QuickView for Lumefantrine (compound)

Summary
General Info

PubChem

PubChem Compound 5311253

Name:	lumefantrine
PubChem Compound ID:	5311253
Molecular formula:	C₃₀H₃₂Cl₃NO
Molecular weight:	528.939 g/mol
Synonyms:	Lumefantrine

DrugBank

Identification

Name:	lumefantrine
Name (isomeric):	DB06708
Drug Type:	small molecule
Synonyms:	Benflumetol
Brand:	Coartem
Brand name mixture:	Coartem(Artemether and Lumefantrine)
Category:	Antimalarials, Antimalarial Agents
CAS number:	82186-77-4

Pharmacology

Indication:	Lumefantrine and artemether combination therapy is indicated for the treatment of acute uncomplicated malaria caused by <i>Plasmodium falciparum</i>, including malaria acquired in chloroquine-resistant areas. May also be used to treat uncomplicated malaria when the <i>Plasmodium</i> species has not been identified. Indicated for use in adults and children greater than 5 kg.
Pharmacology:	Lumefantrine is a blood schizonticide active against erythrocytic stages of Plasmodium falciparum. It is thought that administration of lumefantrine with artemether results in cooperate antimalarial clearing effects. Artemether has a rapid onset of action and is rapidly cleared from the body. It is thus thought to provide rapid symptomatic r... show more » Lumefantrine is a blood schizonticide active against erythrocytic stages of Plasmodium falciparum. It is thought that administration of lumefantrine with artemether results in cooperate antimalarial clearing effects. Artemether has a rapid onset of action and is rapidly cleared from the body. It is thus thought to provide rapid symptomatic relief by reducing the number of malarial parasites. Lumefantrine has a much longer half life and is believed to clear residual parasites. show less «
Mechanism of Action:	The exact mechanism by which lumefantrine exerts its antimalarial effect is unknown. However, available data suggest that lumefantrine inhibits the formation of β-hematin by forming a complex with hemin and inhibits nucleic acid and protein synthesis.
Absorption:	Food increases absorption.
Protein binding:	99.7% bound
Biotransformation:	Extensively metabolized in the liver primarily by cytochrome P450 3A4. The major metabolite found in plasma is desbutyl-lumefantrine.
Half Life:	~ 4.5 days
Toxicity:	Common side effects of combination artemether/lumefantrine therapy in adults include headache, anorexia, dizziness, and asthenia. Common side effects in children include pyrexia, cough, vomiting, anorexia, and headache. Possible serious adverse effects include QT prolongation, bullous eruption, urticaria, splenomegaly (9%), hepatomegaly (adults, 9%; children, 6%), hypersensitivty reaction, and angioedema.
Affected organisms:	Plasmodium

Interactions

Food interaction:

Take with food as food increases the absorption of lumefantrine and artemether.

Grapefruit juice may increase the toxicity of artemether and lumefantrine by inhibiting their metabolism.

Drug interaction:

Pimozide	Additive QTc-prolongation may occur. Concomitant therapy is contraindicated.
Tacrolimus	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Sotalol	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Chlorpromazine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Trimipramine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.

Pimozide	Additive QTc-prolongation may occur. Concomitant therapy is contraindicated.
Tacrolimus	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Sotalol	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Chlorpromazine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Trimipramine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Moxifloxacin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Amoxapine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Azithromycin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Loxapine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Protriptyline	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Apomorphine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Levofloxacin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Ziprasidone	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Tamoxifen	Lumefantrine, a moderate CYP2D6 inhibitor, may decrease the formation of highly potent tamoxifen metabolites. Concomitant therapy may decrease the effectiveness of tamoxifen. Consider alternate therapy.
Tetrabenazine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Quinine	Quinine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
Pyrimethamine	Pyrimethamine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
Fluconazole	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Pazopanib	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Indapamide	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Voriconazole	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Citalopram	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Mesoridazine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Procainamide	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Propafenone	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Quetiapine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Primaquine	Primaquine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
Nilotinib	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Proguanil	Proguanil may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
Amiodarone	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Hydroxychloroquine	Hydroxychloroquine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
Maprotiline	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Isradipine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Vorinostat	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Foscarnet	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Probucol	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Asenapine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Methadone	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Perflutren	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Amitriptyline	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Risperidone	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Ibutilide	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Sparfloxacin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Imipramine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Ranolazine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Thioridazine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Dapsone	Concomitant therapy may increase the risk of adverse hemolytic reactions. Monitor patients closely for symptoms of hemolytic reactions during concomitant therapy. Patients with glucose-6-phosphate dehydrogenase (G6PD) deficiency, methoglobulin reductase deficiency or hemoglobin M are at higher risk of experiencing hemolytic reactions.
Toremifene	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Flupenthixol	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Telithromycin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Flecainide	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Erythromycin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Thiothixene	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Doxepin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Lapatinib	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Escitalopram	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Methotrimeprazine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Chloroquine	Chloroquine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
telavancin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Sunitinib	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Norfloxacin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Octreotide	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Gadofosveset trisodium	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Pentamidine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Quinidine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Cisapride	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Dronedarone	Additive QTc-prolongation may occur. Concomitant therapy is contraindicated.
Arsenic trioxide	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Romidepsin	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Halofantrine	Halofantrine may increase the adverse effects of lumefantrine. Additive QTc-prolongation may occur. Combination therapy is contraindicated and therapies should not be administered within one month of each other due to the long half-life of lumefantrine.
Haloperidol	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Gadobutrol	Additive QTc-prolongation may occur. Consider alternate therapy or monitor closely for QTc-prolongation.
Fluoxetine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Droperidol	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Zuclopenthixol	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Iloperidone	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Nortriptyline	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Mefloquine	Mefloquine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
Bepridil	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.

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Enzymes

Cytochrome P450 3A4

Cytochrome P450 2D6