5373-72-8

Basic information

• Product Name: 4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: 4-Phenyl-2H-1,2,4-triazole-3(4H)-thione;4H-1,2,4-triazole-3-thiol, 4-phenyl-;3H-1,2,4-Triazole-3-thione, 2,4-dihydro-4-phenyl-;4-Phenyl-2,4-dihydro-[1,2,4]triazole-3-thione;4-Phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione;4-phenyl-2H-1,2,4-triazole-3-thione
• CAS NO: 5373-72-8
• Molecular Formula: C₈H₇N₃S
• Molecular Weight: 177.23
• Mol File: 5373-72-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 168-170 °C(Solv: water (7732-18-5))
• Boiling Point: 260.4°C at 760 mmHg
• Flash Point: 111.3°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 0.0122mmHg at 25°C
• Refractive Index: 1.704
• PKA: 8.09±0.20(Predicted)
• CAS DataBase Reference: 4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(5373-72-8)
• EPA Substance Registry System: 4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(5373-72-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5373-72-8(Hazardous Substances Data)

Usage

General Description

4-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL, also known as PTZT, is a chemical compound that belongs to the triazole family. It is widely used in organic synthesis and medicinal chemistry due to its versatile reactivity and pharmacological potential. PTZT has shown promising antimicrobial, antioxidant, and anticancer properties in various studies. Additionally, its structure and properties make it a valuable building block for the synthesis of new compounds with potential biological activities. PTZT is also used as a ligand for the synthesis of coordination complexes and metal-organic frameworks, making it a versatile and important chemical compound in various fields of research and application.

InChI:InChI=1/C8H7N3S/c12-8-10-9-6-11(8)7-4-2-1-3-5-7/h1-6H,(H,10,12)

Upstream product

• 5351-69-9 4-Phenyl-3-thiosemicarbazide 
• 109-94-4 formic acid ethyl ester 
• 103-72-0 phenyl isothiocyanate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 624-84-0 formic acid hydrazide 

Downstream Products

• 3682-28-8 [(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetic acid 
• 76457-73-3 3-(methylthio)-4-phenyl-4H-1,2,4-triazole 
• 16227-12-6 1-phenyl-1,3,4-triazole 
• 2416-79-7 1-hydroxymethyl-4-phenyl-Δ²-1,2,4-triazoline-5-thione 
• 1018166-66-9 1-[(2,4-dioxothiazolidin-5-yl)acetyl]-4-phenyl-5-thioxo-4,5-dihydro-1,2,4-triazole 
• 18333-83-0 2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-hydroxyphenyl)methylidene]acetohydrazide 
• 18333-84-1 2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methoxyphenyl)methylidene]acetohydrazide 
• 84210-48-0 ethyl [(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate 
• 6264-24-0 1-{[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetyl}-4-phenylthiosemicarbazide 
• 59909-04-5 [(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide 
• 1306760-99-5 4-carboxymethyl-5-{[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-4H-1,2,4-triazole-3(2H)-thione 
• 1289425-26-8 4-(4-bromophenyl)-5-{[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-4H-1,2,4-triazole-3(2H)-thione 
• 1289425-24-6 4-cyclohexyl-5-{[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-4H-1,2,4-triazole-3(2H)-thione 
• 1289425-22-4 4-benzyl-5-{[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-4H-1,2,4-triazole-3(2H)-thione 

Relevant articles and documents

Mononuclear Ni(II) and dinuclear Cd(II) complexes of 4-phenyl-2H-1,2,4- triazole-3-thione and Mn(II) catalyzed disulphide bond formation in 3,3′-dithiobis (4-phenyl-1,2,4-triazole): Syntheses, structural characterization, thermal analysis and DFT calculat

New complexes [Ni(phtt)2(en)2] (2) and [Cd 2(μ-phtt)2(phtt)2(bpy)2] (3) have been synthesized by the reactions of M(NO3)2· xH2O and 4-phenyl-2H-1,2,4-triazo

Synthesis and antimicrobial and pharmacological properties of new thiosemicarbazide and 1,2,4-triazole derivatives

Reaction of 4-phenyl-4H-1,2,4-triazole-3-thione with ethyl bromoacetate has led to the formation of ethyl [(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate 1, the structure of which was confirmed by X-ray analysis. In the next reaction with 80% hydrazide hydrate, appropriate hydrazide 2 was obtained, which in reaction with isothiocyanates was converted to new acyl derivatives of thiosemicarbazides 3a-3h. The cyclization of these compounds in alkaline media has led to formation of new derivatives of 5-{[(4-phenyl-4H-1,2,4-triazole-3-yl) sulfanyl]methyl}-4H-1,2,4-triazole-3(2H)-thiones 4a-4g, 4j. The structure of the compounds was confirmed by elementary analysis and IR, 1H-NMR, 13C-NMR, and MS spectra. Compounds 3a-3h and 4a-4g were screened for their antimicrobial activities, and the influence of the compounds 4a, 4b, and 4e-4g on the central nervous system of mice in behavioral tests was examined.

The reactions of cyclization of thiosemicarbazide derivatives to 1,2,4-triazole or 1,3,4-thiadiazole system

In the reaction of hydrazide of formic, nicotinic and benzoic acid with isothiocyanates were obtained the respective thiosemicarbazide derivatives [I-XII]. Further cyclization with 2% NaOH solution led to formation of derivatives Δ2-1,2,4-triaz