103624-90-4

Basic information

• Product Name: 7-METHOXY-2-METHYL-4-QUINOLINOL
• Synonyms: 7-METHOXY-2-METHYL-4-QUINOLINOL;OTAVA-BB 1088496;4-Hydroxy-7-methoxy-2-methylquinoline;7-Methoxy-2-Methylquinolin-4-ol;7-methoxy-2-methyl-1H-quinolin-4-one
• CAS NO: 103624-90-4
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21
• Mol File: 103624-90-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 324.9°C at 760 mmHg
• Flash Point: 150.3°C
• Appearance: /
• Density: 1.153g/cm³
• Vapor Pressure: 0.000239mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 7-METHOXY-2-METHYL-4-QUINOLINOL(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-2-METHYL-4-QUINOLINOL(103624-90-4)
• EPA Substance Registry System: 7-METHOXY-2-METHYL-4-QUINOLINOL(103624-90-4)

Safety Data

• Hazardous Substances Data: 103624-90-4(Hazardous Substances Data)

Usage

General Description

7-Methoxy-2-methyl-4-quinolinol is a chemical compound with the molecular formula C11H11NO2. It is a derivative of quinolinol, which is a heteroaromatic compound with potential biological activity. 7-Methoxy-2-methyl-4-quinolinol is a pale yellow solid with a molecular weight of 189.21 g/mol. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. The compound has been studied for its potential antimicrobial and antitumor properties, and it is also known to have antioxidant and anti-inflammatory effects. Further research is ongoing to explore its potential applications in medicine and other fields.

InChI:InChI=1/C11H11NO2/c1-7-5-11(13)9-4-3-8(14-2)6-10(9)12-7/h3-6H,1-2H3,(H,12,13)

Upstream product

• 536-90-3 m-Anisidine 
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Downstream Products

• 1263193-25-4 5-methoxy-2-(3-methyl-1H-pyrazol-5-yl)aniline 
• 134255-49-5 7-Methoxy-2-((E)-styryl)-quinolin-4-ol 
• 854674-83-2 (2-acetylamino-4-methoxy-phenyl)-glyoxylic acid 
• 75896-68-3 4-chloro-7-methoxy-2-methylquinoline 
• 5442-56-8 NSC 13044 

Relevant articles and documents

Two-Photon Excitable Photoremovable Protecting Groups Based on the Quinoline Scaffold for Use in Biology

Photoremovable protecting groups (PPGs) are powerful tools for physiological studies, harnessing light as an on/off switch to provide tight spatio-temporal control over the release of biological effectors through two-photon excitation (2PE) in tissue culture and whole-animal studies. We carried out a series of systematic structural modifications to the (8-cyano-7-hydroxyquinolin-2-yl)methyl (CyHQ) chromophore to conduct an SAR study with the aim of enhancing its photochemical properties, especially its two-photon uncaging action cross section (δu). The best results were obtained when substituents were added at the C4 position, which improved δu for release of acetate up to 7-fold, while retaining all the other excellent properties of the CyHQ PPG, including high quantum yield (φu), low susceptibility to spontaneous hydrolysis in the dark, and good aqueous solubility. Hammett correlation analysis suggested that photolysis efficiency is favored by electron-rich substituents at C4, giving important insights into the mechanism of the photolysis reaction. The four best CyHQ derivatives were used to mediate the efficient release of homopiperonylic acid in high yield under simulated physiological conditions. Our efforts have led to the development of 2PE-sensitive PPGs with remarkable δu values (up to 2.64 GM), excellent quantum yields (up to 0.88), and high-yielding effector release (up to 92%).