Halofantrin
Halofantrine
Grundinformationen
- CAS
66051-74-9- Standard-SMILES
CCCCN(CCCC)CCC(O)c1cc2c(Cl)cc(Cl)cc2c2cc(C(F)(F)F)ccc12- InChIKey
FOHHNHSLJDZUGQ-UHFFFAOYSA-N- Summenformel
- C26H30Cl2F3NO
- Durchschnittliche Molmasse
- 500,4 g/mol
- Monoisotopische Masse
- 499,1656546
Überblick
3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)-9-phenanthrenyl]-1-propanol is a member of phenanthrenes.
Namen und Bezeichner
- Bevorzugter Name
- Halofantrine
- IUPAC
- 3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol
- Lokaler Name
- Halofantrin
- Englischer Name
- HALOFANTRINE
- Summenformel
- C26H30Cl2F3NO
- Molmasse
- 500.42
Namen und Synonyme
Halofantrine69756-53-2Halofantrinum3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol3-(Dibutylamino)-1-(1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl)propan-1-olQ2OS4303HZDL-WR-171669DTXSID0023119WR-171699RefChem:783364DTXCID403119P01BX01
Weitere Namen anzeigen
HalofanWR-171669SKF-102886Halofantrine D18HALOFANTRINE USP/EP/BPHalofantrine hydrochloride CRS3-(Dibutylamino)-1-(1,3-dichloro-6-(trifluoromethyl)-phenanthren-9-yl)propan-1-ol1，3-Dichloro-α-[2-(dibutylamino)ethyl]-6-(trifluoromethyl)-9-phenanthrenemethanol3-DIBUTYLAMINO-1-(1,3-DICHLORO-6-TRIFLUOROMETHYL-PHENANTHREN-9-YL)-PROPAN-1-OL HCL
274-104-1Halofantrine, (-)-Halofantrinum [INN-Latin]Halofantrina [INN-Spanish]66051-76-1dl-WR 171669(+)-HalofantrineHalofantrine (INN)
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 8,6
- Polarare Oberfläche (TPSA)
- 23,5 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 33
- Formalladung
- 0
- Komplexität
- 584
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Antiparasitic products, insecticides and repellents -> Antiprotozoals
LogP8.9
Solubility1.11e-04 g/L
Human DrugsBreast Feeding; Lactation; Milk, Human; Anti-infective Agents; Antiparasitic Agents; Antimalarials; Antiprotozoal Agents
Physical DescriptionSolid
Physikochemische Eigenschaften
- Dichte
- 1.244 · 1.244±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- 2 · 2-8°C
- Wasserlöslichkeit
- 0.59 mg/L · 0.59mg/L(37 ºC)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Toxikologische Informationen
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Halofantrine
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Chemie und Industrie
Pharmakologische Informationen
ATC CodeP - Antiparasitic products, insecticides and repellents
Protein Binding60-70%;
PharmacodynamicsHalofantrine is a synthetic antimalarial which acts as a blood schizonticide. It is effective against multi drug resistant (including mefloquine resistant) <i>P. falciparum</i> malaria.
Mechanism of ActionThe mechanism of action of Halofantrine may be similar to that of chloroquine, quinine, and mefloquine; by forming toxic complexes with ferritoporphyrin IX that damage the membrane of the parasite.
Biological Half-Life6-10 days
Metabolism/MetabolitesHepatic
FDA Pharmacological Classification
Q2OS4303HZ
HALOFANTRINE
Established Pharmacologic Class [EPC] - Antimalarial
Halofantrine is an Antimalarial.
MeSH Pharmacological ClassificationAgents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)
Cellular LocationsMembrane
Anwendungen
BeschreibungHalofantrine is an orally-active blood schizonticide reportedly highly effective in the treatment of fulcipurum malaria and other types of parasitemia. Cure rate is claimed to be over 95%.
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