4,1-Benzoxazepinone analogues of efavirenz (Sustiva™) as HIV-1 reverse transcriptase inhibitors

Bioorganic & Medicinal Chemistry Letters
2001.0

Abstract

A series of 4,1-benzoxazepinone analogues of efavirenz (Sustiva) as potent NNRTIs has been discovered. The cis-3-alkylbenzoxazepinones are more potent then the trans isomers and can be synthesized preferentially by a novel stereoselective cyclization. The best compounds are potent orally bioavailable inhibitors of both wild-type HIV-1 and its clinically relevant K103N mutant virus, but are highly protein-bound in human plasma.

Knowledge Graph

Similar Paper

4,1-Benzoxazepinone analogues of efavirenz (Sustiva™) as HIV-1 reverse transcriptase inhibitors
Bioorganic & Medicinal Chemistry Letters 2001.0
Synthesis and evaluation of benzoxazinones as HIV-1 reverse transcriptase inhibitors. Analogs of Efavirenz (SUSTIVATM)
Bioorganic & Medicinal Chemistry Letters 1999.0
Synthesis and evaluation of analogs of Efavirenz (SUSTIVATM) as HIV-1 reverse transcriptase inhibitors
Bioorganic & Medicinal Chemistry Letters 1999.0
Synthesis and Evaluation of Efavirenz (SustivaTM) Analogues as HIV-1 Reverse Transcriptase Inhibitors: Replacement of the Cyclopropylacetylene Side Chain
Bioorganic & Medicinal Chemistry Letters 2001.0
Discovery of novel benzimidazolones as potent non-nucleoside reverse transcriptase inhibitors active against wild-type and mutant HIV-1 strains
Bioorganic & Medicinal Chemistry Letters 2007.0
Synthesis and evaluation of quinoxalinones as HIV-1 reverse transcriptase inhibitors
Bioorganic & Medicinal Chemistry Letters 2000.0
A dipyrido [2,3-b:3′,2′-f]azepine analog of the HIV-1 reverse transcriptase inhibitor nevirapine
Bioorganic & Medicinal Chemistry Letters 1998.0
Specific Targeting of Highly Conserved Residues in the HIV-1 Reverse Transcriptase Primer Grip Region. 2. Stereoselective Interaction to Overcome the Effects of Drug Resistant Mutations
Journal of Medicinal Chemistry 2009.0
Benzophenone Derivatives: A Novel Series of Potent and Selective Inhibitors of Human Immunodeficiency Virus Type 1 Reverse Transcriptase
Journal of Medicinal Chemistry 1995.0
Novel N1-substituted 1,3-dihydro-2H-benzimidazol-2-ones as potent non-nucleoside reverse transcriptase inhibitors
Bioorganic & Medicinal Chemistry 2008.0