177084-87-6

Basic information

• Product Name: Ethanone, 1-(1H-1,2,3-triazol-4-yl)- (9CI)
• Synonyms: Ethanone, 1-(1H-1,2,3-triazol-4-yl)- (9CI);1-(1H-1,2,3-TRIAZOL-4-YL)ETHANONE
• CAS NO: 177084-87-6
• Molecular Formula: C4H5N3O
• Molecular Weight: 111.102
• Product Categories: ACETYLGROUP
• Mol File: 177084-87-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-(1H-1,2,3-triazol-4-yl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(1H-1,2,3-triazol-4-yl)- (9CI)(177084-87-6)
• EPA Substance Registry System: Ethanone, 1-(1H-1,2,3-triazol-4-yl)- (9CI)(177084-87-6)

Safety Data

• Hazardous Substances Data: 177084-87-6(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 119720-88-6 1-Azido-4-chlor-2-butin 
• 1423-60-5 methyl ethynyl ketone 

Relevant articles and documents

Substituted N-Phenyl-5-(2-(phenylamino)thiazol-4-yl)isoxazole-3-carboxamides Are Valuable Antitubercular Candidates that Evade Innate Efflux Machinery

Tuberculosis remains one of the deadliest infectious diseases in the world, and the increased number of multidrug-resistant and extremely drug-resistant strains is a significant reason for concern. This makes the discovery of novel antitubercular agents a cogent priority. We have previously addressed this need by reporting a series of substituted 2-aminothiazoles capable to inhibit the growth of actively replicating, nonreplicating persistent, and resistant Mycobacterium tuberculosis strains. Clues from the structure-activity relationships lining up the antitubercular activity were exploited for the rational design of improved analogues. Two compounds, namely N-phenyl-5-(2-(p-tolylamino)thiazol-4-yl)isoxazole-3-carboxamide 7a and N-(pyridin-2-yl)-5-(2-(p-tolylamino)thiazol-4-yl)isoxazole-3-carboxamide 8a, were found to show high inhibitory activity toward susceptible M. tuberculosis strains, with an MIC90 of 0.125-0.25 μg/mL (0.33-0.66 μM) and 0.06-0.125 μg/mL (0.16-0.32 μM), respectively. Moreover, they maintained good activity also toward resistant strains, and they were selective over other bacterial species and eukaryotic cells, metabolically stable, and apparently not susceptible to the action of efflux pumps.

Reactions of Unsaturated Azides, 8. - Azidobutatriene and Azidobutenynes

When 1-azido-4-chloro-2-butyne (11), obtained from 1,4-dichloro-2-butyne (10), is treated with sodium hydroxide in methanol, 4-ethynyl-1H-1,2,3-triazole (19) is the main product besides the two triazoles 9 and 21.On the way from 11 to 19 and 21 azidobutatriene (14) most probably acts as a short-lived intermediate leading to five-membered heterocyclic compounds as azidoallenes do.In contrast to 14, the azidobutenynes 23 and 27 are relatively stable.They mainly give 2H-azirines (24, 28) on thermolysis and photolysis. - Keywords: Azidobutatriene, ring closure of; Triazole, preparation via azidobutatriene; Azirines