl 313 ch2ch3 H isothiazol-4-yl 154 ch2ch3 ch3 pyridin-4-yl 314 ch2ch3 ch3 isothiazol-4-yl 155 ch2ch3 ch2ch3 pyridin-4-yl 315 ch2ch3 ch2ch3 isothiazol-4-yl 156 ch2ch3 F pyridin-4-yl 316 ch2ch3 F isothiazol-4-yl 157 FH pyridin-4-yl 317 FH isothiazol-4-yl 158 F ch3 pyridin-4-yl 318 F ch3 isothiazol-4-yl 159 F ch2ch3 pyridin-4-yl 319 F ch2ch3 isothiazol-4-yl 160 FF pyridin-4-yl 320 FF isothiazol-4-yl in which a) 320 compounds of formula (Ia): Petition 870260057436, dated 12 / 06 / 2026, pp. 102 / 144 93 / 123 in which R2, defined in R3e R5são como (Ia) Table 1. b) 320 compounds of formula (Ib): (Ib) where R2, R3 and R5 are as defined in Table 1. c) 320 compounds of formula (Ic): (Ic) where R2, R3 and R5 are as defined in Table 1. d) 320 compounds of the formula (Id): (Id) Petition 870260057436, dated 12 / 06 / 2026, pp. 103 / 144 94 / 123 where R2, R3 and R5 are as defined in Table 1. e) 320 compounds of formula (Ie): in which R2 R3e R5 are as defined in (Ie) Table 1. f) 320 compounds of the formula (If): (If) where R2, R3 and R5 are as defined in Table 1. g) 320 compounds of the formula (Ig): (Ig) where R2 R3 and R5 are as defined in Table 1. Table 2: Individual compounds of formula (I) according to the invention Petition 870260057436, dated 12 / 06 / 2026, pp. 104 / 144 95 / 123 Not. Cpd R1 R2 R3 R5 No. Cpd R1 R2 R3 R5 001 CN HH 3,5- difluorophenyl 019 CN HH 2, 6- difluoropyridine -4-yl 002 CN H ch3 3,5- difluorophenyl 020 CN H ch3 2, 6- 0 -3 difluoropyridine difluorophenyl 021 CN HF 2, 6- difluoropyridine -4-yl 004 CN ch3 H 3,5- difluorophenyl 022 CN ch3 H 2, 6- difluoropyridin -4-yl 005 CN ch3 ch3 3,5- ch 023 difluoro CN 6difluoropyridine -4-yl 006 CN ch3 F 3,5- difluorophenyl 024 CN ch3 F 2, 6- difluoropyridine -4-yl 007 CN FH 3,5- difluorophenyl 025 CNyl FH 2, 6-0-3-84CNyl difluoropyridine difluorophenyl 026 CN F ch3 2, 6-difluoropyridine -4-yl 009 CN FF 3,5-difluorophenyl 027 CN FF 2, 6-difluoropyridine -4-yl Petition 870260057436, dated 12 / 06 / 2026, p. 105 / 144 96 / 123 No. Cpd R1 R2 R3 R5 No. Cpd R1 R2 R3 R5 010 coc h3 H H 3,5- difluorofenila 028 COC h3 H H 2, 6- difluoropiridin -4-ila 011 coc h3 H ch3 3,5- difluorofenila 029 coc h3 H ch3 2, 6- difluoropiridin -4-ila 012 coc h3 H F 3,5- difluorofenila 030 coc h3 H F 2, 6- difluoropiridin -4-ila 013 coc h3 ch3 H 3,5- difluorofenila 031 coc h3 ch3 H 2, 6- difluoropiridin -4-ila 014 coc h3 ch3 ch3 3,5- difluorofenila 032 coc h3 ch3 ch3 2, 6difluoropiridin -4-ila 015 coc h3 ch3 F 3,5- difluorofenila 033 coc h3 ch3 F 2, 6- difluoropiridin -4-ila 016 coc h3 F H 3,5- difluorofenila 034 coc h3 F H 2, 6- difluoropiridin -4-ila 017 coc h3 F ch3 3,5- difluorofenila 035 coc h3 F ch3 2, 6- difluoropiridin -4-ila 018 coc h3 F F 3,5- difluorofenila 036 coc h3 F F 2, 6- difluoropiridin -4-ila em que Petição 870260057436, de 12 / 06 / 2026, pág. 106 / 144 97 / 123 f) 36 compostos da fórmula (I.f): (If) where R1, R2, R3 and R5 are as defined in Table 2. g) 36 compounds of the formula (Ig): (Ig) where R1, R2, R3 and R5 are as defined in Table 2. h) 36 compounds of the formula (Ih): (Ih) where R1, R2, R3 and R5 are as defined in Table 2. j) 36 compounds of formula (Ij): (Ij) Petition 870260057436, dated 12 / 06 / 2026, pp. 107 / 144 98 / 123 where R1, R2, R3 and R5 are as defined in Table 2. k) 36 compounds of the formula (Ik): (Ik) where R1, R2, R3 and R5 are as defined in Table 2. l) 36 compounds of formula (Il): (II) where R1, R2, R3 and R5 are as defined in Table 2. m) 36 compounds of the formula (Im): (Im) where R1, R2, R3 and R5 are as defined in Table 2. Formulation Examples Wettable powders a) b) c) active ingredient [compound of formula (I)] 25% 50% 75% sodium lignosulfonate 5% 5% - Petition 870260057436, dated 12 / 06 / 2026, pages 108 / 144 99 / 123 sodium lauryl sulfate 3% - 5% sodium diisobutylnaphthalenesulfonate - 6% 10% polyethylene glycol ether phenol - 2% (7-8 mol ethylene oxide) highly dispersed silicic acid 5% 10% 10% Kaolin 62% 27%

