Benzamide derivatives as thrombin inhibitors

US6326386A · kind A · utility

Assignee

• Glaxo Group Limited · GB

Inventors

• Nigel S. Watson · Martinez, US
• Martin Pass · Macclesfield, GB
• Vipulkumar Kantibhai Patel · Stevenage, GB

Key dates

• Filing date: Oct 4, 2000
• Grant date: Dec 4, 2001
• Expiry date: Oct 4, 2020

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D417/12
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The invention relates to a novel class of amide derivatives which act as thrombin inhibitors as described by formula (I), where R.sup.1 and R.sup.2, independently represent a group (a) or R.sup.1 and R.sup.2 together form a C.sub.3-7 heterocycloalkyl or heterocycloalkenyl group which may be optionally substituted by C.sub.1-6 alkyl, C.sub.1-4 alkoxy, halogen, carboxylic acid or a C.sub.1-4 carboxylic acid ester group; R.sup.3 represents hydrogen, C.sub.1-3 alkyl, halogen, or C.sub.1-2 alkoxy; R.sup.4, R.sup.5 and R.sup.6 independently represent hydrogen, or halogen; R.sup.7 represents hydrogen or C.sub.1-6 alkyl; R.sup.8 represents hydrogen, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkenyl, C.sub.3-7 heterocycloalkyl, C.sub.3-7 heterocycloalkenyl, aryl or heteroaryl, which groups are optionally substituted by one or more groups selected from halogen, hydroxy, CN, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 acyloxy, NR.sup.9 R.sup.10, NHCOR.sup.11, NHSO.sub.2 R.sup.12, COR.sup.13, CO.sub.2 R.sup.14, CONR.sup.15 R.sup.16, and SO.sub.2 NHR.sup.17 ; X represents a bond, a C.sub.1-6 alkyl chain, or a C.sub.3-6 alkenyl chain, where one or two nitrogen, oxygen, or sulfur atoms may be optiona…