Identification of anti-HIV agents with a novel benzo[4,5]isothiazolo[2,3-a]pyrimidine scaffold.

Abstract

3,4-Dihydro-2H-benzo[4,5]isothiazolo[2,3-a]pyrimidine is a newly identified antiviral agent against human immunodeficiency virus type 1 (HIV-1) infection, derived from 3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine (PD 404182). The introduction of the hydrophobic 8-aryl substituent on the benzene substructure improved its anti-HIV activity, resulting in the identification of 6-fold more potent analogs. In addition, it was demonstrated that these isothiazolopyrimidine derivatives exert anti-HIV effects at an early stage of viral infection.

• Authors: Shiho Okazaki, Tsukasa Mizuhara, Kazuya Shimura, Hiroto Murayama, Hiroaki Ohno, Shinya Oishi, Masao Matsuoka, Nobutaka Fujii
• Journal: Bioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 23 Issue 7 Pg. 1447-52 (Apr 01 2015) ISSN: 1464-3391 [Electronic] England
• PMID: 25744188 (Publication Type: Journal Article)
• Copyright: Copyright © 2015 Elsevier Ltd. All rights reserved.

Chemical References

• 6H-6-imino-(2,3,4,5-tetrahydropyrimido)(1,2-c)-(1,3)benzothiazine
• Anti-HIV Agents
• Imines
• Pyrimidines
• Thiazines
• pyrimidine

Topics

• Anti-HIV Agents (chemistry, pharmacology)
• HIV-1 (drug effects)
• Humans
• Imines (chemistry, pharmacology)
• Pyrimidines (chemistry, pharmacology)
• Structure-Activity Relationship
• Thiazines (chemistry, pharmacology)