Identification | More | [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 Properties | Back 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 Data | Back 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 Information | Back 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.] |
|
|