14803-86-2

Basic information

• Product Name: 5-(3,4,5-trimethoxyphenyl)-1,2-dihydro-3H-1,2,4-triazole-3-thione
• Synonyms: 3H-1,2,4-triazole-3-thione, 2,4-dihydro-5-(3,4,5-trimethoxyphenyl)-
• CAS NO: 14803-86-2
• Molecular Formula: C₁₁H₁₃N₃O₃S
• Molecular Weight: 267.3042
• Mol File: 14803-86-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 375.4°C at 760 mmHg
• Flash Point: 180.9°C
• Density: 1.38g/cm³
• Vapor Pressure: 7.77E-06mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: 5-(3,4,5-trimethoxyphenyl)-1,2-dihydro-3H-1,2,4-triazole-3-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3,4,5-trimethoxyphenyl)-1,2-dihydro-3H-1,2,4-triazole-3-thione(14803-86-2)
• EPA Substance Registry System: 5-(3,4,5-trimethoxyphenyl)-1,2-dihydro-3H-1,2,4-triazole-3-thione(14803-86-2)

Safety Data

• Hazardous Substances Data: 14803-86-2(Hazardous Substances Data)

Upstream product

• 7658-75-5 1-(3,4,5-trimethoxybenzoyl)thiosemicarbazide 
• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 118-41-2 Eudesmic acid 
• 333-20-0 potassium thioacyanate 
• 3291-03-0 3,4,5-trimethoxybenzohydrazide 
• 31821-78-0 3-(3,4,5-trimetossifenil)-4-ammino-5-mercapto-4H-1,2,4-triazolo 
• 23269-92-3 5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2-thiol 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 140406-02-6 1-(4-Nitro-phenyl)-2-[5-(3,4,5-trimethoxy-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-ethanone 
• 140405-75-0 6-(4-Nitro-phenyl)-2-(3,4,5-trimethoxy-phenyl)-thiazolo[3,2-b][1,2,4]triazole 
• 77803-67-9 6-(3,4,5-trimetossifenil)tiazolo<3,2-b>-s-triazol-3(2H)-one 
• 140405-93-2 6-Methyl-2-(3,4,5-trimethoxy-phenyl)-thiazolo[3,2-b][1,2,4]triazole-5-carboxylic acid ethyl ester 
• 77803-73-7 ethyl 2-((5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-3-yl)thio)acetate 
• 140405-74-9 6-Biphenyl-4-yl-2-(3,4,5-trimethoxy-phenyl)-thiazolo[3,2-b][1,2,4]triazole 
• 140423-99-0 5-(4-Nitro-phenyl)-3-(3,4,5-trimethoxy-phenyl)-thiazolo[2,3-c][1,2,4]triazole 
• 140423-98-9 5-Biphenyl-4-yl-3-(3,4,5-trimethoxy-phenyl)-thiazolo[2,3-c][1,2,4]triazole 

Relevant articles and documents

Synthesis and antifungal activity of novel 1,2,4-triazole derivatives containing an amide moiety

A series of novel 1,2,4-triazol derivatives containing an amide moiety were synthesized and their antifungal activities were evaluated. The results indicated that some of the target compounds possessed good antifungal activities. Among them, compounds 6a, 6g, 6k, and 6m showed excellent antifungal activities against Botrytis cinerea, with an inhibition rate of 91.8%, 90.1%, 93.6%, and 91.2% at a concentration of 50 μg/mL, which were superior to that of Pyrimethanil (82.8%). Meanwhile, compound 6b showed better antifungal activity against Phompsis sp, with an inhibition rate of 92.4%, in comparison with that of Pyrimethanil (85.1%).

Design and synthesis of 2,6-di(substituted phenyl)thiazolo[3,2-b]-1,2,4-triazoles as α-glucosidase and α-amylase inhibitors, co-relative Pharmacokinetics and 3D QSAR and risk analysis

Ten fused heterocyclic derivatives bearing the 2,6-di(subsituted phenyl)thiazolo[3,2-b]-1,2,4-triazoles as central rings were synthesized and structures of the compounds were established by analytical and spectral data using FTIR, EI-MS, 1H NMR and 13C NMR techniques. In vitro inhibitory activities of synthesized compounds on α-amylase, α-glucosidase and α-burylcholinesterase (α-BuChE) were evaluated using a purified enzyme assays. Compound 5c demonstrated strong and selective α-amylase inhibitory activity (IC50?=?1.1?μmol/g). 5?g exhibited excellent inhibition against α-glucosidase (IC50?=?1.2?μmol/g) when compared with acarbose (IC50?=?4.7?μmol/g) as a positive reference. Compound 5i was found to be most potent derivative against α-BuChE with the IC50 of 1.5?μmol/g which was comparable to the value obtained for (4.7?μmol/g) positive control (i.e. galantamine hydrobromide). Molecular dockings of synthesized compounds into the binding sites of human pancreatic α-amylase, intestinal maltase-glucoamylase and neuronal α-butrylcholinesterase allowed to shed light on the affinity and binding mode of these novel inhibitors. Preliminary structure–activity relationship (SAR) studies were carried out to understand the relationship between molecular structural features and inhibition activities of synthesized derivatives. These data suggested that compounds 5c, 5?g and 5i are promising candidates for hitto- lead follow-up in the drug-discovery process for the treatment of Alzheimer's disease and hyperinsulinamia.

Reactivity of 3-aryl-4-amino-5-mercapto-4H-1,2,4-triazoles: Synthesis and biological evaluation of 3,6-diaryl derivatives of 7H-1,2,4-thiazole [3,4-b][1,3,4]thiadiazine, of 3-aryl-4-amino-5-carboxymethylthio-4H-1,2,4-triazoles

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