Oxyclozanide

Oxyclozanide is a salicylanilide anthelmintic. It is used in the treatment and control of fascioliasis in ruminants mainly domestic animals such as cattle, sheep, and goats. It mainly acts by uncoupling of oxidative phosphorylation in flukes.[1] Along with niclosamide, another tapeworm drug, it has been recently found to display "strong in vivo and in vitro activity against methicillin-resistant Staphylococcus aureus (MRSA)".[2]

Oxyclozanide
Names
Preferred IUPAC name
2,3,5-Trichloro-N-(3,5-dichloro-2-hydroxyphenyl)-6-hydroxybenzamide
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.186
KEGG
PubChem CID
UNII
InChI
  • InChI=1S/C13H6Cl5NO3/c14-4-1-6(16)11(20)8(2-4)19-13(22)9-10(18)5(15)3-7(17)12(9)21/h1-3,20-21H,(H,19,22) N
    Key: JYWIYHUXVMAGLG-UHFFFAOYSA-N N
  • InChI=1/C13H6Cl5NO3/c14-4-1-6(16)11(20)8(2-4)19-13(22)9-10(18)5(15)3-7(17)12(9)21/h1-3,20-21H,(H,19,22)
    Key: JYWIYHUXVMAGLG-UHFFFAOYAW
SMILES
  • C1=C(C=C(C(=C1Cl)O)NC(=O)C2=C(C(=CC(=C2Cl)Cl)Cl)O)Cl
Properties
Chemical formula
 C13H6Cl5NO3
Molar mass 401.45 g·mol−1
Pharmacology
QP52AG06 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Sometimes alluded to as "Pentaclosamide": CN101891646.

References

[3]

  1. CID 16779 from PubChem
  2. Rajamuthiah, Rajmohan; Fuchs, Beth Burgwyn; Conery, Annie L.; Kim, Wooseong; Jayamani, Elamparithi; Kwon, Bumsup; Ausubel, Frederick M.; Mylonakis, Eleftherios (2015). "Repurposing Salicylanilide Anthelmintic Drugs to Combat Drug Resistant Staphylococcus aureus". PLOS ONE. 10 (4): e0124595. doi:10.1371/journal.pone.0124595. PMC 4405337. PMID 25897961.
  3. Oxyclozanide MSDS


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