2(5H)-furanones substituted in the 3 position, as Ca.sup.2+ channel antagonists and anti-inflammatory agents

US5043457A · kind A · utility

Assignee

• Allergan, Inc. · US

Inventor

• Gary Lee · Dayuan District, TW

Key dates

• Filing date: Apr 17, 1990
• Grant date: Aug 27, 1991
• Expiry date: Apr 17, 2010

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/65515
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Compounds of the formula ##STR1## in which R is alkyl, arylalkyl or substituted arylkalkyl, or alkenyl containing one or more olephinic bonds; X is O, NH or NR.sub.1, where R.sub.1 is alkyl of 1 to 20 carbons or arylalkyl; and Y is H, alkyl of 1 to 20 carbons, arylalkyl, aryl, substituted aryl, substituted arylalkyl, alkenyl containing one or more olephinic bonds PO(OH).sub.2, PO(OH)OR.sub.2, PO(OH)R.sub.2 PO(OR.sub.2).sub.2, where R.sub.2 is independently alkyl of 1 to 20 carbons, phenyl, or substituted phenyl, further Y is CO--R.sub.3, CO--OR.sub.3, CONHR.sub.3, SO.sub.2 R.sub.3, SO.sub.2 NHR.sub.3, (CH.sub.2).sub.n --O--R.sub.3, or (CH.sub.2).sub.n --O--(CH.sub.2).sub.m --O--R.sub.3, where n, and m, are integers and are independently 1 to 20 and R.sub.3 is H, alkyl, alkenyl containing one or more olephinic bonds, aryl, substituted aryl, arylalkyl or substituted arylalkyl, with the proviso that when Y is CO--R.sub.3, CO--OR.sub.3, and CONHR.sub.3 then R.sub.3 is not hydrogen, are disclosed. The compounds are Ca.sup.2+ channel antagonist, have weak or no activity as inhibitors of phospholipase A.sub.2, and are anti-inflammatory agents.