Oxamniquine: Difference between revisions
m (Protected "Oxamniquine": Protecting pages from unwanted edits ([edit=sysop] (indefinite) [move=sysop] (indefinite))) |
No edit summary |
||
| (3 intermediate revisions by one other user not shown) | |||
| Line 1: | Line 1: | ||
{{ | __NOTOC__ | ||
{{CMG}} | |||
}} | |||
==Overview== | |||
Oxamniquine is "an anthelmintic with schistosomicidal activity against ''[[Schistosoma mansoni]]'', but not against other Schistosoma spp. Oxamniquine is a potent single-dose agent for treatment of Schistosoma mansoni infection in man and it 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. | |||
==Category== | |||
Anthelmintic | |||
==US Brand Names== | |||
VANSIL<sup>®</sup> (''DISCONTINUED'') | |||
==Mechanism of Action== | |||
Oxamniquine is a semisynthetic tetrahydroquinoline and possibly acts by [[DNA]] binding resulting in contraction and paralysis of the worms and eventual detachment from terminal[[venules]] in the mesentry and death. It is also hypothesized that its biochemical mechanisms are related to an anticholinergic effect which increases the parasite’s motility, as well as to synthesis inhibition of nucleic acids. Oxamniquine acts mainly on male worms but also induces small changes on a small proportion of females. Like [[praziquantel]], it promotes more severe damage of the dorsal tegument than of the ventral surface. The drug causes the male worms to shift from the mesenteric circulation to the liver where the cellular host response causes its final elimination. The changes caused in the females are reversible and are due primarily to the discontinued male stimulation rather than the direct effect of oxamniquine. | |||
==Historical Perspective== | |||
Oxamniquine was first described by Kaye and Woolhouse in 1972 as a metabolite of the compound UK 3883 (2-isopropylaminomethyl-6-methyl-7-nitro-1,2,3,4-tetrahydroquinoline). Initially it was prepared by microbiological hydroxilation in the presence of the fungus Aspergillus sclerotiorum. In 1979, [[Pfizer]] at Sandwich was presented with the Queen’s Award for Technological Achievement in recognition of the outstanding contribution made to tropical medicine by MANSIL™ (oxamniquine). | Oxamniquine was first described by Kaye and Woolhouse in 1972 as a metabolite of the compound UK 3883 (2-isopropylaminomethyl-6-methyl-7-nitro-1,2,3,4-tetrahydroquinoline). Initially it was prepared by microbiological hydroxilation in the presence of the fungus Aspergillus sclerotiorum. In 1979, [[Pfizer]] at Sandwich was presented with the Queen’s Award for Technological Achievement in recognition of the outstanding contribution made to tropical medicine by MANSIL™ (oxamniquine). | ||
==Pharmacokinetics== | ==Pharmacokinetics== | ||
Peak [[Plasma (physics)|plasma]] concentrations are achieved 1 to 3 hours after a dose and the plasma half-life is 1 to 2.5 hours. | Peak [[Plasma (physics)|plasma]] concentrations are achieved 1 to 3 hours after a dose and the plasma half-life is 1 to 2.5 hours. | ||
It is extensively metabolised to inactive metabolites, principally the 6-carboxy derivative, which are excreted in the urine. About 70% of a dose of oxamniquine is excreted as the 6-carboxy metabolite within 12 hours of a dose; traces of the 2-carboxy metabolite have also been detected in the urine. | It is extensively metabolised to inactive metabolites, principally the 6-carboxy derivative, which are excreted in the urine. About 70% of a dose of oxamniquine is excreted as the 6-carboxy metabolite within 12 hours of a dose; traces of the 2-carboxy metabolite have also been detected in the urine. | ||
== | ==Uses== | ||
For treatment of [[schistosomiasis]]. According to one systematic review, it is equally effective as [[praziquantel]] (for treating ''[[Schistosoma|S. mansoni]]'' infections). | |||
For treatment of [[schistosomiasis]]. According to one systematic review | |||
==Contraindications and Precautions== | ==Contraindications and Precautions== | ||
Pregnancy | Pregnancy | ||
==Side | ==Side Effects== | ||
It is generally well tolerated following oral doses. Dizziness with or without drowsiness occurs in at least a third of patients, beginning up to 3 hours after a dose and usually lasting for up to 6 hours. Headache and gastrointestinal effects such as nausea, vomiting, and | |||
It is generally well tolerated following oral doses. Dizziness with or without drowsiness occurs in at least a third of patients, beginning up to 3 hours after a dose and usually lasting for up to 6 hours. Headache and gastrointestinal effects such as [[nausea]], [[vomiting]], and [[diarrhea]] are also common. | |||