[0140] The active ingredient is extensively mixed with the adjuvants and the mixture is extensively ground in a suitable mill, resulting in wettable powders that can be diluted with water to give suspensions of the desired concentration. Powders for dry seed treatment a) b) c) active ingredient [compound of formula (I)] 25% 50% 75% light mineral oil 5% 5% 5% highly dispersed silicic acid 5% 5% - Kaolin 65% 40% - Talc - 20%

[0141] The active ingredient is extensively mixed with the adjuvants and the mixture is extensively ground in a suitable mill, resulting in powders that can be used directly for seed treatment. Emulsifiable concentrate active ingredient [compound of formula (I)] 10% octylphenol polyethylene glycol ether 3% (4-5 mol ethylene oxide) calcium dodecylbenzenesulfonate 3% castor oil polyglycol ether (35 mol 4% ethylene oxide) Petition 870260057436, dated 12 / 06 / 2026, pp. 109 / 144 100 / 123 Cyclohexanone 30% xylene mixture 50%

[0142] Emulsions of any required dilution, which can be used in plant protection, can be obtained from this concentrate by dilution with water. Dust a) b) c) Active ingredient [compound of formula (I)] 5% 6% 4% talc 95% -Kaolin - 94% mineral filler - - 96%

[0143] Ready-to-use powders are obtained by mixing the active ingredient with the carrier and grinding the mixture in a suitable mill. Such powders can also be used for dry seed coatings. Extruder granules Active ingredient [compound of formula (I)] 15% sodium lignosulfonate 2% carboxymethylcellulose 1% Kaolin 82%

[0144] The active ingredient is mixed and ground with the excipients, and the mixture is moistened with water. The mixture is extruded and then dried in an air stream. Coated granules Active ingredient [compound of formula (I)] 8% polyethylene glycol (molecular weight 200) 3% Kaolin 89%

[0145] The finely ground active ingredient is uniformly applied, in a mixer, to kaolin moistened with polyethylene glycol. Dust-free coated granules are obtained in this way. Petition 870260057436, dated 12 / 06 / 2026, pages 110 / 144 101 / 123 Concentrated suspension active ingredient [compound of formula (I)] 40% propylene glycol 10% nonylphenol polyethylene glycol ether (15 mol of 6% ethylene oxide) Sodium lignosulfonate 10% carboxymethylcellulose 1% silicone oil (in the form of a 75% emulsion in 1% water) Water 32%

[0146] The finely ground active ingredient is intimately mixed with the adjuvants, giving a concentrate in suspension from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, live plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion. Flowable concentrate for seed treatment active ingredient [compound of formula (I)] 40% propylene glycol 5% butanol PO / EO copolymer 2% tristenephenol with 10-20 moles of EO 2% 1,2-benzisothiazolin-3-one (in the form of a 0.5% solution) 20% in water) calcium salt of monoazo pigment 5% Silicone oil (in the form of a 75% emulsion in 0.2% water) Water 45.3% Petition 870260057436, dated 12 / 06 / 2026, pp. 111 / 144 102 / 123

[0147] The finely ground active ingredient is intimately mixed with the adjuvants, giving a concentrated suspension from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, live plants as well as plant propagation material can be treated and protected against infestation by microorganisms by spraying, pouring or immersion. Slow-Release Capsule Suspension

[0148] 28 parts of a combination of the compound of formula (I) are mixed with 2 parts of an aromatic solvent and 7 parts of a mixture of toluene diisocyanate / polymethylene polyphenyleneisocyanate (8:1). This mixture is emulsified in a mixture of 1.2 parts polyvinyl alcohol, 0.05 parts of an antifoaming agent and 51.6 parts water until the desired particle size is achieved. To this emulsion is added a mixture of 2.8 parts of 1,6-diaminohexane in 5.3 parts of water. The mixture is stirred until the polymerization reaction is complete.

[0149] The resulting capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersing agent. The capsule suspension formulation contains 28% of the active ingredients. The average diameter of the capsules is 8-15 microns.

[0150] The resulting formulation is applied to seeds as an aqueous suspension in a device suitable for that purpose. Examples

[0151] The following examples serve to illustrate the invention. The compounds of the invention can be distinguished from Petition 870260057436, dated 12 / 06 / 2026, pp. 112 / 144 103 / 123 compounds known for their greater effectiveness at low application rates, which can be verified by a person skilled in the art using the experimental procedures outlined in the Examples, using lower application rates if necessary, for example 50 ppm, 12.5 ppm, 6 ppm, 3 ppm, 1.5 ppm, 0.8 ppm or 0.2 ppm.

