IP Library Granted Patent US 9,375,009
Granted Patent B2
US 9,375,009 · App. 14/369,007 · Granted Jun 28, 2016

Heteroarylpiperidine and piperazine derivatives as fungicides

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Quick Facts
Patent No.
US 9,375,009
App. No.
14/369,007
Granted
Jun 28, 2016
Kind
B2
Abstract

Heteroarylpiperidine and -piperazine derivatives of the formula (I) in which the symbols R A1 , R A2 , X, Y, L 1 , L 2 , R B1 , R B2 , G, Q, p, R 1 , R 2 and R 10 are each as defined in the description, and salts, metal complexes and N-oxides of the compounds of the formula (I), and the use thereof for controlling phytopathogenic harmful fungi and processes for preparing compounds of the formula (I).

Claims (133)

1. A compound of formula (I)

in which the radicals are each defined as follows:

R A1 is hydrogen, halogen, cyano, amino, —CHO, —C(═O)OH, —C(═O)NH2, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, halocycloalkylalkyl, cycloalkenyl, halocycloalkenyl, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, alkylthio, haloalkylthio, cycloalkylthio, alkylamino, dialkylamino, haloalkylamino, halodialkylamino, cycloalkylamino, alkylcarbonylamino, haloalkylcarbonylamino, alkylsulphonylamino or haloalkylsulphonylamino,

R A2 is benzodioxyl,

R A6 is halogen, cyano, alkyl, haloalkyl, alkoxy or haloalkoxy on the carbon ring members, and cyano, alkyl or alkoxy on the nitrogen ring members,

L 1 is oxygen, sulphur, —N(R L1 )—, —C(R L2 ) 2 —, —OC(R L2 ) 2 —, —SC(R L2 ) 2 —, —N(R L1 )—C(R L2 ) 2 —, where the bond pointing to the left is bonded to the nitrogen atom of formula I and the bond pointing to the right is bonded to the nitrogen atom of formula I,

R L1 is hydrogen, cyano, alkyl, haloalkyl, alkoxyalkyl, alkylthioalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylsulphonyl or haloalkylsulphonyl, or the two R L1 and R A2 radicals together with the carbon atom to which they are bonded form a five- to seven-membered partially unsaturated ring optionally containing one, two or three heteroatoms from the group of oxygen, nitrogen and sulphur, where the ring may be unsubstituted or substituted, where the substituents are each independently selected from R A6 ,

R L2 is hydrogen, alkyl or haloalkyl,

R B1 is hydrogen, halogen, cyano, hydroxyl, formyl, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyloxy, haloalkylcarbonyloxy, alkoxycarbonyloxy, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, or

R B1 is a phenyl radical, naphthalenyl radical or a 5- or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3 substituents, where the substituents are each independently selected from the following list: hydrogen, halogen, alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy,

R B2 is hydrogen, alkyl or haloalkyl,

or the two R B1 and R B2 radicals together with the carbon atom to which they are bonded form a three- to six-membered saturated ring,

Y is sulphur or oxygen,

X is carbon or nitrogen,

R 2 is hydrogen, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl,

R 10 is the same or different and is independently hydrogen, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl,

p is 0, 1 or 2,

G is 5-membered heteroaryl which is substituted by Q and may otherwise be unsubstituted or substituted,

Q is saturated or partly or fully unsaturated 5-membered heterocyclyl which is substituted by L 2 -R 1 and may otherwise be unsubstituted or substituted, where the substituents are each independently selected from R 5 ,

R 5 is the same or different and is independently:

bonded to carbon of the 5-membered heterocyclyl of Q:

oxo, thioxo, hydrogen, halogen, cyano, hydroxyl, nitro, amino, —CHO, —C(═O)OH, —C(═O)NH 2 , —NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, alkylcycloalkylalkyl, cycloalkenyl, halocycloalkenyl, alkoxyalkyl, cycloalkoxyalkyl, alkoxyalkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, cycloalkylaminocarbonyl, haloalkoxyalkyl, hydroxyalkyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, trialkylsilyl, alkylsulphonylamino, haloalkylsulphonylamino,

bonded to nitrogen of the 5-membered heterocyclyl of Q:

hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, phenyl, benzyl, alkylsulphonyl, —C(═O)H, alkoxycarbonyl or alkylcarbonyl,

R 3 is hydrogen, alkyl, haloalkyl, cycloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl or haloalkoxycarbonyl,

R 4 is alkyl, haloalkyl, cycloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl or -L 5 R 1 ,