Allergic-type reactions including urticaria, pruritic skin rashes, and fever may occur. Liver enzyme values have been raised transiently in some patients. Epileptiform convulsions have been reported, especially in patients with a history of convulsive disorders. | Allergic-type reactions including [[urticaria]], pruritic skin rashes, and [[fever]] may occur. Liver enzyme values have been raised transiently in some patients. Epileptiform convulsions have been reported, especially in patients with a history of convulsive disorders. [[Hallucination]]s and excitement have occurred rarely. | ||
A reddish discoloration of urine, probably due to a metabolite of oxamniquine, has been reported. | A reddish discoloration of urine, probably due to a metabolite of oxamniquine, has been reported. | ||
==Dosage== | ==Dosage== | ||
Oral, 15 mg per kg of body weight two times a day for one day. | Oral, 15 mg per kg of body weight two times a day for one day. | ||
== | ==How Supplied== | ||
*Vansil | |||
*Mansil | * Vansil (Pfizer): 250 mg capsules; syrup 250 mg/5 ml | ||
* Mansil: 250 mg Tablets | |||
==References== | ==References== | ||
{{Reflist|2}} | |||
[[Category:Antibiotics]] | |||
[[Category:Drug]] | |||
[[Category: | |||
Latest revision as of 14:46, 9 April 2015
Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]
Overview
Oxamniquine is "an anthelmintic with schistosomicidal activity against Schistosoma mansoni, but not against other Schistosoma spp. Oxamniquine is a potent single-dose agent for treatment of Schistosoma mansoni infection in man and it 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.
Category
Anthelmintic
US Brand Names
VANSIL® (DISCONTINUED)
Mechanism of Action
Oxamniquine is a semisynthetic tetrahydroquinoline and possibly acts by DNA binding resulting in contraction and paralysis of the worms and eventual detachment from terminalvenules in the mesentry and death. It is also hypothesized that its biochemical mechanisms are related to an anticholinergic effect which increases the parasite’s motility, as well as to synthesis inhibition of nucleic acids. Oxamniquine acts mainly on male worms but also induces small changes on a small proportion of females. Like praziquantel, it promotes more severe damage of the dorsal tegument than of the ventral surface. The drug causes the male worms to shift from the mesenteric circulation to the liver where the cellular host response causes its final elimination. The changes caused in the females are reversible and are due primarily to the discontinued male stimulation rather than the direct effect of oxamniquine.
Historical Perspective
Oxamniquine was first described by Kaye and Woolhouse in 1972 as a metabolite of the compound UK 3883 (2-isopropylaminomethyl-6-methyl-7-nitro-1,2,3,4-tetrahydroquinoline). Initially it was prepared by microbiological hydroxilation in the presence of the fungus Aspergillus sclerotiorum. In 1979, Pfizer at Sandwich was presented with the Queen’s Award for Technological Achievement in recognition of the outstanding contribution made to tropical medicine by MANSIL™ (oxamniquine).
Pharmacokinetics
Peak plasma concentrations are achieved 1 to 3 hours after a dose and the plasma half-life is 1 to 2.5 hours.
It is extensively metabolised to inactive metabolites, principally the 6-carboxy derivative, which are excreted in the urine. About 70% of a dose of oxamniquine is excreted as the 6-carboxy metabolite within 12 hours of a dose; traces of the 2-carboxy metabolite have also been detected in the urine.
Uses
For treatment of schistosomiasis. According to one systematic review, it is equally effective as praziquantel (for treating S. mansoni infections).
Contraindications and Precautions
Pregnancy
Side Effects
It is generally well tolerated following oral doses. Dizziness with or without drowsiness occurs in at least a third of patients, beginning up to 3 hours after a dose and usually lasting for up to 6 hours. Headache and gastrointestinal effects such as nausea, vomiting, and diarrhea are also common.
Allergic-type reactions including urticaria, pruritic skin rashes, and fever may occur. Liver enzyme values have been raised transiently in some patients. Epileptiform convulsions have been reported, especially in patients with a history of convulsive disorders. Hallucinations and excitement have occurred rarely.
A reddish discoloration of urine, probably due to a metabolite of oxamniquine, has been reported.
Dosage
Oral, 15 mg per kg of body weight two times a day for one day.
How Supplied
- Vansil (Pfizer): 250 mg capsules; syrup 250 mg/5 ml
- Mansil: 250 mg Tablets