[0152] The compounds of formula (I) may possess any number of benefits including, inter alia, advantageous levels of biological activity for protecting plants against diseases caused by fungi or superior properties for use as agrochemical active ingredients (e.g., higher biological activity, an advantageous spectrum of activity, an enhanced safety profile (including improved crop tolerance), improved physicochemical properties or increased biodegradability).List of Abbreviations °C = degrees Celsius, CDCl3 = d-chloroform, d = doublet, DIPEA = N,N-diisopropylethylamine, DMF = dimethylformamide, HAUT = 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5b]pyridinium 3-oxide hexafluorophosphate, m = multiplet, MHz = megahertz, PyBOP = benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, q = quartet, s = singlet, THF = tetrahydrofuran Example 1: This example illustrates the preparation of 6-(3,5-difluoroanilino)-N-(2,2-dimethylcyclobutyl)-. [1,3]di oxolo[4,5-c]pyridine-4-carboxamide (Compound P-ll) a) Preparation of N-(2,2-dimethylcyclobutyl)-3-hydroxy-4-methoxypyridine-2-carboxamide Petition 870260057436, dated 12 / 06 / 2026, pp. 113 / 144 104 / 123 OH O PyBOP DIPEA DCM

[0153] To a solution of 3-hydroxy-4-methoxypyridine-2-carboxylic acid (1.1 equiv.) and 2,2-dimethylcyclobutylamine hydrochloride (1.5 g, 12.2 mmol, 1.0 equiv.) in dichloromethane (110 mL), PyBOP (1.1 equiv.) and DIPEA (3.3 equiv.) were added sequentially. The reaction was stirred at room temperature overnight and then concentrated in vacuo. Direct purification of the crude by silica gel chromatography (eluent: cyclohexane / ethyl acetate mixtures) yielded the desired N-(2,2-dimethylcyclobutyl)-3-hydroxy-4-methoxypyridine-2-carboxamide in a 92% yield (2.55 g, 10.2 mmol). 1H-NMR (400 MHz, CDCl3): δ = 1.15 (s, 3H), 1.21 (s, 3H), 1.60-1.70 (m, 2H), 1.93-1.98 (m, 1H), 2,252.35 (m, 1H), 3.96 (s, 3H), 4.20-4.30 (q, 1H), 6.87 (d, 1H), 7.97 (d, 1H), 8.10-8.20 (m, 1H), 12.52 (s, 1H). b) Preparation of 6-chloro-N-(2,2-dimethylcyclobutyl)-3-hydroxy-4-methoxypyridine-2-carboxamide NCS DMF Cl N-chlorosuccinimide (2.0 equiv.) was added portion by portion to a stirred solution of N-(2,2-dimethylcyclobutyl) 3-hydroxy-4-methoxypyridine-2-carboxamide (2.55 g, 10.2 mmol, 1.0 equiv.) in DMF (51 mL). The reaction was stirred overnight at room temperature and then poured into sodium thiosulfate solution and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in Petition 870260057436, dated 12 / 06 / 2026, pages 114 / 144 105 / 123 vacuum. The desired 6-chloro-N-(2,2-dimethylcyclobutyl)-3-hydroxy-4-methoxypyridine-2-carboxamide (2.07 g, 7.27 mmol, 71% yield) was obtained after purification by silica gel chromatography (eluent: cyclohexane / ethyl acetate mixtures). ^-H-NMR (400 MHz, CDCI3): δ = 1.14 (s, 3H), 1.22 (s, 3H), 1.60-1.70 (m, 2H), 1.95-2.05 (m, 1H), 2.25-2.35 (m, 1H), 3.97 (s, 3H), 4.20-4.30 (q, 1H), 6.86 (s, 1H), 7.75-7.85 (m, 1H), 12.60 (s, 1H). c) Preparation of 6-chloro-N-(2,2-dimethylcyclobutyl)-3,4-dihydroxypyridine-2-carboxamide 6-chloro-N-(2,2-dimethylcyclobutyl)-3-hydroxy-4-methoxypyridine-2-carboxamide (2.0 g, 7.02 mmol, 1.0 equiv.) and pyridine hydrochloride (7 equiv.) were stirred at 150 °C for 10 hours. The reaction was then cooled to room temperature, and the crude mixture was directly purified by silica gel chromatography (eluent: dichloromethane) to yield the desired 6-chloro-N-(2,2-dimethylcyclobutyl)-3,4-dihydroxypyridine-2-carboxamide in an 80% yield (1.52 g, 5.61 mmol). ^-H-NMR (400 MHz, CDCI3): δ = 1.15 (s, 3H), 1.22 (s, 3H), 1.60-1.70 (m, 2H), 1.95-2.05 (m, 1H), 2.25-2.35 (m, 1H), 4.20-4.30 (q, 1H) , 6.98 (s, 1H), 7.70-7.85 (m, 1H), 12.61 (s, 1H). d) Preparation of 6-chloro-N-(2,2-dimethylcyclobutyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide Petition 870260057436, dated 12 / 06 / 2026, pp. 115 / 144 106 / 123 CH2Br2 Cs2CO3 DMF Cl

