Benzimidazole derivatives, preparation and therapeutic use thereof

US6794382B2 · kind B2 · utility

Assignee

• Sanofi-Synthelabo · FR

Inventors

• Francis Barth · Juvignac, FR
• Daniel Bichon · Montpellier, FR
• Frank Bolkenius · Kehl, DE
• Viviane Van Dorsselaer · Strasbourg, FR

Key dates

• Filing date: Jan 30, 2003
• Grant date: Sep 21, 2004
• Expiry date: Jan 30, 2023

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D487/06
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The invention relates to benzimidazole derivatives of general formula in whichX represents a nitrogen atom or a carbon atom;and when X represents a nitrogen atom:R3 represents a hydrogen atom or a C1-C4 alkyl group, or does not exist, to give the compounds of formula (I) comprising a secondary or tertiary amine;R4 represents a hydrogen atom or a C1-C6 alkyl, C3-C7 cycloalkyl, optionally substituted C3-C7 heterocycloalkyl, —(CH2)p-heteroaryl, heteroaryl-carbonyl, phenylcarbonyl, (C1-C6)alkylcarbonyl, —(CH2)pCOOR, optionally substituted phenylsulphonyl or optionally substituted —(CH2)p-phenyl group,and, when X represents a carbon atom:R3 represents a hydrogen atom or a group —NR5R6, —N(R5)3+, —NHCOR7, —CONHR5, —COR7, —NHCONH2, —OH or —CH2OH,R4 represents a hydrogen atom or an optionally substituted —(CH2)p-phenyl, —(CH2)p-heteroaryl or —(CH2)tNR7R8 group.Preparation process and therapeutic application.