175204-11-2

Basic information

• Product Name: 2-FLUORO-6-(4-METHYLPHENYLTHIO)BENZONITRILE
• Synonyms: 2-CYANO-3-FLUORO-4'-METHYLDIPHENYL THIOETHER;2-FLUORO-6-(4-METHYLPHENYLTHIO)BENZONITRILE;2-Fluoro-6-(4-methylphenylthio)benzonitrile 97%;2-Fluoro-6-(4-methylphenylthio)benzonitrile97%;2-Cyano-3-fluoro-4'-methyldiphenyl thioether, 2-Fluoro-6-[(4-methylphenyl)thio]benzonitrile;2-Fluoro-6-[(4-methylphenyl)sulphanyl]benzonitrile 97%;2-Fluoro-6-[(4-methylphenyl)sulphanyl]benzonitrile97%;2-fluoro-6-(p-tolylthio)benzonitrile
• CAS NO: 175204-11-2
• Molecular Formula: C₁₄H₁₀FNS
• Molecular Weight: 243.3
• Mol File: 175204-11-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 92-94°C
• Boiling Point: 363.4 °C at 760 mmHg
• Flash Point: 173.6 °C
• Appearance: /
• Density: 1.24 g/cm³
• Vapor Pressure: 1.8E-05mmHg at 25°C
• Refractive Index: 1.623
• Sensitive: Stench
• CAS DataBase Reference: 2-FLUORO-6-(4-METHYLPHENYLTHIO)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUORO-6-(4-METHYLPHENYLTHIO)BENZONITRILE(175204-11-2)
• EPA Substance Registry System: 2-FLUORO-6-(4-METHYLPHENYLTHIO)BENZONITRILE(175204-11-2)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 175204-11-2(Hazardous Substances Data)

Usage

Uses

2-Fluoro-6-[(4-methylphenyl)sulphanyl]benzonitrile 97% can be used as protein kinase inhibitors.

InChI:InChI=1/C14H10FNS/c1-10-5-7-11(8-6-10)17-14-4-2-3-13(15)12(14)9-16/h2-8H,1H3

Upstream product

• 1897-52-5 2,6 difluorobenzonitrile 
• 106-45-6 para-thiocresol 

Downstream Products

• 348169-15-3 2-fluoro-6-(toluene-4-sulfonyl)-benzonitrile 
• 348169-00-6 2-fluoro-6-(toluene-4-sulfinyl)-benzonitrile 
• 168910-27-8 2-amino-6-(4-tolylthio)benzonitrile 

Relevant articles and documents

Pyrazolopyrimidines as therapeutic agents

The present invention is directed to pyrazolopyrimidine derivatives of formula (I) wherein the substituents are defined herein, which are useful as kinase inhibitors and as such are useful for affecting angiogenesis and diseases and conditions associated with angiogenesis.

2-Amino-6-arylsulfonylbenzonitriles as non-nucleoside reverse transcriptase inhibitors of HIV-1

A series of 2-amino-5-arylthiobenzonitriles (1) was found to be active against HIV-1. Structural modifications led to the sulfoxides (2) and sulfones (3). The sulfoxides generally showed antiviral activity against HIV-1 similar to that of 1. The sulfones, however, were the most potent series of analogues, a number having activity against HIV-1 in the nanomolar range. Structural-activity relationship (SAR) studies suggested that a meta substituent, particularly a meta methyl substituent, invariably increased antiviral activities. However, optimal antiviral activities were manifested by compounds where both meta groups in the arylsulfonyl moiety were substituted and one of the substituents was a methyl group. Such a disubstitution led to compounds 3v, 3w, 3x, and 3y having IC50 values against HIV-1 in the low nanomolar range. When gauged for their broad-spectrum antiviral activity against key non-nucleoside reverse transcriptase inhibitor (NNRTI) related mutants, all the di-meta-substituted sulfones 3u-z and the 2-naphthyl analogue 3ee generally showed single-digit nanomolar activity against the V106A and P236L strains and submicromolar to low nanomolar activity against strains E138K, V108I, and Y188C. However, they showed a lack of activity against the K103N and Y181C mutant viruses. The elucidation of the X-ray crystal structure of the complex of 3v (739W94) in HIV-1 reverse transcriptase showed an overlap in the binding domain when compared with the complex of nevirapine in HIV-1 reverse transcriptase. The X-ray structure allowed for the rationalization of SAR data and potencies of the compounds against the mutants.