Fungicidal N-cycloalkyl-benzyl-thiocarboxamides or N-cycloalkyl-benzyl-N′-substituted-amidine derivatives
View Patent ↗The present invention relates to N-cycloalkyl-benzyl-thiocarboxamide or N-cycloalkyl-benzyl-N-substituted-carboximidamide amide derivatives of formula (I) wherein A represents a carbo-linked, unsaturated or partially saturated, 5-membered heterocyclyl; T represents S, N—R a , N—OR a , N—NR a R b or N—CN; Z 1 represents a C 3 -C 7 -cycloalkyl and Z 2 ; Z 3 , X and n represent various substituents; their process of preparation; their use as fungicide active agents, particularly in the form of fungicide compositions and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
1. A compound of formula (I)
wherein
A is a carbo-linked, unsaturated or partially saturated, 5-membered heterocyclyl group that can be substituted by up to four groups R;
T is selected from the group consisting of S, N—R a , N—OR a , N—NR a R b and N—CN;
Z 1 is selected from the group consisting of a non-substituted C 3 -C 7 -cycloalkyl and a C 3 -C 7 -cycloalkyl substituted by up to 10 atoms or groups independently selected in the group consisting of halogen atoms; cyano; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 alkoxy; C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkoxycarbonyl; C 1 -C 8 -halogenoalkoxycarbonyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylaminocarbonyl; and di-C 1 -C 8 -alkylaminocarbonyl;
Z 2 and Z 3 , are independently selected from the group consisting of a hydrogen atom; C 1 -C 8 -alkyl; C 2 -C 8 -alkenyl; C 2 -C 8 -alkynyl; cyano; nitro; a halogen atom; C 1 -C 8 -alkoxy; C 2 -C 8 -alkenyloxy; C 2 -C 8 -alkynyloxy; C 3 -C 7 -cycloalkyl; C 1 -C 8 -alkylsulphenyl; amino; C 1 -C 8 -alkylamino; di-C 1 -C 8 -alkylamino; C 1 -C 8 -alkoxycarbonyl; C 1 -C 8 -alkylcarbamoyl; di-C 1 -C 8 -alkylcarbamoyl; and N—C 1 -C 8 -alkyl-C 1 -C 8 -alkoxycarbamoyl; or
Z 2 and Z 3 together with the carbon atom to that they are linked can form a substituted or non substituted C 3 -C 7 -cycloalkyl;
each X, is independently selected from the group consisting of a halogen atom; nitro; cyano; hydroxyl; sulfanyl; amino; pentafluoro-λ6-sulfanyl; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylamino; di-C 1 -C 8 -alkylamino; C 1 -C 8 -alkoxy; C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl; C 1 -C 8 -alkylsulfanyl; C 1 -C 8 -halogenoalkylsulfanyl comprising up to 9 halogen atoms that can be the same or different; C 2 -C 8 -alkenyl; C 2 -C 8 -halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different; C 2 -C 8 -alkynyl; C 2 -C 8 -halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different C 2 -C 8 -alkenyloxy; C 2 -C 8 -halogenoalkenyloxy comprising up to 9 halogen atoms that can be the same or different; C 2 -C 8 -alkynyloxy; C 2 -C 8 -halogenoalkynyloxy comprising up to 9 halogen atoms that can be the same or different; C 3 -C 7 -cycloalkyl; C 3 -C 7 -cycloalkyl-C 1 -C 8 -alkyl; C 3 -C 7 -halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different; formyl; formyloxy; formylamino; carboxy; carbamoyl; N-hydroxycarbamoyl; carbamate; (hydroxyimino)-C 1 -C 8 -alkyl; C 1 -C 8 -alkylcarbonyl; C 1 -C 8 -halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylcarbamoyl; di-C 1 -C 8 -alkylcarbamoyl; N—C 1 -C 8 -alkyloxycarbamoyl; C 1 -C 8 -alkoxycarbamoyl; N—C 1 -C 8 -alkyl-C 1 -C 8 -alkoxycarbamoyl; C 1 -C 8 -alkoxycarbonyl; C 1 -C 8 -halogenoalkoxycarbonyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 alkylaminocarbonyl; di-C 1 -C 8 -alkylaminocarbonyl; C 1 -C 8 -alkylcarbonyloxy; C 1 -C 8 -halogenoalkylcarbonyloxy comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylcarbonylamino; C 1 -C 8 -halogenoalkylcarbonylamino comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylaminocarbonyloxy; di-C 1 -C 8 