63136-60-7

Basic information

• Product Name: 4-CHLORO-3-METHYLQUINOLINE
• Synonyms: 4-CHLORO-3-METHYLQUINOLINE
• CAS NO: 63136-60-7
• Molecular Formula: C₁₀H₈ClN
• Molecular Weight: 177.63
• Mol File: 63136-60-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 60 °C
• Boiling Point: 276.1 °C at 760 mmHg
• Flash Point: 147.3 °C
• Appearance: /
• Density: 1.225 g/cm³
• Vapor Pressure: 0.00826mmHg at 25°C
• Refractive Index: 1.634
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.74±0.24(Predicted)
• CAS DataBase Reference: 4-CHLORO-3-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-3-METHYLQUINOLINE(63136-60-7)
• EPA Substance Registry System: 4-CHLORO-3-METHYLQUINOLINE(63136-60-7)

Safety Data

• Hazardous Substances Data: 63136-60-7(Hazardous Substances Data)

Usage

General Description

4-Chloro-3-methylquinoline is a chemical compound with the molecular formula C10H8ClN. It is an aromatic heterocyclic compound with a quinoline core structure and a chlorine atom at the 4th position and a methyl group at the 3rd position. This chemical is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and organic compounds. It is also known for its potential biological activities, including antimicrobial and antifungal properties. Additionally, 4-chloro-3-methylquinoline is used as a building block in the preparation of a wide range of heterocyclic compounds in organic synthesis.

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

Upstream product

• 64965-46-4 3-methylquinolin-4-ol 
• 1873-55-8 3-methylquinoline N-oxide 
• 1196-28-7 2'-Aminopropiophenon 
• 68-12-2 N,N-dimethyl-formamide 
• 52457-99-5 1-(2-acetylaminophenyl)-1-propanone 
• 2591-86-8 N-Formylpiperidine 
• 136613-57-5 2'-azidopropiophenone 
• 408532-32-1 diethyl 2‐methyl-3‐(phenylimino)succinate 
• 612-58-8 3-methylquinoline 
• 72553-74-3 3-methylquinolin-4(1H)‐one 
• 858488-66-1 3-Methyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid 
• 219949-95-8 ethyl 3-methyl-4-oxo-1,4‐dihydroquinoline‐2‐carboxylate 
• 62-53-3 aniline 
• 219949-95-8 4-hydroxy-3-methylquinoline-2-carboxylic acid ethyl ester 

Downstream Products

• 1379615-61-8 4‐chloro-3-methyl‐2‐(1‐(4‐(trifluoromethoxy)benzyl)-1H‐pyrazol‐4‐yl)quinoline 
• 1379615-35-6 3-methyl-2-(1-(4‐(trifluoromethoxy)benzyl)‐1H‐pyrazol‐4-yl)quinolin‐4(1H)‐one 
• 94934-87-9 3‐methyl‐4‐phenylquinoline 

Relevant articles and documents

A novel one pot synthesis of 2-dimethylaminoquinoline derivatives from arylazido ketones by cyclization under Vilsmeier condition

1-(2-Azidophenyl)ethanone on treatment with Vilsmeier reagent yields 4- chloro-2-dimethylamino-3-quinolinecarboxaldehyde and 4-chloro-2- dimethylaminoquinoline, whereas 1-(2-azidophenyl)propanone and butanone derivatives give the corresponding 4-chloro-3-alkyl-2-dimethylaminoquinolines and 3-alkyl-4-chloroquinolines.

A new route to the synthesis of 4-chloro-3-methylquinolines from 1-(2-aminophenyl)-propanones using Vilsmeier reagent

An efficient one-step synthesis of various substituted 4-chloro-3-methylquinolines from 1-(2-aminophenyl)propanone using Vilsmeier reagent is reported.

Potent Antimalarial 2-Pyrazolyl Quinolone bc1 (Qi) Inhibitors with Improved Drug-like Properties

A series of 2-pyrazolyl quinolones has been designed and synthesized in 5-7 steps to optimize for both in vitro antimalarial potency and various in vitro drug metabolism and pharmacokinetics (DMPK) features. The most potent compounds display no cross-resistance with multidrug resistant parasite strains (W2) compared to drug sensitive strains (3D7), with IC50 (concentration of drug required to achieve half maximal growth suppression) values in the range of 15-33 nM. Furthermore, members of the series retain moderate activity against the atovaquone-resistant parasite isolate (TM90C2B). The described 2-pyrazoyl series displays improved DMPK properties, including improved aqueous solubility compared to previously reported quinolone series and acceptable safety margin through in vitro cytotoxicity assessment. The 2-pyrazolyl quinolones are believed to bind to the ubiquinone-reducing Qi site of the parasite bc1 complex, which is supported by crystallographic studies of bovine cytochrome bc1 complex.

FIBROSIS INHIBITOR

Medicament being useful as a fibrosis inhibitor for organs or tissues, which comprises a compound of the formula (I): wherein Ring Z is optionally substituted pyrrole ring, etc.; W2 is -CO-, -SO2-, optionally substituted C1-C4 alkylene, etc.; Ar2 is optionally substituted aryl, etc.; W1 and Ar1 mean the following (1) and (2):(1) W1 is optionally substituted C1-C4 alkylene, etc.; Ar1 is optionally substituted bicyclic heteroaryl having 1 to 4 nitrogen atoms as ring-forming atoms:(2) W1 is optionally substituted C2-C5 alkylene, optionally substituted C2-C5 alkenylene, etc.; and Ar1 is aryl or monocyclic heteroaryl, which is substituted by carboxyl, alkoxycarbonyl, etc. at the ortho- or meta-position thereof with respect to the binding position of W1, or a pharmaceutically acceptable salt thereof.