BIS-ISOTHIOCYANATES IN HETEROCYCLIC SYNTHESIS: SYNTHESIS OF BIS 4-THIAZOLIDINONES, BIS THIAZOLES, AND BIS 4-AMINO-THIAZOLE DERIVATIVES

2011 ◽  
Vol 22 (Issue 1-A) ◽  
pp. 69-84
Keyword(s):  
Heterocyclic Synthesis ◽  
Thiazole Derivatives

1,3-Dipolar Cycloaddition Reactions in Heterocyclic Synthesis. Synthesis of [1-[4-(thiazolyl/imidazothiazolyl/triazolyl)phenyl]-1H-pyrazole-3,4-dicarboxylate esters from 3-(4-acetylphenyl)sydnone

2005 ◽  
Vol 2005 (9) ◽  
pp. 592-594 ◽  
Author(s):  
Raveendra K. Hunnur ◽  
Prashant R. Latthe ◽  
Bharati V. Badami
Keyword(s):  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Heterocyclic Synthesis ◽  
Thiazole Derivatives

Cycloaddition of 3-(4-acetylphenyl)sydnone (1) with DMAD gave dimethyl 1-(4-acetylphenyl)-1H-pyrazole-3,4-dicarboxylate (2), which on bromination yielded the corresponding monobromoacetyl (3) and dibromoacetyl (4) derivatives. Both compounds 3 and 4 on reaction with thiourea and thioacetamide afforded the 2-amino- (5) and the 2-methyl- (6) thiazole derivatives respectively, while compound 3 on reaction with 2-aminothiazole gave the imidazothiazole 7. Compound 3 was converted into its azide (8), which on 1,3-dipolar cycloaddition with DMAD afforded the 1,2,3-triazole-4,5-dicarboxylate (9).

Design, Synthesis and Pharmacological Evaluation of New Thiazole Derivatives as Anthelmintic Agents

2020 ◽  
Vol 13 (5) ◽  
pp. 5075-5081
Author(s):  
Sirisha Kalam ◽  
Sai Krishn G ◽  
Kumara Swamy D ◽  
Sai Santhoshi K ◽  
Durga Prasad K
Keyword(s):  
Anthelmintic Activity ◽  
Docking Studies ◽  
Molecular Property ◽  
Thiazole Derivatives ◽  
Pharmacological Agents ◽  
Design Synthesis ◽  
Standard Drug ◽  
Lipinski’S Rule ◽  
Mass Spectral ◽  
Tubulin Protein

Pharmacological agents that kills parasites are essential drugs in some tropical countries. In this study, a series of 2-amino substituted 4-phenyl thiazole derivatives (4a-e) have been synthesized by the conventional method. The thiazole derivatives were synthesized by three steps. The obtained five derivatives were purified by recrystallization using methanol as a solvent or column chromatography. They were characterized by melting point, TLC, FTIR, 1H NMR and MASS spectral data. Compounds 4a-e were evaluated in silico by using different software’s (Lipinski’s Rule of 5, OSIRIS molecular property explorer, Molsoft molecular property explorer, and PASS & docking studies). These compounds were then evaluated for their possible anthelmintic activity against Indian adult earth worms (Pherituma postuma). All the compounds displayed significant anthelmintic activity. Compound 4c and 4e were more potent compounds when compared with the standard drug (mebendazole). Molecular docking studies guided and proved the biological activity against beta tubulin protein (1OJ0). In conclusions, these new molecules have promising potential as anthelmintic for treatment of parasites.   

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