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

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

Uses

Used in Pharmaceutical Industry:
4-PHENYL-1,2,3-THIADIAZOLE is used as a selective inhibitor for certain CYP450 enzymes, specifically CYP2B4 and CYP2E1, for the purpose of studying their role in drug metabolism and potential drug-drug interactions. This selective inhibition helps researchers understand the metabolic pathways and optimize drug formulations to minimize adverse effects and improve therapeutic outcomes.
Used in Agricultural Industry:
In the agricultural sector, 4-PHENYL-1,2,3-THIADIAZOLE and its derivatives are used as fungicides, herbicides, and plant growth regulators. They help protect crops from various diseases and pests, ensuring higher yields and better crop quality.
Used as a Chemical Intermediate:
4-PHENYL-1,2,3-THIADIAZOLE also serves as a valuable chemical intermediate in the synthesis of various organic compounds and pharmaceuticals. Its unique chemical structure allows for the development of new molecules with potential applications in different fields, such as medicine, materials science, and agrochemicals.

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

• 25445-76-5 N-ethoxycarbonyl-N'-(1-phenyl-ethylidene)-hydrazine 
• 103853-75-4 (1-phenyl-ethylidene)-carbazic acid-(2-hydroxy-ethyl ester) 
• 39243-39-5 4-phenyl-[1,2,3]thiadiazole 2-oxide 
• 64273-23-0 5-phenyl-3,6-dihydro-[1,3,4]thiadiazin-2-one 
• 2492-30-0 acetophenone semicarbazone 
• 28153-25-5 1-Phenyl-1-ethanon-acetylhydrazon 
• 14850-96-5 acetophenone N-benzoylhydrazone 
• 729-43-1 acetophenonazine 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 17539-55-8 acetophenone-(E)-semicarbazone 
• 67-56-1 methanol 
• 13442-04-1 2,7-dihydro-3,6-diphenyl-1,4,5-thiadiazepine 
• 127868-56-8 4-phenyl-1,2,3-thiadiazole-5-carbaldehyde 
• 98-86-2 acetophenone 

Downstream Products

• 40753-17-1 2-benzylidene-4-phenyl-[1,3]dithiole 
• 5873-85-8 Phenylthioessigsaeure-O-methylester 
• 18212-41-4 1-Ethoxycarbonylthio-2-phenyl-ethin 
• 18212-47-0 1-Benzoylthio-2-phenyl-ethin 
• 18212-48-1 1-p-Chlorbenzoylthio-2-phenyl-ethin 
• 14476-62-1 1-Ethylthio-2-phenyl-acetylen 
• 18212-38-9 ethyl 2-(2-phenylenylethynylthio)acetate 
• 17709-95-4 N,N-dimethyl-2-phenylethanethioamide 
• 4696-96-2 N,N-diethyl-2-phenylethanethioamide 
• 18212-45-8 Thioacetic acid S-phenylethynyl ester 
• 72807-61-5 2-Phenyl-4-pententhiosaeureanilid 
• 18212-40-3 1-Methoxycarbonylthio-2-phenyl-ethin 
• 14476-64-3 β-Methoxy-β-methylmercapto-styrol 
• 58377-03-0 N-benzyl-2-phenylethanethioamide 

Relevant articles and documents

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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.

I2/CuCl2-promoted one-pot three-component synthesis of aliphatic or aromatic substituted 1,2,3-thiadiazoles

An efficient I2/CuCl2-promoted one-pot three-component strategy for the construction of 1,2,3-thiadiazoles from aliphatic- or aromatic-substituted methyl ketones, p-toluenesulfonyl hydrazide, and potassium thiocyanate has been develo

Preparation method of thiadiazole containing aryl group and alkyl group

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A metal- and oxidant-free electrochemical method for synthesizing 1,2,3-thiadiazoles by inserting element sulfur into N-tosyl hydrazones is reported. This electrochemical transformation engages electrons as reagents to achieve redox processes, and avoid e

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Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles

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