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5,7-Dichloro-8-hydroxyquinaldine

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5,7-Dichloro-8-hydroxyquinaldine Basic information

Product Name:
5,7-Dichloro-8-hydroxyquinaldine
Synonyms:
  • 5,7-DICHLORO-8-HYDROXYQUINALIDNE
  • Chlorquinalol
  • CHLORQUINALDOL(RG)
  • 2-METHYL-5,7-DICHLORO-8-HYDROXYQUINOLINE
  • 5,7-Dichloro-2-methyl-8-hydroxyquinoline
  • 5,7-DICHLORO-8-QUINALDOL
  • 5,7-Dichloro-8-hydroxy-2-methylquinoline
  • 5,7-Dichloro-8-hydroxyquinalidine
CAS:
72-80-0
MF:
C10H7Cl2NO
MW:
228.07
EINECS:
200-789-3
Product Categories:
  • SITOSTERAN
  • Antibiotics
  • Antibiotics A to Z
  • Antibiotics A-F
  • Building Blocks
  • Chemical Synthesis
  • Pharmaceutical Intermediates
  • Quinoline&Isoquinoline
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Quinolines
Mol File:
72-80-0.mol
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5,7-Dichloro-8-hydroxyquinaldine Chemical Properties

Melting point:
108-112 °C (dec.)(lit.)
Boiling point:
350.7±37.0 °C(Predicted)
Density 
1.3126 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO, Methaol (Slightly)
form 
Solid
pka
2.47±0.30(Predicted)
color 
Dark Beige to Very Dark Beige
Water Solubility 
Insoluble
Merck 
13,2209
BRN 
156683
CAS DataBase Reference
72-80-0(CAS DataBase Reference)
NIST Chemistry Reference
Chlorquinaldol(72-80-0)
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Safety Information

Hazard Codes 
Xn,T
Risk Statements 
22-36/37/38-23/24/25
Safety Statements 
26-36-36/37/39-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
VC5600000
HS Code 
2933998090

MSDS

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5,7-Dichloro-8-hydroxyquinaldine Usage And Synthesis

Chemical Properties

yellowish to beige-brown powder

Originator

Sterosan ,Geigy ,US ,1954

Uses

Chlorquinaldol is a fungistat and antibacterial agent in topical pharmaceutical preparations (5,7-dichloro-2-methyl-8-quinolinol, Sterosan).

Uses

antiinfectant, antifungal

Uses

5,7-Dichloro-8-hydroxy-2-methylquinoline is an anti-infective agent.

Definition

ChEBI: A monohydroxyquinoline that is quinolin-8-ol which is substituted by a methyl group at position 2 and by chlorine at positions 5 and 7. An antifungal and antibacterial, it was formerly used for topical treatment of skin conditions and vaginal infections.

Manufacturing Process

11.1 parts of 8-hydroxy-quinaldine are dissolved in 140 parts of formic acid. Chlorine is introduced into this solution under cooling, until the increase in weight corresponds to the required quantity of chlorine and a test of the chlorination mixtures gives no more dyestuff formation with diazo-benzene in an acetic acid solution
When the chlorination is complete, the reaction mixture is poured into 1,000 parts of water and treated with a dilute sodium bisulfite solution, until no more reaction may be observed with starch potassium iodide paper. Thereby the 5,7-dichloro-8-hydroxy-quinaldine separates out in form of a weakly yellowish colored precipitate. The same is filtered off and thoroughly washed with water.After drying, 15 parts of 5,7-dichloro-8-hydroxy-quinaldine melting at 111°C to 112°C are obtained. When recrystallized from alcohol, the product is obtained in voluminous, slightly yellowish needles having the melting point of 111.5°C to 112°C.

Therapeutic Function

Antibacterial

Purification Methods

Crystallise it from EtOH. [Beilstein 21/3 V 346.]

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