Nifurtimox

Nifurtimox
Clinical data
Trade names	Lampit
Other names	Bayer 2502
AHFS/Drugs.com	Drugs.com archive; Lampit
License data	US DailyMed: Nifurtimox;
Routes of; administration	By mouth
ATC code	P01CC01 (WHO) QP51AC01 (WHO);
Legal status
Legal status	US: ℞-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	Low
Metabolism	Liver (Cytochrome P450 oxidase (CYP) involved)
Elimination half-life	2.95 ± 1.19 hours
Excretion	Kidney, very low
Identifiers
	IUPAC name N-(3-Methyl-1,1-dioxido-4-thiomorpholinyl)-1-(5-nitro-2-furyl)methanimine;
CAS Number	23256-30-6 ;
PubChem CID	6842999;
DrugBank	DB11820 ;
ChemSpider	29464 ;
UNII	M84I3K7C2O;
KEGG	D00833 ; C08002 ;
ChEBI	CHEBI:7566;
ChEMBL	ChEMBL290960 ;
CompTox Dashboard (EPA)	DTXSID3045439 ;
ECHA InfoCard	100.041.377
Chemical and physical data
Formula	C10H13N3O5S
Molar mass	287.29 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
Melting point	180 to 182 °C (356 to 360 °F)
	SMILES CC1CS(=O)(=O)CCN1N=CC2=CC=C(O2)[N+](=O)[O-];
	InChI InChI=1S/C10H13N3O5S/c1-8-7-19(16,17)5-4-12(8)11-6-9-2-3-10(18-9)13(14)15/h2-3,6,8H,4-5,7H2,1H3 ; Key:ARFHIAQFJWUCFH-UHFFFAOYSA-N ;
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Nifurtimox, sold under the brand name Lampit, is a medication used to treat Chagas disease and sleeping sickness. For sleeping sickness it is used together with eflornithine in nifurtimox-eflornithine combination treatment. In Chagas disease it is a second-line option to benznidazole. It is given by mouth.

Common side effects include abdominal pain, headache, nausea, and weight loss. There are concerns from animal studies that it may increase the risk of cancer but these concerns have not been found in human trials. Nifurtimox is not recommended in pregnancy or in those with significant kidney or liver problems. It is a type of nitrofuran.

Nifurtimox came into medication use in 1965. It is on the World Health Organization's List of Essential Medicines. It is not available commercially in Canada. It was approved for medical use in the United States in August 2020. In regions of the world where the disease is common nifurtimox is provided for free by the World Health Organization (WHO).

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