Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors

Compound represented by the formula:

• 1537
• or a pharmaceutically acceptable salt, prodrug or ester thereof, wherein
• R1 represents alkyl of 1-5 carbon atoms, alkenyl of 2-5 carbon atoms, alkynyl of 2-5 carbon atoms, hydroxyalkyl of 1-3 carbon atoms, alkoxyalkyl of 1-3 alkyl and 1-3 alkoxy carbon atoms, cyanoalkyl of 1-3 alkyl carbon atoms, imidazolylmethyl, —CH2CONH2, —CH2CH2CONH2, —CH2S(O)2NH2, —CH2SCH3, —CH2S(O)CH3, —CH2S(O)2CH3, —C(CH3)2SCH3, —C(CH3)2S(O)CH3 or —C(CH3)2S(O)2CH3 radicals;
• R2 represents radicals of alkyl of 1-5 carbon atoms, aralkyl of 1-3 alkyl carbon atoms, alkylthioalkyl of 1-3 alkyl carbon atoms, arylthioalkyl of 1-3 alkyl carbon atoms or cycloalkylalkyl of 1-3 alkyl carbon atoms and 3-6 ring member carbon atoms;
• R3 represents radicals of alkyl radical of 1-5 carbon atoms, cycloalkyl of 5-8 ring members or cycloalkylmethyl radical of 3-6 ring members;
• R10 represents hydrogen, alkyl, hydroxyalkyl or alkoxyalkyl radicals, wherein alkyl and alkoxy are each 1-3 carbon atoms;
• R11 represents hydrogen, alkyl of 1-5 carbon atoms, hydroxyalkyl of 1-4 carbon atoms, alkoxyalkyl of 1-4 alkyl carbon atoms, benzyl, imidazolylmethyl, —CH2CH2CONH2, —CH2CONH2, —CH2CH2SCH3 or —CH2SCH3 radicals or the sulfone or sulfoxide derivatives thereof;
• R4 represents aryl provided R11 is other than a hydrogen radical, or R4 represents benzo fused 5 to 6 ring member heteroaryl or benzo fused 5 to 6 ring member heterocyclo radicals;
• or a radical of the formula
• 1538
• wherein A and B each independently represent O, S, SO or SO2;
• R6 represents deuterium, alkyl of 1-5 carbon atoms, fluoro or chloro radicals;
• R7 represents hydrogen, deuterium, methyl, fluoro or chloro radicals;
• or a radical of the formula
• 1539
• wherein Z represents O, S or NH;
• and R9 represents a radical of formula
• 1540
• wherein Y represents O, S or NH;
• X represents a bond, O or NR21;
• R20 represents hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms, alkynyl of 2 to 5 carbon atoms, aralkyl of 1 to 5 alkyl carbon atoms, heteroaralkyl of 5 to 6 ring members and 1 to 5 alkyl carbon atoms, heterocycloalkyl of 5 to 6 ring members and 1 to 5 alkyl carbon atoms, aminoalkyl of 2 to 5 carbon atoms, N-mono-substituted or N,N-disubstituted aminoalkyl of 2 to 5 alkyl carbon atoms wherein said substituents are radicals of alkyl of 1 to 3 carbon atoms, aralkyl of 1 to 3 alkyl carbon atoms radicals, carboxyalkyl of 1 to 5 carbon atoms, alkoxycarbonylalkyl of 1 to 5 alkyl carbon atoms, cyanoalkyl of 1 to 5 carbon atoms or hydroxyalkyl of 2 to 5 carbon atoms;
• R21 represents hydrogen radical or alkyl radical of 1 to 3 carbon atoms;
• or the radical of formula —NR20R21 represents a 5 to 6 ring member heterocyclo radical;
• and
• R22 represents alkyl radical of 1 to 3 carbon atoms or R20R21N-alkyl radical of 1 to 3 alkyl carbon atoms;
• and
• R12 and R13 each independently represent hydrogen, alkyl, aralkyl, heteroaralkyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, alkoxyalkyl, aryl or heteroaryl radicals, wherein alkyl is 1-5 carbon atoms, cycloalkyl is 3-6 ring member cycloalkyl optionally benzo fused, and heteroaryl is 5 to 6 ring member heteroaryl optionally benzo fused.