Synthesis and anti-HIV activity of novel 2,4-disubstituted-7-methyl-1,1,3-trioxo-2H,4H-pyrazolo[4,5-e][1,2,4]thiadiazine derivatives

Zhan, P; Yan, RZ; Liu, XY; Pannecouque, Christophe; Witvrouw, Myriam; De Clercq, Erik; Molina, MT; Vega, S

doi:10.5582/ddt.2011.v5.6.279

Synthesis and anti-HIV activity of novel 2,4-disubstituted-7-methyl-1,1,3-trioxo-2H,4H-pyrazolo[4,5-e][1,2,4]thiadiazine derivatives

Author:

Zhan, P

Yan, RZ ; Liu, XY ; Pannecouque, Christophe ; Witvrouw, Myriam ; De Clercq, Erik ; Molina, MT ; Vega, S

Keywords:

Science & Technology, Life Sciences & Biomedicine, Pharmacology & Pharmacy, HIV, pyrazolo[4,5-e][1,2,4] thiadiazine, heterocycle, synthesis, 1115 Pharmacology and Pharmaceutical Sciences, 3214 Pharmacology and pharmaceutical sciences

Abstract:

A series of novel 2,4-disubstituted-7-methyl-1,1,3-trioxo-2H,4H-pyrazolo[4,5-e][1,2,4]thiadiazines (PTDs) was prepared starting from a ring of pyrazolo[4,5-e][1,2,4]thiadiazine nuclei with two different alkyl halides obtained by a facile one-pot reaction. The structures of all synthesized compounds were confirmed by ¹H- and ¹³C-NMR, infrared spectra (IR), and mass spectra (MS) spectroscopic analysis. Anti-HIV activity was evaluated and none of the compounds were found to inhibit HIV replication in human T-lymphocyte (MT-4) cell culture.