607-31-8

Basic information

• Product Name: 4-Methoxyquinoline
• Synonyms: 4-Methoxyquinoline
• CAS NO: 607-31-8
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• EINECS: -0
• Product Categories: pharmacetical
• Mol File: 607-31-8.mol
• Article Data: 22

Chemical Properties

• Melting Point: 41°C
• Boiling Point: 284.68°C (rough estimate)
• Flash Point: 89.7 °C
• Appearance: /
• Density: 1.1202 (rough estimate)
• Vapor Pressure: 0.0444mmHg at 25°C
• Refractive Index: 1.6070 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 6.37±0.13(Predicted)
• CAS DataBase Reference: 4-Methoxyquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxyquinoline(607-31-8)
• EPA Substance Registry System: 4-Methoxyquinoline(607-31-8)

Safety Data

• Hazardous Substances Data: 607-31-8(Hazardous Substances Data)

Usage

Uses

4-Methoxyquinoline is used as a reactant in the synthesis of hybrid quinoline-4-yloxadiazoles/oxathiadiazoles as potent antifungal agents.

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

Upstream product

• 186581-53-3 diazomethane 
• 529-37-3 4(1H)-quinolinone 
• 67-56-1 methanol 
• 13721-17-0 1-benzoyl-1,2-dihydro-quinoline-2-carbonitrile 
• 611-36-9 quinolin-4-ol 
• 56-57-5 4-nitroquinoline-N-oxide 
• 611-35-8 4-chloroquinoline 
• 865-33-8 potassium methanolate 
• 3964-04-3 4-bromoquinoline 
• 74-88-4 methyl iodide 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 86-98-6 4,7-dichloroquinoline 
• 15733-83-2 4-methoxyquinoline-2-carboxylic acid 
• 26707-52-8 7-chloro-4-methoxyquinoline 

Downstream Products

• 83-54-5 1-methyl-4-quinolone 
• 66820-51-7 C₁₁H₁₂NO⁽¹⁺⁾*C₂H₆O₄P^(1-) 
• 13720-89-3 1-ethyl-1,4-dihydroquinolin-4-one 
• 93326-48-8 phenyl-quinolin-4-yl-acetonitrile 
• 14547-98-9 4-methoxyquinoline-N-oxide 
• 15793-93-8 4-hydrazineylquinoline 

Relevant articles and documents

Structure and synthesis of echinorin, an alkaloid from Echinops ritro L. and sphaerocephalus L. (Asteraceae)

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General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides

Herein we describe a general, mild and scalable method for deuterium incorporation by potassium methoxide/hexamethyldisilane-mediated dehalogenation of arylhalides. With CD3CN as a deuterium source, a wide array of heteroarenes prevalent in pharmaceuticals and bearing diverse functional groups are labeled with excellent deuterium incorporation (>60 examples). The ipso-selectivity of this method provides precise access to libraries of deuterated indoles and quinolines. The synthetic utility of our method has been demonstrated by the incorporation of deuterium into complex natural and drug-like compounds.

Discovery of MK-8318, a Potent and Selective CRTh2 Receptor Antagonist for the Treatment of Asthma

A novel series of tricyclic tetrahydroquinolines were identified as potent and selective CRTh2 receptor antagonists. The agonism and antagonism switch was achieved through structure-based drug design (SBDD) using a CRTh2 receptor homologue model. The challenge of very low exposures in pharmacokinetic studies was overcome by exhaustive medicinal chemistry lead optimization through focused SAR studies on the tricyclic core. Further optimization resulted in the identification of the preclinical candidate 4-(cyclopropyl((3aS,9R,9aR)-7-fluoro-4-(4-(trifluoromethoxy)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoic acid (15c, MK-8318) with potent and selective CRTh2 antagonist activity and a favorable PK profile suitable for once daily oral dosing for potential treatment of asthma.