L 5 is —O—, —C(═O)—, S(═O) m or CHR 20 ,

m is 0, 1 or 2,

L 2 is a direct bond, —O—, —C(═O)—, —S(═O) m —, —CHR 20 — or —NR 21 —,

R 20 is hydrogen, alkyl or haloalkyl,

R 21 is hydrogen, alkyl, haloalkyl, cycloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl or haloalkoxycarbonyl,

R 1 is phenyl which is substituted at least once by alkynyloxy and may otherwise be unsubstituted or substituted, where the substituents are each independently selected from Z 4 and optionally from Z 1 ,

Z 1 is

bonded to carbon of R 1 :

hydrogen, halogen, hydroxyl, amino, nitro, amino, cyano, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, hydroxyalkyl, alkoxyalkyl, alkylcycloalkyl, alkoxy, alkylcycloalkylalkyl, alkylthio, haloalkylthio, haloalkoxy, alkylcarbonyloxy, alkylamino, dialkylamino, cycloalkylalkyl, cycloalkylcycloalkyl, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, trialkylsilyl, and cycloalkylamino, cycloalkenyl, halocycloalkenyl, cycloalkoxyalkyl, halocycloalkoxy, cycloalkylthio, cycloalkoxy, cycloalkylalkoxy, cycloalkylamino, halocycloalkylalkyl, cycloalkylcarbonyl, cycloalkylsulphonyl, or -L 3 Z 3 ,

bonded to nitrogen of R 1 :

alkyl, alkylcarbonyl, alkoxycarbonyl or alkoxy,

L 3 is a direct bond, —C(═O)—, sulphur, oxygen, —NR 21 —, —C(═S)—, —S(═O) m —, —CHR 20 , —CHR 20 —CHR 20 —, —CR 20 ═CR 20 —, —OCHR 20 —, —CHR 20 O—,

Z 3 is a phenyl radical, naphthalenyl radical or a 5- or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3 substituents, where the substituents are each independently selected from the following list:

substituents on carbon: halogen, cyano, nitro, hydroxyl, amino, —SH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxyalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, alkenyloxy, alkynyloxy, alkoxyalkoxy, alkylamino, dialkylamino, alkylthio, haloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, trisilylalkyl or phenyl,

substituents on nitrogen: hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, —C(═O)NR 13 R 14 , phenyl or benzyl,

R 13 and R 14 are the same or different and are each independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl,

Z 4 is —SH, —C(═O)H, haloalkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, dialkylaminoalkyl, alkylsulphonylalkyl, alkenyloxy, alkynyloxy, haloalkenyloxy, haloalkynyloxy, alkoxyalkoxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylsulphonylamino, haloalkylsulphonylamino, alkoxyalkoxyalkyl, alkylcarbonylalkoxy, cycloalkylaminocarbonyl, cycloalkylalkoxycarbonyl, haloalkylcarbonyl, cycloalkoxycarbonyl, C 4 -C 6 -alkylcarbonyl, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, C 5 -C 6 -alkylthio, C 5 -C 6 -haloalkylthio, C 5 -C 6 -haloalkylsulphinyl, C 5 -C 6 -haloalkylsulphonyl, —NHCN, —SO 2 NHCN, —C(═O)OH, —C(═O)NH 2 , —C(═S)NR 13 R 14 , —C(═O)NHCN, cyanoalkyl, alkenylcarbonyloxy, alkoxyalkylthio, haloalkenylcarbonyloxy, alkoxycarbonylalkyl, alkoxyalkynyl, alkynylthio, halocycloalkylcarbonyloxy, alkenylamino, alkynylamino, haloalkylamino, cycloalkylalkylamino, alkoxyamino, haloalkoxyamino, alkylcarbonylamino, haloalkylcarbonylamino, alkoxycarbonylamino, alkylcarbonyl(alkyl)amino, haloalkylcarbonyl(alkyl)amino, alkoxycarbonyl(alkyl)amino, —NR 13 SO 2 Z 3 , alkenylthio, haloalkoxycarbonyl, alkoxyalkylcarbonyl, —SF 5 , haloalkoxycarbonylamino, —NHC(═O)H, di(haloalkyl)aminoalkyl, halocycloalkenyloxyalkyl, alkoxy(alkyl)aminocarbonyl, haloalkylsulphonylaminocarbonyl, alkoxycarbonylalkoxy, alkylaminothiocarbonylamino, cycloalkylalkylaminoalkyl, —C(═NOR 7 )R 8 , alkylthiocarbonyl, cycloalkenyloxyalkyl, alkoxyalkoxycarbonyl, dialkylaminothiocarbonylamino, alkylsulphonylaminocarbonyl, haloalkoxyhaloalkoxy, halocycloalkoxyalkyl, —N═C(R 9 ) 2 , dialkylaminocarbonylamino, alkoxyalkenyl, alkoxyhaloalkoxy, alkylthiocarbonyloxy, haloalkoxyalkoxy, —OSO 2 Z 3 , haloalkylsulphonyloxy, alkylsulphonyloxy, alkoxyhaloalkyl, di(haloalkyl)amino, —SO 2 NR 3 R 4 , —O(C═S)NR 13 R 14 , —O(C═S)SR 9 , dialkoxyalkyl, alkylaminocarbonylamino, haloalkoxyhaloalkyl, alkylaminocarbonylalkylamino, trialkylsilylalkynyloxy, trialkylsilyloxy, trialkylsilylalkynyl, cyano(alkoxy)alkyl, dialkylthioalkyl, O(C═O)H, —SCN, alkoxysulphonyl, cycloalkylsulphinyl, halocycloalkoxycarbonyl, alkylcycloalkylcarbonyl, halocycloalkylcarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, cyanoalkoxycarbonyl, alkylthioalkoxycarbonyl, alkynylcarbonyloxy, haloalkynylcarbonyloxy, cyanocarbonyloxy, cyanoalkylcarbonyloxy, cycloalkylsulphonyloxy, cycloalkylalkylsulphonyloxy, halocycloalkylsulphonyloxy, alkenylsulphonyloxy, alkynylsulphonyloxy, cyanoalkylsulphonyloxy, haloalkenylsulphonyloxy, haloalkynylsulphonyloxy, alkynylcycloalkyloxy, cyanoalkenyloxy, cyanoalkynyloxy, alkoxycarbonyloxy, alkenyloxycarbonyloxy, alkynyloxycarbonyloxy, alkoxyalkylcarbonyloxy, —OC(═O)NR 13 R 14 , —OC(═O)NR 11 R 12 , —NR 11 R 12 , —C(═O)NR 11 R 12 , —SO 2 NR 11 R 12 or -L 4 Z 3 , or

