Oxamniquine

• Catalog No.: DB01096
• CAS Number: 21738-42-1
• M. F.: C14H21N3O3
• M. W.: 279.33484

SYNONYMS

• IUPAC name: (7-nitro-2-{[(propan-2-yl)amino]methyl}-1,2,3,4-tetrahydroquinolin-6-yl)methanol
• IUPAC Traditional name: oxamniquine
• Brand Name: Vansil; Mansil

DATABASE IDS

• CAS Number: 21738-42-1
• PubChem CID: 4612
• PubChem SID: 46508789

PROPERTIES

• Hydrophobicity(logP): 1.5
• Solubility: 820 mg/L

DETAILS

Description (English)

• Drug Groups: approved
• Description: An anthelmintic with schistosomicidal activity against Schistosoma mansoni, but not against other Schistosoma spp. Oxamniquine causes worms to shift from the mesenteric veins to the liver where the male worms are retained; the female worms return to the mesentery, but can no longer release eggs. (From Martidale, The Extra Pharmacopoeia, 31st ed, p121)
• Indication: For treatment of Schistosomiasis caused by Schistosoma mansoni
• Pharmacology: Oxamniquine is an anthelmintic with schistosomicidal activity against Schistosoma mansoni, but not against other Schistosoma spp. Oxamniquine causes worms to shift from the mesenteric veins to the liver where the male worms are retained; the female worms return to the mesentery, but can no longer release egg.
• Affected Organisms: Schistosoma mansoni
• Biotransformation: Probably hepatic
• Absorption: Well absorbed orally
• Half Life: 1-2.5 hours
• References: Filho RP, de Souza Menezes CM, Pinto PL, Paula GA, Brandt CA, da Silveira MA: Design, synthesis, and in vivo evaluation of oxamniquine methacrylate and acrylamide prodrugs. Bioorg Med Chem. 2007 Feb 1;15(3):1229-36. Epub 2006 Nov 16. [Pubmed] ; See General references, Filho et. al. for synthesis of oxamniquine methacylate.
• External Links: Wikipedia; Drugs.com

REFERENCES

• Filho RP, de Souza Menezes CM, Pinto PL, Paula GA, Brandt CA, da Silveira MA: Design, synthesis, and in vivo evaluation of oxamniquine methacrylate and acrylamide prodrugs. Bioorg Med Chem. 2007 Feb 1;15(3):1229-36. Epub 2006 Nov 16. PubmedSee General references, Filho et. al. for synthesis of oxamniquine methacylate.