Niclosamide

Niclosamide
Clinical data
Trade names	Niclocide, Fenasal, Phenasal, others
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Routes of; administration	By mouth
ATC code	P02DA01 (WHO) QP52AG03 (WHO);
Identifiers
	IUPAC name 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide;
CAS Number	50-65-7 ;
PubChem CID	4477;
DrugBank	DB06803 ;
ChemSpider	4322 ;
UNII	8KK8CQ2K8G;
KEGG	D00436 ;
ChEBI	CHEBI:7553;
ChEMBL	ChEMBL1448 ;
CompTox Dashboard (EPA)	DTXSID7040362 ;
ECHA InfoCard	100.000.052
Chemical and physical data
Formula	C13H8Cl2N2O4
Molar mass	327.12 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	225 to 230 °C (437 to 446 °F)
	SMILES Clc2cc(ccc2NC(=O)c1cc(Cl)ccc1O)[N+]([O-])=O;
	InChI 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) ; Key:RJMUSRYZPJIFPJ-UHFFFAOYSA-N ;
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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]

^ CID 4477 from PubChem
^ "Niclosamide Advanced Patient Information - Drugs.com". www.drugs.com. Archived from the original on 20 December 2016. Retrieved 8 December 2016.
^ ^a ^b 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.
^ Lanusse CE, Alvarez LI, Sallovitz JM, Mottier ML, Sanchez Bruni SF (13 May 2013). "Antinematodal Drugs". In Riviere JE, Papich MG (eds.). Veterinary Pharmacology and Therapeutics. John Wiley & Sons. p. 1096. ISBN 978-1-118-68590-7. Archived from the original on 10 September 2017.
^ Mehlhorn H (2008). Encyclopedia of Parasitology: A-M. Springer Science & Business Media. p. 483. ISBN 978-3-540-48994-8. Archived from the original on 2016-12-20.
^ 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.
^ "Dipylidium – Resources for Health Professionals". U.S. Centers for Disease Control and Prevention (CDC). 21 May 2020.

[pubchem-1] CID 4477 from PubChem

[Cons2016-2] "Niclosamide Advanced Patient Information - Drugs.com". www.drugs.com. Archived from the original on 20 December 2016. Retrieved 8 December 2016.

[WHO2008-3] 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.

[Riv2013-4] Lanusse CE, Alvarez LI, Sallovitz JM, Mottier ML, Sanchez Bruni SF (13 May 2013). "Antinematodal Drugs". In Riviere JE, Papich MG (eds.). 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 978-3-540-48994-8. Archived from the original on 2016-12-20.

[WHO21st-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] "Dipylidium – Resources for Health Professionals". U.S. Centers for Disease Control and Prevention (CDC). 21 May 2020.

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