Albendazole

Albendazole, also known as albendazolum,[1] is a medication used for the treatment of a variety of parasitic worm infestations.[3] It is useful for giardiasis, trichuriasis, filariasis, neurocysticercosis, hydatid disease, pinworm disease, and ascariasis, among other diseases.[3] It is taken orally.[3]

Albendazole
Clinical data


Trade names	Albenza, Valbazen, Zentel, others
AHFS/Drugs.com	Monograph
MedlinePlus	a610019
License data	US DailyMed: Albendazole
Pregnancy category	AU: D
Routes of administration	By mouth
ATC code	P02CA03 (WHO) QP52AC11 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: ℞-only UK: POM (Prescription only) US: ℞-only (for humans; veterinary suspension and paste are both OTC)[1]
Pharmacokinetic data
Bioavailability	<5%[2]
Protein binding	70%[2]
Metabolism	Hepatic[2]
Elimination half-life	8-12 hours[2]
Excretion	Bile (humans) Urine (ruminants)
Identifiers
IUPAC name Methyl [5-(propylthio)-1H-benzoimidazol-2-yl]carbamate
CAS Number	54965-21-8^Y
PubChem CID	2082
DrugBank	DB00518^Y
ChemSpider	1998^Y
UNII	F4216019LN
KEGG	D00134^Y
ChEBI	CHEBI:16664^Y
ChEMBL	ChEMBL1483^Y
NIAID ChemDB	007895
CompTox Dashboard (EPA)	DTXSID0022563
ECHA InfoCard	100.053.995
Chemical and physical data
Formula	C₁₂H₁₅N₃O₂S
Molar mass	265.33 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	208 to 210 °C (406 to 410 °F)
SMILES CCCSc2ccc1nc(NC(=O)OC)[nH]c1c2
InChI InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)^Y Key:HXHWSAZORRCQMX-UHFFFAOYSA-N^Y
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Common side effects include nausea, abdominal pains, and headaches.[3] Potentially serious side effects include bone marrow suppression which usually improves on stopping the medication.[3] Liver inflammation has been reported and those with prior liver problems are at greater risk.[3] It is pregnancy category C in the United States and category D in Australia, meaning it may cause harm if taken by pregnant women.[3][4] Albendazole is a broad-spectrum antihelminthic agent of the benzimidazole type.[3]

Albendazole was developed in 1975.[5] It is on the World Health Organization's List of Essential Medicines.[6]

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