Rafoxanide is a salicylanilide used as an anthelmintic.[1] It is most commonly used in ruminant animals to treat adult liver flukes of the species Fasciola hepatica and Fasciola gigantica.[1]

Rafoxanide
Names
Preferred IUPAC name
N-[3-Chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodobenzamide
Other names
Rafoxanid, raphoxanide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.041.029 Edit this at Wikidata
EC Number
  • 245-148-9
KEGG
MeSH D011888
UNII
  • 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) ☒N
    Key: NEMNPWINWMHUMR-UHFFFAOYSA-N ☒N
  • InChI=1/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)
    Key: NEMNPWINWMHUMR-UHFFFAOYAP
  • C1=CC(=CC=C1OC2=C(C=C(C=C2)NC(=O)C3=CC(=CC(=C3O)I)I)Cl)Cl
Properties
C19H11Cl2I2NO3
Molar mass 626.01 g/mol
Appearance Slight yellowish-brown injectable solution and white oral solution
In oily solutes
Pharmacology
QP52AG05 (WHO)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Has low safety index (6 times as normal dose)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References

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  1. ^ a b Lanusse, Carlos E.; Alvarez, Luis I.; Virkel, Guillermo L. (2018). "Chapter 40. Anticestodal and antitrematodal drugs. Rafoxanide". In Riviere, Jim E.; Papich, Mark G. (eds.). Veterinary Pharmacology and Therapeutics (10th ed.). John Wiley & Sons. p. 1091. ISBN 9781118855829.