Anthranilamide and 2-amino-heteroarene-carboxamide compounds

Abstract

Compounds of formula I

Description

Claims

1. A compound of formula I

2. The compound of claim 1 wherein alkyl and alkylene is substituted by one to thirteen substituents independently selected from hydroxy, halogen, C3-C6cycloalkyl, cyano, COOH, COOC1-C6alkyl and C1-C6alkoxy; and phenyl is substituted by one to five groups independently selected from C1-C6alkyl, C1-C6alkoxy, halogen-C1-C6alkyl, halogen-C1-C6alkoxy, amino and halogen.

3. The compound of claim 1 wherein R3 is C1-C6alkyl, halogen-C1-C6alkyl, C3-C6cycloalkyl, C3-C6cycloalkyl which is substituted by one to eleven halogen or C1-C6alkoxy, Si(C1-C6alkyl)3, —OR12, wherein R12 is C1-C6alkyl which is unsubstituted or substituted by one to six substituents selected from halogen, COOC1-C6alkyl, hydroxy, C3-C6cycloalkyl and phenyl which is unsubstituted or substituted by halogen or cyano; phenyl; or S(O)2—C1-C6alkyl; or pentafluorosulphuranyl.

4. The compound of claim 1 wherein R9 is hydrogen, heteroaryl which is unsubstituted or substituted by one to five substituents selected from halogen, C1-C6alkyl, halogen-C1-C6alkyl and phenyl, phenyl which is unsubstituted or substituted by one to five substituents selected from halogen, C1-C6alkyl, halogen-C1-C6alkyl and halogen-C1-C6alkoxy, naphthyl, —OR3, wherein R13 is C1-C6alkyl or phenyl, or —NR14R15, wherein R14 and R15 independently are hydrogen, C1-C6alkyl or phenyl which is unsubstituted or substituted by halogen.

5. The compound of claim 1 wherein R10 is hydrogen, C1-C6alkyl, C1-C6alkyl which is substituted by hydroxy, cyano, C3-C6cycloalkyl, COOH or COO—C1-C6alkyl; COR wherein R is C1-C6alkyl, halogen-C1-C6alkyl, C1-C6alkoxy or C3-C6cycloalkyl; S(O)2—C1-C6alkyl or C3-C6cycloalkyl.

6. The compound of claim 1 wherein R11 is hydrogen or C1-C6alkyl.

7. The compound of claim 1 wherein E is CR20 and -A-B-D- is —CR17—CR18—CR19—, —N—CR18—CR19—, —CR17—N—CR19—, —CR17—CR18—N—, —N—CR18—N—, —N—N—CR19—, —N—O—, —NR21—N—, —S—N—, —S—CH— or —CH—S—, wherein R17, R18 and R20 independently are hydrogen, halogen, C1-C6alkyl, C1-C6alkoxy or C2-C6alkenyl and R19 is hydrogen, halogen, C1-C6alkyl, C1-C6alkoxy, C2-C6alkenyl or phenyl.

8. The compound of claim 1 wherein E is N and -A-B-D- is —CR17—CR18—CR19—, —N—CR18—CR19—, —CR17—N—CR19—, —N—O—, —S—N—, —S—CH—, —CH—CH— or —CH—S—, wherein R17, R18 and R20 independently are hydrogen, halogen, C1-C6alkyl, C1-C6alkoxy or C2-C6alkenyl and R19 is hydrogen, halogen, C1-C6alkyl, C1-C6alkoxy, C2-C6alkenyl or phenyl.

9. The compound of claim 1 wherein E is S and -A-B-D- is —CH—CH—.

10. A process for the production of a compound of formula I according to claim 1 which process comprises reacting an acid derivative, a compound of formula II

11. A pharmaceutical composition comprising a compound according to claim 1 and a pharmaceutically acceptable carrier, adjuvant, or mixtures thereof.