Benzene sulfonamide thiazole compounds

Patent metadata

Field	Value
Publication number	US-9567310-B2
Application number	US-201314441717-A
Country	US
Kind code	B2
Filing date	Nov 8, 2013
Priority date	Nov 9, 2012
Publication date	Feb 14, 2017
Grant date	Feb 14, 2017

Abstract

The present invention relates to compound of general formula (1) wherein R 1 represents C 6 -C 10 aryl comprising one or two fused rings, wherein from 2 to 5 carbon atoms may be replaced with a heteroatom selected from O, S and NR 6 , and eventually substituted with from 5 to 11 substituents selected from R 6 , halo, CN, NO 2 , CF 3 , OCF 3 , COOR 6 , OCOR 6 , SO 2 NR 6 R 7 , CONR 6 R 7 , NR 6 R 7 , NR 6 COR 7 , (CH 2 ) p —NR 6 R 7 , (CH 2 ) p —OR 6 and (CH 2 ) p SR 6 , as well as, if appropriate, their pharmaceutically acceptable salts and/or isomers, tautomers, solvates or isotopic variations thereof. The compounds are useful for the treatment of cancers.

First claim

The invention claimed is:

1. A method of treating cancer selected from the group consisting of melanoma, prostate cancer, breast cancer and colon cancer in a patient in need thereof, comprising
administering to said patient a therapeutically effective amount of a compound of general formula (1)

wherein
Q 1 to Q 5 are identical or different and represent CR 6 ,
R 1 represents phenyl or napthyl which may be substituted with from 5 to 7 substituents selected from R 6 , halo, CN, NO 2 , CF 3 , OCF 3 , COOR 6 , OCOR 6 , SO 2 NR 6 R 7 , CONR 6 R 7 , NR 6 R 7 , NR 6 COR 7 , (CH 2 ) p —NR 6 R 7 , (CH 2 ) p —OR 6 and (CH 2 ) p SR 6 ,
R 2 is SO 2 R 1 or R 6 ,
R 3 is R 6 and R 4 is selected from COR 8 and R 6 ,
R 5 is R 6 ,
R 6 and R 7 are identical or different and represent H or alkyl,
R 8 is selected from H, alkyl, cycloalkyl, aryl, and alkylaryl, wherein aryl may be substituted with from one to four R 5 substituents which are identical or different, or R 8 represents —(CH 2 ) q —NR 6 R 7 , wherein p represents an integer from 0 to 6 and q represents an integer from 0 to 6,
wherein the thiazolyl group is linked to the 6-membered group in meta or para position with respect to the sulfonamide group,
and wherein the thiazolyl group is linked to the 6-membered group in position α or β with respect to the S atom,
or a pharmaceutically acceptable salt and/or stereoisomer, tautomer, solvate or isotopic variant thereof.

2. The method of claim 1 , wherein said patient is an animal or human.

3. The method of claim 1 , wherein said cancer is melanoma.

Assignees

• Inserm (Institut Nat De La Sante Et De La Rech Medicale)
• Univ Nice Sophia Antipolis
• Centre Nat De La Rech Scient (Cnrs)
• Inserm (Institut Nat De La Sante Et De La Recharche Medicale)

Inventors

• Rocchi Stephane
• Ballotti Robert
• Benhida Rachid
• Cerezo Michael
• DUCA Maria
• Joly Jean-Patrick

Classifications

• A61P35/00

  Antineoplastic agents · CPC title

• C07D277/46

  by carboxylic acids, or sulfur or nitrogen analogues thereof · CPC title

• C07D277/42 Primary

  Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals · CPC title

• A61P17/00

  Drugs for dermatological disorders · CPC title