Retroviral protease inhibitors

A compound represented by the formula:

• ##STR237## wherein R represents hydrogen, alkoxycarbonyl, aralkoxycarbonyl, alkylcarbonyl, cycloalkylcarbonyl, cycloalkylalkoxycarbonyl, cycloalkylalkanoyl, alkanoyl, aralkanoyl, aroyl, aryloxycarbonyl, aryloxyalkanoyl, heterocyclylcarbonyl, heterocyclyloxycarbonyl, heterocyclylalkanoyl, heterocyclylalkoxycarbonyl, heteroaralkoxycarbonyl, heteroaryloxycarbonyl, heteroaralkanoyl, heteroaroyl, alkyl, aryl, aralkyl, aryloxyalkyl, heteroaryloxyalkyl, hydroxyalkyl, aminocarbonyl, aminoalkanoyl, or mono- or disubstituted aminocarbonyl or mono- or disubstituted aminoalkanoyl radicals wherein the substituents are alkyl, aryl, aralkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroaralkyl, heterocycloalkyl or heterocycloalkylalkyl radicals or in the case of a disubstituted aminoalkanoyl radical, said substitutents along with the nitrogen atom to which they are attached form a heterocycloalkyl or heteroaryl radical;
• R' represents hydrogen, radicals as defined for R.sup.3, aralkoxycarbonylalkyl, or aminocarbonylalkyl or aminoalkyl radicals wherein said amino group may be mono- or disubstituted with substituents selected from alkyl, aryl, aralkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroaralkyl, heterocycloalkyl, or heterocycloalkylalkyl radicals;
• or R and R' together with the nitrogen to which they are attached form a heterocycloalkyl or heteroaryl radical;
• R.sup.1 represents hydrogen, --CH.sub.2 SO.sub.2 NH.sub.2, --CO.sub.2 CH.sub.3, --CH.sub.2 CO.sub.2 CH.sub.3, --CO.sub.2 H, --CH.sub.2 CO.sub.2 H, --CH.sub.2 CH.sub.2 CONH.sub.2, --CH.sub.2 CONH.sub.2, --CONH.sub.2, --CH.sub.2 C (O)NHCH.sub.3, --CH.sub.2 C (O)N (CH.sub.3) .sub.2, --CONHCH.sub.3, --CONH(CH.sub.3) .sub.2, --CH.sub.2 SCH.sub.3, --CH.sub.2 S(O)CH.sub.3, --CH.sub.2 S(O).sub.2 CH.sub.3, --C(CH.sub.3).sub.2 (SCH.sub.3), --C(CH.sub.3).sub.2 (S(O)CH.sub.3), --C(CH.sub.3).sub.2 (S(O).sub.2 CH.sub.3), alkyl, aminoalkyl, hydroxyalkyl, cyanoalkyl, haloalkyl, alkenyl, alkynyl or cycloalkyl radicals;
• R.sup.1 ' and R.sup.1 " independently represent hydrogen or radicals as defined for R.sup.1, or one of R.sup.1 ' and R.sup.1 ", together with R.sup.1 and the carbon atoms to which they are attached, represent a cycloalkyl radical;
• R.sup.2 represents alkyl, aryl, cycloalkyl, cycloalkylalkyl or aralkyl radicals, which radicals are optionally substituted with at least one --NO.sub.2, --OR.sup.9, --SR.sup.9, or halogen radical, wherein R.sup.9 represents hydrogen or alkyl radicals;
• R.sup.3 represents alkyl, alkenyl, alkynyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, heterocycloalkyl, heteroaryl, heterocycloalkylalkyl, aryl, aralkyl, heteroaralkyl, aminoalkyl or mono- or disubstituted aminoalkyl radicals where said substitutents are selected from alkyl, aryl, aralkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroaralkyl, heterocycloalkyl, or heterocycloalkylalkyl radicals or, in the case of a disubstituted aminoalkyl radical, said substituents along with the nitrogen atom to which they are attached, form a heterocycloalkyl or a heteroaryl radical;
• R.sup.4 represents hydrogen or radicals as defined by R.sup.3 ;
• B represents radicals represented by the formula:
• ##STR238## wherein n represents an integer of from 0 to 6, R.sup.7 and R.sup.7 ' independently represent radicals as defined for R.sup.3, --CH.sub.2 CH.sub.2 CONH.sub.2 or --CH.sub.2 CONH.sub.2, 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 cyano radical or radicals represented by the formulas C(O)R.sup.16, CO.sub.2 R.sup.16, SO.sub.2 R.sup.16, SR.sup.16, CONH.sup.16 R.sup.17, OR.sup.16, or CF.sub.3, with the proviso that when R.sup.8 is OR.sup.16, R.sup.16 is not alkyl;
• or when 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 cyano, hydroxyl, alkyl, alkoxy, cycloalkyl, aryl, aralkyl, heterocycloalkyl or heteroaryl radicals or radicals represented by the formulas C(O)R.sup.16, CO.sub.2 R.sup.16, SO.sub.2 R.sup.16, SR.sup.16, CONH.sup.16 R.sup.17, OR.sup.16, CF.sub.3 or NR.sup.16 R.sup.17 ;
• wherein R.sup.16 and R.sup.17 independently represent hydrogen or radicals as defined for R.sup.3 or R.sup.16 and R.sup.17 together with a nitrogen to which they are attached in the formula NR.sup.16 R.sup.17 represent heterocycloalkyl or heteroaryl radicals;
• R.sup.6 represents hydrogen or alkyl radicals;
• t represents O or 1;
• and
• Y and Y' independently represent O or S;
• with the proviso that alkyl, alone or in combination, is a straight-chain or branched-chain alkyl radical containing from 1 to about 10 carbon atoms;
• alkenyl, alone or in combination, is a straight-chain or branched-chain hydrocarbon radial having one or more double bonds and containing from 2 to about 8 carbon atoms;
• alkynyl, alone or in combination, is a straight-chain or branched-chain hydrocarbon radial having one or more triple bonds and containing from 2 to about 10 carbon atoms;
• cycloalkyl, alone or in combination, is an cyclic alkyl radical containing from 3 to 8 carbon atoms;
• aryl, alone or in combination, is an unsubstituted phenyl radical, unsubstituted naphthyl radical, or phenyl or naphthyl radical substituted with one or more alkyl, alkoxy, halogen, hydroxy or amino radicals;
• heterocycloalkyl, alone or in combination, is a saturated or partially unsaturated monocyclic, bicyclic or tricyclic heterocycle, having 5 to 10 ring members wherein at least one ring member is a nitrogen, oxygen or sulphur atom and which is unsubstituted or substituted on one or more substitutable carbon atoms with halogen, alkyl, alkoxy or oxo, on a ring secondary nitrogen atom with alkyl, aralkoxycarbonyl, alkanoyl, phenyl or phenylalkyl, or on a ring tertiary nitrogen atom by oxido, and which is attached via a carbon atom;
• and heteroaryl, alone or in combination, is an aromatic monocyclic, bicyclic or tricyclic heterocycle, each ring having from 5 to 11 members wherein at least one ring member is a nitrogens oxygen or sulphur atom and which is unsubstituted or substituted on one or more substitutable carbon atoms with halogen, alkyls alkoxy or oxo, on a ring secondary nitrogen atom with alkyl, aralkoxycarbonyl, alkanoyl, phenyl or phenylalkyl, or on a ring tertiary nitrogen atom by oxido, and which is attached via a carbon atom.