alkylaminocarbonyloxy; C 1 -C 8 -alkyloxycarbonyloxy, C 1 -C 8 -alkylsulfenyl, C 1 -C 8 -halogenoalkylsulfenyl comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkylsulfinyl, C 1 -C 8 halogenoalkylsulfinyl comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkoxyimino, (C 1 -C 8 -alkoxyimino)-C 1 -C 8 -alkyl, (C 1 -C 8 alkenyloxyimino)-C 1 -C 8 -alkyl, (C 1 -C 8 -alkynyloxyimino)-C 1 -C 8 -alkyl, a (benzyloxyimino)-C 1 -C 8 -alkyl; tri(C 1 -C 8 -alkyl)silyl; tri(C 1 -C 8 -alkyl)silyl-C 1 -C 8 -alkyl; benzyloxy that can be substituted by up to 5 groups Q; benzylsulfanyl that can be substituted by up to 5 groups Q; benzylamino that can be substituted by up to 5 groups Q; naphthyl that can be substituted by up to 6 groups Q; phenoxy that can be substituted by up to 5 groups Q; phenylamino that can be substituted by up to 5 groups Q; phenylsulfanyl that can be substituted by up to 5 groups Q; phenylmethylene that can be substituted by up to 5 groups Q; phenyl that can be substituted by up to 5 groups Q; pyridinyl that can be substituted by up to four groups Q; and pyridinyloxy that can be substituted by up to four groups Q;
two substituents X together with the consecutive carbon atoms to which they are linked can form a 5- or 6-membered, saturated, carbo- or hetero-cycle, that can be substituted by up to four groups Q that can be the same or different;
n is 1, 2, 3, 4 or 5;
each R is independently selected from the group consisting of a hydrogen atom; halogen atom; cyano; nitro; amino; sulfanyl; pentafluoro-λ-6-sulfanyl; C 1 -C 8 -alkylamino; di-C 1 -C 8 -alkylamino; tri(C 1 -C 8 -alkyl)silyl; C 1 -C 8 -alkylsulfanyl; C 1 -C 8 -halogenoalkylsulfanyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 2 -C 8 -alkenyl; C 2 -C 8 -halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different; C 2 -C 8 -alkynyl; C 2 -C 8 -halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkoxy; C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; C 2 -C 8 -alkenyloxy; C 2 -C 8 -alkynyloxy; C 3 -C 7 -cycloalkyl; C 3 -C 7 -cycloalkyl-C 1 -C 8 -alkyl; C 1 -C 8 -alkylsulfinyl; C 1 -C 8 -alkylsulfonyl; C 1 -C 8 alkoxyimino; (C 1 -C 8 -alkoxyimino)-C 1 -C 8 -alkyl; (benzyloxyimino)-C 1 -C 8 -alkyl; phenoxy; benzyloxy; benzylsulfanyl; benzylamino; naphthyl; halogenophenoxy comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylcarbonyl; C 1 -C 8 -halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkoxycarbonyl; C 1 -C 8 -halogenoalkoxycarbonyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylaminocarbonyl; di-C 1 -C 8 -alkylaminocarbonyl;
R a and R b are independently selected from the group consisting of a hydrogen atom; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl; C 2 -C 8 -alkenyl; C 2 -C 8 -halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different; C 2 -C 8 -alkynyl; C 2 -C 8 -halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different; C 3 -C 7 -cycloalkyl; C 3 -C 7 -cycloalkyl-C 1 -C 8 -alkyl; C 3 -C 7 -halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different; formyl; C 1 -C 8 -alkylcarbonyl; C 1 -C 8 -halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylsulfonyl; C 1 -C 8 -halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different; phenyl that can be substituted by up to 5 groups Q; naphthyl that can be substituted by up to 6 groups Q; phenylmethylene that can be substituted by up to 5 groups Q; and phenylsulfonyl that can be substituted by up to 5 groups Q;
each Q is independently selected from the group consisting of a halogen atom; cyano; nitro; C 1 -C 8 -alkyl; C 1 -C 8 -alkoxy; C 1 -C 8 -alkylsulfanyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; tri(C 1 -C 8 )alkylsilyl and tri(C 1 -C 8 )alkylsilyl-C 1 -C 8 -alkyl; as well as any salt, N-oxide, or optically active or geometric isomer thereof.
