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72-80-0

72-80-0 Structure

72-80-0 Structure
IdentificationMore
[Name]

5,7-Dichloro-8-hydroxyquinaldine
[CAS]

72-80-0
[Synonyms]

5,7-DICHLORO-2-METHYL-8-QUINOLINOL
5,7-DICHLORO-2-METHYLQUINOLIN-8-OL
5,7-DICHLORO-8-HYDROXYQUINALDINE
5,7-DICHLORO-8-QUINALDINOL
5,7-DICHLORO-8-QUINALDOL
BCM
CHLORQUINALDOL
5,7-Dichloro-2-methyl-8-hydroxyquinoline
5,7-dichloro-2-methyl-8-quinolino
8-Quinolinol, 5,7-dichloro-2-methyl-
Afungil
Chloquinan
Chlorchinaldin
Chlorchinaldol
Chlorguinaldon
chloroquinaldol
Clorquinaldol
Florabina
Gyno-Sterosan
Gynotherax
[EINECS(EC#)]

200-789-3
[Molecular Formula]

C10H7Cl2NO
[MDL Number]

MFCD00023984
[Molecular Weight]

228.07
[MOL File]

72-80-0.mol
Chemical PropertiesBack Directory
[Appearance]

yellowish to beige-brown powder
[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. ]

2-8°C
[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)
Safety DataBack Directory
[Hazard Codes ]

Xn,T
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

VC5600000
[HS Code ]

2933998090
Hazard InformationBack Directory
[Chemical Properties]

yellowish to beige-brown powder
[Originator]

Sterosan ,Geigy ,US ,1954
[Uses]

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

antiinfectant, antifungal
[Uses]

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

5,7-Dichloro-8-hydroxyquinaldine(72-80-0)1HNMR
5,7-Dichloro-8-hydroxyquinaldine(72-80-0)Raman
5,7-Dichloro-8-hydroxyquinaldine(72-80-0)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

72-80-0(sigmaaldrich)
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