Z 4 is alkyl which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

cyano, alkoxycarbonyl, —C(═N—R 9 )R 8 , —C(═N—NR 13 R 14 )R 8 , alkylcarbonylamino, haloalkylcarbonylamino, dialkylcarbonylamino, alkylcarbonyloxy, —C(═O)H, benzyloxy, benzoyloxy, —C(═O)OH, alkenyloxy, alkynyloxy, haloalkenyloxy, haloalkynyloxy, halocycloalkoxy, alkoxyamino, alkenylthio, alkynylthio, cycloalkylthio, haloalkoxyamino, haloalkylthio, alkenylsulphinyl, alkynylsulphinyl, cycloalkylsulphinyl, haloalkylsulphinyl, alkenylsulphonyl, alkynylsulphonyl, cycloalkylsulphonyl, haloalkylsulphonyl, alkoxycarbonyloxy, alkylcarbonyloxy, cycloalkylcarbonyloxy, haloalkylcarbonyloxy, haloalkenylcarbonyloxy, —SCN, alkylaminocarbonyloxy, alkylcarbonyl(alkyl)amino, alkoxycarbonyl(alkyl)amino, alkylaminocarbonylamino, alkylsulphonyloxy, haloalkoxycarbonylamino, haloalkylcarbonyl(alkyl)amino, haloalkylsulphonyloxy, alkylsulphonylamino, haloalkylsulphonylamino, alkylthiocarbonyloxy, cyanoalkoxy, cycloalkylalkoxy, benzyloxyalkoxy, alkoxyhaloalkoxy, alkoxyalkylthio, alkoxyalkylsulphinyl, alkoxyalkylsulphonyl, alkoxyalkylcarbonyloxy, cycloalkoxyalkoxy, haloalkoxyalkoxy, haloalkoxyhaloalkoxy, alkoxycarbonylalkoxy, alkylcarbonylalkoxy, alkylthioalkoxy, dialkylaminocarbonylamino, alkoxyalkoxyalkoxy, trialkylsilyloxy, trialkylsilylalkynyloxy, alkynylcycloalkyloxy, cycloalkylalkynyloxy, alkoxycarbonylalkynyloxy, arylalkynyloxy, alkylaminocarbonylalkynyloxy, dialkylaminocarbonylalkynyloxy, alkenylcarbonyloxy, alkynylcarbonyloxy, haloalkynylcarbonyloxy, cyanoalkylcarbonyloxy, cycloalkylsulphonyloxy, cycloalkylalkylsulphonyloxy, halocycloalkylsulphonyloxy, alkenylsulphonyloxy, alkynylsulphonyloxy, cyanoalkylsulphonyloxy, haloalkenylsulphonyloxy, haloalkynylsulphonyloxy, dialkylaminocarbonyloxy, haloalkylaminocarbonyloxy, N-alkyl-N-haloalkylaminocarbonyloxy, alkenyloxycarbonyl, alkynyloxycarbonyl, haloalkynyloxycarbonyl, cyanoalkyloxycarbonyl, alkenyloxysulphonyl, alkynyloxysulphonyl, or

