103854-62-2

Basic information

• Product Name: 8-methoxyquinoline-4-carbaldehyde
• Synonyms: 8-methoxyquinoline-4-carbaldehyde
• CAS NO: 103854-62-2
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19466
• Mol File: 103854-62-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 8-methoxyquinoline-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 8-methoxyquinoline-4-carbaldehyde(103854-62-2)
• EPA Substance Registry System: 8-methoxyquinoline-4-carbaldehyde(103854-62-2)

Safety Data

• Hazardous Substances Data: 103854-62-2(Hazardous Substances Data)

Usage

General Description

8-methoxyquinoline-4-carbaldehyde is a chemical compound with the molecular formula C11H9NO2. It is a derivative of quinoline and contains a methoxy group and an aldehyde functional group. 8-methoxyquinoline-4-carbaldehyde is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential applications in materials science, including as a fluorescent probe for detecting metal ions and as a building block for the development of organic materials with specific properties. The compound's unique structure and reactivity make it a versatile and valuable tool in various chemical and scientific applications.

Upstream product

• 61703-95-5 8-methoxy-4-methylquinoline 
• 3846-73-9 4-methylquinolin-8-ol 
• 90-04-0 2-methoxy-phenylamine 

Relevant articles and documents

Direct access of the chiral quinolinyl core of cinchona alkaloids via a br?nsted acid and chiral amine co-catalyzed chemo- and enantioselective α-alkylation of quinolinylmethanols with enals

A strategy for the facile construction of the chiral quinolinylmethanolic structure, a core featured in cinchona alkaloids, is reported. A new reactivity is harnessed by TfOH-promoted chemoselective activation of α-C-H over O-H bond in quinolinylmethanols. The new reactivity is successfully engineered with an iminium catalysis in a synergistic manner to create a powerful conjugate addition-cyclization cascade process for synthesis of chiral quinoline derived π-butyrolactones in good yields and with good to excellent enantioselectivities. The method enables the first total synthesis of natural product broussonetine in three steps.

5-Amino-2-Aroylquinolines as highly potent tubulin polymerization inhibitors

A series of aroylquinoline derivatives were synthesized and evaluated for anticancer activity. 5-Amino6-methoxy-2-aroylquinoline 15 showed more potent antiproliferative activity (IC50 values ranging from 0.2 to 0.4 nM) as compared to la (combretastatin A-4) (IC50 = 1-9-835 nM) against various human cancer cell lines and a MDR-resistant cancer cell line. Compound 15 (IC50 = 1-6 μM) exhibited more potent inhibition of tubulin polymerization than la (IC50 = 2.1 μM) and showed strong binding property to the colchicine binding site of microtubules.