860112-78-3

Basic information

• Product Name: 2-(4-methylphenyl)quinoline-4-carbonyl chloride
• Synonyms: 2-(4-methylphenyl)quinoline-4-carbonyl chloride;4-quinolinecarbonyl chloride, 2-(4-methylphenyl)-;2-(4-methylphenyl)-4-quinolinecarbonyl chloride
• CAS NO: 860112-78-3
• Molecular Formula: C₁₇H₁₂ClNO
• Molecular Weight: 281.73628
• Mol File: 860112-78-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-methylphenyl)quinoline-4-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methylphenyl)quinoline-4-carbonyl chloride(860112-78-3)
• EPA Substance Registry System: 2-(4-methylphenyl)quinoline-4-carbonyl chloride(860112-78-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 860112-78-3(Hazardous Substances Data)

Usage

Type of compound

Carbonyl chloride derivative

Parent compound

2-(4-methylphenyl)quinoline

Common use

Reagent for introducing a quinoline-4-carbonyl group

Application

Pharmaceutical industry (intermediate for synthesis of pharmaceuticals and bioactive compounds)

Use in

Research laboratories (preparation of new organic molecules and materials)

Importance

Building block in organic chemistry

Utilization

Preparation of a wide range of products

Upstream product

• 122-00-9 para-methylacetophenone 
• 42366-35-8 hydroxyimino-N-phenylacetamide 
• 91-56-5 indole-2,3-dione 
• 62-53-3 aniline 
• 20389-05-3 2-p-tolyl-Cinchoninic acid 

Relevant articles and documents

Phenylquinoline transient receptor potential vanilloid 1 antagonists for the treatment of pain: Discovery of 1-(2-phenylquinoline-4-carbonyl)-N-(4-(trifluoromethyl)phenyl)pyrrolidine-3-carboxamide

Reported herein is the design, synthesis, and pharmacologic characterization of a class of TRPV1 antagonists constructed on a phenylquinoline platform that evolved from Cinchophen lead. This design composes three sections: a phenylquinoline headgroup attached to an aliphatic carboxamides, which is tethered at a phenyl tail group. Optimization of this design led to the identification of 37, comprising a pyrrolidine linker and a trifluoromethyl–phenyl tail. In the TRPV1 functional assay, using cells expressed hTRPV1, 37 antagonized capsaicin-induced Ca2+ influx, with an IC50 value of 10.2 nM. In the complete mice analgesic model, 37 exhibited better antinociceptive activity than the positive control BCTC in diverse pain models. All of these results suggested that 37 could be considered as a lead candidate for the further development of antinociceptive drugs.

Design, synthesis and antitumour activity of bisquinoline derivatives connected by 4-oxy-3-fluoroaniline moiety

A series of novel bisquinoline derivatives connected by a 4-oxy-3-fluoroaniline moiety were synthesized and evaluated for their in vitro antitumour activities against a panel of five cancer cell lines (H460, HT-29, MKN-45, U87MG, and SMMC-7721). Most of compounds tested showed a potent activity and high selectivity towards the H460 and MKN-45 cell lines. Among the compounds tested, six (15d, 15e, 15m, 15n, 16a, and 16i) were further examined for their c-Met kinase activity; the compounds showed high efficacy with IC 50 values in the single-digit nM range. An analysis of structure-activity relationships indicated that an unsubstituted or a halogen-substituted phenyl ring on the 2-arylquinoline-4-carboxamide moiety was favourable for antitumour activity.