31821-78-0

Basic information

• Product Name: 3H-1,2,4-Triazole-3-thione, 4-amino-2,4-dihydro-5-(3,4,5-trimethoxyphenyl)-
• CAS NO: 31821-78-0
• Molecular Formula: C11H14N4O3S
• Molecular Weight: 282.323
• Mol File: 31821-78-0.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: 3H-1,2,4-Triazole-3-thione, 4-amino-2,4-dihydro-5-(3,4,5-trimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-1,2,4-Triazole-3-thione, 4-amino-2,4-dihydro-5-(3,4,5-trimethoxyphenyl)-(31821-78-0)
• EPA Substance Registry System: 3H-1,2,4-Triazole-3-thione, 4-amino-2,4-dihydro-5-(3,4,5-trimethoxyphenyl)-(31821-78-0)

Safety Data

• Hazardous Substances Data: 31821-78-0(Hazardous Substances Data)

Upstream product

• 23269-92-3 5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2-thiol 
• 6178-44-5 ethyl 3,4,5-trimethoxybenzoate 
• 3291-03-0 3,4,5-trimethoxybenzohydrazide 
• 1153791-73-1 C₁₀H₁₄N₂O₄ 
• 1153263-59-2 5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2-thiol 
• 6395-18-2 methyl 2,3,4-trimethoxybenzoate 
• 573-11-5 2,3,4-Trimethoxy-benzoic acid 
• 2231-57-4 Thiocarbohydrazide 
• 118-41-2 Eudesmic acid 
• 75-15-0 carbon disulfide 
• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 67572-35-4 potassium 2-(3,4,5-trimethoxybenzoyl)hydrazinecarbodithioate 

Downstream Products

• 67572-55-8 6-phenyl-3-(3,4,5-trimethoxyphenyl)-7H-[1,2,4]triazolo[3,4- b][1,3,4]thiadiazine 
• 1384097-65-7 (E)-N-(2,4-dimethoxybenzylidene)-3-(4-fluorobenzylthio)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1384097-66-8 (E)-3-(2-chlorobenzylthio)-N-(2,4-dimethoxybenzylidene)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1384097-67-9 (E)-3-(benzylthio)-N-(2,4-dimethoxybenzylidene)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1313481-54-7 (E)-ethyl 2-(4-(2,4-dimethoxybenzylideneamino)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-3-ylthio)acetate 
• 1384097-68-0 2-(6-phenyl-3-(3,4,5-trimethoxyphenyl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)-1-p-tolylethanone 
• 1384097-69-1 ethyl 2-(6-phenyl-3-(3,4,5-trimethoxyphenyl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl) acetate 
• 1384097-70-4 2-(6-(2,4-dimethoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)-1-p-tolylethanone 
• 1384097-60-2 (E)-N-benzylidene-3-(methylthio)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1384097-61-3 (E)-N-benzylidene-3-(benzylthio)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1384097-62-4 (E)-N-benzylidene-3-(4-fluorobenzylthio)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1384097-63-5 (E)-N-benzylidene-3-(2-chlorobenzylthio)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1384097-64-6 (E)-N-(2,4-dimethoxybenzylidene)-3-(methylthio)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine 
• 1384097-59-9 (E)-4-(benzylideneamino)-3-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-5(4H)-thione 

Relevant articles and documents

Design, synthesis and biological evaluation of novel 1,2,4-triazolo [3,4-b][1,3,4] thiadiazines bearing furan and thiophene nucleus

Twenty-six novel 1,2,4-triazolo [3,4-b][1,3,4] thiadiazines containing furan and thiophene nucleus were designed, synthesized and evaluated for their antiproliferative activities. The results indicated that most of the compounds showed moderate to potent antiproliferative activities against four cancer cell lines, PC-3, HepG2, A549, and MCF-7. Particularly, compound 32 showed eleven-, three-, and two-fold improvement compared to positive control fluorouracil in inhibiting HepG2, PC-3, and A549 cell proliferation with IC50 values of 5.09, 3.70 and 12.74 μM, respectively. Further flow-activated cell sorting analysis revealed that the most promising compound 32 displayed a significant effect on G2/M cell-cycle arrest in a dose-dependent manner in PC-3 cells. These encouraging results should provide important information for the development of new anticancer agents.

HCK INHIBITORS FOR THE TREATMENT OF FIBROSIS AND CANCER

Compounds which are thiazole and triazole derivatives are disclosed, including compounds of the following genus: Formula I. The compounds are inhibitors of hematopoietic cell kinase (HCK) and exhibit anti-fibrotic and anti-proliferative effects. They are useful in the treatment of a variety of disorders, including a fibrosis or a fibrotic disease, such as renal fibrosis.

Design, synthesis and biological evaluation of flexible and rigid analogs of 4H-1,2,4-triazoles bearing 3,4,5-trimethoxyphenyl moiety as new antiproliferative agents

Several flexible and rigid analogs of 4H-1,2,4-triazoles (compounds 8a-g and 9a-g) bearing trimethoxyphenyl pharmacophoric unit, were designed and synthesized as potential anticancer agents. The in vitro cytotoxic assay indicated that both flexible and rigid analogs (8 and 9, respectively) can potentially inhibit the growth of cancerous cells (A549, MCF7, and SKOV3), with IC50 values less than 5.0 μM. Furthermore, compounds 10a-l as regional isomers of compounds 9 exhibited remarkable cytotoxic activity with IC50 values ranging from 0.30 to 5.0 μM. The rigid analogs 9a, 10h and 10k were significantly more potent than etoposide against MCF7, SKOV3 and A549 cells, respectively. These compounds showed high selectivity towards cancer cells over normal cells, as they had no significant cytotoxicity against L929 cells. In addition, the representative compounds 9a and 10h could inhibit the tubulin polymerization at micro-molar levels. By determining changes in the colchicine-tubulin fluorescence, it was suggested that compound 10h could bind to the tubulin at the colchicine pocket. The molecular docking study further confirmed the inhibitory activity of promising compounds 9a, 10h and 10k on tubulin polymerization through binding to the colchicine-binding site.