# US 10,501,441 B2 · Substituted imidazolylcarboxamides as pesticides

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- Number: US 10,501,441 B2
- Document ID: US10501441B2
- Status: Granted
- Kind: B2
- Application number: 16/076,797
- Filed: 2017-02-06
- Published: 2019-02-14
- Granted: 2019-12-10
- Earliest claimed: 2016-02-11
- Assignees: Bayer CropScience AG
- Applicants: Bayer Cropscience Aktiengesellschaft
- Inventors: Markus Heil; Reiner Fischer; Johannes-Rudolf Jansen; David Wilcke; Matthieu Willot; Susanne Kübbeler; Kerstin Ilg; Sascha Eilmus; Peter Lösel; Wolfram Andersch; Ulrich Görgens
- Web page: https://patentgrep.com/patent/US10501441B2

## CPC

- C07D 401/14: containing three or more hetero rings
- A01N 43/50: 1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N 43/56: 1,2-Diazoles; Hydrogenated 1,2-diazoles
- A01N 43/653: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- A01N 43/84: six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
- A61P 33/00: Antiparasitic agents
- C07D 401/12: linked by a chain containing hetero atoms as chain links
- C07D 403/14: containing three or more hetero rings
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The present invention relates to compounds of the general formula (I) in which Q, V, T, W, Y, L1, L2 and A have the meanings given in the description—and to their use for controlling animal pests.

## Claims

### Claim 1

Compound of formula (I)
in which
Q represents oxygen or sulphur,
V represents a radical from the group consisting of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
W represents a radical from the group consisting of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
Y represents a radical from the group consisting of hydrogen, cyano, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl which is optionally interrupted by heteroatoms, optionally substituted cycloalkylalkyl which is optionally interrupted by heteroatoms, arylalkyl or hetarylalkyl,
A represents a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl or alkynyl and optionally substituted cycloalkyl or cycloalkylalkyl which are optionally interrupted by heteroatoms,
T represents oxygen or an electron pair,
L1 represents a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl, alkynyl, or cycloalkyl and represents the radicals C(O)R2, C(O)N(R3)(R4), C(O)OR5 and SO2R6,
L2 represents a radical from the group consisting of hydrogen, N(R3a)(R4a), optionally substituted alkyl, alkenyl, alkynyl or alkoxy, optionally substituted cycloalkyl or cycloalkylalkyl which is optionally interrupted by heteroatoms, and optionally substituted aryl, arylalkyl, hetaryl or hetarylalkyl,
or
L1 and L2 represent, together with the nitrogen atom to which they are attached, an optionally substituted saturated, partially saturated or aromatic heterocycle having 3 to 7 ring atoms which can optionally be interrupted by further heteroatoms and/or by one or two C═O groups,
R2 represents a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl, optionally substituted aryl or hetaryl and optionally substituted arylalkyl or hetarylalkyl,
R3 and R4 each independently of one another represent a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted saturated or unsaturated cycloalkyl, cycloalkylalkyl, aryl, hetaryl, arylalkyl or hetarylalkyl,
or
R3 and R4 together form an optionally substituted three- to seven-membered aliphatic ring which optionally contains a nitrogen, sulphur or oxygen atom,
R3a represents a radical from the group consisting of hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, aryl, hetaryl, arylalkyl or hetarylalkyl,
R4a represents a radical from the group consisting of hydrogen, optionally substituted alkyl, optionally substituted C3-C6-cycloalkyl and represents the radicals C(O)R2, C(O)OR5 and SO2R6,
R5 represents optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl or cycloalkylalkyl,
R6 represents a radical from the group consisting of optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl cycloalkylalkyl, aryl, arylalkyl, hetaryl or hetarylalkyl
And/or a salt thereof.