Z 4 is alkenyl which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

trialkylsilyl, cycloalkyl, cyclopropylidenyl, alkoxy, trialkylsilyloxy, alkylcarbonyloxy or

Z 4 is alkynyl which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

cycloalkyl, cyclopropylidenyl, or

Z 4 is alkoxy which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

alkoxycarbonyl, cycloalkoxy, alkylcarbonyloxy, —O(C═O)H, alkylthio, hydroxyalkyl, trialkylsilyl, cycloalkylsulphonyl, haloalkylsulphonyl, benzyloxy, alkoxyalkoxy, alkylsulphonyl, cyano, or

Z 4 is alkenyloxy which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

cycloalkyl, hydroxyl, alkoxy, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, cycloalkoxy, cyclohaloalkoxy, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, alkenyloxycarbonyl, haloalkenyloxycarbonyl, alkynyloxycarbonyl, haloalkynyloxycarbonyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, cyclohaloalkylcarbonyl, alkenylcarbonyl, haloalkenylcarbonyl, alkynylcarbonyl, haloalkynylcarbonyl, or

Z 4 is alkynyloxy which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

cycloalkyl, alkoxycarbonyl, —Z 3 , alkylaminocarbonyl, dialkylaminocarbonyl, L 4 is —C(═O)O—, —C(═O)NR 13 —, —OC(═O)—, —NR 13 C(═O)—, —OCH 2 C≡C— or —OCH 2 CH═CH—,

R 7 is hydrogen, alkyl, haloalkyl, benzyl or Z 3 ,

R 8 is hydrogen, alkyl, haloalkyl, cycloalkylalkyl, cycloalkyl, alkylcycloalkyl, haloalkylcycloalkyl, alkoxylalkyl, haloalkoxyalkyl, benzyl or phenyl,

R 9 is alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl,

R 11 is alkenyl, alkynyl, alkoxyalkyl, cyanoalkyl, formyl, haloalkyl, phenyl, alkylcarbonyl, cycloalkoxycarbonyl, alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, haloalkylcarbonyl, halocycloalkylcarbonyl, cycloalkoxycarbonyl, cycloalkylcarbonyl, dialkylaminocarbonyl, dialkylaminothiocarbonyl,

R 12 is alkenyl, alkynyl, alkoxyalkyl, cyanoalkyl, formyl, hydrogen, haloalkyl, phenyl, alkylcarbonyl, cycloalkoxycarbonyl, alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, haloalkylcarbonyl, halocycloalkylcarbonyl,

cycloalkoxycarbonyl, cycloalkylcarbonyl, dialkylaminocarbonyl, dialkylaminothiocarbonyl,

and/or a salt, metal complex and/or N-oxide of a compound of the formula (I).

2. The compound according to claim 1 , wherein the radicals are each defined as follows:

R A1 is hydrogen, cyano, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C 2 -C 4 -haloalkynyl, C 2 -C 4 -alkoxyalkyl, C 2 -C 4 -alkylthioalkyl, C 1 -C 3 -alkylcarbonyl, C 1 -C 3 -haloalkylcarbonyl, C 1 -C 3 -alkoxycarbonyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 2 -C 4 -alkenyloxy, C 2 -C 4 -haloalkenyloxy, C 2 -C 4 -alkynyloxy, C 2 -C 4 -haloalkynyloxy, C 2 -C 4 -alkoxyalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 1 -C 4 -alkylamino, C 2 -C 4 -dialkylamino, C 1 -C 4 -haloalkylamino, C 2 -C 4 -halodialkylamino, C 3 -C 6 -cycloalkyl and more preferably hydrogen, methyl, ethyl, propan-2-yl, t-butyl, difluoromethyl, trifluoromethyl, methoxymethyl, ethoxymethyl, methoxycarbonyl, ethoxycarbonyl or cyclopropyl,

R A2 is benzodioxyl,

R A6 is halogen, cyano, C 1 -C 2 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 2 -alkoxy or C 1 -C 2 -haloalkoxy on the carbon ring members, and cyano, C 1 -C 2 -alkyl or C 1 -C 2 -alkoxy on the nitrogen ring members,

