Oxamniquin

from Wikipedia, the free encyclopedia
Structural formula
(RS) -Oxamniquin Structural Formula V1.svg
Structural formula without stereochemistry
General
Surname Oxamniquin
Molecular formula C 14 H 21 N 3 O 3
Brief description

orange crystals

External identifiers / databases
CAS number 21738-42-1
EC number 244-556-4
ECHA InfoCard 100.040.491
PubChem 4612
DrugBank DB01096
Wikidata Q682497
Drug information
ATC code
Drug class

Anthelmintic

properties
Molar mass 279.3 g · mol -1
Melting point
  • 147-149 ° C
  • 146–148 ° C ( polymorph I)
  • 117–118 ° C (Polymorph II)
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Oxamniquin is an anthelmintic with schistosomicidal activity against Schistosoma mansoni , but not against other Schistosoma spp. It is a potent single-dose drug used to treat infections in humans. It causes the worms to migrate from the mesenteric veins to the liver, where the male worms remain. The female worms return to the mesentery but are no longer able to lay eggs.

Stereochemistry

Oxamniquine contains a stereocenter and consists of two enantiomers. This is a racemate , i.e. a 1: 1 mixture of ( R ) - and ( S ) -form:

Enantiomers of Oxamniquine
(R) -Oxamniquin Structural Formula V1.svg
( R ) shape
(S) -Oxamniquin Structural Formula V1.svg
( S ) shape

Individual evidence

  1. a b c Kuhnert-Brandstätter, M .; Völlenklee, R .: Contribution to the polymorphism of medicinal substances, Part 4: Oxamniquin, Resorantel, Spiperon, Suloctidil, Ticlopidinhydrochlorid, Parsol 1789 and Testosteroncyptonat in Sci. Pharm. 55 (1987) 27-39.
  2. ^ The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; Pp. 1192-1193, ISBN 978-0-911910-00-1 .
  3. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. Martidale: The Extra Pharmacopoeia , 31st edition, p 121st