613-19-4

Basic information

• Product Name: 2-methylquinolin-3-ol
• Synonyms: 2-methylquinolin-3-ol;2-Methyl-3-puinolinol;3-Hydroxy-2-methylquinoline;3-Hydroxyquinaldine;2-methy-3-Hydroxyquinoline
• CAS NO: 613-19-4
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18456
• Mol File: 613-19-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 303.7°C at 760 mmHg
• Flash Point: 137.5°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.00051mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-methylquinolin-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylquinolin-3-ol(613-19-4)
• EPA Substance Registry System: 2-methylquinolin-3-ol(613-19-4)

Safety Data

• Hazardous Substances Data: 613-19-4(Hazardous Substances Data)

Usage

Description

2-methylquinolin-3-ol, also known as N-methyl-2-quinolinol, is a chemical compound that belongs to the quinoline class. It is characterized by its yellow to light brown solid appearance and solubility in organic solvents. 2-methylquinolin-3-ol is recognized for its potential pharmaceutical applications, antimicrobial and antiviral properties, as well as its antioxidant and anti-inflammatory activities, making it a versatile and promising candidate for a range of medical and industrial uses.

Uses

Used in Pharmaceutical Industry:
2-methylquinolin-3-ol is used as a pharmaceutical intermediate for the synthesis of various medicinal compounds. Its functional group reactivity and chemical properties make it a valuable component in the development of new drugs.
Used in Antimicrobial Applications:
2-methylquinolin-3-ol is utilized as an antimicrobial agent due to its ability to inhibit the growth of certain microorganisms, which can be beneficial in the treatment of infections and in the preservation of pharmaceutical products.
Used in Antiviral Applications:
2-methylquinolin-3-ol is also used as an antiviral agent, leveraging its properties to combat viral infections, providing a potential therapeutic option for viral diseases.
Used in Antioxidant and Anti-inflammatory Applications:
2-methylquinolin-3-ol is employed for its antioxidant and anti-inflammatory activities, which can be harnessed in the development of treatments for conditions associated with oxidative stress and inflammation.
Used in Synthesis of Compounds:
Due to its functional group reactivity, 2-methylquinolin-3-ol is used in the synthesis of various molecules and compounds, particularly in the pharmaceutical industry, where it contributes to the creation of new chemical entities with potential therapeutic benefits.

InChI:InChI=1/C10H9NO/c1-7-10(12)6-8-4-2-3-5-9(8)11-7/h2-6,12H,1H3

Upstream product

• 529-23-7 o-aminobenzaldehyde 
• 116-09-6 hydroxy-2-propanone 
• 78-95-5 chloroacetone 
• 1780-19-4 1,2,3,4-tetrahydro-2-methylquinoline 
• 91-63-4 2-methylquinoline 
• 552-89-6 2-nitro-benzaldehyde 
• 62-53-3 aniline 
• 84689-36-1 3-methoxy-2-methylquinoline 
• 91-56-5 indole-2,3-dione 
• 811432-11-8 3-ethoxy-2-methyl-quinoline-4-carboxylic acid 
• 57839-52-8 3-ethoxy-2-methyl-quinoline 

Downstream Products

• 7576-65-0 2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione 
• 1607448-75-8 2-((4-(1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl)phenoxy)methyl)quinolin-3-ol 
• 13235-12-6 4-bromo-2-methylquinolin-3-ol 
• 34497-54-6 3-hydroxy-2-methyl-quinolin-4(1H)-one 
• 32568-48-2 disperse yellow 54 
• 91-63-4 2-methylquinoline 
• 84689-36-1 3-methoxy-2-methylquinoline 

Relevant articles and documents

(PYRIDIN-2-YL)AMINE DERIVATIVES AS TGF-BETA R1 (ALK5) INHIBITORS FOR THE TREATMENT OF CANCER

The present invention relates to pharmaceutical compounds, compositions and methods, especially as they are related to compositions and methods for the treatment and/or prevention of a proliferation disorder associated with ΤGFβR1 activity, such as a cancer or fibrosis. The invention provides compounds of Formula (I) and Formula (II) as further described herein having an acidic moiety that enhances tissue specificity for targeted tissues and organs. The invention includes pharmaceutical compositions, pharmaceutical combinations, and methods of use of these compounds for treating conditions including cancer or fibrosis.

Multi-Functional Oxidase Activity of CYP102A1 (P450BM3) in the Oxidation of Quinolines and Tetrahydroquinolines

Tetrahydroquinoline, quinoline, and dihydroquinolinone are common core motifs in drug molecules. Screening of a 48-variant library of the cytochrome P450 enzyme CYP102A1 (P450BM3), followed by targeted mutagenesis based on mutation-selectivity correlations from initial hits, has enabled the hydroxylation of substituted tetrahydroquinolines, quinolines, and 3,4-dihydro-2-quinolinones at most positions around the two rings in good to high yields at synthetically relevant scales (1.5 g L?1 day?1). Other oxidase activities, such as C?C bond desaturation, aromatization, and C?C bond formation, were also observed. The enzyme variants, with mutations at the key active site residues S72, A82, F87, I263, E267, A328, and A330, provide direct and sustainable routes to oxy-functionalized derivatives of these building block molecules for synthesis and drug discovery.

Simple synthesis of 3-hydroxyquinolines via Na2S2O4-mediated reductive cyclization of (2-(2-nitrophenyl)oxiran-1-yl)(aryl)methanones (o-nitrobenzalacetophenone oxides)

An efficient sodium dithionite (Na2S2O4)-mediated method for construction of 3-hydroxyquinolines via in situ Meinwald rearrangement/intramolecular reductive cyclization of o-nitrobenzalacetophenone oxides has been developed. The practical approach is of excellent functional group compatibility with as high as 98% yield under mild reaction conditions. Moreover, further manipulation successfully furnished 4-bromo substituted derivatives which may provide a promising potential application in exploring biologically active analogs of 3-hydroxyquinolines.