161563-79-7

Usage

Uses

Used in Pharmaceutical Industry:
6-METHYLIMIDAZO[2,1-B][1,3]THIAZOLE-5-CARBOHYDRAZIDE is utilized as a key intermediate in the synthesis of various drugs, contributing to the development of new therapeutic agents. Its unique chemical structure allows it to be a valuable component in medicinal chemistry for creating novel pharmaceuticals with specific biological targets and activities.
Used in Research and Development:
In the field of biological research, 6-METHYLIMIDAZO[2,1-B][1,3]THIAZOLE-5-CARBOHYDRAZIDE is employed as a subject of study to explore its potential biological activities. This includes investigating its interactions with biological systems and assessing its efficacy and safety for possible use in medicine, thereby expanding the understanding of its applications and limitations in healthcare.

InChI:InChI=1/C7H8N4OS/c1-4-5(6(12)10-8)11-2-3-13-7(11)9-4/h2-3H,8H2,1H3,(H,10,12)

Upstream product

• 57626-37-6 ethyl 6-methylimidazo<2.1-b>thiazole-5-carboxylate 

Downstream Products

• 531501-64-1 6-methyl-N-[(4-methylphenyl)methylidene]imidazo[2,1-b][1,3]thiazole-5-carbohydrazide 
• 531501-61-8 6-methyl-N-[(4-fluorophenyl)methylidene]imidazo[2,1-b][1,3]thiazole-5-carbohydrazide 
• 531501-62-9 6-methyl-N-[(4-chlorophenyl)methylidene]imidazo[2,1-b][1,3]thiazole-5-carbohydrazide 
• 352555-87-4 6-methyl-N-[(2-nitrophenyl)methylidene]imidazo[2,1-b][1,3]thiazole-5-carbohydrazide 
• 531501-53-8 6-methyl-N-(phenylmethylidene)imidazo[2,1-b][1,3]thiazole-5-carbohydrazide 
• 531501-63-0 6-methyl-N-[(4-bromophenyl)methylidene]imidazo[2,1-b][1,3]thiazole-5-carbohydrazide 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole derivatives as Mycobacterium tuberculosis pantothenate synthetase inhibitors

In the present study, we have designed imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole derivatives from earlier reported imidazo[1,2-a]pyridine based Mycobacterium tuberculosis (MTB) pantothenate synthetase (PS) inhibitors. We synthesized thirty compounds and they were evaluated for MTB PS inhibition study, in vitro anti-TB activities against replicative and non-replicative MTB, in vivo activity using Mycobacterium marinum infected Zebra fish and cytotoxicity against RAW 264.7 cell line. Among them compound 2-methyl-N′-(4-phenoxybenzoyl)benzo[d]imidazo[2,1-b]thiazole-3-carbohydrazide (5bc) emerged as potent compound active against MTB PS with IC50 of 0.53 ± 0.13 μM, MIC of 3.53 μM, 2.1 log reduction against nutrient starved MTB, with 33% cytotoxicity at 50 μM. It also showed 1.5 log reduction of M. marinum load in Zebra fish at 10 mg/kg.

Fused heterocycles: Synthesis of some new imidazothiazoles

Reaction of aldehyde-hydrazones or semicarbazones bearing an imidazo[2,1-b] [1,3] thiazole ring system with mercaptoalkanoic acids were investigated. Antimycobacterial activities of compounds thus obtained were evaluated against Mycobacterium tuberculosis H37Rv using rifampine as standard.