25445-77-6

Basic information

• Product Name: 4-PHENYL-1,2,3-THIADIAZOLE
• Synonyms: 4-PHENYL-1,2,3-THIADIAZOLE;BUTTPARK 91\16-70;4-Phenyl-1,2,3-thiadiazole ,98%;4-phenylthiadiazole
• CAS NO: 25445-77-6
• Molecular Formula: C₈H₆N₂S
• Molecular Weight: 162.21
• EINECS: -0
• Mol File: 25445-77-6.mol
• Article Data: 25

Chemical Properties

• Melting Point: 78°C
• Boiling Point: 100°C 1,5mm
• Flash Point: 100°C/1.5mm
• Appearance: /
• Density: 1.241 g/cm³
• Vapor Pressure: 0.00385mmHg at 25°C
• Refractive Index: 1.611
• PKA: -4.23±0.22(Predicted)
• BRN: 119480
• CAS DataBase Reference: 4-PHENYL-1,2,3-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYL-1,2,3-THIADIAZOLE(25445-77-6)
• EPA Substance Registry System: 4-PHENYL-1,2,3-THIADIAZOLE(25445-77-6)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 25445-77-6(Hazardous Substances Data)

Usage

Description

Cytochrome P450 (CYP450) enzymes are a superfamily of oxidative catalysts important in the biosynthesis and metabolism of a wide range of endogenous molecules as well as the metabolism of xenobiotics. For example, CYP2B4 metabolizes substituted amines, CYP2E1 metabolizes various alcohols and halogenated alkenes, and CYP1A2 catalyzes the oxygenation of aromatic compounds and polycyclic hydrocarbons. 4-phenyl-1,2,3-Thiadiazole is, at 100 μM, a selective inhibitor of certain CYP450 enzymes (CYP2B4, CYP2E1), but not others (CYP1A2), with inactivation occurring in a mechanism-based manner. 1,2,3-Thiadiazole compounds and their derivatives, including 4-phenyl-1,2,3-thiadiazole, are also commonly used as fungicides, herbicides, and plant growth regulators.

Chemical Properties

Off-white to light brown solid

Synthesis Reference(s)

Journal of Medicinal Chemistry, 28, p. 442, 1985 DOI: 10.1021/jm00382a009

InChI:InChI=1/C8H6N2S/c1-2-4-7(5-3-1)8-6-11-10-9-8/h1-6H

Upstream product

• 64273-28-5 5-methyl-4-phenyl-1,2,3-thiadiazole 
• 1277181-62-0 2-[(Z)-2-(2-[(Z)-2-(aminocarbonyl)hydrazono]-2-phenylethyldisulfanyl)-1-phenylethylidene]-1-hydrazinecarboxamide 
• 532-27-4 1-chloroacetophenone 
• 71094-28-5 N′-(2-chloro-1-phenylethylidene)-4-methylbenzenesulfonohydrazide 
• 17336-69-5 ω-p-Toluolsulfonyl-acetophenon-p-toluolsulfonylhydrazon 
• 70-11-1 α-bromoacetophenone 
• 4636-16-2 iodoacetophenone 
• 5399-30-4 2-oxo-2-phenylethylthiocyanate 
• 57598-59-1 N-Ts a-bromo-hydrazone 
• 1402671-80-0 C₁₇H₂₅N₄O₂S⁽¹⁺⁾*CF₃O₃S^(1-) 
• 98-86-2 acetophenone 
• 130747-26-1 5-azidomethyl-4-phenyl-1,2,3-thiadiazole 
• 130747-24-9 5-bromomethyl-4-phenyl-1,2,3-thiadiazole 
• 127868-56-8 4-phenyl-1,2,3-thiadiazole-5-carbaldehyde 

Downstream Products

• 40753-18-2 (E)-4-Phenyl-2-(phenylmethylene)-1,3-dithiole 
• 40753-17-1 2-benzylidene-4-phenyl-[1,3]dithiole 
• 5873-85-8 Phenylthioessigsaeure-O-methylester 
• 2314-61-6 4-phenyl-1,3-dithiole-2-thione 
• 104705-53-5 4-Phenyl-5-trimethylsilyl-1,2,3-thiadiazole 
• 150398-91-7 (E)-thiokohlensaeure-O-ethyl-S-styryl-diester 
• 132606-75-8 1-phenyl-2-(2-phenylethynylthio)ethanone 
• 147878-13-5 5-benzylidene-4-phenyl-2-acetyl-Δ²-1,2,4-thiadiazoline 
• 132606-76-9 1-Phenylethynylsulfanyl-propan-2-one 
• 61206-93-7 phenylethynethiolate potassium 
• 20568-13-2 lithium 2-phenylethynethiolate 
• 36814-62-7 phenylethynylthioacetic acid methyl ester 

Relevant articles and documents

Diiiodine/Potassium Persulfate Mediated Synthesis of 1,2,3-Thiadiazoles from N -Tosylhydrazones and a Thiocyanate Salt as a Sulfur Source under Transition-Metal-Free Conditions

A highly efficient method for the synthesis of 1,2,3-thiadiazoles has been developed by utilizing readily available tosylhydrazones and ammonium thiocyanate with ecofriendly EtOH as the solvent at room temperature. The reaction shows a wide scope of subst

Selective transformations of 2-(p-toluenesulfonyl)-N-tosylhydrazones to substituted 1,2,3-thiadiazoles

Selective transformations of 2-(p-toluenesulfonyl)-N-tosylhydrazones with different sulfur sources have been established. A series of 4-aryl-1,2,3-thiadiazoles and novel 4-aryl-5-tosyl-1,2,3-thiadiazoles were selectively constructed by the adjustment of reaction conditions. These protocols feature short reaction time, good compatibility of functional group, easily available materials, and good selectivity.

Preparation method of thiadiazole containing aryl group and alkyl group

The invention discloses a preparation method of thiadiazole containing an aryl group and an alkyl group. Methyl ketone, p-toluenesulfonhydrazide and potassium thiocyanate which are used as a substrateundergo a three-component one-pot reaction in DMSO used