72647-32-6

Basic information

• Product Name: 3-(4-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazine
• Synonyms: 3-(4-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazine
• CAS NO: 72647-32-6
• Molecular Weight: 251.739
• Mol File: 72647-32-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-(4-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazine(72647-32-6)
• EPA Substance Registry System: 3-(4-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazine(72647-32-6)

Safety Data

• Hazardous Substances Data: 72647-32-6(Hazardous Substances Data)

Upstream product

• 1126-46-1 Methyl 4-chlorobenzoate 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 26028-65-9 5-(4-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 109-64-8 1,3-dibromo-propane 
• 74-11-3 para-chlorobenzoic acid 
• 2799-72-6 3-Chloropropyl isothiocyanate 

Relevant articles and documents

Discovery of [1,2,4]triazole derivatives as new metallo-β-lactamase inhibitors

The emergence and spread of metallo-β-lactamase (MBL)-mediated resistance to β-lactam antibacterials has already threatened the global public health. A clinically useful MBL inhibitor that can reverse β-lactam resistance has not been established yet. We here report a series of [1,2,4]triazole derivatives and analogs, which displayed inhibition to the clinically relevant subclass B1 (Verona integron-encoded MBL-2) VIM-2. 3-(4-Bromophenyl)-6,7-dihydro-5H-[1,2,4]triazolo [3,4-b][1,3]thiazine (5l) manifested the most potent inhibition with an IC50 (half-maximal inhibitory concentration) value of 38.36 μM. Investigations of 5l against other B1 MBLs and the serine β-lactamases (SBLs) revealed the selectivity to VIM-2. Molecular docking analyses suggested that 5l bound to the VIM-2 active site via the triazole involving zinc coordination and made hydrophobic interactions with the residues Phe61 and Tyr67 on the flexible L1 loop. This work provided new triazole-based MBL inhibitors and may aid efforts to develop new types of inhibitors combating MBL-mediated resistance.

Synthesis and tuberculostatic activity of 1,3-thiazacycloalkyl[3,2-b]-1,2, 4-triazoles

The 4-hydroxyalkyl-1,2,4-triazole-3-thiones cyclization allowed us to work out the effective method of 1,3-thiazacycloalkyl[3,2-b]-1,2,4-triazoles synthesis. Some of the compounds that were obtained were tested for their tuberculostatic activity. Copyrigh