Synthesis and evaluation of benzoxazinones as HIV-1 reverse transcriptase inhibitors. Analogs of Efavirenz (SUSTIVA).
Two series of benzoxazinones differing in the aromatic substitution pattern were prepared and evaluated as HIV-1 reverse transcriptase inhibitors. The 5-fluoro (5a-d) and 6-nitro (5e-h) substituted compounds displayed activity comparable or better than Efavirenz, the lead structure of the series.
Patel
M
M
DuPont Pharmaceuticals Company, Experimental Station, Wilmington, DE 19880-0500, USA.
McHugh
R J
RJ
Cordova
B C
BC
Klabe
R M
RM
Erickson-Viitanen
S
S
Trainor
G L
GL
Ko
S S
SS
D000480:Alkynes; D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D048588:Benzoxazines; D003521:Cyclopropanes; D004353:Drug Evaluation, Preclinical; D054303:HIV Reverse Transcriptase / Q000187:drug effects; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D018894:Reverse Transcriptase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000480:Alkynes; D019380:Anti-HIV Agents; D048588:Benzoxazines; D003521:Cyclopropanes; D010078:Oxazines; D018894:Reverse Transcriptase Inhibitors; D054303:HIV Reverse Transcriptase; C098320:efavirenz