Antiviral ethers of aspartate protease substrate isosteres

US5663200A · kind A · utility

Assignee

• Ciba-Geigy · US

Inventors

• Guido Bold · Gipf-Oberfrick, CH
• Hans-Georg Capraro · Rheinfelden, CH
• Alexander Fassler · Macclesfield, GB
• Marc Lang · Mulhouse, FR
• Shripad S. Bhagwat · San Diego, US
• Satish Chandra Khanna · Bottmingen, CH
• Janis Karlis Lazdins · Basel, CH
• Jurgen Mestan · Denzlingen, DE

Key dates

• Filing date: Oct 19, 1995
• Grant date: Sep 2, 1997
• Expiry date: Oct 19, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2602/10
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Antiretroviral compounds (which are effective, for example, against HIV) of the formula I ##STR1## in which R.sub.1 is an acyl radical lower-alkoxyl-lower-alkanoyl whose lower alkoxy radical is unsubstituted or is substituted by halogen, phenyl, lower alkoxy or a heterocyclic radical selected from piperidinyl, pyrrolidinyl, tetrahydropyranyl, tetrahydrofuranyl, thiazolidinyl, thiazolyl, indolyl or 4H-1-benzopyranyl which is unsubstituted or substituted by oxo, hydroxyl, amine, lower alkyl, lower-alkoxycarbonyl and/or phenyl-lower-alkoxycarbonyl; lower alkanoyl which is unsubstituted or is substituted by one of the said unsubstituted or substituted heterocyclic radicals; arylcarbonyl or heterocyclylcarbonyl which are substituted by heterocyclyl or heterocyclyl-lower-alkyl; phenyl-lower-alkanoyl which is substituted by hydroxyl and lower alkyl; or arylsulfonyl; or the residue of an amino acid which is defined in accordance with the description (and which may be acylated on the amino nitrogen by one of the abovementioned acyl radicals); PA1 R.sub.2 and R.sub.3 are in each case cyclohexyl, cyclohexenyl, phenyl, naphthyl or tetrahydronaphthyl which are unsubstituted or substituted by lo…