1408316-04-0

Basic information

• Product Name: (E)-3-(2-(2-(4-(dimethylamino)benzylidene)hydrazinyl)thiazol-4-yl)-2H-chromen-2-one
• Synonyms: (E)-3-(2-(2-(4-(dimethylamino)benzylidene)hydrazinyl)thiazol-4-yl)-2H-chromen-2-one;3-(2-{(2E)-2-[4-(dimethylamino)benzylidene]hydrazinyl}-1,3-thiazol-4-yl)-2H-chromen-2-one
• CAS NO: 1408316-04-0
• Molecular Formula: C₂₁H₁₈N₄O₂S
• Molecular Weight: 390.45822
• Mol File: 1408316-04-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-3-(2-(2-(4-(dimethylamino)benzylidene)hydrazinyl)thiazol-4-yl)-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(2-(2-(4-(dimethylamino)benzylidene)hydrazinyl)thiazol-4-yl)-2H-chromen-2-one(1408316-04-0)
• EPA Substance Registry System: (E)-3-(2-(2-(4-(dimethylamino)benzylidene)hydrazinyl)thiazol-4-yl)-2H-chromen-2-one(1408316-04-0)

Safety Data

• Hazardous Substances Data: 1408316-04-0(Hazardous Substances Data)

Upstream product

• 29310-88-1 3-bromoacetylcoumarin 
• 3949-36-8 3-acetylcoumarin 
• 90-02-8 salicylaldehyde 
• 100-10-7 4-dimethylamino-benzaldehyde 

Relevant articles and documents

Aryl hydrazones linked thiazolyl coumarin hybrids as potential urease inhibitors

Aryl hydrazones bearing thiazolyl coumarin hybrids 1–32 were prepared by following 'one-pot' two-steps reaction scheme. Various arylaldehydes were reacted to thiosemicarbazide under acidic condition to form aryl thiosemicarbazone intermediates which in turn treated with 3-bromoacetyl coumarin under basic condition to afford thiazolyl coumarin hybrids 1–32. All hybrids were recognized by EI- and HREI-MS and 1H- and 13C-NMR spectroscopic techniques. Compounds 1–32 were screened for in vitro inhibitory activity against urease enzyme and displayed good to moderate inhibitory potential in the ranges of IC50 = 16.29 ± 1.1–256.30 ± 1.4?μM. Worth stating that compound 21 (IC50 = 16.29 ± 1.1?μM) was identified as more potent urease inhibitor than the standard acetohydroxamic acid (IC50 = 27.0 ± 0.5?μM). Derivatives 19 (IC50 = 77.67 ± 1.5?μM) and 30 (IC50 = 71.21 ± 1.6?μM) were found to be moderately active. Structure–activity relationship revealed that -F, -Cl, -OH, and -OMe groups and their respective positions on aryl ring are playing important role in urease enzyme inhibition. Molecular docking studies identified important interaction between the ligand (active hybrids) and urease active site.