22478-90-6

Basic information

• Product Name: 5-BENZYL-4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: 5-BENZYL-4-PHENYL-4H-1,2,4-TRIAZOL-3-YLHYDROSULFIDE;5-BENZYL-4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL;BUTTPARK 62\07-92;RARECHEM BG FB 0079;4-phenyl-5-(phenylmethyl)-2H-1,2,4-triazole-3-thione;5-(benzyl)-4-phenyl-2H-1,2,4-triazole-3-thione
• CAS NO: 22478-90-6
• Molecular Formula: C₁₅H₁₃N₃S
• Molecular Weight: 267.35
• Mol File: 22478-90-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 393.6°Cat760mmHg
• Flash Point: 191.9°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 2.1E-06mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 5-BENZYL-4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BENZYL-4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(22478-90-6)
• EPA Substance Registry System: 5-BENZYL-4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(22478-90-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 22478-90-6(Hazardous Substances Data)

Usage

General Description

5-BENZYL-4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL is a chemical compound that belongs to the triazole family. It contains benzyl and phenyl groups attached to the triazole ring. The presence of a thiol group in the structure makes it a thiocarboxamide compound. This chemical has potential applications in various fields such as pharmaceuticals, agrochemicals, and materials science due to its diverse biological and chemical properties. It is used as a building block in the synthesis of new compounds with potential medicinal and industrial uses. Additionally, its structural features make it a promising candidate for further research and development in the field of organic chemistry.

InChI:InChI=1/C15H13N3S/c19-15-17-16-14(11-12-7-3-1-4-8-12)18(15)13-9-5-2-6-10-13/h1-10H,11H2,(H,17,19)

Upstream product

• 101-97-3 Ethyl 2-phenylethanoate 
• 5351-69-9 4-Phenyl-3-thiosemicarbazide 
• 622-24-2 2-phenylethyl chloride 
• 103-72-0 phenyl isothiocyanate 
• 18233-63-1 N⁴-phenyl-phenylacetic acid thio-semicarbazide 
• 103-82-2 phenylacetic acid 
• 937-39-3 2-phenylacetylhydrazine 
• 5442-34-2 ethyl 2-phenylacetimidate hydrochloride 
• 96133-98-1 C₁₁H₁₅N₃OS 
• 62-53-3 aniline 

Downstream Products

• 1390029-12-5 C₁₈H₁₉N₃S 
• 56929-60-3 3-(5-benzyl-3-thioxo-4-phenyl-2H-1,2,4-triazol-2-yl)propanoic acid 
• 56929-51-2 3-(5-benzyl-3-thioxo-4-phenyl-2H-1,2,4-triazol-2-yl)propanenitrile 
• 401830-30-6 (5-benzyl-4-phenyl-4H-[1,2,4]triazol-3-thio)-acetic acid ethyl ester 
• 56807-70-6 5-benzyl-2-morpholin-4-ylmethyl-4-phenyl-2,4-dihydro-[1,2,4]triazole-3-thione 

Relevant articles and documents

Synthesis of New Substituted 1,2,4-Triazoles and 1,3,4-Thiadiazoles and Their Effects on DNA Methylation Level

Continuing the search for biologically active compounds among functionally substituted azoles, new 1,2,4-triazole-3-thiols and 1,3,4-thiadiazoles derivatives bearing pharmacologically active carboxamide, hydroxyl or carboxyalkyl moieties, as well as N-acy

Alkylsulfanyl-1,2,4-triazoles, a New Class of allosteric valosine containing protein inhibitors. Synthesis and structure-activity relationships

Valosine containing protein (VCP), also known as p97, is a member of AAA ATPase family that is involved in several biological processes and plays a central role in the ubiquitin-mediated degradation of misfolded proteins. VCP is an ubiquitously expressed, highly abundant protein and has been found overexpressed in many tumor types, sometimes associated with poor prognosis. In this respect, VCP has recently received a great deal of attention as a potential new target for cancer therapy. In this paper, the discovery and structure-activity relationships of alkylsulfanyl-1,2,4-triazoles, a new class of potent, allosteric VCP inhibitors, are described. Medicinal chemistry manipulation of compound 1, identified via HTS, led to the discovery of potent and selective inhibitors with submicromolar activity in cells and clear mechanism of action at consistent doses. This represents a first step toward a new class of potential anticancer agents.

Experimental and theoretical study on 3-benzyl-4-phenyl-1,2,4-triazole-5- thione

The 3-benzyl-4-phenyl-1,2,4-triazole-5-thione was synthesized and examined by elementary analysis, IR and electronic spectra. Density functional theory calculations of the structure, natural bond orbitais and thermodynamic functions of the title compound were performed at B3LYP/6-311G** level of theory. Vibrational frequencies were predicted, assigned and compared with the experimental data, and they are supported by the experimental data. Electronic absorption spectra were calculated by the time-dependent density functional theory (TD-DFT), which indicates that the two absorption bands are mainly derived from the contribution of bands π→π*. The calculation of the second order optical nonlinearity was carried out, giving value of molecular hyperpolarizabiliry equal to 4.025-10-30 esu. These calculated results were also compared with results obtained for a similar molecule, 4-phenyl-3-[(1,2,4-triazol-l-yl)methyl]-triazole-5-thione, reported earlier by this group.