Febantel

Names

[ Name ]:
Febantel

[Synonym ]:
{(Z)-({2-[(Méthoxyacétyl)amino]-4-(phénylsulfanyl)phényl}amino)[(méthoxycarbonyl)amino]méthylène}carbamate de méthyle
Dimethyl [[2-(2-Methoxyacetamido)-4-(phenylthio)phenyl]imidocarbonyl]dicarbamate
Carbamic acid, N,N'-[[2-[(2-methoxyacetyl)amino]-4-(phenylthio)phenyl]carbonimidoyl]bis-, dimethyl ester
Dimethyl [({2-[(methoxyacetyl)amino]-4-(phenylsulfanyl)phenyl}amino)methylylidene]biscarbamate
Methyl-[N'-{2-[(methoxyacetyl)amino]-4-(phenylsulfanyl)phenyl}-N-(methoxycarbonyl)carbamimidoyl]carbamat
Bay h 5757
FEBANTEL PESTANAL
Febantel
Methyl {(Z)-({2-[(methoxyacetyl)amino]-4-(phenylsulfanyl)phenyl}amino)[(methoxycarbonyl)amino]methylene}carbamate
rintal
methyl [N'-{2-[(methoxyacetyl)amino]-4-(phenylsulfanyl)phenyl}-N-(methoxycarbonyl)carbamimidoyl]carbamate (non-preferred name)
EINECS 261-205-0
[[2-[(Methoxyacetyl)amino]-4-(phenylthio)phenyl]carbonimidoyl]biscarbamic Acid Dimethyl Ester
Methyl-{(Z)-({2-[(methoxyacetyl)amino]-4-(phenylsulfanyl)phenyl}amino)[(methoxycarbonyl)amino]methylen}carbamat
Bay h-5757
MFCD01738527
bayvh5757
Methyl [N'-{2-[(methoxyacetyl)amino]-4-(phenylsulfanyl)phenyl}-N-(methoxycarbonyl)carbamimidoyl]carbamate
2-Acetamido-5-nitrothiazole VETRANAL

Biological Activity

[Description]:

Febantel is an anthelmintic for veterinary use on dogs, cats, cattle, sheep, goats, pig and poultry against roundworms and tapeworms.Target: anthelmintic compoundFebantel is a veteran anthelmintic (wormer) compound belonging to the chemical class of the benzimidazoles, but is a so-called pro-benzimidazole, i.e. it is transformed into a benzimidazole once it gets into the host's organism. Febantel it is transformed into fenbendazole in the stomach and the intestine of the host, shortly after ingestion. Once transformed its behavior is comparable to the one of fenbendazole.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Parasite

Research Areas >> Infection

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Melting Point ]:
129-130ºC

[ Molecular Formula ]:
C₂₀H₂₂N₄O₆S

[ Molecular Weight ]:
446.477

[ Exact Mass ]:
446.126007

[ PSA ]:
152.65000

[ LogP ]:
2.36

[ Index of Refraction ]:
1.598

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: FB3955000

CHEMICAL NAME :: Carbamic acid, ((2-((methoxyacetyl)amino)-4-(phenylthio)phenyl)carbo nimidoyl)bis-, dimethyl ester

CAS REGISTRY NUMBER :: 58306-30-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C20-H22-N4-O6-S

MOLECULAR WEIGHT :: 446.52

WISWESSER LINE NOTATION :: 1OVNUYMVO1&MR DSR& BMV1O1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10605 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,2193,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,2193,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,2193,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,2193,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,2193,1978

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - domestic

DOSE/DURATION :: >200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,2193,1978

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
FB3955000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Efficacy of a combination of febantel, pyrantel, and praziquantel for the treatment of kittens experimentally infected with Giardia species.

J. Feline Med. Surg. 8(1) , 7-13, (2006)

This study evaluated the effect of two combination products containing febantel, pyrantel, and praziquantel (FPP) for the treatment of Giardia species in experimentally infected kittens. In experiment...

Efficacy of pyrantel embonate, febantel and praziquantel against Giardia species in naturally infected adult dogs.

Vet. Rec. 150(6) , 184-6, (2002)

Rapid determination of the antiparasitic drugs flubendazole and febantel in feeds by HPLC with ultraviolet detection.

J. Pharm. Biomed. Anal. 38(2) , 375-9, (2005)

A rapid and very effective analytical procedure for the simultaneous HPLC determination of two anthelmintics, Flubendazole (FLUB) and Febantel (FEBA), in swine and poultry feeds was developed and test...