Structure via PubChem · Public domain (PubChem)
nifurtimox
Sign in to saveNifurtimox, 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.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 462260534
- Drug.image
- Nifurtimox.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250px
- Drug.image2
- Nifurtimox 3D.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 220px
- Drug.chirality
- Racemic mixture
- Drug.tradename
- Lampit
- Drug.DailyMedID
- Nifurtimox
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- P01
- Drug.ATC_suffix
- CC01
- Drug.legal_US
- Rx-only
- Drug.legal_status
- Rx-only
- Drug.bioavailability
- Low
via Wikipedia infobox
Chemical data
- Formula
- C10H13N3O5S
- Molecular weight
- 287.29 g/mol
- IUPAC name
- (E)-N-(3-methyl-1,1-dioxo-1,4-thiazinan-4-yl)-1-(5-nitrofuran-2-yl)methanimine
- SMILES
- CC1CS(=O)(=O)CCN1/N=C/C2=CC=C(O2)[N+](=O)[O-]
- InChIKey
- ARFHIAQFJWUCFH-IZZDOVSWSA-N
- XLogP
- 1.3
- Polar surface area
- 117 Ų
- H-bond donors
- 0
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
1,207 papers- Nifurtimox.American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists · 2020
- Update on nifurtimox for treatment of Chagas disease.Drugs of today (Barcelona, Spain : 1998) · 2021
- Chagas Disease.Annals of internal medicine · 2023
- Selected Aspects of the Analytical and Pharmaceutical Profiles of Nifurtimox.Journal of pharmaceutical sciences · 2023
- Nifurtimox (Lampit) for Chagas disease.The Medical letter on drugs and therapeutics · 2024
via PubMed
Wikidata facts
- Mass
- 287.057592
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₀H₁₃N₃O₅S
- canonical SMILES
- CC1CS(=O)(=O)CCN1N=CC2=CC=C(O2)[N+](=O)[O-]
- isomeric SMILES
- CC1CS(=O)(=O)CCN1/N=C/C2=CC=C(O2)[N+](=O)[O-]
- Commons category
- Nifurtimox
- subject has role
- essential medicine
Sources (2)
via Wikidata · CC0
~5 min read
Encyclopedic overview
11 sectionsContents
- Medical uses
- Pregnancy and breastfeeding
- Side effects
- Contraindications
- Mechanism of action
- Society and culture
- Legal status
- Names
- Research
- References
- External links
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.
Excerpted from Wikipedia’s “nifurtimox” article, available under the CC BY-SA 4.0 licence.