5-Chloroquinolin-8-ol, CAS No. 130-16-5

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130-16-5

Catalog No. EBD34547

CAS 130-16-5

Name 5-Chloroquinolin-8-ol

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Basic Information

Synonyms: cloxiquine 5-Chloro-8-hydroxyquinoline 5-Chloro-8-quinolinol 5-chlorooxine 5-chloroquinophenol dermofongin 5-chloro-8-oxyquinoline 5-chloro-8-quinolino 8-quinolinol,5-chloro-

Molecular Formula: C9H6ClNO

Molecular Weight: 179.6

MDL Number: MFCD00006788

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Other Biochemicals and Life Science Reagents

Product Description:

5-Chloro-8-hydroxyquinoline is a heterocyclic organic compound with the molecular formula C9H6ClNO. It is a derivative of 8-hydroxyquinoline, featuring a chlorine atom at the 5-position of the quinoline ring. This compound is a pale yellow to off-white crystalline powder. Its primary significance lies in its role as a versatile chelating agent and a key intermediate in medicinal chemistry. It is a crucial precursor for the synthesis of clioquinol (5-chloro-7-iodo-8-hydroxyquinoline), a well-known antimicrobial and antiprotozoal agent historically used as an intestinal amebicide. Beyond this, derivatives of 5-chloro-8-hydroxyquinoline are investigated for various biological activities, including potential applications as metalloenzyme inhibitors and in the study of metal-associated neurodegenerative diseases. The compound's ability to chelate metal ions, particularly zinc and copper, underpins much of its biochemical research utility. It is commonly used as a research chemical in life science laboratories to study metal ion homeostasis, oxidative stress, and related biological pathways.

Physical Properties

Melting Point: 122-124 °C(lit.)

Boiling Point: 348.7 °C at 760 mmHg

Flash Point: 164.7 °C

Density: 1.412 g/cm3

Analytical Data

Appearance: light green to grey powder