S-Triazolyl Alpha-Mercaptoacetanilides as Inhibitors of Hiv Reverse Transcriptase

A compound of formula A

• wherein:
• Q is selected from the group consisting Of CO2H or a salt thereof, CONR′R″, SO3H or a salt thereof, and SO2NR′R″;
• P is selected from the group consisting of (a), (b), (c) and (d)
• R1 is selected from the group consisting of Cl, Br, I5 CH3, CF3, CHF2, and CH2F;
• R3 is H or CH3;
• R′ and R″ are independently selected from the group consisting of H, lower alkyl,
• and lower alkyl substituted with one or more OR, CO2R, NHR, NR2, or
• CF3 groups wherein R is H or lower alkyl, or R′ and R″ together with the nitrogen atom to which they are attached form a 4-, 5-, or 6-membered heterocyclic ring;
• Ro is selected from the group consisting of Cl, Br, CF3 and methyl;
• Rp is selected from the group consisting of halogen, methyl, ethyl, propyl, isopropyl, cyclopropylmethyl, and C3-C6 cycloalkyl;
• R4, R5 and R6 are independently selected from the group consisting of H, F, Cl, Br, CH3, CF3, CFH2, CF2H, isopropyl, cyclopropyl, OCH3, OH, OCF3, NH2 and NHCH3;
• U and U1 are independently selected from N and CH;
• R7 is selected from the group consisting of Cl, Br, I, CH3, CF3, OCH3, isopropyl, cyclopropyl, tert-bntyl, and cyclobutyl;
• and
• R8, R9, R10 and R11 are independently H or CH3;
• with the provisos that, when Q is SO2NH2,
• R1 is not methyl unless Rp is halogen, cyclopropylmethyl or C3-C6 cycloalkyl, and R7 is methyl only if R6 is methyl.

A compound having a structure according to any one of Formula A

• wherein Ri is Ci-3 alkyl, —CF3, —CHF2, —CH2F, —Cl, —Br, —NH2, or hydrogen;
• R2 is an aryl or heteroaryl moiety containing a cycloalkyl or heterocyclic group which can be further substituted with alkyl, cycloalkyl, aryl or heteroaryl moieties, Q is a C3-5 cycloalkyl, W is S, O, or an optionally substituted amine;
• X and Y are independently CH and N, and Z is, CH2, NH, NR, O, or S, where R is optionally substituted N-alkyl, N-acyl, or N-alkyl-acyl;
• R3 is C1-3 alkyl, —CF3, —CHF2, —CH2F, —Cl, —Br;
• and
• R4 is COOH, —COR′ or —S(O)2R′, wherein R is —NH2 or —NH(alkyl).

A compound of Formula A

• wherein R1 is C1-3 alkyl, —CF3, —CHF2, —CH2F, —Cl, —Br, —NH2, or hydrogen;
• R2 is an 4-Q-naphth-1-yl or 4-Q-phen-1-yl-, Q is C2-5 alkyl, W is S, O or an optionally substituted amine;
• R3 is C1-3 alkyl, —CF3, —CHF2, —CH2F, —Cl, —Br;
• and
• wherein R4 is COOH, —COR′ or —S(O)2R1, wherein R′ is —NH2 or —NH(alkyl).

A compound of formula

• wherein:
• P is selected from the group consisting of (a), (b), (c) and (d):
• R1 is selected from the group consisting of Cl, Br, I, CH3;
• CF3, CHF2, and CH2F;
• R2, and R2′ are independently selected from the group consisting of H, optionally substituted C1-5 acyl, 1-(C2-4 acyloxy)C1-4 alkoxycarbonyl, and an acyl group derived from an α-amino acid;
• R3 is H or CH3;
• R0 is selected from the group consisting of Cl, Br, CF3 and methyl;
• Rp is selected from the group consisting of methyl, ethyl, propyl, isopropyl, cyclopropylmethyl, and C3-6 cycloalkyl;
• R4, R5 and R6 are independently selected from the group consisting of H, F, Cl, Br, CH3, CF3;
• CFH2, CF2H, isopropyl, cyclopropyl, OCH3, OH, OCF3, NH2 and NHCH3;
• U and U′ are independently selected from N and CH;
• R7 is selected from the group consisting of Cl, Br, I, CH3, CF3, OCH3, isopropyl, cyclopropyl, tert-butyl, cyclobutyl, and methyl;
• and
• R8, R9, R10 and R11 are independently H or CH3;
• with the provisos that, when R2 and R2′ are H,
• R1 is not methyl unless Rp is cyclopropyl, and
• R7 is methyl only if R6 is methyl.