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US 5,514,801 AGranted
Cyclic sulfone containing retroviral protease inhibitors
AssigneeMonsanto Company
InventorsDeborah E. Bertenshaw, Daniel Getman, Robert M. Heintz, John J. Talley, Kathryn L. Reed
Life of this patent
Estimating the term…
Abstract
The present invention relates to cyclic sulfone moiety-containing hydroxyethylamine protease inhibitor compounds and pharmaceutical or method of use therefor, particularly as an inhibitor of HIV protease.
Claims19
Compound of formula ##STR72## or a pharmaceutically acceptable salt, prodrug or ester thereof, wherein Y' represents O or S;
- t represents 0 or 1;
- t' represents 1 or 2;
- u represents 0, 1 or 2;
- R.sup.47 represents hydrogen or hydroxy radicals;
- R.sup.46 and R.sup.48 each represent a hydrogen radical;
- or R.sup.46 together with R.sup.47 and the carbon to which they are attached represent a carbonyl;
- or R.sup.47 together with R.sup.48 represent a bond between the carbons to which they are attached;
- R.sup.6 represents hydrogen or alkyl radicals;
- R.sup.2 represents alkyl, aryl, cycloalkyl, cycloalkylalkyl or aralkyl radicals, which radicals are optionally substituted with halogen, alkyl, --NO.sub.2, --CN, --CF.sub.3, --OR.sup.9 or --SR.sup.9 radicals, wherein R.sup.9 represents hydrogen or alkyl radicals;
- and
- Q represents a radical of formula ##STR73## wherein Y represents 0 or S;
- q represents 1 or 2;
- n represents from 0 to 6;
- R.sup.3 and R.sup.4 each independently represent hydrogen, alkyl, cycloalkyl, cycloalkylalkyl or aralkyl radicals;
- R.sup.7 and R.sup.7' each independently represent hydrogen or alkyl radicals, or the side chain of the amino acid valine, isoleucine, alanine, alloisoleucine, asparagine, leucine, glutamine or t-butylglycine;
- or R.sup.7 and R.sup.7' together with the carbon atom to which they are attached form a cycloalkyl radical;
- R.sup.8 represents --NR.sup.4' R.sup.5', CONR.sup.4' R.sup.5' or SO.sub.2 NR.sup.4' R.sup.5' radicals;
- and
- --NR.sup.4' R.sup.5' represents a radical of the formula ##STR74## wherein R.sup.20 represents hydrogen, alkyl, alkoxycarbonyl, alkylaminocarbonyl, aralkylaminocarbonyl or arylaminocarbonyl radicals;
- m is 2;
- p is 2;
- and r is 1;
- and
- wherein alkyl, alone or in combination, is a linear or branched hydrocarbon radical having one to eight carbon atoms;
- cycloalkyl, alone or in combination, is a cyclic alkyl radical having three to eight carbon atoms;
- and aryl, alone or in combination, means phenyl or naphthyl radicals, optionally substituted with alkyl, alkoxy, halogen, hydroxy, amino or nitro radicals.
23 more elements
Dependencies are inferred from the claim text.