### Claim 2 (depends on 1)

Compound according to claim 1 in which
Q represents oxygen or sulphur,
V represents a radical from the group consisting of hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy and cyano,
W represents a radical from the group consisting of hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy and cyano,
Y represents a radical from the group consisting of hydrogen, C1-C6-alkyl, C3-C6-alkenyl or C3-C6-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—or cyano, C3-C8-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano, straight-chain or branched C3-C8-cycloalkyl-C1-C4-alkyl, optionally interrupted once or twice independently of one another by O, S(O)n, CO or NR4a and optionally mono- to tetrasubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano, aryl-C1-C4-alkyl or hetaryl-C1-C4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano,
A represents a radical from the group consisting of hydrogen, C1-C6-alkyl, C3-C6-alkenyl or C3-C6-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—or cyano and C3-C6-cycloalkyl, optionally mono- or disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano and C1-C6-alkyl, C3-C6-alkenyl or C3-C6-alkynyl optionally mono- to polysubstituted independently of one another by halogen, C1-C4-alkoxy, C1-C4-alkyl-S(O)n- or cyano and straight-chain or branched C3-C8-cycloalkyl-C1-C4-alkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano,
T represents oxygen or an electron pair,
L1 represents a radical from the group consisting of hydrogen, C1-C4-alkyl, C3-C6-alkenyl or C3-C6-alkynyl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkoxy, C1-C4-alkyl-S(O)n— or cyano, C3-C6-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or cyano and represents the radicals C(O)R2, C(O)N(R3)(R4), C(O)OR5 and SO2R6,
L2 represents a radical from the group consisting of hydrogen, —N(R3a)(R4a), C1-C4-alkyl, C3-C6-alkenyl, C3-C6-alkynyl or C1-C4-alkoxy, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkoxy, C1-C4-alkyl-S(O)n— or cyano, straight-chain or branched C3-C8-cycloalkyl or C3-C8-cycloalkyl-C1-C4-alkyl, optionally interrupted once or twice independently of one another by O, S(O)n, CO or NR4a and optionally mono- to tetrasubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano, aryl, hetaryl, arylalkyl or hetarylalkyl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano,
or
L1 and L2 together with N represent a heterocycle from the group U-1 to U-36,
Xb represents a radical from the group consisting of halogen, nitro, cyano, amino, C1-C4-alkyl, C3-C6-cycloalkyl, C1-C5-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-halocycloalkyl, C1-C4-alkoxy-C1-C4-alkyl, cyano-C1-C4-alkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C1-C4-alkyl-S(O)n—, C1-C4-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylaminocarbonyl, di-(C1-C6)alkylaminocarbonyl, C1-C6-alkylcarbonylamino, aryl and hetaryl, where the substituents aryl and hetaryl may optionally be mono- or polysubstituted by identical or different substituents from the group consisting of halogen, cyano, nitro, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C4-alkoxy, C1-C4-haloalkyl, C1-C6-haloalkoxy and C1-C4-alkylthio and where the ring nitrogen atoms in U-13, U-14, U-16 and U-28 are not substituted by halogen, nitro, cyano, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkyloxy,
or
Xb represents a C2-C5-carbon chain which optionally contains 1 heteroatom from the group consisting of N, S and O, which is attached at two adjacent ring positions and which forms an aliphatic, aromatic, heteroaromatic or heterocyclic ring, in which case m equals 2
R2 represents a radical from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl or C3-C8-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C1-C4-alkoxy or C1-C4-alkyl-S(O)n—, C3-C8-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano, aryl or hetaryl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano and straight-chain or branched aryl-C1-C4-alkyl or hetaryl-C1-C4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano,
R3, R4 independently of one another represent a radical from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl or C3-C8-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C1-C4-alkoxy or C1-C4-alkyl-S(O)n—, C3-C8-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano, aryl or hetaryl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano and straight-chain or branched aryl-C1-C4-alkyl or hetaryl-C1-C4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano,
R3a represents a radical from the group consisting of hydrogen, C1-C8-alkyl, optionally mono- to polysubstituted independently of one another by halogen, cyano or C1-C4-alkoxy, C3-C8-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxy, aryl or hetaryl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano and straight-chain or branched aryl-C1-C4-alkyl or hetaryl-C1-C4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, nitro or cyano,
R4a represents a radical from the group consisting of hydrogen, C1-C4-alkyl, optionally mono- to polysubstituted independently of one another by halogen or C1-C4-alkoxy, C3-C6-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxy and represents the radicals C(O)R2, C(O)R5 and SO2R6,
R5 represents C1-C8-alkyl, C3-C8-alkenyl or C3-C8-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C1-C4-alkoxy or C1-C4-alkyl-S(O)n—, C3-C8-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or cyano,
R6 represents a radical from the group consisting of C1-C8-alkyl, C3-C8-alkenyl or C3-C8-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C1-C4-alkoxy or C1-C4-alkyl-S(O)n—, C3-C8-cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1C4-alkoxy or cyano, aryl or hetaryl, optionally mono- to trisubstituted independently of one another by halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S(O)n—, C1-C4-haloalkoxy, C1-C4-haloalkyl-S(O)n—, nitro or cyano,
m represents a number 0, 1, 2 or 3,
n represents a number 0, 1 or 2,
and/or a salt thereof.