2. The compound of claim 1 wherein:
A is selected in the list consisting of:
a heterocycle of formula (A 1 )
wherein:
R 1 to R 3 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -alkoxy; and C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 2 )
wherein:
R 4 to R 6 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -alkoxy; and C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 3 )
wherein:
R 7 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -alkoxy; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
R 8 is selected from the group consisting of a hydrogen atom and a C 1 -C 5 -alkyl;
a heterocycle of formula (A 4 )
wherein:
R 9 to R 11 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; amino; C 1 -C 5 -alkoxy; C 1 -C 5 -alkysulfanyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 5 )
wherein:
R 12 and R 13 are independently selected from the group consisting of hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -alkoxy; amino; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
R 14 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -alkoxy; amino; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 6 )
wherein:
R 15 is selected from the group consisting of a hydrogen atom; a halogen atom; a cyano; C 1 -C 5 -alkyl; C 1 -C 5 -alkoxy; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 16 and R 18 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkoxycarbonyl; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 17 is selected from the group consisting of a hydrogen atom and C 1 -C 5 -alkyl;
a heterocycle of formula (A 7 )
wherein:
R 19 is selected from the group consisting of a hydrogen atom and a C 1 -C 5 -alkyl
R 20 to R 22 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 8 )
wherein:
R 23 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 24 is selected from the group consisting of a hydrogen atom or C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 9 )
wherein:
R 25 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 26 is selected from the group consisting of a hydrogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 10 )
wherein:
R 27 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 28 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; amino; C 1 -C 5 -alkylamino; and di(C 1 -C 5 -alkyl)amino;
a heterocycle of formula (A 11 )
wherein:
R 29 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -alkoxy; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 30 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; amino; C 1 -C 5 -alkylamino; and di(C 1 -C 5 -alkyl)amino;
a heterocycle of formula (A 12 )
wherein:
R 31 is selected from the group consisting of a hydrogen atom and a C 1 -C 5 -alkyl
R 32 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 33 is selected from the group consisting of a hydrogen atom; a halogen atom; a nitro; C 1 -C 5 -alkyl; C 1 -C 5 -alkoxy; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 13 )
wherein:
R 34 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 3 -C 5 -cycloalkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -alkoxy; C 2 -C 5 -alkynyloxy; and C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
R 35 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; a cyano; C 1 -C 5 -alkoxy; C 1 -C 5 -alkylsulfanyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; amino; C 1 -C 5 -alkylamino; and di(C 1 -C 5 -alkyl)amino;
R 36 is selected from the group consisting of a hydrogen atom and C 1 -C 8 -alkyl;
a heterocycle of formula (A 14 )
wherein:
R 37 and R 38 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -alkoxy; and a C 1 -C 5 -alkylsulfanyl;
R 39 is selected from the group consisting of a hydrogen atom and C 1 -C 5 -alkyl;
a heterocycle of formula (A 15 )
wherein:
R 40 and R 41 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 16 )
wherein:
R 42 and R 43 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; and amino;
a heterocycle of formula (A 17 )
wherein:
R 44 and R 45 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 18 )
wherein:
R 47 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 46 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -alkylsulfanyl;
a heterocycle of formula (A 19 )
wherein:
