474460-01-0

Basic information

• Product Name: (6-phenyl-imidazo[2,1-b]thiazol-3-yl)-acetic acid (4-ethyl-cyclohexylidene)-hydrazide
• Synonyms: (6-phenyl-imidazo[2,1-b]thiazol-3-yl)-acetic acid (4-ethyl-cyclohexylidene)-hydrazide
• CAS NO: 474460-01-0
• Molecular Weight: 380.514
• Mol File: 474460-01-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (6-phenyl-imidazo[2,1-b]thiazol-3-yl)-acetic acid (4-ethyl-cyclohexylidene)-hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: (6-phenyl-imidazo[2,1-b]thiazol-3-yl)-acetic acid (4-ethyl-cyclohexylidene)-hydrazide(474460-01-0)
• EPA Substance Registry System: (6-phenyl-imidazo[2,1-b]thiazol-3-yl)-acetic acid (4-ethyl-cyclohexylidene)-hydrazide(474460-01-0)

Safety Data

• Hazardous Substances Data: 474460-01-0(Hazardous Substances Data)

Upstream product

• 5441-51-0 4-ethylcyclohexanone 
• 85731-93-7 (6-phenylimidazo[2,1-b]thiazol-3-yl)acetic acid hydrazide 

Relevant articles and documents

Synthesis and antituberculosis activity of cycloalkylidenehydrazide and 4-aza-1-thiaspiro [4.5] decan-3-one derivatives of imidazo[2,1-b]thiazole

New N2-cycloalkylidene-(6-phenyl/4-chlorophenylimidazo[2,1-b]thiazol- 3-yl) acetic acid hydrazides (2a-h and 3a-b) were synthesized by reacting (6-phenyl/4-chlorophenylimidazo[2,1-b]thiazol-3-yl) acetic acid hydrazides with cyclohexanones or cyclopentanone. Furthermore, 2a-h were refluxed with thioglycolic or thiolactic acid to give 4-[[(6-phenyl/4-chlorophenylimidazo[2,1-b]thiazol-3-yl) acetyl]amino]-4-aza-1-thiaspiro[4.5]decan-3-ones (4a-h and 5a-h).The structures of the title compounds were established by spectral data (IR, 1H-NMR, 13C-NMR and EIMS (Electron Impact Mass Spectrometry)) and elemental analysis. The synthesized compounds were evaluated for antituberculosis activity against Mycobacterium tuberculosis H37Rv (ATCC 27294). The compounds exhibited varying degrees of inhibition in the in vitro primary screening that was conducted at a concentration of 6.25 μg/ml against M. tuberculosis H37Rv (ATCC 27294) in Bactec 12B medium using the Bactec 460 radiometric system or a broth microdilution assay, the Microplate Alamar Blue Assay (MABA). Compounds 2f, 2h, 3b, 4a, 4c, 4d, 5a-e and 5h demonstrating at least 90 % inhibition in the primary screen were re-tested at lower concentrations against M. tuberculosis H37Rv (ATCC 27294) to determine the actual minimum inhibitory concentration (MIC) using MABA. The most active compounds were found to be 4d and 5c. The structure-activity relationships of the derivatives were investigated.