L 1 is oxygen, sulphur, —N(R L1 )—,

R L1 is hydrogen, C 1 -C 2 -alkyl, C 1 -C 2 -haloalkyl, —C(═O)CH 3 , —C(═O)CF 3 , C(═O)OCH 3 , or the two R L1 and R A2 radicals together with the carbon atom to which they are bonded form a five- to seven-membered partially unsaturated ring optionally containing one, two or three heteroatoms from the group of oxygen, nitrogen and sulphur, where the ring may be unsubstituted or substituted, where the substituents are each independently selected from R A6 ,

R B1 is hydrogen, cyano, hydroxyl, C 1 -C 3 -alkyl, C 2 -C 3 -alkenyl, C 2 -C 3 -alkynyl, C 1 -C 3 -haloalkyl, C 2 -C 3 -haloalkenyl, C 2 -C 3 -haloalkynyl, C 2 -C 3 -alkylcarbonyl, C 2 -C 3 -haloalkylcarbonyl, C 1 -C 3 -alkoxy, C 1 -C 3 -haloalkoxy, C 1 -C 3 -alkylthio, C 1 -C 3 -haloalkylthio, C 1 -C 2 -alkylcarbonyloxy, C 1 -C 2 -haloalkylcarbonyloxy, or

R B1 is a phenyl radical, naphthalenyl radical or a 5- or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3 substituents, where the substituents are each independently selected from the following list: hydrogen, fluorine, chlorine, bromine, C 1 -C 3 -alkyl, C 1 -C 3 -haloalkyl, C 1 -C 3 -alkoxy, C 1 -C 3 -haloalkoxy,

R B2 is hydrogen or C 1 -C 2 -alkyl,

Y is sulphur or oxygen,

X is carbon or nitrogen,

R 2 is hydrogen, C 1 -C 4 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 2 -alkoxy, halogen, cyano or hydroxyl,

R 10 is the same or different and is independently hydrogen, C 1 -C 4 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 2 -alkoxy, halogen, cyano or hydroxyl,

p is 0 to 1,

G is

R G1 is hydrogen, C 1 -C 3 -alkyl or halogen,

Q is

R 5 is the same or different and is independently:

bonded to carbon of the 5-membered heterocyclyl of Q:

hydrogen, halogen, cyano, —NR 3 R 4 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 8 -cycloalkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkylthio-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 3 -C 8 -halocycloalkoxy, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -haloalkenyloxy, C 2 -C 6 -alkynyloxy, C 2 -C 6 -haloalkynyloxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -haloalkylcarbonyloxy, C 3 -C 8 -cycloalkylcarbonyloxy, C 1 -C 6 -alkylcarbonyl-C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 3 -C 8 -cycloalkylthio, tri(C 1 -C 4 -alkyl)silyl,

bonded to nitrogen of the 5-membered heterocyclyl of Q:

hydrogen, —C(═O)H, C 1 -C 3 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl or benzyl,

R 3 is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 8 -cycloalkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -haloalkylcarbonyl, C 1 -C 4 -alkoxycarbonyl or C 1 -C 4 -haloalkoxycarbonyl,

R 4 is C 1 -C 3 -alkyl or -L 5 R 1 ,

L 5 is —C(═O)— or S(═O) 2 ,

m is 0 or 2,

L 2 is a direct bond, —O—, —C(═O)—, —S(═O) 2 —, —CHR 20 — or —NR 21 ,

R 20 is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl,

R 21 is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl or C 1 -C 6 -haloalkoxycarbonyl,

R 1 is phenyl which is substituted at least once by alkynyloxy and may otherwise be unsubstituted or substituted, where the substituents are each independently selected from Z 4 and optionally from Z 1-2 ,

Z 1-1 are the same or different and are each independently hydrogen, cyano, halogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, hydroxyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylthio or C 1 -C 6 -haloalkylthio,

Z 1-2 is hydrogen, halogen, cyano, hydroxyl, amino, nitro, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 3 -C 8 -cycloalkenyl, C 3 -C 8 -halocycloalkenyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 3 -C 8 -cycloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 3 -C 8 -halocycloalkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 3 -C 6 -cycloalkylthio, C 1 -C 6 -alkylsulphonyl, C 1 -C 6 -haloalkylsulphonyl, C 3 -C 8 -cycloalkylsulphonyl, tri(C 1 -C 4 -alkyl)silyl, or -L 3 Z 3 ,

