219949-89-0

Basic information

• Product Name: Methyl 8-fluoro-4-hydroxyquinoline-2-carboxylate
• Synonyms: Methyl 8-fluoro-4-hydroxyquinoline-2-carboxylate;8-Fluoro-4-hydroxy-quinoline-2-carboxylic acid Methyl ester
• CAS NO: 219949-89-0
• Molecular Formula: C₁₁H₈FNO₃
• Molecular Weight: 221.18
• Mol File: 219949-89-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.406
• CAS DataBase Reference: Methyl 8-fluoro-4-hydroxyquinoline-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 8-fluoro-4-hydroxyquinoline-2-carboxylate(219949-89-0)
• EPA Substance Registry System: Methyl 8-fluoro-4-hydroxyquinoline-2-carboxylate(219949-89-0)

Safety Data

• Hazardous Substances Data: 219949-89-0(Hazardous Substances Data)

Usage

General Description

Methyl 8-fluoro-4-hydroxyquinoline-2-carboxylate is a chemical compound with the molecular formula C13H9NO4F. It is a derivative of quinoline, a heterocyclic aromatic organic compound. This chemical contains a methyl group, a fluorine atom, and a hydroxyquinoline-2-carboxylate moiety. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its molecular structure makes it useful for various applications, including as a building block in the production of drugs and pesticides. Additionally, its fluorine atom can provide unique properties for specific chemical reactions and interactions.

Upstream product

• 110163-28-5 methyl 2-[(2-fluorophenyl)amino]but-2-enedioate 
• 1314141-66-6 dimethyl (2E)-2-[(2-fluorophenyl)amino]but-2-enedioate 
• 348-54-9 2-Fluoroaniline 
• 762-42-5 dimethyl acetylenedicarboxylate 

Downstream Products

• 1432730-60-3 8-fluoro-4-(4-fluorophenyl)quinoline-2-carboxamide 
• 1432731-49-1 8-fluoro-4-(4-fluorophenyl)quinoline-2-carboxylic acid 

Relevant articles and documents

Acylhydrazone Switches: E/Z Stability Reversed by Introduction of Hydrogen Bonds

We report a series of acylhydrazone-based switches, of which double bond rotation can be stimulated by a pH response. The switches prefer Z rather than E configuration in the ground state because of the intramolecular hydrogen bonding, which was analyzed both thermodynamically and kinetically. Solvation studies show a linear relationship between the isomerization energy in Z/E states (ΔGE/Zo) of the switches and the hydrogen bond basicity scales (β and DN) of the solvent. This solvent effect was also found to be relative to the skeleton of compound, the less shield of hydrogen bond domain the more sensitivity to the solvent environment. By introducing multiple intramolecular hydrogen bonds, the Z isomer completely predominates for compound 4, offering an advantage over a full E/Z isomerization switching.

QUINOLINE AMIDE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS

The present invention is directed to quinoline amide compounds of formula (I) which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimer's disease, schizophrenia, pain or sleep disorders. The invention is also directed to pharmaceutical compositions comprising the compounds, and to the use of the compounds and compositions in the treatment of diseases mediated by the M1 receptor.