S-substituted 1,3,7-trialkyl-xanthine derivatives

US5861405A · kind A · utility

Assignee

• The United States of America, as represented by the Department of Health and Human Services · US

Inventors

• Kenneth A. Jacobson · Silver Spring, US
• Yishai Karton · Nes Ziona, IL
• Carola Gallo-Rodriguez · Rockville, US
• Bilha Fischer · Shoham, IL
• Philip J. M. van Galen · Rockville, US
• Michel Maillard · Redwood Shores, US

Key dates

• Filing date: Nov 7, 1994
• Grant date: Jan 19, 1999
• Expiry date: Nov 7, 2014

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D473/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention provides 8-substituted 1,3,7-trialkylxanthines useful as A.sub.2 -selective adenosine receptor antagonists and compositions comprising such compounds. Examples of the 8-substituted 1,3,7-trialkyl xanthines include: ##STR1## In compound (a), R.sub.1, R.sub.3, and R.sub.7 are methyl and X is one to three substituents, which may be the same or different and selected from the group consisting of amino, C.sub.1 -C.sub.4 alkylcarbonylamino, carboxy C.sub.2 -C.sub.4 alkylcarbonylamino, halo, C.sub.1 -C.sub.3 alkyloxy, amino C.sub.1 -C.sub.4 alkyloxy, C.sub.1 -C.sub.4 alkyloxy carbonylamino, amino C.sub.1 -C.sub.4 alkenyloxy, isothiocyanato, and diazonium tetrafluoroborate. In compound (b), R.sub.1, R.sub.3, and R.sub.7 are methyl, R.sub..beta. is hydrogen or methyl, and X is selected from the group consisting of R, C(.dbd.O)OR, and C(.dbd.O)NH--R, wherein R is a C.sub.1 -C.sub.6 alkyl.