[0154] Under an argon atmosphere, cesium carbonate (2.0 equiv.) and dibromomethane (1.2 equiv.) were sequentially added to a solution of 6-chloro-N-(2,2-dimethylcyclobutyl)-3,4-dihydroxypyridine-2-carboxamide (700 mg, 2.59 mmol, 1.0 equiv.) in DMF (10.3 mL). The mixture was stirred at 110 °C for 1 h, then cooled to room temperature, quenched with water, and the water phase was extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, and concentrated in vacuo. The crude product was purified by silica gel chromatography (eluent: cyclohexane / ethyl acetate mixtures) to obtain the desired 6-chloro-N-(2,2-dimethylcyclobutyl)[1,3]dioxolo[4,5-c]pyridine-4-carboxamide in a 78% yield (572 mg, 2.02 mmol). 1H-NMR (400 MHz, CDCl3): δ = 1.11 (s, 3H), 1.22 (s, 3H), 1.60-1.70 (m,2H), 1.90-1.97 (m, 1H), 2.25-2.35 (m, 1H), 4.25-4.30 (q,1H), 6.25 (s, 2H), 6.89 (s, 1H), 7.61 (m, 1H). a) Preparation of 6-(3,5-difluoroanilino)-N-(2,2-dimethylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (Compound P-11) BrettPhos Pd G3 tBuOK THF Petition 870260057436, dated 12 / 06 / 2026, pp. 116 / 144 107 / 123

[0155] Under an argon atmosphere, BrettPhos-G3paladaciclo (Methanesulfonate of [(2-di-cyclohexylphosphino3,6-dimethoxy-2',4',6'-tri-isopropyl-1,1'-biphenyl)-2-(2'amino-1,1'-biphenyl)]palladium (II), 0.1 equiv.) and potassium tert-butoxide (2.5 equiv.) were added to a degassed, stirred mixture of 6-chloro-N-(2,2-dimethylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (100 mg, 0.354 mmol, 1 equiv.) and 3,5-difluoroaniline (1.1 equiv.) in THF (1.5 mL). The reaction was heated to 80 °C and stirred for 1 h, then the mixture was cooled to room temperature. Volatiles were removed using a rotary evaporator and the residue was dissolved in ethyl acetate. The organic phase was washed twice with water, dried over anhydrous sodium sulfate, and concentrated in vacuo.Purification by silica gel column chromatography (eluent: cyclohexane ethyl acetate mixtures) yielded the desired methyl 6-(3,5-difluoroanilino)-N-(2,2-dimethylcyclobutyl)-[1,3]dioxolo[4,5-c]pyridine-4-carboxamide (76 mg, 57% yield). 1H-NMR (400 MHz, CDCl3): δ = 1.13 (s, 3H), 1.21 (s, 3H), 1,601.70 (m, 2H), 1.80-1.95 (m, 1H), 2.25-2.35 (m, 1H), 4,404.45 (q, 1H), 6.17 (s, 2H), 6.40-6.55 (m, 3H), 6.90-7.05 (m,. 2H), 7.60-7.65 (m, 1H).