Z 1-3 and Z 1-5 are the same or different and are each independently hydrogen, halogen, cyano, nitro, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylcarbonylthio, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 1 -C 4 -alkylsulphonyl or C 1 -C 4 -haloalkylsulphonyl,

Z 1-4 is hydrogen, halogen, cyano, hydroxyl, amino, nitro, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 3 -C 8 -cycloalkenyl, C 3 -C 8 -halocycloalkenyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 3 -C 8 -cycloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 3 -C 8 -halocycloalkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 3 -C 6 -cycloalkylthio, C 1 -C 6 -alkylsulphonyl, C 1 -C 6 -haloalkylsulphonyl or C 3 -C 8 -cycloalkylsulphonyl,

Z 1-6 are the same or different and are each independently hydrogen, cyano, halogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -haloalkylthio or phenyl,

Z 2 is the same or different and is independently hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, phenyl, benzyl, C 1 -C 4 -haloalkylsulphonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -haloalkoxycarbonyl, phenylsulphonyl, C 1 -C 4 -alkylsulphonyl, —C(═O)H, C 1 -C 3 -haloalkylcarbonyl or C 1 -C 3 -alkylcarbonyl,

L 3 is a direct bond, —CH 2 —, sulphur, oxygen or —(S═O) 2 —,

Z 3 is a phenyl radical, naphthalenyl or a 5- or 6-membered heteroaryl radical which may contain up to two substituents, where the substituents are each independently selected from the following list:

halogen, cyano, nitro, hydroxyl, amino, —SH, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C 2 -C 4 -haloalkynyl, C 2 -C 4 -alkoxyalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -haloalkylsulphonyl or C 1 -C 4 -alkylamino, di(C 1 -C 4 -alkyl)amino,

substituents on nitrogen: hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, phenyl, benzyl, C 1 -C 4 -haloalkylsulphonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -haloalkoxycarbonyl, phenylsulphonyl, C 1 -C 4 -alkylsulphonyl, —C(═O)H, or C 1 -C 3 -alkylcarbonyl,

R 13 and R 14 are the same or different and are each independently hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 3 -C 8 -cycloalkyl, benzyl or phenyl,

Z 4 is —SH, —C(═O)H, C 1 -C 6 -alkoxy-C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylthioalkyl, C 1 -C 6 -alkylsulphinyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkylsulphonyl-C 1 -C 6 -alkyl, C 4 -C 6 -alkylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 3 -C 6 -cycloalkoxycarbonyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkoxycarbonyl, C 3 -C 6 -cycloalkylaminocarbonyl, C 1 -C 6 -haloalkoxy-C 1 -C 6 -alkyl, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -haloalkenyloxy, C 2 -C 6 -alkynyloxy, C 2 -C 6 -haloalkynyloxy, C 1 -C 6 -alkoxy-C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkylcarbonyloxy, C 3 -C 6 -cycloalkylcarbonyloxy, C 1 -C 6 -alkylcarbonyl-C 1 -C 6 -alkoxy, C 5 -C 6 -alkylthio, C 5 -C 6 -haloalkylthio, C 5 -C 6 -haloalkylsulphinyl, C 5 -C 6 -haloalkylsulphonyl, C 1 -C 6 -alkylsulphonylamino, C 1 -C 6 -haloalkylsulphonylamino, —C(═O)OH, —C(═O)NH 2 , —C(═S)NR 13 R 14 , cyano-C 1 -C 6 -alkyl, C 2 -C 6 -alkenylcarbonyloxy, C 2 -C 6 -alkynylthio, C 3 -C 8 -halocycloalkylcarbonyloxy, C 2 -C 6 -alkenylamino, C 2 -C 6 -alkynylamino, C 1 -C 6 -haloalkylamino, C 3 -C 8 -cycloalkyl-C 1 -C 6 -alkylamino, C 1 -C 6 -alkoxyamino, C 1 -C 6 -haloalkoxyamino, C 1 -C 6 -alkylcarbonylamino, C 1 -C 6 -haloalkylcarbonylamino, C 1 -C 6 -alkoxycarbonylamino, C 1 -C 6 -alkylcarbonyl(C 1 -C 6 -alkyl)amino, C 1 -C 6 -haloalkylcarbonyl(C 1 -C 6 -alkyl)amino, C 1 -C 6 -alkoxycarbonyl(C 1 -C 6 -alkyl)amino, —NR 13 SO 2 Z 3 , C 2 -C 6 -alkenylthio, C 1 -C 6 -haloalkoxycarbonyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkylcarbonyl, —SF 5 , C 1 -C 6 -haloalkoxycarbonylamino, —NHC(═O)H, C 1 -C 6 -alkoxy(C 1 -C 4 -alkyl)aminocarbonyl, C 1 -C 6 -alkoxycarbonyl-C 1 -C 6 -alkoxy, —C(═NOR 7 )R 8 , —N═C(R 9 ) 2 , di(C 1 -C 6 -alkyl)aminocarbonylamino, di(C 1 -C 6 -alkyl)aminosulphonyl, di(C 1 -C 6 -haloalkyl)amino, C 1 -C 6 -alkylaminosulphonyl, C 1 -C 6 -alkylaminocarbonylamino, tri(C 1 -C 4 -alkyl)silyloxy, C 1 -C 6 -haloalkylsulphonyloxy, C 1 -C 6 -alkylsulphonyloxy, tri(C 1 -C 4 -alkyl)silyl-C 2 -C 4 -alkynyloxy, tri(C 1 -C 4 -alkyl)silyl-C 2 -C 4 -alkynyl, C 2 -C 4 -alkynylcarbonyloxy, cyano-C 1 -C 3 -alkylcarbonyloxy, C 3 -C 8 -cycloalkylsulphonyloxy, C 3 -C 8 -halocycloalkylsulphonyloxy, C 2 -C 4 -alkenylsulphonyloxy, C 1 -C 3 -alkylaminocarbonyloxy, C 2 -C 4 -alkynyl-C 3 -C 8 -cycloalkyloxy, cyanocarbonyloxy, cyano-C 2 -C 4 -alkenyloxy, —OC(═O)NR 13 R 14 , —NR 11 R 12 , —C(═O)NR 11 R 12 , SO 2 NR 11 R 12 , —O(C═O)H, —SCN, C 1 -C 3 -alkoxysulphonyl, C 3 -C 8 -cycloalkylsulphinyl, cyano(C 1 -C 3 -alkoxy)-C 1 -C 3 -alkyl or -L 4 Z 3 , or

