40941-53-5

Basic information

• Product Name: 7-chloro-4-methylquinoline
• Synonyms: 7-chloro-4-methylquinoline;4-Methyl-7-chloroquinoline
• CAS NO: 40941-53-5
• Molecular Formula: C₁₀H₈ClN
• Molecular Weight: 177.63022
• EINECS: 255-147-5
• Mol File: 40941-53-5.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 294.2°Cat760mmHg
• Flash Point: 159.6°C
• Appearance: /
• Density: 1.225g/cm³
• Vapor Pressure: 0.00289mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 7-chloro-4-methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-4-methylquinoline(40941-53-5)
• EPA Substance Registry System: 7-chloro-4-methylquinoline(40941-53-5)

Safety Data

• Hazardous Substances Data: 40941-53-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8ClN/c1-7-4-5-12-10-6-8(11)2-3-9(7)10/h2-6H,1H3

Upstream product

• 6607-66-5 1,3,3-trimethoxybutane 
• 141-85-5 3-chloroaniline hydrochloride 
• 78-94-4 methyl vinyl ketone 
• 86-98-6 4,7-dichloroquinoline 
• 75-16-1 methylmagnesium bromide 
• 121714-78-1 iron(III) chloride hexahydrate 
• 108-42-9 3-chloro-aniline 
• 18826-95-4 1.3-butanediol 

Downstream Products

• 13337-66-1 7-chloroquinoline-4-carboxylic acid 
• 476473-27-5 1-[2-(7-Chloro-quinolin-4-yl)-1-(6-methyl-pyridin-2-yl)-eth-(E)-ylideneamino]-pyrrolidin-2-one 
• 476473-26-4 1-[2-(7-Chloro-quinolin-4-yl)-1-pyridin-2-yl-eth-(E)-ylideneamino]-pyrrolidin-2-one 
• 476472-19-2 2-(7-chloro-quinoline-4-yl)-1-(6-methyl-pyridin-2-yl)-ethanone 
• 476472-18-1 2-(7-chloro-quinolin-4-yl)-1-pyridin-2-yl-ethanone 

Relevant articles and documents

Metal-Free Chemoselective Oxidation of 4-Methylquinolines into Quinoline-4-Carbaldehydes

A convenient protocol for the synthesis of quinoline-4-carbaldehydes via chemoselective oxidation of 4-methylquinolines using hypervalent iodine(III) reagents as oxidant is described. This method highlights metal-free and mild reaction conditions, nice yield, good functional group tolerance, and high chemoselectivity.

Synthesis and antileishmanial evaluation of thiazole orange analogs

Cyanine compounds have previously shown excellent in vitro and promising in vivo antileishmanial efficacy, but the potential toxicity of these agents is a concern. A series of 22 analogs of thiazole orange ((Z)-1-methyl-4-((3-methylbenzo[d]thiazol-2(3H)-ylidene)methyl)quinolin-1-ium salt), a commercial cyanine dye with antileishmanial activity, were synthesized in an effort to increase the selectivity of such compounds while maintaining efficacy. Cyanines possessing substitutions on the quinolinium ring system displayed potency against Leishmania donovani axenic amastigotes that differed little from the parent compound (IC50 12–42 nM), while ring disjunction analogs were both less potent and less toxic. Changes in DNA melting temperature were modest when synthetic oligonucleotides were incubated with selected analogs (ΔTm ≤ 5 °C), with ring disjunction analogs showing the least effect on this parameter. Despite the high antileishmanial potency of the target compounds, their toxicity and relatively flat SAR suggests that further information regarding the target(s) of these molecules is needed to aid their development as antileishmanials.

Quinolines synthesis by reacting 1,3-butanediol with anilines in the presence of iron catalysts

2-, 4-, 6-, 7-, and 8-substituted quinolines were synthesized in 78–95% yield by the reaction of 1,3- butanediol with anilines in the presence of iron catalysts in carbon tetrachloride.