205984-77-6

Basic information

• Product Name: 3-CHLORO-3-(4-FLUOROPHENYL)ACRYLONITRILE
• Synonyms: BUTTPARK 91\18-16;3-CHLORO-3-(4-FLUOROPHENYL)ACRYLONITRILE;(Z)-3-Chloro-3-(4-fluorophenyl)acrylonitrile
• CAS NO: 205984-77-6
• Molecular Formula: C₉H₅ClFN
• Molecular Weight: 181.59
• Mol File: 205984-77-6.mol

Chemical Properties

• Melting Point: 90 °C
• Boiling Point: 275.1°C at 760 mmHg
• Flash Point: 120.2°C
• Appearance: /
• Density: 1.272g/cm³
• Vapor Pressure: 0.00518mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: 3-CHLORO-3-(4-FLUOROPHENYL)ACRYLONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-3-(4-FLUOROPHENYL)ACRYLONITRILE(205984-77-6)
• EPA Substance Registry System: 3-CHLORO-3-(4-FLUOROPHENYL)ACRYLONITRILE(205984-77-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 205984-77-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H5ClFN/c10-9(5-6-12)7-1-3-8(11)4-2-7/h1-5H/b9-5+

Upstream product

• 55338-97-1 β-chloro-β-(4-fluorophenyl)acrylaldehyde 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 215928-68-0 6-(4-fluorophenyl)thieno[3,2-d]pyrimidin-4(3H)-one 
• 175137-08-3 5-(4-fluorophenyl)-3-aminothiophene-2-carboxylic acid methyl ester 
• 4640-67-9 3-(4-fluorophenyl)-3-oxopropionitrile 
• 925005-35-2 5-(4-fluorophenyl)-3-aminoisoxazole 
• 874479-18-2 (Z)-3-(4-fluorophenyl)-3-(4-methanesulfonylphenyl)acrylonitrile 
• 126418-03-9 N-[5-(4-Fluoro-phenyl)-2-methyl-2H-pyrazol-3-yl]-4-methyl-benzenesulfonamide 
• 126417-95-6 N-[5-(4-Fluoro-phenyl)-1-methyl-1H-pyrazol-3-yl]-4-methyl-benzenesulfonamide 
• 126417-81-0 (3-(4-fluorophenyl)-1-methyl-1H-5-pyrazolyl)amine 
• 120698-04-6 3-Amino-5--1-methyl-pyrazol 

Relevant articles and documents

Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors

Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

One-pot synthesis of 2-substituted thieno[3,2-b]indoles from 3-aminothiophene-2-carboxylates through in situ generated 3-aminothiophenes

A convenient protocol for one-pot synthesis of thieno[3,2-b]indoles, bearing aromatic, thien-2-yl or styryl fragments at C-2 position, from easily accessible 5-substituted 3-aminothiophene-2-carboxylates using the Fischer indolization reaction, was develo

Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors

The clinical evidence for the success of tyrosine kinase inhibitors in combination with microtubule-targeting agents prompted us to design and develop single agents that possess both epidermal growth factor receptor (EGFR) kinase and tubulin polymerization inhibitory properties. A series of 6-aryl/heteroaryl-4-(3′,4′,5′-trimethoxyanilino)thieno[3,2-d]pyrimidine derivatives were discovered as novel dual tubulin polymerization and EGFR kinase inhibitors. The 4-(3′,4′,5′-trimethoxyanilino)-6-(p-tolyl)thieno[3,2-d]pyrimidine derivative 6g was the most potent compound of the series as an antiproliferative agent, with half-maximal inhibitory concentration (IC50) values in the single- or double-digit nanomolar range. Compound 6g bound to tubulin in the colchicine site and inhibited tubulin assembly with an IC50 value of 0.71 μM, and 6g inhibited EGFR activity with an IC50 value of 30 nM. Our data suggested that the excellent in vitro and in vivo profile of 6g may be derived from its dual inhibition of tubulin polymerization and EGFR kinase.