Synthesis and evaluation of quinoxalinones as HIV-1 reverse transcriptase inhibitors

• Published in: Bioorganic & medicinal chemistry letters Vol. 10; no. 15; pp. 1729 - 1731
• Main Authors: Patel, Mona, McHugh, Robert J, Cordova, Beverly C, Klabe, Ronald M, Erickson-Viitanen, Susan, Trainor, George L, Rodgers, James D
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 07-08-2000; Elsevier
• Subjects: Antibiotics. Antiinfectious agents. Antiparasitic agents; Antiviral agents; Biological and medical sciences; Drug Evaluation; HIV Reverse Transcriptase - drug effects; Medical sciences; Pharmacology. Drug treatments; Quinoxalines - chemical synthesis; Quinoxalines - pharmacology; Reverse Transcriptase Inhibitors - chemical synthesis; Reverse Transcriptase Inhibitors - pharmacology; Quinoxaline derivatives; Cyclopropane derivatives; RNA-directed DNA polymerase; Acetylenic compound; HIV-1 virus; Enzyme; Nitrogen heterocycle; Transferases; Lactam; Retroviridae; Enzyme inhibitor; Lentivirus; Efavirenz; In vitro; Virus; Nucleotidyltransferases; Structure activity relation; Bicyclic compound; Antiviral; Aromatic compound; Human immunodeficiency virus; Fluorine Organic compounds; Chemical synthesis
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/S0960-894X(00)00321-8

A series of 3,3-disubstituted quinoxalinones was prepared and evaluated as HIV-1 reverse transcriptase inhibitors. The
N-allyl (
6b and
6f),
N-cyclopropylmethyl (
6a,
6g,
6h, and
6k) and
N-carboalkoxy (
6m–
6y) substituted compounds displayed activity comparable or better than Efavirenz and GW420867X.