Z 4 is C 1 -C 3 -alkyl which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

cyano, —C(═O)H, C 2 -C 4 -alkenyloxy, C 2 -C 4 -alkynyloxy, C 2 -C 4 -alkenylthio, C 2 -C 4 -alkynylthio, C 1 -C 3 -haloalkylthio, C 2 -C 4 -alkenylsulphinyl, C 2 -C 4 -alkynylsulphinyl, C 1 -C 3 -haloalkylsulphinyl, C 2 -C 4 -alkenylsulphonyl, C 2 -C 4 -alkynylsulphonyl, C 1 -C 3 -haloalkylsulphonyl, C 1 -C 3 -alkylcarbonyloxy, C 1 -C 3 -haloalkylcarbonyloxy, C 1 -C 3 -alkylaminocarbonyloxy, C 1 -C 3 -alkylcarbonylamino, C 1 -C 3 -alkylaminocarbonylamino, C 1 -C 3 -haloalkylcarbonylamino, C 1 -C 3 -alkylsulphonylamino, C 1 -C 3 -haloalkylsulphonylamino, C 1 -C 3 -alkylthiocarbonyloxy, cyano-C 1 -C 3 -alkoxy, C 3 -C 8 -cycloalkyl-C 1 -C 3 -alkoxy, C 1 -C 3 -alkoxy-C 1 -C 3 -alkylthio, C 1 -C 3 -alkoxy-C 1 -C 3 -alkylsulphinyl, C 1 -C 3 -alkoxy-C 1 -C 3 -alkylsulphonyl, C 1 -C 3 -haloalkoxy-C 1 -C 3 -alkoxy, C 1 -C 3 -alkylcarbonyl-C 1 -C 3 -alkoxy, C 2 -C 4 -alkylthio-C 1 -C 3 -alkoxy, di(C 1 -C 3 -alkyl)aminocarbonylamino, tri(C 1 -C 4 -alkyl)silyloxy, or

Z 4 is C 1 -C 3 -alkoxy which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

cyano, C 1 -C 3 -alkylcarbonyloxy C 1 -C 3 -alkoxycarbonyl, C 3 -C 8 -cycloalkoxy, C 1 -C 3 -alkylcarbonyloxy, —O(C═O)H, C 1 -C 3 -alkylthio, hydroxyl-C 1 -C 3 -alkyl, C 3 -C 8 -cycloalkylsulphonyl, C 1 -C 3 -haloalkylsulphonyl, C 1 -C 3 -alkoxy-C 1 -C 3 -alkoxy, C 1 -C 3 -alkylsulphonyl, or

