Heteroaryloxymethyl ketones as interleukin-1.beta.converting enzyme inhibitors

US5585357A · kind A · utility

Assignee

• Sanofi Winthrop, Inc. · US

Inventors

• Roland E. Dolle · King of Prussia, US
• Jasbir Singh · Gilbertsville, US
• David A. Whipple · New London, US
• Catherine P. Prouty · Doylestown, US
• Prasad V. Chaturvedula · Exton, US
• Stanley J. Schmidt · Chester Springs, US
• Mohamed M. A. Awad · Westerly, US
• Denton W. Hoyer · West Haven, US
• Tina Morgan Ross · Limerick, US

Key dates

• Filing date: Jan 29, 1996
• Grant date: Dec 17, 1996
• Expiry date: Jan 29, 2016

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61K38/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Compounds which inhibit interleukin-1.beta. protease activity, pharmaceutical compositions containing the compounds and methods using the compounds are provided. The compounds have the formula ##STR1## wherein n is 0-2; each AA is independently L-valine or L-alanine; R.sub.1 is selected from the group consisting of N-[4-(N,N-dimethylaminomethyl)]benzoyl, N-benzyloxycarbonyl, N-methyl-N-[4-(pyridyl)methyl], N-[4-(pyridyl)methyl]carbonyl, N-3-(piperidinopropionyl), N-[4-(morpholinoethoxy)benzoyl, N-2-(quinuclidinyl)carbonyl, N-(3-pyridyl)methoxy carbonyl, N-(2-pyridyl)methoxy carbonyl, N-methyl-N-benzyl carbonyl, N-methyl-N-[2-(4-pyridyl)ethyl]carbonyl, and N-(N-phenylpiperazino)carbonyl; and R.sub.8, R.sub.9, R.sub.10 are each independently hydrogen, lower alkyl, halo substituted methyl, carbalkoxy, benzyl, phenyl, or phenyl mono or disubstituted with fluoro, nitro, methoxy, chloro, trifluoromethyl or methanesulfonyl.