345631-77-8

Basic information

• Product Name: 3-pyridin-4-yl-1,2,4-oxadiazole-5(2H)-thione
• Synonyms: 1,2,4-oxadiazole-5-thiol, 3-(4-pyridinyl)-; 3-(pyridin-4-yl)-1,2,4-oxadiazole-5-thiol
• CAS NO: 345631-77-8
• Molecular Formula: C₇H₅N₃OS
• Molecular Weight: 179.1991
• Mol File: 345631-77-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 274.9°C at 760 mmHg
• Flash Point: 120.1°C
• Density: 1.52g/cm³
• Vapor Pressure: 0.00524mmHg at 25°C
• Refractive Index: 1.744
• CAS DataBase Reference: 3-pyridin-4-yl-1,2,4-oxadiazole-5(2H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-pyridin-4-yl-1,2,4-oxadiazole-5(2H)-thione(345631-77-8)
• EPA Substance Registry System: 3-pyridin-4-yl-1,2,4-oxadiazole-5(2H)-thione(345631-77-8)

Safety Data

• Hazardous Substances Data: 345631-77-8(Hazardous Substances Data)

Upstream product

• 75-15-0 carbon disulfide 
• 123865-77-0 C₈H₉N₃O₂ 
• 1594-57-6 pyridine-4-carboxamidoxime 
• 100-48-1 pyridine-4-carbonitrile 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 

Relevant articles and documents

Antimycobacterial activity of substituted isosteres of pyridine- and pyrazinecarboxylic acids. 2

Pyridines and pyrazines substituted with 1,2,4-oxadiazole-5-ones, 1,2,4-oxadiazole-5-thiones, and 1,3,4-oxathiazoline-2-ones were synthesized and tested against Mycobacterium tuberculosis. The two former ring systems were documented in the literature to act as carboxylic acid isosteres. The latter series was synthesized as possible synthetic intermediates to 1,2,4-thiadiazole-3-ones and was included in this study due to their interesting activity. Pivaloyl-oxymethyl derivatives of the isosteres were also prepared in order to increase their lipophilicity and therefore improve their cellular permeability. The derivatized isosteres were expected to be biotransformed by esterases to the active species after penetration of the mycobacterial cell wall. Biological properties of the compounds were compared with the unmodified polar isosteres of pyrazinoic and nicotinic acids. The majority of the compounds exhibited activities ranging from 0.5 to 16 times the potency of pyrazinamide.