[0156] Throughout this description, temperatures are given in degrees Celsius (°C) and mf means melting point. LC / MS means Liquid Chromatography Mass Spectrometry and the device and method description is: (Method A: Waters ACQUITY UPLC, Waters HSS T3 UPLC, 1.8 μm particle size, 30 x 2.1 mm column, 0.85 mL / min., 60 °C, H2O / MeOH 95:5 + 0.05% (90%) HCOOH / CH3CN + HCOOH Petition 870260057436, dated 12 / 06 / 2026, pp. 117 / 144 108 / 123 0.05% (10%) - 1.2 min. - CH3CN + HCOOH at 0.05% (100%) - 0.30 min., Waters ACQUITY SQD Mass Spectrometer, Ionization method: electrospray ionization (ESI), Polarity: positive ions, Capillary (kV) 3.00, Cone (V) 30.00, Extractor (V) 2.00, Source Temperature (°C) 150, Temperature of Desolvation (°C) 350, Cone Gas Flow (L / Hr) 0, Desolvation Gas Flow (L / Hr) 650). Method B: Waters ACQUITY UPLC, Waters HSS T3 UPLC, 1.8 μm particle size, 30 x 2.1 mm column, 0.85 mL / min, 60 °C, H2O / MeOH 95:5 + 0.05% (90%) HCOOH / 0.05% (10%) CH3CN + HCOOH - 2.7 min. - 0.05% (100%) CH3CN + HCOOH - 0.30 min., Waters ACQUITY SQD Mass Spectrometer, Ionization method: electrospray ionization (ESI), Polarity: positive ions, Capillary (kV) 3.00, Cone (V) 30.00, Extractor (V) 2.00, Source Temperature (°C) 150, Desolvation Temperature (°C) 350, Cone Gas Flow (L / Hr) 0, Gas Flow of Desolvation (L / Hr) 650). Method C: Spectra were recorded on a Waters Corporation ACQUITY Mass Spectrometer (Single quadrupole mass spectrometer SQD or SQDII) equipped with an electrospray source (Polarity: positive or negative ions, Capillary: 3.0 kV, Cone: 30 V, Extractor: 3.00 V, Power Supply Temperature: 150 °C Desolvation Temperature: 400 °C, Gas Flow in the Cone: L / hr, Desolvation Gas Flow: 700 L / hr, Mass Range: 140 to 800 Da) and a Waters UPLC ACQUITY Corporations with solvent degasser, binary pump, heated column compartment and diode array detector. Column: Waters UPLC HSS T3, 1.8 µm, 30 x 2.1 mm, Temperature: 60 °C; DAD wavelength range (nm): 210 to 400; Solvent gradient: A = Water / Methanol 9:1 + acid Petition 870260057436, dated 12 / 06 / 2026, pp. 118 / 144 109 / 123 0.1% formic acid, B = Acetonitrile + 0.1% formic acid, gradient: B 0-100% in 2.5 min; Flow (mL / min) 0.75. Table 3: Melting point and LC / MS data (Tr = Retention time) for selected compounds from Table 1 and Table 2. 2. Compound No. Name 6-anilino-N(2,2dimethylpropyl)P-1 2-methyl[1,3]dioxolo[4, 5-c]pyridine-4carboxamide N- (2,2dimethylpropyl)6- (3fluoroanilino)P-2 2-methyl[1,3]dioxolo[4,5-c]pyridine-4carboxamide 6- (3,5difluoroanilino )-N-(2,2dimethylpropyl)P-3 2-methyl[1,3]dioxolo[4, 5-c]pyridine-4Structure Pf LC / MS (°C) carboxamide Rt = 1.09 min (A); 171 MS: m / z -176 = 342 (M+H) Rt = 1.11 min (A); 62 MS: m / z 74 = 360 (M+H) Rt = 1.15 192 min (A) ; MS: m / z 198 = 378 (M+H) Petition 870260057436, dated 12 / 06 / 2026, pp. 119 / 144 110 / 123 Compound No. Name Structure Pf LC / MS (°C) 6- [ (2,6difluoro-4N- (2,2[1,3]dioxolo[4,pyridyl)amino]P-4 dimethylpropyl) 2-methyl- Rt = 1.05 min (A); MS: m / z = 379 (M+H) 5-c]pyridine-4-carboxamide 6-(3,5-difluoroanilino)-N-(2,2P-5dimethylpropyl)[1,3]dioxolo[4,5-c]pyridine-4carboxamide 6-(3,5-difluoroanilino)-N-(2,2dimethylcyclobut P-6 il)-2,2difluoro[1,3]dioxolo[4,5-c]pyridine-4- Rt = 1.10 min (A); MS: m / z = 364 (M+H) Rt = 1.2 4 6 min (A) ; MS: m / z 179 = 412 (M+H) carboxamide Petition 870260057436, dated 12 / 06 / 2026, pp. 120 / 144 111 / 123 No. P-7 P-8 P-9 Compound Name 6-(N-cyano-3,5-difluoroanilino)-N(2,2-dimethylcyclobutyl) [1,3]dioxolo[4,5-c]pyridine-4-carboxamide N-(2,2-dimethylcyclobutyl)-6-(3fluoroanilino)[1,3]dioxolo[4,5-c]pyridine-4carboxamide 6-anilino-N(2,2-dimethylcyclobutyl) [1,3]dioxolo[4,5-c]pyridine-4carboxamide Structure Pf LC / MS (°C) H (M+H) Rt = 1.10 162 min (A); MS: m / z 167 = 358 (M+H) Rt = 1.08 145 min (A); MS: m / z 150 = 340 (M+H) Petition 870260057436, de 12 / 06 / 2026, pág. 121 / 144 112 / 123 Compound No. Name 6- [ (2,6- difluoro-4pyridyl)amino]N-(2,2P-10 dimethylcyclobutyl)- [1,3]dioxolo[4,5-c]pyridine-4-carboxamide 6-(3,5difluoroanilino)-N-(2,2dimethylcyclobut P-11yl)- [1,3]dioxolo[4,5-c]pyridine-4-carboxamide 6-[ (2,6difluoro-4pyridyl)amino]P-12 N-isopentyl- [1,3]di oxolo[4, 5-c]pyridine-4carboxamide Structure Pf LC / MS (°C) Rt = 1.0 9 230 min (A) ; MS: m / z 238 = 377 (M+H) Rt = 1.04 185 min (A) ; MS: m / z 189 = 376 (M+H) Rt = 1.02 202 min (A) ; MS: m / z 205 = 365 (M+H) Petition 870260057436, dated 12 / 06 / 2026, pp. 122 / 144 113 / 123 No. Compound Name Structure Pf LC / MS (°C) 6-[(2,6difluoro-4pyridyl)amino]N-(2,2P-13dimethylpropyl)[1,3]dioxolo[4,5-c]pyridine-4carboxamide N-(2,2dimethylpropyl)6-[(5-fluoro-3P-14pyridyl)amino][1,3]dioxolo[4,5-c]pyridine-4carboxamide N-(2,2dimethylpropyl)6-(3P-15fluoroanilino)[1,3]dioxolo[4,5-c]pyridine-4carboxamide 6-(3,5difluoroanilino)-N-[1-(1,1P-16dioxothian-4yl)-1-methylethyl]- Rt = 1.01 230 min (A) ; - MS: m / z 233 = 365 (M+H) Rt = 0.93 202 min (A) ; MS: m / z 205 = 347 (M+H) Rt = 1.08 min (A); MS: m / z = 346 (M+H) Rt = 1.40 min (C); MS: m / z = 468 (M+H) Petition 870260057436, dated 12 / 06 / 2026, pp. 123 / 144 114 / 123 No. Compound Name Structure Pf LC / MS (°C) [1,3]dioxolo[4, 5-c]pyridine-4carboxamide 6-(3,5difluoroanilino)-N-(1,1,3,3tetramethylbutyl P-17 ) [1,3]dioxolo[4, 5-c]pyridine-4carboxamide 6- (3,5difluoroanilino )-N-(1,1P-18 dimethylpropyl) [1,3]dioxolo[4, 5-c]pyridine-4carboxamide 6-(3,5difluoroanilino )-N-(3methylthiethane-3P-19yl) [1,3]pyri-5-dioxolo[4-dioxolo[4] carboxamide Rt = 1.99 min (C); MS: m / z = 406 (M+H) Rt = 1.7 6 min (C); MS : m / z = 364 (M+H) Rt = 1.64 min (C); MS : m / z = 380 (M+H) Petition 870260057436, dated 12 / 06 / 2026, p. 124 / 144 115 / 123 Compound No. Name 6- (3,5- difluoroanilino )-N-(1-methyl-lp-2Q phenyl-ethyl)- [1,3]di oxo[4,5-c]pyridine-4carboxamide N -tert -butyl-6(3,5difluoroanilino P-21 ) - [1,3]di oxo[4,5-c]pyridine-4carboxamide 6- (3,5difluoroaniline )-N-(1methylcyclobutyl P-22 [1,3]di oxo[4,5-c]pyridine-4carboxamide Structure Pf LC / MS (°C) Rt = 1.81 min (C); MS: m / z = 412 (M+H) Rt = 1.67 min (C); MS: m / z = 350 (M+H) Rt = 1.69 min (C); MS : m / z = 361 (M+H) Petition 870260057436, of 12 / 06 / 2026, p. 125 / 144 116 / 123 Compound no. Name 6- (3,5difluoroaniline )-N-(3methyltetraP-2 3 hydrofuran-3yl) - [1,3]di oxolo[4, 5-c]pyridine-4carboxamide 6- (3,5difluoroanilino )-N-(3methyloxetane-3P-24 yl) - [1,3]di oxolo[4, 5-c]pyridine-4carboxamide 6- (3,5difluoroanilino )-N-(1methylcyclopent P-25 1) - [1,3]di oxolo[4, 5-c]pyridine-4carboxamide Structure Pf LC / MS (°C) Rt = 1.41 min (C); MS: m / z = 378 (M+H) Rt = 1.3 0 min (C); MS : m / z = 364 (M+H) Rt = 1.7 for 9 min (C); MS : m / z = 390 (M+H) Petition 870260057436, dated 12 / 06 / 2026, pp. 126 / 144 117 / 123 Compound No. Name 6- (3,5difluoroanilino )-N-(1methylcycloP-26 hexyl) [1,3]dioxolo[4, 5-c]pyridine-4Structure Pf LC / MS (°C) Rt = 1.87 min (C); MS: m / z = 390 (M+H) carboxamide Biological examples Example Bl:Alternaria solan! / tomato / leaf disc (al tern ariosis)

