Febantel

Structural formula
General
Non-proprietary name	Febantel
other names	Dimethyl - [({2 - [(methoxyacetyl) amino] -4- (phenylsulfanyl) phenyl} amino) methylylidene] biscarbamate ( IUPAC )
Molecular formula	C 20 H 22 N 4 O 6 S
Brief description	colorless powder
External identifiers / databases
EC number	261-205-0
ECHA InfoCard	100.055.622
PubChem	9570638
ChemSpider	4514715
Wikidata	Q1399337
Drug information
ATC code	Q P52AC05
Drug class	Anthelmintics
properties
Molar mass	446.49 g · mol -1
Physical state	firmly
Melting point	129-130 ° C
solubility	almost insoluble in water and ethanol
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	> 10 g kg −1 ( LD 50 , dog , oral ) ; 1760 mg kg −1 ( LD 50 , rat , oral ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Febantel is a medicinal substance that is used in veterinary medicine as an anthelmintic against roundworms , tapeworms and giardia . Chemically it is a sample zimidazole ( benzimidazole with an open imidazole ring ).

Mechanism of action

Febantel works by binding to tubulins of the parasite cell and the associated malfunction of the microtubules . This leads to damage to the cytoskeleton and a reduction in the uptake and intracellular transport of nutrients and metabolic products. Through this mechanism, Febantel also has an egg-killing (ovicidal) effect.

In tapeworms, Febantel lowers the muscle tone of the suction organs and triggers a destruction of the scolex , an enlargement of the excretion canals and a destruction of the epidermis . As a result, the parasites detach themselves from the intestinal wall after 4-8 hours and are excreted with the feces.

Pharmacokinetics

40% of Febantel is absorbed in the intestine. It is then converted into the actually effective metabolites fenbendazole and oxfendazole . The plasma half-life varies between 24 hours and 3 days depending on the species. Excretion takes place mainly through faeces and urine.

The effect depends primarily on the duration of an effective level of active ingredient. In carnivores, it is not or only insufficiently effective with a single application due to the fast intestinal passage.

Adverse side effects and contraindications

Brief weight loss may occur in puppies. Damage to the feathers of pigeons is described.

Febantel should not be used in pregnant or lactating bitches.

Trade names

Monopreparations

Rintal

Combination preparations

with pyrantel : welpan
with Praziquantel and Pyrantel : Cazitel , Cestem , Drontal flavor Plus , Endogard Plus , Exitel , Febacip Plus , Prazivet Plus , Strantel

with Metrifonat : Rintal Plus (no longer available in stores )

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on Febantel at Vetpharm, accessed on November 21, 2011.
↑ ^a ^b ^c Datasheet Febantel at Sigma-Aldrich , accessed on May 15, 2017 ( PDF ).

[vet-1] Entry on Febantel at Vetpharm, accessed on November 21, 2011.

[Sigma-2] Datasheet Febantel at Sigma-Aldrich , accessed on May 15, 2017 ( PDF ).