Grundinformationen
- CAS
773-76-2- Standard-SMILES
Oc1c(Cl)cc(Cl)c2cccnc12- InChIKey
WDFKMLRRRCGAKS-UHFFFAOYSA-N- Summenformel
- C9H5Cl2NO
- Durchschnittliche Molmasse
- 214,04 g/mol
- Monoisotopische Masse
- 212,9748192
Überblick
Chloroxine is a monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 have been substituted by chlorine. A synthetic antibacterial prepared by chlorination of quinolin-8-ol, it is used for the treatment of dandruff and seborrhoeic dermatitis of the scalp. It has a role as an antibacterial agent, an antiseborrheic and an antifungal drug. It is an organochlorine compound and a monohydroxyquinoline. It is functionally related to a quinolin-8-ol.
Namen und Bezeichner
- Bevorzugter Name
- Chloroxine
- IUPAC
- 5,7-dichloroquinolin-8-ol
- Lokaler Name
- 5,7-Dichlorchinolin-8-ol
- Englischer Name
- 5,7-Dichloro-8-hydroxyquinoline
- Summenformel
- C9H5Cl2NO
- Molmasse
- 214.05
Namen und Synonyme
chloroxine773-76-25,7-Dichloroquinolin-8-ol5,7-Dichloro-8-hydroxyquinoline5,7-Dichloro-8-quinolinolChlorquinolCapitrolQuixalinDichlorohydroxyquinoline5,7-Dichlorooxine5,7-Dichloroxine8-QUINOLINOL, 5,7-DICHLORO-
Weitere Namen anzeigen
CHQQuesylClofuzidEndiaronChlofucidDichloroxinChhoroox-ine
5,7-Dichloro-8-oxyquinoline5,7-Dichlor-8-hydroxychinolinDTXSID5022801NSC-39042I8BD50I8BCHEBI:59477NSC3904DTXCID202801
Datenbank-Bezeichner
- CAS
773-76-2- PubChem CID
- 2722
- DTXSID
DTXSID5022801- ChEMBL
CHEMBL1200596- ChEBI
CHEBI:59477- UNII
- 2I8BD50I8B
- EC Number
- 212-258-3
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,5
- Polarare Oberfläche (TPSA)
- 33,1 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 13
- Formalladung
- 0
- Komplexität
- 190
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesAngular frequency
LogP3
Solubility1.38e-01 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Melting Point179.5 °C
Physical DescriptionSolid
Collision Cross Section
132.71 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
134.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H302 (93.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 77 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (93.5%)
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29334900
- RTECS-Nr.
- VC5350000
- risk_code
- 22-37/38-41-36/37/38
- hazard_code
- Xn,Xi
- safety_code
- 26-36-37/39-25-22
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
PharmacodynamicsChloroxine has an antibacterial action, inhibiting the growth of gram-positive as well as some gram-negative organisms. Also, chloroxine has shown some antifungal activity against certain dermatophytes and yeasts.
Mechanism of Action
Although the mechanism of action is not understood, chloroxine may slow down mitotic activity in the epidermis, thereby reducing excessive scaling associated with dandruff or seborrheic dermatitis of the scalp. Chloroxine induces SOS-DNA repair in E. coli, so chloroxine may be genotoxic to bacteria.
MeSH Pharmacological Classification
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Substances that inhibit the growth or reproduction of BACTERIA.
Cellular LocationsMembrane
Verwendung und Herstellung
General Manufacturing Information8-Quinolinol, 5,7-dichloro-: ACTIVE
Anwendungen
VerwendenH1 antihistamine
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
2
Notizen zur Verbindung
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