32362-89-3

Basic information

• Product Name: 5-(2-Pyridinyl)-1H-1,2,4-triazole-3-thiol
• Synonyms: 5-(2-Pyridinyl)-1H-1,2,4-triazole-3-thiol;5-(2-Pyridyl)-1H-1,2,4-triazole-3(2H)-thione;5-pyridin-2-yl-1,2-dihydro-1,2,4-triazole-3-thione;5-(2-pyridyl)-2-mercapto-1,3,4-triazole
• CAS NO: 32362-89-3
• Molecular Formula: C7H6N4S
• Molecular Weight: 178.2143
• Mol File: 32362-89-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 296.5°Cat760mmHg
• Flash Point: 133.1°C
• Appearance: /
• Density: 1.54g/cm³
• Vapor Pressure: 0.00143mmHg at 25°C
• Refractive Index: 1.795
• CAS DataBase Reference: 5-(2-Pyridinyl)-1H-1,2,4-triazole-3-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-Pyridinyl)-1H-1,2,4-triazole-3-thiol(32362-89-3)
• EPA Substance Registry System: 5-(2-Pyridinyl)-1H-1,2,4-triazole-3-thiol(32362-89-3)

Safety Data

• Hazardous Substances Data: 32362-89-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H6N4S/c12-7-9-6(10-11-7)5-3-1-2-4-8-5/h1-4H,(H2,9,10,11,12)

Upstream product

• 98-98-6 2-Picolinic acid 
• 2459-07-6 methyl pyridine-2-carboxylate 
• 1452-63-7 picolinic acid hydrazide 
• 4923-12-0 (2-picoloylcarbonyl)thiosemicarbazone 
• 1147550-11-5 ammonium thiocyanate 
• 79-19-6 thiosemicarbazide 
• 108921-63-7 morpholino(pyridin-2-yl)methanethione 
• 374904-80-0 methyl 2-[amino(pyridin-3-yl)methylidene]hydrazinecarbodithioate 

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.

THIAZOLTRIAZOLES AND THIAZOLIMIDAZOLES AS ANTAGONISTS OF THE MGLUR5 RECEPTOR

This invention relates to novel thiazolotriazole and thiazoloimidazole derivatives of formula (I). The invention also relates to the use of the derivatives in treating diseases and conditions wherein antagonism of the mGluR5 receptor is beneficial, in particular substance related disorders. In addition, the invention relates to compositions containing the derivatives and processes for their preparation.

The reaction of N3-substituted amidrazones with ammonium thiocyanate

In the reaction of N3-substituted amidrazones [I-III] with ammonium thiocyanate in hydrochloric acid medium there are obtained the derivatives of thiosemicarbazone acid amides [VII-IX]. In the same conditions the amidrazones [IV-VI] gave 1,2,4-triazol derivatives [XI-XIII]. In acetone medium the reaction of amidrazone [IV] with ammonium thiocyanate leads to formation of the copmpound [X]. By the heating of the compounds [VII-X] in butanol there were obtained the derivatives of 1,2,4-triazoline-5-thione [XV-XVII].