5,7-Dichloro-8-hydroxyquinaldine

5,7-Dichloro-8-hydroxyquinaldine
  • CAS No.:72-80-0
Other grades of this product :
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
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
pka2.47±0.30(Predicted)
color Dark Beige to Very Dark Beige
Water Solubility Insoluble
Merck 13,2209
BRN 156683
CAS DataBase Reference72-80-0(CAS DataBase Reference)
NIST Chemistry ReferenceChlorquinaldol(72-80-0)
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 Information
ProviderLanguage
SigmaAldrich English
ACROS English
5,7-Dichloro-8-hydroxyquinaldine Usage And Synthesis
Chemical Propertiesyellowish to beige-brown powder
OriginatorSterosan ,Geigy ,US ,1954
UsesChlorquinaldol is a fungistat and antibacterial agent in topical pharmaceutical preparations (5,7-dichloro-2-methyl-8-quinolinol, Sterosan).
Usesantiinfectant, antifungal
Uses5,7-Dichloro-8-hydroxy-2-methylquinoline is an anti-infective agent.
DefinitionChEBI: 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 Process11.1 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 solutionWhen 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 FunctionAntibacterial
Purification MethodsCrystallise it from EtOH. [Beilstein 21/3 V 346.]
5,7-Dichloro-8-hydroxyquinaldine Preparation Products And Raw materials
Raw materialsChlorine-->8-Hydroxyquinaldine

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