97272-02-1

Basic information

• Product Name: 5-PHENYL-2-THIOPHENESULFONYL CHLORIDE
• Synonyms: 5-PHENYLTHIOPHENE-2-SULPHONYL CHLORIDE;5-PHENYL-2-THIOPHENESULFONYL CHLORIDE;5-Phenylthiophene-2-sulphonyl chloride 95%;2-(Chlorosulphonyl)-5-phenylthiophene;5-Phenylthiophene-2-sulfonyl chloride;5-Phenylthiophene-2-sulphonylchloride95%
• CAS NO: 97272-02-1
• Molecular Formula: C₁₀H₇ClO₂S₂
• Molecular Weight: 258.74
• Mol File: 97272-02-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 85-87
• Boiling Point: 397.4 °C at 760 mmHg
• Flash Point: 194.1 °C
• Appearance: /
• Density: 1.43 g/cm³
• Vapor Pressure: 3.65E-06mmHg at 25°C
• Refractive Index: 1.616
• CAS DataBase Reference: 5-PHENYL-2-THIOPHENESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYL-2-THIOPHENESULFONYL CHLORIDE(97272-02-1)
• EPA Substance Registry System: 5-PHENYL-2-THIOPHENESULFONYL CHLORIDE(97272-02-1)

Safety Data

• Hazard Codes: C,Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 97272-02-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H7ClO2S2/c11-15(12,13)10-7-6-9(14-10)8-4-2-1-3-5-8/h1-7H

Upstream product

• 825-55-8 2-phenylthiophene 
• 184041-12-1 N-(pyrrole)-5-(phenyl)thiophene-2-sulfonamide 
• 2404-87-7 3-phenylthiophene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1268480-99-4 N,N'-benzene-1,2-diylbis(5-phenylthiophene-2-sulfonamide) 

Relevant articles and documents

Hydroxypyridinethione Inhibitors of Human Insulin-Degrading Enzyme

Insulin-degrading enzyme (IDE) is a human mononuclear Zn2+-dependent metalloenzyme that is widely regarded as the primary peptidase responsible for insulin degradation. Despite its name, IDE is also critically involved in the hydrolysis of several other disparate peptide hormones, including glucagon, amylin, and the amyloid β-protein. As such, the study of IDE inhibition is highly relevant to deciphering the role of IDE in conditions such as type-2 diabetes mellitus and Alzheimer disease. There have been few reported IDE inhibitors, and of these, inhibitors that directly target the active-site Zn2+ ion have yet to be fully explored. In an effort to discover new, zinc-targeting inhibitors of IDE, a library of ～350 metal-binding pharmacophores was screened against IDE, resulting in the identification of 1-hydroxypyridine-2-thione (1,2-HOPTO) as an effective Zn2+-binding scaffold. Screening a focused library of HOPTO compounds identified 3-sulfonamide derivatives of 1,2-HOPTO as inhibitors of IDE (Ki values of ～50 μM). Further structure-activity relationship studies yielded several thiophene-sulfonamide HOPTO derivatives with good, broad-spectrum activity against IDE that have the potential to be useful pharmacological tools for future studies of IDE.

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