Oxamniquine

Oxamniquine
Clinical data
Trade namesVansil
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
administration		By mouth
ATC code
Pharmacokinetic data
BioavailabilityReadily absorbed when taken by mouth
MetabolismLiver
Elimination half-life1 to 2.5h
ExcretionKidney
Identifiers
  • (RS)-1,2,3,4-Tetrahydro-2-isopropylaminomethyl-7-nitro-6-quinolylmethanol
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
PDB ligand
CompTox Dashboard (EPA)
ECHA InfoCard100.040.491 Edit this at Wikidata
Chemical and physical data
FormulaC14H21N3O3
Molar mass279.340 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • CC(C)NCC1CCC2=CC(=C(C=C2N1)[N+](=O)[O-])CO
  • InChI=1S/C14H21N3O3/c1-9(2)15-7-12-4-3-10-5-11(8-18)14(17(19)20)6-13(10)16-12/h5-6,9,12,15-16,18H,3-4,7-8H2,1-2H3 checkY
  • Key:XCGYUJZMCCFSRP-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Oxamniquine, sold under the brand name Vansil among others, is a medication used to treat schistosomiasis due to Schistosoma mansoni.[1] Praziquantel, however, is often the preferred treatment.[2] It is given by mouth and used as a single dose.[2]

Common side effects include sleepiness, headache, nausea, diarrhea, and reddish urine.[1] It is typically not recommended during pregnancy, if possible.[1] Seizures may occur and therefore caution is recommended in people with epilepsy.[1] It works by causing paralysis of the parasitic worms.[3] It is in the anthelmintic family of medications.[4]

Oxamniquine was first used medically in 1972.[5] It is on the World Health Organization's List of Essential Medicines.[6] It is not commercially available in the United States.[4] It is more expensive than praziquantel.[7]

  1. ^ a b c d World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 94. hdl:10665/44053. ISBN 978-9-2415-4765-9.
  2. ^ a b Fenwick A, Utzinger J (2010). "Helminthic Diseases: Schistosomiasis". In Griffiths J, Maguire JH, Heggenhougen K, Quah SR (eds.). Public Health and Infectious Diseases. Elsevier. p. 351. ISBN 978-0-12-381507-1. Archived from the original on 20 December 2016.
  3. ^ Kuhlmann FM, Fleckenstein JM (2016). "Antiparasitic Agents". In Cohen J, Powderly WG, Opal SM (eds.). Infectious Diseases (4th ed.). Elsevier Health Sciences. p. 1371. ISBN 978-0-7020-6338-1. Archived from the original on 20 December 2016.
  4. ^ a b "Oxamniquine medical facts from Drugs.com". www.drugs.com. Archived from the original on 20 December 2016. Retrieved 10 December 2016.
  5. ^ Jordan P (1985). "Drug Trials: Oxamniquine". Schistosomiasis: The St Lucia Project. CUP Archive. p. 298. ISBN 978-0-521-30312-5. Archived from the original on 10 September 2017.
  6. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  7. ^ "Chapter 2: Bayer & E. Merck: Discovery and development of praziquantel*: Competing drugs for schistosomiasis treatment". International Strategies for Tropical Disease Treatments: Experiences with Praziquantel. EDM Research Series No. 026. WHO Essential Medicines. Archived from the original on 20 December 2016. Retrieved 10 December 2016.