21434-15-1

Basic information

• Product Name: 5-bromo-1-phenyl-1H-1,2,4-triazole
• Synonyms: 5-bromo-1-phenyl-1H-1,2,4-triazole
• CAS NO: 21434-15-1
• Molecular Weight: 224.06
• Mol File: 21434-15-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-bromo-1-phenyl-1H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-1-phenyl-1H-1,2,4-triazole(21434-15-1)
• EPA Substance Registry System: 5-bromo-1-phenyl-1H-1,2,4-triazole(21434-15-1)

Safety Data

• Hazardous Substances Data: 21434-15-1(Hazardous Substances Data)

Upstream product

• 64781-78-8 3-diazo-3H-[1,2,4]triazole 
• 108-86-1 bromobenzene 
• 13423-60-4 1-phenyl-1H-1,2,4-triazole 

Downstream Products

• 127921-28-2 5-((E)-3,3-Diethoxy-propenyl)-1-phenyl-1H-[1,2,4]triazole 
• 127921-78-2 (E)-3-(2-Phenyl-2H-[1,2,4]triazol-3-yl)-propenal 
• 1226897-91-1 1-phenyl-5-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole 

Relevant articles and documents

Synthesis and antitumor activity of 1,5-disubstituted 1,2,4-triazoles as cis-restricted combretastatin analogues

A series of 1-aryl-5-(3′,4′,5′-trimethoxyphenyl) derivatives and their related 1-(3′,4′,5′-trimethoxyphenyl)-5- aryl-1,2,4-triazoles, designed as cis-restricted combretastatin analogues, were synthesized and evaluated for antiproliferative activity, inhibitory effects on tubulin polymerization, cell cycle effects, and apoptosis induction. Their activity was greater than, or comparable with, that of the reference compound CA-4. Flow cytometry studies showed that HeLa and Jurkat cells treated with the most active compounds 4l and 4o were arrested in the G2/M phase of the cell cycle in a concentration dependent manner. This effect was accompanied by apoptosis of the cells, mitochondrial depolarization, generation of reactive oxygen species, activation of caspase-3, and PARP cleavage. Compound 4l was also shown to have potential antivascular activity, since it induced endothelial cell shape change in vitro and disrupted the sprouting of endothelial cells in the chick aortic ring assay.

SUBSTITUENT AND COORDINATION EFFECTS IN SINGLET REACTIONS OF 3-DIAZO-3H-1,2,4-TRIAZOLES WITH SUBSTITUTED BENZENES AND NITRO COMPOUNDS

3-Diazo-3H-1,2,4-triazoles convert to singlet 3H-1,2,4-triazol-3-ylidenes which (1) effect directed electrophilic substitutions of benzenes and (2) coordinate with benzenoid substituents and nitro compounds to give decomposition or rearrangement products.