50358-38-8

Basic information

• Product Name: 6-Methoxyquinolin-5-aMine
• Synonyms: 6-Methoxyquinolin-5-aMine
• CAS NO: 50358-38-8
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.1992
• Mol File: 50358-38-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 154-156 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 341.1±27.0 °C(Predicted)
• Appearance: /
• Density: 1.217±0.06 g/cm3(Predicted)
• PKA: 5.60±0.15(Predicted)
• CAS DataBase Reference: 6-Methoxyquinolin-5-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methoxyquinolin-5-aMine(50358-38-8)
• EPA Substance Registry System: 6-Methoxyquinolin-5-aMine(50358-38-8)

Safety Data

• Hazardous Substances Data: 50358-38-8(Hazardous Substances Data)

Usage

General Description

6-Methoxyquinolin-5-amine is a chemical compound with the molecular formula C10H8N2O and a molecular weight of 172.18 g/mol. It is a derivative of quinoline, containing a methoxy group at the 6-position and an amino group at the 5-position. 6-Methoxyquinolin-5-aMine is used in organic synthesis and medicinal chemistry as a building block for the preparation of various biologically active molecules. It has been studied for its potential pharmacological properties, including its ability to inhibit certain enzymes and receptors, as well as its anticancer and antimicrobial activities. The compound may also have potential as a fluorescent probe for biological imaging and detection applications.

Upstream product

• 6623-91-2 6-methoxy-5-nitroquinoline 
• 98203-04-4 6-bromo-5-nitroquinoline 
• 5263-87-6 6-methoxy quinoline 

Relevant articles and documents

Photocatalytic C-H Amination of Aromatics Overcoming Redox Potential Limitations

We report the photocatalytic C-H amination of aromatics overcoming redox potential limitations. Radical cations of aromatic compounds are generated photocatalytically using Ru(phen)3(PF6)2, which has a reduction potential at a high oxidation state (Ered(RuIII/RuII) = +1.37 V vs SCE) lower than the oxidation potentials of aromatic substrates (Eox = +1.65 to +2.27 V vs SCE). The radical cations are trapped with pyridine to give N-arylpyridinium ions, which were converted to aromatic amines.

Novel quinolinequinone antitumor agents: Structure-metabolism studies with NAD(P)H:quinone oxidoreductase (NQO1)

A series of quinolinequinones bearing various substituents has been synthesized, and the effects of substituents on the metabolism of the quinones by recombinant human NAD(P)H:quinone oxidoreductase (hNQO1) was studied. A range of quinolinequinones were selected for study, and were specifically designed to probe the effects of aryl substituents at C-2. A range of 28 quinolinequinones 2-29 was prepared using three general strategies: the palladium(0) catalyzed coupling of 2-chloroquinolines, the classical Friedlaender synthesis and the double-Vilsmeier reaction of acetanilides. One example of an isoquinolinequinone 30 was also prepared, and the reduction potentials of the quinones were measured by cyclic voltammetry. For simple substituents R2 at the quinoline 2-position, the rates of quinone metabolism by hNQO1 decrease for R2=Cl>H～Me>Ph. For aromatic substituents, the rate of reduction decreases dramatically for R 2=Ph>1-naphthyl>2-naphthyl>4-biphenyl. Compounds containing a pyridine substituent are the best substrates, and the rates decrease as R 2=4-pyridyl>3-pyridyl>2-pyridyl>4-methyl-2-pyridyl>5- methyl-2-pyridyl. The toxicity toward human colon carcinoma cells with either no detectable activity (H596 or BE-WT) or high NQO1 activity (H460 or BE-NQ) was also studied in representative quinones. Quinones that are good substrates for hNQO1 are more toxic to the NQO1 containing or expressing cell lines (H460 and BE-NQ) than the NQO1 deficient cell lines (H596 and BE-WT).

4-aryl-3-(heteroarylureido)quinoline derivatves

Compounds of the formula STR1 and the pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, m, X and Q are as defined below, and novel intermediates used in the synthesis of such compounds. The comp