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halofantrine

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Also known as Halfan, Halofantrina, Halofantrinum

Halofantrine is a drug used to treat malaria. Halofantrine's structure contains a substituted phenanthrene, and is related to the antimalarial drugs quinine and lumefantrine. Marketed as Halfan, halofantrine is never used to prevent malaria and its mode of action is unknown, although a crystallographic study showed that it binds to hematin in vitro, suggesting a possible mechanism of action. Halofantrine has also been shown to bind to plasmepsin, a haemoglobin degrading enzyme unique to the malarial parasites.

Key facts

Drug.verifiedrevid
461766301
Drug.IUPAC_name
3-(Dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)-9-phenanthryl]-1-propanol
Drug.image
Halofantrine.svg
Drug.image_class
skin-invert-image
Drug.tradename
Halfan
Drug.MedlinePlus
a603030
Drug.routes_of_administration
Oral
Drug.protein_bound
60–70%
Drug.metabolism
Hepatic (CYP3A4-mediated)
Drug.elimination_half life
6–10 days
Drug.CAS_number
69756-53-2
Drug.ATC_prefix
P01
Drug.ATC_suffix
BX01
Drug.PubChem
37393
Drug.DrugBank
DB01218
Drug.ChemSpiderID
34303
Drug.UNII
Q2OS4303HZ
Drug.ChEMBL
1107

via Wikipedia infobox

Research

693 papers

via PubMed

Wikidata facts

Mass
499.165655
Show 4 more facts
Commons category
Halofantrine
chemical formula
C₂₆H₃₀Cl₂F₃NO
canonical SMILES
CCCCN(CCCC)CCC(C1=C2C=CC(=CC2=C3C=C(C=C(C3=C1)Cl)Cl)C(F)(F)F)O
defined daily dose
1.5
Sources (6)

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Article

7 sections
Contents
  • Adverse reactions
  • Other adverse reactions
  • Pharmacology
  • Uses
  • Dosing
  • Manufacturing information and availability
  • References

Halofantrine is a drug used to treat malaria. Halofantrine's structure contains a substituted phenanthrene, and is related to the antimalarial drugs quinine and lumefantrine. Marketed as Halfan, halofantrine is never used to prevent malaria and its mode of action is unknown, although a crystallographic study showed that it binds to hematin in vitro, suggesting a possible mechanism of action. Halofantrine has also been shown to bind to plasmepsin, a haemoglobin degrading enzyme unique to the malarial parasites.

Halofantrine was developed at SRI International for the Walter Reed Army Institute of Research from 1965 to 1975 by a team led by medicinal chemist William Colwell.

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