From Wikipedia, the free encyclopedia
Clinical data
Trade namesNiclocide, Fenasal, Phenasal, others[1]
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
By mouth
ATC code
  • 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide
CAS Number
PubChem CID
CompTox Dashboard (EPA)
ECHA InfoCard100.000.052 Edit this at Wikidata
Chemical and physical data
Molar mass327.12 g·mol−1
3D model (JSmol)
Melting point225 to 230 °C (437 to 446 °F)
  • Clc2cc(ccc2NC(=O)c1cc(Cl)ccc1O)[N+]([O-])=O
  • InChI=1S/C13H8Cl2N2O4/c14-7-1-4-12(18)9(5-7)13(19)16-11-3-2-8(17(20)21)6-10(11)15/h1-6,18H,(H,16,19) checkY
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Niclosamide, sold under the brand name Niclocide among others, is an anthelmintic medication used to treat tapeworm infestations, including diphyllobothriasis, hymenolepiasis, and taeniasis. It is not effective against other worms such as flukes or roundworms.[2] It is taken by mouth.[3]

Side effects include nausea, vomiting, abdominal pain, and itchiness. It may be used during pregnancy.[3] It works by blocking glucose uptake and oxidative phosphorylation by the worm.[4]

Niclosamide was first synthesized in 1958.[5] It is on the World Health Organization's List of Essential Medicines.[6] Niclosamide is not available for human use in the United States.[7]

Side effects[edit]

Side effects include nausea, vomiting, abdominal pain, constipation, and itchiness.[3] 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.[citation needed] Important Note: Niclosamide kills the pork tapeworm and results in its digestion. This then may cause a multitude of viable eggs to be released and may result in cysticercosis. Therefore, a purge should be given 1 or two hours after treatment. CNS cysticercosis is a life-threatening condition and may require brain surgery. [8] [9]

Mechanism of action[edit]

Niclosamide inhibits glucose uptake, oxidative phosphorylation, and anaerobic metabolism in the tapeworm.[10]

Other applications[edit]

Niclosamide's metabolic effects are relevant to wide ranges of organisms, and accordingly it has been applied as a control measure to organisms other than tapeworms. For example, it is an active ingredient in some formulations such as Bayluscide for killing lamprey larvae,[11][12] as a molluscide,[13] and as a general purpose piscicide in aquaculture. Niclosamide has a short half-life in water in field conditions; this makes it valuable in ridding commercial fish ponds of unwanted fish; it loses its activity soon enough to permit re-stocking within a few days of eradicating the previous population.[13] Researchers have found that niclosamide is effective in killing invasive zebra mussels in cool waters.[14]


Niclosamide is under investigation for applications against types of cancer,[15] bacterial infections,[16] or viral infections.[17][18]

In 2018, niclosamide was observed to be a potent activator of PTEN-induced kinase 1 in primary cortical neurons.[19]


  1. ^ CID 4477 from PubChem
  2. ^ "Niclosamide Advanced Patient Information -". Archived from the original on 20 December 2016. Retrieved 8 December 2016.
  3. ^ a b c World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. pp. 81, 87, 591. hdl:10665/44053. ISBN 9789241547659.
  4. ^ Riviere JE, Papich MG (13 May 2013). Veterinary Pharmacology and Therapeutics. John Wiley & Sons. p. 1096. ISBN 978-1-118-68590-7. Archived from the original on 10 September 2017.
  5. ^ Mehlhorn H (2008). Encyclopedia of Parasitology: A-M. Springer Science & Business Media. p. 483. ISBN 9783540489948. Archived from the original on 2016-12-20.
  6. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  7. ^ "CDC - Dipylidium - Resources for Health Professionals". 21 May 2020.
  8. ^ Remingtons's Pharmaceutical Sciences, 16th edition, page 1182
  9. ^ The Merck Manual of Diagnosis and Therapy, 14th edition, page 176
  10. ^ Weinbach EC, Garbus J (1969). "Mechanism of action of reagents that uncouple oxidative phosphorylation". Nature. 221 (5185): 1016–8. Bibcode:1969Natur.221.1016W. doi:10.1038/2211016a0. PMID 4180173. S2CID 4209497.
  11. ^ Boogaard, Michael A. Delivery Systems of Piscicides "Request Rejected" (PDF). Archived (PDF) from the original on 2017-06-01. Retrieved 2017-05-30.
  12. ^ Verdel K.Dawson (2003). "Environmental Fate and Effects of the Lampricide Bayluscide: a Review". Journal of Great Lakes Research. 29 (Supplement 1): 475–492. Bibcode:2003JGLR...29..475D. doi:10.1016/S0380-1330(03)70509-7.
  13. ^ a b "WHO Specifications And Evaluations. For Public Health Pesticides. Niclosamide" (PDF). Archived from the original (PDF) on 2017-01-10. Retrieved 2019-08-07.
  14. ^ "Researchers find new methods to combat invasive zebra mussels". The Minnesota Daily. Retrieved 2018-11-19.
  15. ^ "Clinical Trials Using Niclosamide". NCI. Retrieved 20 March 2019.
  16. ^ Rajamuthiah R, Fuchs BB, Conery AL, Kim W, Jayamani E, Kwon B, Ausubel FM, Mylonakis E (April 2015). Planet PJ (ed.). "Repurposing Salicylanilide Anthelmintic Drugs to Combat Drug Resistant Staphylococcus aureus". PLOS ONE. 10 (4): e0124595. Bibcode:2015PLoSO..1024595R. doi:10.1371/journal.pone.0124595. ISSN 1932-6203. PMC 4405337. PMID 25897961.
  17. ^ Li Y, Li P, He Q, Zhang R, Li Y, Kamar N, Peppelenbosch MP, de Man RA, Wang L, Pan Q (January 2022). "Niclosamide inhibits hepatitis E virus through suppression of NF-kappaB signalling". Antiviral Research. 197: 105228. doi:10.1016/j.antiviral.2021.105228. PMID 34929248.
  18. ^ Braga, Luca; Ali, Hashim; Secco, Ilaria; Chiavacci, Elena; Neves, Guilherme; Goldhill, Daniel; Penn, Rebecca; Jimenez-Guardeño, Jose M.; Ortega-Prieto, Ana M.; Bussani, Rossana; Cannatà, Antonio; Rizzari, Giorgia; Collesi, Chiara; Schneider, Edoardo; Arosio, Daniele; Shah, Ajay M.; Barclay, Wendy S.; Malim, Michael H.; Burrone, Juan; Giacca, Mauro (2021). "Drugs that inhibit TMEM16 proteins block SARS-CoV-2 spike-induced syncytia". Nature. 594 (7861): 88–93. Bibcode:2021Natur.594...88B. doi:10.1038/s41586-021-03491-6. PMC 7611055. PMID 33827113.
  19. ^ Barini E, Miccoli A, Tinarelli F, Mulholland K, Kadri H, Khanim F, Stojanovski L, Read KD, Burness K, Blow JJ, Mehellou Y, Muqit MM (March 2, 2018). "The Anthelmintic Drug Niclosamide and Its Analogues Activate the Parkinson's Disease Associated Protein Kinase PINK1". ChemBioChem. 19 (5): 425–429. doi:10.1002/cbic.201700500. PMC 5901409. PMID 29226533.

External links[edit]