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lumefantrine

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lumefantrine

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Also known as 2-dibutylamino-1-[2,7-dichloro-9-(4-chloro-benzylidene)-9H-fluoren-4-yl]-ethanol, benflumetol, DL-benflumelol, 2-dibutylamino-1-{2,7-dichloro-9-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-9H-fluoren-4-yl}-ethanol, dl-benflumelol, (±)-2,7-dichloro-9-[(Z)-p-chlorobenzylidene]-α-[(dibutylamino)methyl]fluorene-4-methanol, (+-)-2,7-dichloro-9-[(Z)-p-chlorobenzylidene]-alpha-[(dibutylamino)methyl]fluorene-4-methanol

Lumefantrine (or benflumetol) is an antimalarial drug. It is only used in combination with artemether. This combination is frequently the first-line medication for Plasmodium falciparum malaria. Lumefantrine has a much longer half-life compared to artemether (3-6 days vs. 2 hours), and is therefore thought to clear any residual parasites that remain after combination treatment.

Chemical data

Formula
C30H32Cl3NO
Molecular weight
528.9 g/mol
IUPAC name
2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]fluoren-4-yl]ethanol
SMILES
CCCCN(CCCC)CC(C1=CC(=CC\2=C1C3=C(/C2=C/C4=CC=C(C=C4)Cl)C=C(C=C3)Cl)Cl)O
InChIKey
DYLGFOYVTXJFJP-MYYYXRDXSA-N
XLogP
8.7
Polar surface area
23.5 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Research

2,191 papers

via PubMed

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Encyclopedic overview

7 sections
Contents
  • Mechanism of action
  • Metabolism
  • Adverse effects
  • History
  • Research
  • See also
  • References

Lumefantrine (or benflumetol) is an antimalarial drug. It is only used in combination with artemether. This combination is frequently the first-line medication for Plasmodium falciparum malaria. Lumefantrine has a much longer half-life compared to artemether (3-6 days vs. 2 hours), and is therefore thought to clear any residual parasites that remain after combination treatment.

== Mechanism of action == The exact mechanism by which lumefantrine acts on erythrocytic stages of Plasmodium falciparum is unknown. However, it was shown to exert its action through possible two mechanisms: inhibiting β-hematin formation by creating complexes with hemin inhibiting nucleic acid and protein synthesis

Excerpted from Wikipedia’s “lumefantrine” article, available under the CC BY-SA 4.0 licence.

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