Z 4 is C 2 -C 4 -alkenyloxy which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

C 3 -C 8 -cycloalkyl, hydroxyl, C 1 -C 3 -alkoxy, C 1 -C 3 -alkoxycarbonyl, C 1 -C 3 -alkylcarbonyl, or

Z 4 is C 2 -C 4 -alkynyloxy which contains 1 or 2 substituents, where the substituents are each independently selected from the following list:

C 3 -C 8 -cycloalkyl,—Z 3 ,

L 4 is —C(═O)O—, —C(═O)NH—, —OC(═O)—, —NHC(═O)— or —OCH 2 C≡C—,

R 7 is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, benzyl or Z 3 ,

R 8 is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 8 -cycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, C 1 -C 4 -haloalkyl-C 3 -C 8 -cycloalkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -haloalkoxy-C 1 -C 4 -alkyl, benzyl or phenyl,

R 9 is C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 3 -C 8 -cycloalkyl, benzyl or phenyl,

R 11 is C 3 -C 4 -alkenyl, C 3 -C 4 -alkynyl, cyano-C 1 -C 3 -alkyl, formyl, C 1 -C 3 -haloalkyl, benzyl, phenyl, C 1 -C 3 -alkylcarbonyl, C 3 -C 8 -cycloalkoxycarbonyl, C 1 -C 3 -alkoxycarbonyl, C 3 -C 4 -alkenyloxycarbonyl, C 3 -C 4 -alkynyloxycarbonyl, C 1 -C 3 -haloalkylcarbonyl, C 3 -C 8 -halocycloalkylcarbonyl, C 3 -C 8 -cycloalkoxycarbonyl, C 3 -C 8 -cycloalkylcarbonyl, di(C 1 -C 3 -alkyl)aminocarbonyl,

R 12 is hydrogen, C 3 -C 4 -alkenyl, C 3 -C 4 -alkynyl, cyano-C 1 -C 3 -alkyl, formyl, C 1 -C 3 -haloalkyl, phenyl, C 1 -C 3 -alkylcarbonyl, C 3 -C 8 -cycloalkoxycarbonyl, C 1 -C 3 -alkoxycarbonyl, C 3 -C 4 -alkenyloxycarbonyl, C 3 -C 4 -alkynyloxycarbonyl, C 1 -C 3 -haloalkylcarbonyl, C 3 -C 8 -halocycloalkylcarbonyl, C 3 -C 8 -cycloalkoxycarbonyl, C 3 -C 8 -cycloalkylcarbonyl, di(C 1 -C 3 -alkyl)aminocarbonyl,

and/or a salt, metal complex and/or N-oxide thereof.

3. The compound according to claim 1 , wherein L 1 is oxygen.

4. The compound according to claim 1 , wherein R B1 is hydrogen.

5. The compound according to claim 1 , wherein R B2 is hydrogen.

6. The compound according to claim 1 , wherein Y is oxygen.

7. The compound according to claim 1 , wherein X is carbon.

8. The compound according to claim 1 , wherein R 2 is hydrogen.

9. The compound according to claim 1 , wherein p is 0.

10. The compound according to claim 1 , wherein L 2 is a direct bond.

11. A composition for controlling one or more unwanted fungi or bacteria, comprising an effective amount of at least one compound according to claim 1 and inert carrier.

12. The composition of claim 11 , wherein said fungi or bacteria are Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and/or Streptomycetaceae.

13. A method for controlling one or more unwanted fungi or bacteria, comprising applying one or more compounds according to claim 1 to said one or more microorganisms and/or a habitat thereof.

14. The method according to claim 13 , wherein the unwanted fungi or bacteria are phytopathogenic harmful fungi.

15. The method according to claim 13 , wherein the unwanted fungi or bacteria are Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and/or Streptomycetaceae.

16. A method for controlling phytopathogenic fungi comprising applying a compound according to claim 1 to seed, a plant and/or plant part, fruit and/or soil in which a plant grows.

Assignments (3)
NUNC PRO TUNC ASSIGNMENT Recorded Jul 4, 2023
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER CROPSCIENCE AKTIENGESELLSCHAFT
Reel/Frame 064198/0823 →
CHANGE OF ADDRESS Recorded Jun 12, 2023
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 064021/0344 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 8, 2014
From: TSUCHIYA, TOMOKI; WASNAIRE, PIERRE; HOFFMANN, SEBASTIAN; SEITZ, THOMAS; HILLEBRAND, STEFAN; BENTING, JUERGEN; SCHMIDT, JAN PETER; CRISTAU, PIERRE
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 033256/0348 →