Albendazole

Structural formula
General
Non-proprietary name	Albendazole
other names	Methyl [6- (propylsulfanyl) -1 H -benzimidazol-2-yl] carbamate ( IUPAC )
Molecular formula	C 12 H 15 N 3 O 2 S
External identifiers / databases
EC number	259-414-7
ECHA InfoCard	100.053.995
PubChem	2082
ChemSpider	1998
DrugBank	DB00518
Wikidata	Q411629
Drug information
ATC code	P02 CA03 ; Q P52AC11 ;
Drug class	Anthelmintic
Mechanism of action	Microtubule inhibitor
properties
Molar mass	265.33 g · mol -1
Physical state	firmly
Melting point	208-210 ° C
solubility	bad in water and ethanol ; good in anhydrous formic acid ; bad in dichloromethane ;
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
H and P phrases	H: 315-319-335-360D
	P: 201-261-302 + 352-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Albendazole is a medicinal substance , more precisely a newer benzimidazole carbamate , which is used as an anthelmintic . It is a white or slightly yellowish powder that is given as a suspension, for example. It is preferably against several in the intestine living and tissue roundworms ( nematodes ) and in organs (eg, brain , liver , lung living) larval forms ( fins ) of certain tapeworms , such as the pig tapeworm , the fox tapeworm and the tripartite dog tapeworm used.

Albendazole is the agent of choice in the treatment of cysticercosis and of alveolar and cystic echinococcosis in humans, either as a supplement to or in combination with surgical methods or, if the latter are contraindicated , as the sole therapeutic measure in the form of long-term treatment. Albendazole can also be used to treat microsporidia ( e.g. encephalitozoonosis ).

Like all benzimidazoles, it causes starvation and excretion of the animals mainly by disturbing the glucose uptake and prevents the formation of fertile eggs by impaired development of the spindle apparatus and metabolic disorder.

Albendazole is orally administered. Use during pregnancy is contraindicated .

Albendazole is probably poorly absorbed from the digestive tract due to its poor water solubility. Taken in connection with fatty meals, the intake increases by a factor of about 5. It is already largely metabolized to albendazole sulfoxide during the first pass through the liver and practically does not appear in the blood plasma itself. The effect against worms living in the tissue is mainly attributed to the secondary substance. It stays in the blood with a half-life of 8.5 hours and is then mainly broken down in the bile.

Albendazole was first discovered as a thiabendazole derivative for veterinary medicine and introduced in 1981 for the treatment of worm infections.

Trade names

Eskazole (A, D, EU etc.), Valbazen ad us.vet. (D, CH), Zentel (CH)

Web links

Entry on albendazole at Vetpharm, accessed on August 11, 2012.

Individual evidence

↑ ^a ^b ^c Datasheet Albendazole, 98 +% from AlfaAesar, accessed on December 21, 2019 ( PDF )(JavaScript required) .
↑ ^a ^b ^c ^d The Stationery Office (Ed.): British Pharmacopoeia 2009 . London 2008 (English).
↑ GlaxoSmithKline (Ed.): Zentel (Albendazole) Product Information . 3. Edition. 2011 (English, PDF ).
^ J. Horton (WHO), GlaxoSmithKline: The efficacy of anthelminthics: past, present, and future . In: World Health Organization (Ed.): Controlling disease due to helminth infections . Geneva 2004, ISBN 978-92-4156239-3 , pp. 143 ff . (English, PDF ).

[alfa-1] Datasheet Albendazole, 98 +% from AlfaAesar, accessed on December 21, 2019 ( PDF )(JavaScript required) .

[PharmacopoeiaGB-2] The Stationery Office (Ed.): British Pharmacopoeia 2009 . London 2008 (English).

[3] GlaxoSmithKline (Ed.): Zentel (Albendazole) Product Information . 3. Edition. 2011 (English, PDF ).

[4] J. Horton (WHO), GlaxoSmithKline: The efficacy of anthelminthics: past, present, and future . In: World Health Organization (Ed.): Controlling disease due to helminth infections . Geneva 2004, ISBN 978-92-4156239-3 , pp. 143 ff . (English, PDF ).