### Claim 3 (depends on 2)

Compound according to claim 2 in which
Q represents oxygen,
V represents a radical from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl and ethyl,
W represents a radical from the group consisting of hydrogen, fluorine, chlorine, bromine, cyano and methyl,
Y represents a radical from the group consisting of hydrogen, C1-C4-alkyl, C3-C4-alkenyl or C3-C4-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy or ethoxy, and C3-C6-cycloalkyl, optionally mono- to disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano,
A represents a radical from the group consisting of hydrogen, C1-C6-alkyl, C3-C6-alkenyl or C3-C6-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy or cyano, and C3-C6-cycloalkyl, optionally mono- to disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano,
T represents an electron pair,
L1 and L2 represent, together with N, a heterocycle from the group U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-25, U-26, U-27, U-28, U-29 and U-30,
Xb represents a radical from the group consisting of halogen, nitro, cyano, amino, C1-C4-alkyl, C3-C6-cycloalkyl, C1-C2-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-halocycloalkyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C6-alkylthio, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, C1-C6-alkylsulphonyl, C1-C6-alkylcarbonylamino and phenyl, where phenyl may optionally be mono- to trisubstituted by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, Me-S(O)n—, Et-S(O)n—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O)n—, difluoroethyl-S(O)n—, trifluoroethyl-S(O)n—, nitro or cyano,
or
Xb represents a C3-C5-carbon chain, which is attached to two adjacent ring positions and forms an aliphatic ring, in which case m is equal to 2,
m represents a number 0, 1 or 2,
n represents a number 0, 1 or 2,
and/or a salt thereof.

### Claim 4 (depends on 2)

Compound according to claim 2 of the formula (I-1)
where
V represents a radical from the group consisting of hydrogen, fluorine, chlorine, methyl and cyano,
W represents a radical from the group consisting of hydrogen, fluorine, chlorine, bromine and methyl,
Y represents a radical from the group consisting of methyl, ethyl, propyl, allyl or propargyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy or cyano,
A represents a radical from the group consisting of hydrogen; methyl, ethyl, propyl, allyl, propargyl or cyclopropyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy or cyano,
T represents an electron pair,
L1 and L2 represent, together with N, a heterocycle from the group U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-25, U-26, U-27, U-29 and U-30,
Xb represents a radical from the group consisting of fluorine, chlorine, bromine, cyano, amino, methyl, ethyl, n- and isopropyl, cyclopropyl, trifluoromethyl, difluoromethyl, trifluoroethyl, methoxy, ethoxy, n- and isopropoxy, trifluoromethoxy, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methyl-S(O)n—, ethyl-S(O)n—, methoxycarbonyl, ethoxycarbonyl, methylaminocarbonyl, methylcarbonylamino or phenyl, where phenyl may optionally be mono- to trisubstituted by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, nitro or cyano,
or
Xb represents a C3-C4-carbon chain, which is attached to two adjacent ring positions and forms an aliphatic ring, in which case m is equal to 2,
m represents a number 0, 1 or 2,
n represents a number 0, 1 or 2,
and/or a salt thereof.

### Claim 5 (depends on 4)

Compound according to claim 4 in which
V represents hydrogen,
W represents hydrogen,
Y represents a radical from the group consisting of hydrogen, methyl, ethyl, allyl and propargyl,
A represents a radical from the group consisting of hydrogen, methyl, ethyl and cyclopropyl,
T represents an electron pair,
L1 and L2 represent, together with N, a heterocycle from the group U-1, U-2, U-3, U-6, U-25, U-26 and U-29,
Xb represents a radical from the group consisting of fluorine, chlorine, bromine, cyano, amino, methyl, ethyl, n- and isopropyl, trifluoromethyl, methoxy, ethoxy, methylthio and phenyl, where phenyl may optionally be mono- to trisubstituted by fluorine, chlorine, methyl or methoxy,
or
Xb represents a C3-C4-carbon chain, which is attached to two adjacent ring positions and forms an aliphatic ring, in which case m is equal to 2,
m represents a number 0, 1 or 2,
and/or a salt thereof.

