64165-35-1

Basic information

• Product Name: 5-chloroquinolin-6-ol
• Synonyms: 5-chloroquinolin-6-ol;5-chloro-6-hydroxyquinoline
• CAS NO: 64165-35-1
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.60304
• Mol File: 64165-35-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 228 °C (decomp)
• Boiling Point: 321.3±22.0 °C(Predicted)
• Appearance: /
• Density: 1.412±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 7.40±0.40(Predicted)
• CAS DataBase Reference: 5-chloroquinolin-6-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloroquinolin-6-ol(64165-35-1)
• EPA Substance Registry System: 5-chloroquinolin-6-ol(64165-35-1)

Safety Data

• Hazardous Substances Data: 64165-35-1(Hazardous Substances Data)

Usage

General Description

5-chloroquinolin-6-ol, also known as 5-chloro-6-hydroxyquinoline, is a chemical compound with the molecular formula C9H6ClNO. It is a derivative of quinoline and has a chlorine atom attached to the 5 position and a hydroxy group on the 6 position of the quinoline ring. This chemical has several significant applications, including its use as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also employed in the production of dyes and pigments. Additionally, 5-chloroquinolin-6-ol has shown potential biological activity and has been studied for its antimicrobial and antimalarial properties, making it a compound of interest for medicinal research and development.

Upstream product

• 580-16-5 6-hydroxyquinoline 
• 5263-87-6 6-methoxy quinoline 
• 663193-90-6 6-ethoxy-5-bromo-quinoline 
• 16100-81-5 5,5-dichloro-5H-quinolin-6-one 
• 619-08-9 2-chloro-4-nitrophenol 
• 56-81-5 glycerol 

Downstream Products

• 16100-81-5 5,5-dichloro-5H-quinolin-6-one 

Relevant articles and documents

Selective biochlorination of hydroxyquinolines by a flavin-dependent halogenase

Rdc2 is a flavin-dependent halogenase from Pochonia chlamydosporia. Through the introduction of a His6-tag to both the N- and C-termini, the isolation yield of Rdc2 from Escherichia coli using Ni-NTA affinity chromatography was increased by three-fold. In vitro reaction of Rdc2 and a flavin reductase (Fre) with seven different hydroxyquinolines revealed that 3-hydroxyquinoline (3), 5-hydroxyquinoline (5), 6-hydroxyquinoline (6), and 7-hydroxyquinoline (7) can be specifically halogenated. These products were prepared by incubating the corresponding substrates with IPTG-induced E. coli BL21(DE3)/Rdc2. They were respectively characterized as 3-hydroxy-4-chloroquinoline (3a), 5-hydroxy-6-chloroquinoline (5a), 5-chloro-6-hydroxyquinoline (6a), and 7-hydroxy-8-chloroquinoline (7a) by NMR and MS analyses. This work represents the first enzymatic preparation of chlorohydroxyquinolines and provides a ‘green’ method to synthesize this group of medicinally important compounds.