Fluorinated pentene diamine derivatives

US4439619A · kind A · utility

Assignee

• Merrell Toraude et Compagnie · FR

Inventors

• Philippe Bey · Cincinnati, US
• Fritz Gerhart · Kehl, DE
• Michel Jung · Illkirch-Graffenstaden, FR

Key dates

• Filing date: Aug 21, 1981
• Grant date: Mar 27, 1984
• Expiry date: Aug 21, 2001

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C271/20
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Fluorinated alkenylene diamine compounds are inhibitors of ornithine decarboxylase enzyme in vivo and have the following formula: ##STR1## wherein: R.sub.a represents hydrogen or R.sub.2, where R.sub.2 is as defined below; PA1 R.sub.b represents hydrogen or, when R.sub.a is hydrogen, R.sub.2, where R.sub.2 is as defined below; PA1 R.sub.c represents hydrogen or --COR.sub.3, where R.sub.3 is as defined below; PA1 R.sub.1 represents hydrogen or C.sub.1 --C.sub.6 alkyl; PA1 each R.sub.2, independently, represents C.sub.2 -C.sub.5 alkylcarbonyl, phenylcarbonyl, phenyl-(C.sub.1 -C.sub.4 alkyl) carbonyl, or an aminocarboxylic acid residue derived by removal of an hydroxy group from a carboxy moiety of an L-aminocarboxylic acid; PA1 R.sub.3 represents hydroxy, or, when R.sub.a and R.sub.b are both hydrogen, C.sub.1 -C.sub.8 alkoxy, --NR.sub.4 R.sub.5, where R.sub.4 and R.sub.5 are as defined below, or an aminocarboxylic acid residue derived by removal of an hydrogen atom from the amino moiety of an L-aminocarboxylic acid; PA1 R.sub.4 and R.sub.5, independently, represent hydrogen or C.sub.1 -C.sub.4 alkyl; and PA1 p represents 1 or 2.