R 49 and R 48 are independently selected from the group of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -alkoxy; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 20 )
wherein:
R 50 and R 51 a independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C 1 -C 5 -alkoxy; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 21 )
wherein:
R 52 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 22 )
wherein:
R 53 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
a heterocycle of formula (A 23 )
wherein:
R 54 and R 56 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 55 is selected from the group consisting of a hydrogen atom and C 1 -C 5 -alkyl;
a heterocycle of formula (A 24 )
wherein:
R 57 and R 59 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 58 is selected from the group consisting of a hydrogen atom and C 1 -C 5 -alkyl;
a heterocycle of formula (A 25 )
wherein:
R 60 and R 61 are independently selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; and C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
R 62 is selected from the group consisting of a hydrogen atom and C 1 -C 5 -alkyl;
a heterocycle of formula (A 26 )
wherein:
R 65 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; C3-C 5 -cycloalkyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -alkoxy; C 2 -C 5 -alkynyloxy; and C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
R 63 is selected from the group consisting of a hydrogen atom; a halogen atom; C 1 -C 5 -alkyl; a cyano; C 1 -C 5 -alkoxy; C 1 -C 5 -alkylsulphanyl; C 1 -C 5 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 5 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; amino; C 1 -C 5 -alkylamino and di(C 1 -C 5 -alkyl)amino;
R 64 is selected from the group consisting of a hydrogen atom and C 1 -C 5 -alkyl.
3. The compound of claim 2 wherein A is selected from the group consisting of A 2 ; A 6 ; A 10 and A 13 .
4. The compound of claim 1 wherein T is sulfur.
5. The compound of claim 1 wherein Z 1 is selected from the group consisting of a C 3 -C 7 cycloalkyl substituted by up to 10 groups or atoms independently selected from the group consisting of a halogen atom; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkoxy; and C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different.
6. The compound of claim 1 wherein Z 1 is a non-substituted C 3 -C 7 -cycloalkyl.
7. The compound of claim 1 wherein Z 1 is cyclopropyl.
8. The compound of claim 1 wherein each X, is independently selected from the group consisting of a halogen atom; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; tri(C 1 -C 8 -alkyl)silyl; C 1 -C 8 -alkoxy; and C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; or wherein two consecutive substituents X together with the phenyl ring form a member selected from the group consisting of a substituted or non substituted 1,3-benzodioxolyl; 1,2,3,4-tetrahydro-quinoxalinyl; 3,4-dihydro-2H-1,4-benzoxazinyl; 1,4-benzodioxanyl; indanyl; 2,3-dihydrobenzofuranyl; and indolinyl.
9. The compound of claim 1 wherein each R, is independently selected from the group consisting of a hydrogen atom; halogen atom; cyano; C 1 -C 8 -alkylamino; di-C 1 -C 8 -alkylamino; tri(C 1 -C 8 -alkyl)silyl; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkoxy; C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different; C 1 -C 8 -alkylsulfanyl; amino; nitro; C 1 -C 8 -alkoxycarbonyl; and C 2 -C 8 -alkynyloxy.
10. A fungicide composition comprising, as an active ingredient, an effective amount of the compound of claim 1 and an agriculturally acceptable support, carrier or filler.
11. A method for controlling phytopathogenic fungi of crops comprising applying an agronomically effective and substantially non-phytotoxic quantity of the compound of claim 1 to the soil where plants grow or are capable of growing, to the leaves and/or the fruit of plants or to the seeds of plants.
12. A method for controlling phytopathogenic fungi of crops comprising applying an agronomically effective and substantially non-phytotoxic quantity of the composition of claim 10 to the soil where plants grow or are capable of growing, to the leaves and/or the fruit of plants or to the seeds of plants.