Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C19H11Cl2I2NO3 |
| Molecular Weight | 626.01 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=C(C=C(I)C=C1I)C(=O)NC2=CC=C(OC3=CC=C(Cl)C=C3)C(Cl)=C2
InChI
InChIKey=NEMNPWINWMHUMR-UHFFFAOYSA-N
InChI=1S/C19H11Cl2I2NO3/c20-10-1-4-13(5-2-10)27-17-6-3-12(9-15(17)21)24-19(26)14-7-11(22)8-16(23)18(14)25/h1-9,25H,(H,24,26)
Rafoxanide is a halogenated salicylanilide used as a fasciolicide in cattle, sheep, goats, and horses. It is also active against nematodes, and the sheep nasal bot fly. Rafoxanide acts as by uncoupling oxidative phosphorylation of flukes, including reduced ATP levels, decreased glycogen content and accumulation of succinate.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Anthelmintic resistance on an organized sheep farm in India. | 2001 Jul |
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| Field trial on comparative efficacy of four fasciolicides against natural liver fluke infection in cattle. | 2006 Feb 18 |
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| A dual anthelmintic treatment strategic scheme for the control of fasciolosis in dairy sheep farms. | 2006 Nov |
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| Comparative pharmacokinetics of ivermectin alone and a novel formulation of ivermectin and rafoxanide in calves and sheep. | 2008 May |
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| Haemonchus contortus acetylcholine receptors of the DEG-3 subfamily and their role in sensitivity to monepantel. | 2009 Apr |
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| Drug discovery for schistosomiasis: hit and lead compounds identified in a library of known drugs by medium-throughput phenotypic screening. | 2009 Jul 14 |
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| Biochemical analysis of a recombinant glutathione transferase from the cestode Echinococcus granulosus. | 2010 Apr |
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| Interaction of anthelmintic drugs with P-glycoprotein in recombinant LLC-PK1-mdr1a cells. | 2010 Aug 5 |
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| Effect of three anthelmentics on disposition kinetics of florfenicol in goats. | 2010 Dec |
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| Quantitative analysis of closantel and rafoxanide in bovine and ovine muscles by high-performance liquid chromatography with fluorescence detection. | 2010 Sep-Oct |
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| An improved thyroid hormone reporter assay to determine the thyroid hormone-like activity of amiodarone, bithionol, closantel and rafoxanide. | 2012 Jan 5 |
Sample Use Guides
The recommended dose range from 5 to 15 mg/kg bw is generally administered by oral gavage or by intra-ruminal route.
Route of Administration:
Oral
Flukes recovered from infected sheep were maintained in laboratory conditions in warm (37 deg-C) Hedon-Fleig saline and used within one hour of recovery.
Rafoxanide tested in a concentration range of 0.01 to 1000 micro-g/mL as the commercial solutions, and in ethanol, dimethyl sulphoxide and Tween 80. Rafoxanide demonstrated faciolicide activity and a dose-response relationship. The motility of Fasciola hepatica was monitored by means of an isometric transducer connected to a high-speed pen recorder
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WHO-VATC |
QP52AG05
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NCI_THESAURUS |
C250
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CHEMBL287542
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245-148-9
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SUB10241MIG
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C152146
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RAFOXANIDE
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m9484
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31475
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rafoxanide
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100000080290
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ACTIVE MOIETY
