70452-47-0

Basic information

• Product Name: 4-Phenyl-5-(3,4,5-trimethoxy-phenyl)-4H-[1,2,4]triazole-3-thiol
• Synonyms: 4-Phenyl-5-(3,4,5-trimethoxy-phenyl)-4H-[1,2,4]triazole-3-thiol
• CAS NO: 70452-47-0
• Molecular Formula: C₁₇H₁₇N₃O₃S
• Molecular Weight: 343.4
• Mol File: 70452-47-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Phenyl-5-(3,4,5-trimethoxy-phenyl)-4H-[1,2,4]triazole-3-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenyl-5-(3,4,5-trimethoxy-phenyl)-4H-[1,2,4]triazole-3-thiol(70452-47-0)
• EPA Substance Registry System: 4-Phenyl-5-(3,4,5-trimethoxy-phenyl)-4H-[1,2,4]triazole-3-thiol(70452-47-0)

Safety Data

• Hazardous Substances Data: 70452-47-0(Hazardous Substances Data)

Upstream product

• 70452-38-9 4-phenyl-1-(3,4,5-trimethoxy-benzoyl)-thiosemicarbazide 
• 103-72-0 phenyl isothiocyanate 
• 3291-03-0 3,4,5-trimethoxybenzohydrazide 
• 6178-44-5 ethyl 3,4,5-trimethoxybenzoate 
• 118-41-2 Eudesmic acid 

Downstream Products

• 70452-56-1 [4-phenyl-5-(3,4,5-trimethoxy-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-acetic acid ethyl ester 
• 150535-94-7 methyl 2-<<4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-3-yl>thio>propionate 
• 18204-69-8 5-(3,4,5-trimetossifenil)-4-fenil-3-carbossimetiltio-4H-1,2,4-triazolo 
• 91759-76-1 [4-Phenyl-5-(3,4,5-trihydroxy-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-acetic acid 
• 1222074-20-5 3-(2-fluorobenzylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 1222074-21-6 3-(3-methoxybenzylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 1222074-18-1 3-(4-bromobenzylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 1222074-16-9 3-(4-fluorobenzylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 1222074-17-0 3-(4-methoxybenzylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 1222074-19-2 3-(4-methylbenzylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 945255-75-4 3-(allylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 482637-47-8 3-(benzylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole 
• 338426-56-5 N-(4-acetylphenyl)-2-[4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]acetamide 

Relevant articles and documents

New 1,2,4-triazole-Chalcone hybrids induce Caspase-3 dependent apoptosis in A549 human lung adenocarcinoma cells

A series of novel 1, 2, 4-triazole/chalcone hybrids was prepared and identified with different spectroscopic techniques. The prepared compounds showed remarkable cytotoxic activity against different cancer cell lines. Compounds 24, 25, 27, 41 and 47 had shown the highest cytotoxicity among the tested compounds against human lung adenocarcinoma A549 cells with IC50 ranging from 4.4 to 16.04 μM compared to cisplatin with IC50 of 15.3 μM. Flow cytometric analysis of the tested compounds showed an increase in the number of apoptotic cells in a dose-dependent manner. The further mechanistic study demonstrated that 1, 2, 4-triazole-chalcone hybrids induced apoptosis via increased level of proapoptotic protein Bax, release of cytochrome c from mitochondria and activation of caspase-3/8/9 proteins. However, general caspase inhibition by the pan-caspase inhibitor, z-VAD-fmk, significantly decreased the apoptosis induced by the tested hybrids, suggesting dependency of apoptosis on activation of the caspase-3 pathway.

Synthesis and crystal structure of novel sulfone derivatives containing 1,2,4-triazole moieties

Some 3-(Substituted methylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2, 4-triazole derivatives were synthesized in six steps starting from easily accessible gallic acid. The resulting sulfides were then catalytically oxidized to the title sulfones with H2O2. The products were obtained in high yield under mild conditions and practically devoid of any by-products. The structures were confirmed by elemental analysis, IR, 1H- and 13C-NMR spectral data. Furthermore, a detailed X-ray crystallography structural analysis of model triazole 7g was carried out.

Synthesis of 5-Aryl-2H-tetrazoles, 5-Aryl-2H-tetrazole-2-acetic Acids, and acetic Acids as Possible Superoxide Scavengers and Antiinflammatory Agents

A series of 5-aryl-2H-tetrazoles, 5-aryl-2H-tetrazole-2-acetic acids, and acetic acids were synthesized and tested in vitro for superoxide scavenging activity, in vivo in the carrageenan-induced rat paw edema assay, and in the reverse passive Arthus reaction.The hydroxy-substituted compounds were effective as in vitro scavengers of superoxide but were not effective as in vivo antiinflammatory agents.