Niclosamide

Niclosamide
Systematic (IUPAC) name
5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide
Clinical data
Trade names Niclocide, Fenasal, Phenasal etc.[1]
AHFS/Drugs.com Micromedex Detailed Consumer Information
Identifiers
CAS Number 50-65-7 N
ATC code P02DA01 (WHO) QP52AG03
PubChem CID 4477
DrugBank DB06803 YesY
ChemSpider 4322 YesY
UNII 8KK8CQ2K8G YesY
KEGG D00436 YesY
ChEMBL CHEMBL1448 YesY
Chemical data
Formula C13H8Cl2N2O4
Molar mass 327.119 g/mol
 NYesY (what is this?)  (verify)

Niclosamide (trade name Niclocide[1]) is a teniacide in the anthelmintic family especially effective against cestodes that infect humans and many other animals. It is a salicylanilide compound (5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydrobenzamide) also used as a piscicide. While antihelmintics are a drug family used to treat worm infections, niclosamide is used specifically to treat tapeworms and is not effective against other worms such as pinworms or roundworms. It is a chewable tablet taken orally, dosage depending on type of worm and patient's age and/or weight. It is not usually considered the drug of choice for treating cestode infection in humans or animals because of its side effects, though it remains highly effective and is generally inexpensive.[2]

Along with oxyclozanide, another tapeworm drug, it has been recently found to display "strong in vivo and in vitro activity against methicillin-resistant Staphylococcus aureus (MRSA)".[3]

It is on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system.[4]

Side effects

The medication can have side effects such as abdominal pain, anorexia, diarrhea, and emesis. Rarely, dizziness, skin rash, drowsiness, perianal itching, or an unpleasant taste occur. For some of these reasons, praziquantel is a preferable and equally effective treatment for tapeworm infestation.

Mechanism of action

Niclosamide inhibits glucose uptake, oxidative phosphorylation, and anaerobic metabolism in the tapeworm.[5]

References

  1. 1 2 CID 4477 from PubChem
  2. Jim E. Riviere; Mark G. Papich (13 May 2013). Veterinary Pharmacology and Therapeutics. John Wiley & Sons. p. 1096. ISBN 978-1-118-68590-7.
  3. Repurposing Salicylanilide Anthelmintic Drugs to Combat Drug Resistant Staphylococcus aureus at PLOS
  4. "WHO Model List of EssentialMedicines" (PDF). World Health Organization. October 2013. Retrieved 22 April 2014.
  5. Weinbach EC, Garbus J (1969). "Mechanism of action of reagents that uncouple oxidative phosphorylation". Nature 221 (5185): 1016–8. doi:10.1038/2211016a0. PMID 4180173.

More reading

External links

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