92-46-6

Basic information

• Product Name: 6-CHLORO-2-METHYLQUINOLINE
• Synonyms: Quinoline, 6-chloro-2-methyl-;6-CHLORO-2-METHYLQUINOLINE;6-CHLOROQUINALDINE;6-Chloro-2-methylquinoline,98+%;2-Methyl-6-chloroquinoline;6-Chloro-2-methylquinoline 97%;6-Chloroquildine, 99%
• CAS NO: 92-46-6
• Molecular Formula: C₁₀H₈ClN
• Molecular Weight: 177.63
• EINECS: -0
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks;Building Blocks;C8 to C10;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 92-46-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 94-98 °C(lit.)
• Boiling Point: 278.2 °C at 760 mmHg
• Flash Point: 148.7 °C
• Appearance: /
• Density: 1.225 g/cm³
• Vapor Pressure: 0.00732mmHg at 25°C
• Refractive Index: 1.634
• Solubility: soluble in Methanol
• PKA: 5.02±0.43(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 6-CHLORO-2-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-2-METHYLQUINOLINE(92-46-6)
• EPA Substance Registry System: 6-CHLORO-2-METHYLQUINOLINE(92-46-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 92-46-6(Hazardous Substances Data)

Usage

General Description

6-Chloro-2-methylquinoline is a complex chemical compound belonging to the class of compounds known as quinolines and derivatives. These are compounds containing a quinoline moiety, a structurally unsaturated tricyclic compound that consists of a benzene ring fused to a pyridine ring. 6-Chloro-2-methylquinoline is characterized by the presence of a chlorine atom and a methyl group attached to its quinoline core. It is used in various chemical reactions due to its unique structure and properties. Despite its wide usage in chemistry, it does not have natural occurrence and is typically synthesized artificially in the lab. Its potential risks or hazards to human health and the environment are not well studied and are dependent on its usage and exposure levels.

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

Upstream product

• 106-47-8 4-chloro-aniline 
• 109-92-2 ethyl vinyl ether 
• 28328-97-4 6-chloro-2-methyl- 1,2,3,4-tetrahydroquinoline 
• 18826-95-4 1.3-butanediol 
• 15644-86-7 6-chloro-2-methyl-quinolin-4-ol 
• 74-85-1 ethene 
• 7647-01-0 hydrogenchloride 
• 732247-99-3 6-chloro-2-methyl-1,2,3,4-tetrahydro-quinolin-4-ol 
• 7732-18-5 water 
• 98-88-4 benzoyl chloride 
• 64-17-5 ethanol 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 1139911-18-4 (E)-6-chloro-2-styrylquinoline 
• 1078-28-0 6-methoxyquinaldine 
• 1608092-50-7 6-chloro-2-[(2-phenyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]quinoline 
• 104828-64-0 N,N-dimethyl-4-phenyl-2-butanamine 
• 91-63-4 2-methylquinoline 

Relevant articles and documents

Method for preparing quinoline compound through oxidation and reduction integration (by machine translation)

The method takes the aromatic nitro compound and the fatty alcohol as. the raw material and uses the aromatic nitro compound and the fatty, alcohol as the catalyst to, react under an inert atmosphere or under the, 150-200 °C atmosphere containing oxygen 2-12h, at the atmosphere, of oxygen containing, oxygen, to obtain the substituted, quinoline compound, and. the synthesis method can have important application in the aspect of quinoline compound. synthesis. (by machine translation)

Deracemization of Phenyl-Substituted 2-Methyl-1,2,3,4-Tetrahydroquinolines by a Recombinant Monoamine Oxidase from Pseudomonas monteilii ZMU-T01

A monoamine oxidase (MAO5) from Pseudomonas monteilii ZMU-T01 was first heterologously expressed in Escherichia coli BL21(DE3) and then used as a biocatalyst for the deracemization of racemic 2-methyl-1,2,3,4-tetrahdroquinoline derivatives to yield the unreacted R enantiomer with up to >99 % ee. Sequence alignment revealed that MAO5 shared 14.7 % identity toward the well-studied monoamine oxidase (MAO-N).

Design, synthesis and biological evaluation of 2-substituted quinolines as potential antileishmanial agents

An analogous library of 2-substituted quinoline compounds was synthesized with the aim to identify a potential drug candidate to treat visceral leishmaniasis. These molecules were tested for their in vitro and in vivo biological activity against Leishmania donovani. Metabolic stability of these compounds was also improved through the introduction of halogen substituents. Compound (26g), found to be the most active; exhibited an IC50 value of 0.2 μM and >180 fold selectivity. The hydrochloride salt of (26g) showed 84.26 ± 4.44 percent inhibition at 50 mg/kg × 5 days (twice daily, oral route) dose in L. donovani/hamster model. The efficacy was well correlated with the PK data observed which indicating that the compound is well distributed.