Last Updated: August 9, 2026

Claims for Patent: 5,446,194

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Summary for Patent: 5,446,194

Title:	Pharmacologically active catechol derivatives
Abstract:	A compound according to formula 1 1 wherein R1 and R2 independently represent hydrogen, carbamoyl which is substituted by an alkyl of 1 to 4 carbon atoms, alkylcarbonyl of 2 to 5 carbon atoms or phenyl carbonyl, X represents halogen nitro or cyano and R3 represents wherein R4 represents cyano or alkylcarbonyl of 2 to 5 carbon atoms and R5 represents carbamoyl which is unsubstituted or substituted with alkyl of 1 to 8 carbon atoms or which is substituted with hydroxyalkyl of 1 to 8 carbon atoms or pharmaceutically acceptable esters and salts thereof, and a pharmaceutically acceptable carrier therefor, as well as pharmaceutical compositions containing said compounds as COMT inhibitors.
Inventor(s):	Reijo J. Backstrom, Kalevi E. Heinola, Erkki J. Honkanen, Seppo K. Kaakkola, Pekka J. Kairisalo, Inge-Britt Y. Linden, Pekka I. Mannisto, Erkki A. O. Nissinen, Pentti Pohto, Aino K. Pippuri, Jarmo J. Pystynen
Assignee:	Orion Oyj
Application Number:	US08/121,617
Patent Claims:	1. A compound according to formula I ##STR53## wherein R1 and R2 independently represent hydrogen, carbamoyl which is substituted by an alkyl of 1 to 4 carbon atoms, alkylcarbonyl of 2 to 5 carbon atoms or phenyl carbonyl, X represents nitro or cyano and R3 represents ##STR54## wherein R4 represents cyano or alkylcarbonyl of 2 to 5 carbon atoms and R5 represents carbamoyl which is unsubstituted or substituted with alkyl of 1 to 8 carbon atoms or which is substituted with hydroxyalkyl of 1 to 8 carbon atoms or pharmaceutically acceptable esters and salts thereof. 2. The compound according to claim 1, wherein R4 is cyano and R5 is carbamoyl which is unsubstituted or substituted with alkyl of 1 to 3 carbon atoms. 3. N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide. 4. A compound selected from the group consisting of 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide, N,N-dimethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide and N-isopropyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-acrylamide.

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