[0157] Tomato cv. Baby leaf discs are placed on agar in multi-well plates (24-well format) and sprayed with the formulated test compound diluted in water. The leaf discs are inoculated with a fungal spore suspension 2 days after application. The inoculated leaf discs are incubated at 23°C / 21°C (day / night) and 80% RH under a 12 / 12 h light / dark regime in a climate-controlled chamber, and the activity of a compound is evaluated as a percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf discs (5-7 days after application). The following compounds provided at least 80% control of Alternaria solani at 200 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P-8, P-9, P-18, P-19, P-21, P-22, P-23, P-24, and P-25. Petition 870260057436, dated 12 / 06 / 2026, pages 127 / 144 118 / 123 Example B2: Botryotinia fuckeliana fBotrytis cinerea) / liquid culture (Gray mold)

[0158] Cryogenically stored fungal conidia are directly mixed into nutrient broth (Vogels broth). After placing a solution (DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores is added. The test plates are incubated at 24 °C and growth inhibition is determined photometrically 3-4 days after application. The following compounds gave control of at least 80% of Botryotinia fuckeliana at 20 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P22. Example B3: Glomerella lagenarium (Colletotrichum lagenarium) / liquid culture (Anthracnose)

[0159] Cryogenically stored fungal conidia are directly mixed into nutrient broth (potato broth and dextrose PDB). After placing a solution (DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores is added. The test plates are incubated at 24 °C and growth inhibition is determined photometrically 3-4 days after application. The following compounds provided at least 80% control of Glomerella lagenarium at 20 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P1, P-2, P-3, P-5, P-6, P-7, P-8, P-9, P-10, P-11, P-14, P-15, P-18, P-19, P-20, P-21, P-22, P-23, P-24, P-25, and P-26. Petition 870260057436, dated 12 / 06 / 2026, pages 128 / 144 119 / 123 Example B4: Blumeria graminis f. sp. tritici (Erysíphe graminis f. sp. tritici) / wheat / preventive in foliar discs (powdery mildew in wheat)

[0160] Wheat cv. Kanzler leaf segments are placed on agar in a multi-well plate (24-well format) and sprayed with the formulated test compound diluted in water. Leaf discs are inoculated by shaking powdery mildew-infected plants above the test plates 1 day after application. The inoculated leaf discs are incubated at 20 °C and 60% RH under a 24 h light / dark regime followed by 12 h light / 12 h dark in a climate-controlled chamber, and the activity of a compound is evaluated as a percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf segments (6-8 days after application). The following compounds gave at least 80% control of Blumeria graminis f. sp. tritici at 200 ppm compared with an untreated control under the same conditions, which showed extensive disease development: P-9, P-11, P-14, P-18, and P-22. Example B5: Phaeosphaeria nodorum (Septoria nodorum) / wheat / leaf disc preventative (Glume spot)

