Design, microwave-assisted synthesis and HIV-RT inhibitory activity of 2-(2,6-dihalophenyl)-3-(4,6-dimethyl-5-(un)substituted-pyrimidin-2-yl)thiazolidin-4-ones

Synthesis and antimicrobial activity of 5-chloroindoline-2,3-dione derivatives

“…A large numbers of 2-azetidinones (Arnould et al, 1992;Halve et al, 2007;Keri et al, 2009) were reported to possess antibacterial and antifungal activity. The 4-thiazoldinone nucleus has drawn many attentions due to its various activities like antimicrobial (Vicini et al, 2008), anti-HIV (Chen et al, 2009;Rao et al, 2004;Rawal et al, 2005) anticancer (Abdel-Aziz et al, 2010;Lv et al, 2010) and antihypertensive (Bhandari et al, 2009).…”

Microwaves in Heterocyclic Chemistry

“…Notable improvements were achieved using nontoxic and inexpensive activated fly catalyst. A series of novel thiazolidin-4-ones bearing a hydrophobic substituent at the 5-position on the 4,6-dimethylpyrimidine ring at N-3 were synthesized in good yields of 60-85% by a microwave-assisted one-pot protocol with a combination of using dicyclohexylcarbodiimide (DCC) as the promoter [33]. Among these novel thiazolidin-4-ones, two compounds showed HIV-1 reverse transcriptase inhibitory activity.…”

Design, synthesis and HIV-RT inhibitory activity of novel thiazolidin-4-one derivatives

“…A systematic QSAR study revealed that the overall hydrophobicity of the molecule is important to enhance the anti-HIV activity [23][24][25][26][27][28]. Generally, extensive studies focused on the substitutions at the 2 and 3 position of thiazolidin-4-one [29][30][31]. On the other hand, the information concerning the anti-HIV activity of 5-substitued 2,3-diaryl-1,3-thiazolidin-4-ones is very limited, largely due to the difficulties in synthesis and purification of these substituents bearing a specific group [32][33][34][35].…”

“…ESI-MS were determined using an Agilent G6300 ion Trap mass spectrometer, and signals were recorded in m/z. IR spectra were determined on a WQF-510 as KBr tablets for Compounds 1a-1c, 5d and 5e were synthesized by the threecomponent one-pot reaction with 4,5,6-trimethylpyrimidin-2-amine, aromatic aldehydes, and α-mercapto-acetic acid or 2-mercapto-propanoic acid under microwave irradiation according to our reported procedure [31]. One mmol 1a (or 1b, 1c) was dissolved in 3 mL AcOH, and then 1.5 mmol AcOOH was added.…”