Structure via PubChem · Public domain (PubChem)
lumefantrine
Sign in to saveAlso 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.
In the Vinony graph
Vinony's link graph records 78 inbound references to lumefantrine, and connects out to antibiotic, digital object identifier and International Standard Serial Number.
Vinony files it under 4-Chlorophenyl compounds, Antimalarial agents and Chemical articles with multiple CAS registry numbers.
Vinony links it to 21 Wikipedia language editions.
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- Artemether-lumefantrine: an option for malaria.The Annals of pharmacotherapy · 2012
- Artemether-lumefantrine for uncomplicated malaria: a systematic review.Tropical medicine & international health : TM & IH · 2004
- Artemether-lumefantrine (four-dose regimen) for treating uncomplicated falciparum malaria.The Cochrane database of systematic reviews · 2006
- Artemether-lumefantrine (six-dose regimen) for treating uncomplicated falciparum malaria.The Cochrane database of systematic reviews · 2005
- Artemether-lumefantrine for treating uncomplicated falciparum malaria.The Cochrane database of systematic reviews · 2002
via PubMed
Wikidata facts
- Mass
- 527.154948
Show 5 more facts
- chemical formula
- C₃₀H₃₂Cl₃NO
- canonical SMILES
- CCCCN(CCCC)CC(C1=C2C3=C(C=C(C=C3)Cl)C(=CC4=CC=C(C=C4)Cl)C2=CC(=C1)Cl)O
- isomeric SMILES
- CCCCN(CCCC)CC(C1=C2C3=C(C=C(C=C3)Cl)/C(=C/C4=CC=C(C=C4)Cl)/C2=CC(=C1)Cl)O
- World Health Organisation international non-proprietary name
- lumefantrine
- Commons category
- Lumefantrine
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- 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.