[0161] Wheat cv. Kanzler leaf segments are placed on agar in a multi-well plate (24-well format) and sprayed with the formulated test compound diluted in water. The leaf discs are inoculated with a fungal spore suspension 2 days after application. The inoculated test leaf discs are incubated at 20 °C and Petition 870260057436, dated 12 / 06 / 2026, pages 129 / 144 120 / 123 rh at 75% under a 12 h light / 12 h dark regime in a climate-controlled chamber, and the activity of a compound is evaluated as a percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf segments (5-7 days after application). The following compounds gave at least 80% control of Phaeosphaeria nodorum at 200 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P-5, P-11, P-15, P-18, P-22, and P-25. Example B6: Monographella nivalis (Microdochium nivale) / liquid culture (cereal foot rot)

[0162] Cryogenically stored fungal conidia are directly mixed into nutrient broth (potato broth and dextrose PDB). After placing a solution (DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores is added. The test plates are incubated at 24 °C and growth inhibition is determined photometrically 4-5 days after application. The following compounds gave control of at least 80% of Monographella nivalis at 20 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P5, P-6, P-7, P-8, P-9, P-10, P-11, P-12, P-14, P-15, P-17, P-18, P-19, P-20, P-21, P-22, P-23, P-24, P-25, and P-26. Example B7: Mycosphaerella arachidis (Cercospora arachidicola) / liquid culture (early leaf necrosis)

[0163] Cryogenically stored fungal conidia are directly mixed into nutrient broth (broth of Petition 870260057436, dated 12 / 06 / 2026, pages 130 / 144 121 / 123 potato and dextrose PDB). After placing a solution (DMSO) of the test compound in a microtiter plate (96-well format), nutrient broth containing fungal spores is added. The test plates are incubated at 24 °C and growth inhibition is determined photometrically 4-5 days after application. The following compounds gave control of at least 80% of Mycosphaerella arachidis at 20 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P8, P-9, P-11, P-15, P-18, P-19, P-21, P-22, and P-25. Example B8: Puccinia recondita f.sp. tritici / wheat / preventive on leaf discs (Brown rust)

[0164] Wheat cv. Kanzler leaf segments are placed on agar in multi-well plates (24-well format) and sprayed with the formulated test compound diluted in water. The leaf discs are inoculated with a fungal spore suspension 1 day after application. The inoculated leaf segments are incubated at 19 °C and 75% RH under a 12 h light / 12 h dark regime in a climate-controlled chamber, and the activity of a compound is evaluated as a percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf segments (7-9 days after application). The following compounds gave control of at least 80% of Puccinia recondita f. sp. tritici at 200 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P-8, P-11, P-12, P-18, P-21, P-22, P-25, and P-26. Petition 870260057436, dated 12 / 06 / 2026, pp. 131 / 144 122 / 123 Example B9: Magnaporthe grisea (Pyricularia oryzae) / rice / leaf disc preventive (rice blast)

[0165] Rice leaf segments cv. Ballila are placed on agar in a multi-well plate (24-well format) and sprayed with the formulated test compound diluted in water. The leaf segments are inoculated with a fungal spore suspension 2 days after application. The inoculated leaf segments are incubated at 22 °C and 80% RH under a 24 h light / dark regime followed by 12 h light / 12 h dark in a climate-controlled chamber, and the activity of a compound is evaluated as a percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf segments (5 - days after application).The following compounds provided at least 80% control of Magnaporthe grisea at 200 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P5, P-14, P-15, P-17, P-18, P-19, P-21, P-22, P-24, P-25, and. P-26. Example B10: Pyrenophora teres / barley / preventive on leaf discs (Net blotch)

[0166] Leaf segments of barley cv. Hasso are placed on agar in a multi-well plate (24-well format) and sprayed with the formulated test compound diluted in water. The leaf segments are inoculated with a spore suspension of the fungus 2 days after application. The inoculated leaf segments are incubated at 20 °C and 65% RH under a 12 h light / 12 h dark regime. Petition 870260057436, dated 12 / 06 / 2026, pages 132 / 144 123 / 123 in a climate-controlled chamber and the activity of a compound is evaluated as a percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf segments (5-7 days after application). The following compounds gave at least 80% control of Pyrenophora teres at 200 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P-5, P-8, P-9, P-15, P-18, P-19, P-21, P-22, P-23, P-25, and P-26. Example B11:Mycosphaerella graminicola(Septoria tritici) / liquid culture (Septoria stain)

[0167] Cryogenic storage fungus conidia are directly mixed into nutrient broth (potato broth and dextrose PDB). After placing a solution (DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores is added. The test plates are incubated at 24 °C and growth inhibition is determined photometrically 4-5 days after application. The following compounds provided at least 80% control of Mycosphaerella graminicola at 20 ppm compared to the untreated control under the same conditions, which showed extensive disease development: P2, P-5, P-7, P-8, P-9, P-10, P-11, P-12, P-13, P-14, P-15, P-17, P-18, P-19, P-20, P-21, P-22, P-23, P-24, P-25, and P26.