### Claim 6 (depends on 4)

Compound according to claim 4 in which
V represents hydrogen,
W represents hydrogen,
Y represents methyl,
A represents methyl, ethyl or cyclopropyl,
T represents an electron pair,
L1 and L2 represent, together with N, a heterocycle from the group consisting of U-1, U-2, U-3, U-6, U-25, U-26 and U-29,
Xb represents a radical from the group consisting of chlorine, cyano, amino, methyl, isopropyl, trifluoromethyl, methylthio and phenyl,
or
Xb represents —(CH2)3—, which is attached to two adjacent ring positions and forms an aliphatic ring, in which case m is equal to 2,
m represents a number 0, 1 or 2,
and/or a salt thereof.

### Claim 7 (depends on 1)

Composition, comprising at least one compound and/or salt according to claim 1 and one or more customary extenders and/or surfactants optionally for controlling animal pests.

### Claim 8 (depends on 1)

Method for controlling animal pests, comprising allowing at least one compound and/or salt according to claim 1 or a composition thereof to act on the animal pests and/or a habitat thereof.

### Claim 9 (depends on 1)

A product comprising at least one compound and/or salt according to claim 1 or a composition thereof for controlling animal pests.

### Claim 10 (depends on 8)

Method according to claim 8, where surgical, therapeutic and diagnostic treatment of a human or animal body is excluded.

### Claim 11 (depends on 1)

A product comprising at least one compound and/or salt according to claim 1 for protecting propagation material of one or more plants.

### Claim 12 (depends on 1)

Agrochemical formulation comprising at least one compound and/or salt according to claim 1 in a biologically effective amount of from 0.00000001 to 98% by weight based on the weight of the agrochemical formulation, and one or more extenders and/or surfactants.

### Claim 13 (depends on 12)

Agrochemical formulation according to claim 12, additionally comprising a further agrochemically active compound.

### Claim 14

Intermediate of formula (VI)
Wherein
Q represents oxygen or sulphur,
V represents a radical from the group consisting of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
W represents a radical from the group consisting of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
Y represents a radical from the group consisting of hydrogen, cyano, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl which is optionally interrupted by heteroatoms, optionally substituted cycloalkylalkyl which is optionally interrupted by heteroatoms, arylalkyl or hetarylalkyl,
A represents a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl or alkynyl and optionally substituted cycloalkyl or cycloalkylalkyl which are optionally interrupted by heteroatoms,
T represents oxygen or an electron pair,
L1 represents a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl, alkynyl, or cycloalkyl and represents the radicals C(O)R2, C(O)N(R3)(R4), C(O)OR5 and SO2R6,
L2 represents a radical from the group consisting of hydrogen, N(R3a)(R4a), optionally substituted alkyl, alkenyl, alkynyl or alkoxy, optionally substituted cycloalkyl or cycloalkylalkyl which is optionally interrupted by heteroatoms, and optionally substituted aryl, arylalkyl, hetaryl or hetarylalkyl,
or
L1 and L2 represent, together with the nitrogen atom to which they are attached, an optionally substituted saturated, partially saturated or aromatic heterocycle having 3 to 7 ring atoms which can optionally be interrupted by further heteroatoms and/or by one or two C═O groups,
R2 represents a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl, optionally substituted aryl or hetaryl and optionally substituted arylalkyl or hetarylalkyl,
R3 and R4 each independently of one another represent a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted saturated or unsaturated cycloalkyl, cycloalkylalkyl, aryl, hetaryl, arylalkyl or hetarylalkyl,
or
R3 and R4 together form an optionally substituted three- to seven-membered aliphatic ring which optionally contains a nitrogen, sulphur or oxygen atom,
R3a represents a radical from the group consisting of hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, aryl, hetaryl, arylalkyl or hetarylalkyl,
R4a represents a radical from the group consisting of hydrogen, optionally substituted alkyl, optionally substituted C3-C6-cycloalkyl and represents the radicals C(O)R2, C(O)OR5 and SO2R6,
R5 represents optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl or cycloalkylalkyl,
R6 represents a radical from the group consisting of optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl cycloalkylalkyl, aryl, arylalkyl, hetaryl or hetarylalkyl
and/or a salt thereof.