Claims

1. Compound of formula (I): characterized in that R1 is hydrogen, cyano, formyl, C1-C6 alkyl carbonyl, C1-C6 alkoxy carbonyl, C1-C6 haloalkyl carbonyl or C1-C6 alkoxy alkyl carbonyl; R2 and R3 are each independently hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, halogen or C1-C2 alkoxy alkyl; R4 is C1-C8 alkyl, C1-C8 haloalkyl, C1-C8 alkoxy, C3-C8 cycloalkyl, C3-C8 cycloalkyl, C1-C2 alkyl, wherein the cycloalkyl groups are optionally substituted by 1 to 3 groups represented by R6, phenyl, C1-C3 phenylalkyl, heteroaryl, C1-C3 heteroarylalkyl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from nitrogen, oxygen and sulfur, heterocyclyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a 4-, 5 or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms or groups individually selected from nitrogen, oxygen,sulfur and S(O)2, wherein the heterocyclyl groups are optionally substituted by 1 or 2 groups represented by R7, or a non-aromatic spirocyclic ring system with 5 to 10 members optionally comprising 1, 2, 3, 4 or 5 heteroatoms individually selected from nitrogen, oxygen and sulfur, and optionally linked to the rest of the molecule through a C1-C2 alkylene ligand; R5 is phenyl or heteroaryl, wherein the heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, or 3 heteroatoms individually selected from nitrogen, oxygen, and sulfur, and wherein the phenyl or heteroaryl group is optionally substituted by 1, 2, or 3 substituents, which may be the same as or different from those selected from R6; R6 is halogen, C1-C4 alkyl, C1-C4 alkoxy, or C1-C4 haloalkyl; R7 is halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl.C1-C4 alkoxy or C1-C4 haloalkoxy; or a salt thereof or an N-oxide thereof.

2. Compound according to claim 1, characterized in that R1 is hydrogen, cyano or C1-C3 alkyl carbonyl.

3. Compound according to claim 1 or 2, characterized in that R1 is hydrogen, cyano or acetyl.

4. Compound according to any one of claims 1 to 3, characterized in that R2 and R3 are each independently hydrogen, C1-C3 alkyl or halogen.

5. Compound according to any one of claims 1 to 4, characterized in that R2 and R3 are each independently hydrogen, methyl or fluorine. Petition 870260057436, dated 12 / 06 / 2026, pp. 135 / 144 3 / 5 6. Compound according to any one of claims 1 to 5, characterized in that R4 is C1-C5 alkyl, C1-C1-C6 haloalkyl, C1-C8 alkoxy, C3-C6 cycloalkyl, C3-C4 C1-C2 cycloalkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, C1-C3 phenylalkyl, heterocyclyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a non-aromatic monocyclic ring with 5 or 6 members comprising 1 or 2 heteroatoms or groups individually selected from oxygen, sulfur and S(O)2, wherein the heterocyclyl groups are optionally substituted by a single group represented by R6 or a non-aromatic spirocyclic carbobi-cyclyl ring system with 6 to 9 members optionally comprising 1 or 2 individually selected heteroatoms of nitrogen, oxygen, and sulfur.

7. Compound according to any one of claims 1 to 6, characterized in that R4 is C3-C8 alkyl, C3-C6 cycloalkyl, wherein the cycloalkyl groups are optionally substituted by 1 or 2 groups represented by R6, C1-C3 phenylalkyl, C1-C3 heterocyclylalkyl, wherein the heterocyclyl is a non-aromatic monocyclic ring with 4 to 6 members comprising a single heteroatom or group individually selected from oxygen, sulfur and S(O)2, wherein the heterocyclyl groups are optionally substituted by a single group represented by R6, or C1-C36 phenylalkyl.

8. Compound, according to any one of claims 1 to 7, characterized in that R5 is phenyl or heteroaryl, wherein the heteroaryl is a monocyclic aromatic ring with 5 or 6 members comprising 1, 2 or 3 heteroatoms individually selected from nitrogen and sulfur, and wherein the phenyl or heteroaryl group is optionally substituted by 1 or 2 substituents, which may be the same or different, selected from R7.

9. A compound according to any one of claims 1 to 7, characterized in that R5 is phenyl or pyridyl, wherein each phenyl or pyridyl moiety is optionally replaced by 1 or 2 substituents, which may be the same or different, selected from R7.

10. Compound according to any one of claims 1 to 9, characterized in that R6 is methyl.

11. Compound according to any one of claims 1 to 10, characterized in that R7 is chlorine, fluorine, methyl or methoxy.

12. Agrochemical composition, characterized in that it comprises an effective amount in terms of fungicides of a compound of formula (I), as defined in any one of claims 1 to 11.

13. Composition according to claim 12, characterized in that it further comprises at least one additional active ingredient and / or an agrochemically acceptable diluent or carrier.

14. Method for controlling or preventing infestation of useful plants by phytopathogenic microorganisms, characterized in that an effective amount in fungicidal terms of a compound of formula (I), as defined in any of claims 1 to 11, or a composition, as defined in claim 12 or 13, is applied to the plants, their parts or their locus.

15. Use of a compound of formula (I), as defined in any one of claims 1 to 11, characterized in that it is as a fungicide.