fenbendazole

Names

[ Name ]:
fenbendazole

[Synonym ]:
Fenbendazole
HOE-881V
Methyl [5-(phenylsulfanyl)-1H-benzimidazol-2-yl]carbamate
Methyl hydrogen [6-(phenylsulfanyl)-1H-benzimidazol-2-yl]carbonimidate
SAFEGARD
MFCD00144301
5-(Phenylthio)-2-benzimidazolecarbamic Acid Methyl Ester
hoe881
fenbendazol
Carbamic acid, N-[6-(phenylthio)-1H-benzimidazol-2-yl]-, methyl ester
EINECS 256-145-7
Febendazole
Fenbedazole
[5-(Phenylthio)benzimidazol-2-yl]carbamic Acid Methyl Ester
Methanol, 1-methoxy-1-[[6-(phenylthio)-1H-benzimidazol-2-yl]imino]-, (E)-
PANACUR
Fenbion
Methyl 5-(phenylthio)-2-benzimidazolecarbamate
Methyl [5-(Phenylthio)benzimidazol-2-yl]carbamate

Biological Activity

[Description]:

Fenbendazole is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites.Target: AntiparasiticFenbendazole is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites including: giardia, roundworms, hookworms, whipworms, the taenia species of tapeworms(It is effective against the Taenia species of tapeworm but not against the common tapeworm, Dipylidium caninum.), pinworms, aelurostrongylus, paragonimiasis, strongyles and strongyloides and can be administered to sheep, cattle, horses, fish, dogs, cats, rabbits and seals. Drug interactions may occur if using bromsalan flukicides such as dibromsalan and tribromsalan. Abortions in cattle and death in sheep have been reported after using these medications together. Fenbendazole is poorly absorbed from the gastrointestinal tract in most species. The LD50 in laboratory animals exceeds 10 g/kg when administered orally. From Wikipedia.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Parasite

Research Areas >> Infection

[References]

[1]. http://en.wikipedia.org/wiki/Fenbendazole

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
541.4±42.0 °C at 760 mmHg

[ Melting Point ]:
233°C

[ Molecular Formula ]:
C₁₅H₁₃N₃O₂S

[ Molecular Weight ]:
299.348

[ Flash Point ]:
281.2±27.9 °C

[ Exact Mass ]:
299.072845

[ PSA ]:
92.31000

[ LogP ]:
4.34

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.679

[ Storage condition ]:
0-6°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DD6520500

CHEMICAL NAME :: 2-Benzimidazolecarbamic acid, 5-(phenylthio)-, methyl ester

CAS REGISTRY NUMBER :: 43210-67-9

LAST UPDATED :: 199606

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C15-H13-N3-O2-S

MOLECULAR WEIGHT :: 299.37

WISWESSER LINE NOTATION :: T56 BM DNJ CMVO1 GSR

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 :: >10 gm/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >1250 mg/kg

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

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

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

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >500 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - pig

DOSE/DURATION :: >5 gm/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - domestic

DOSE/DURATION :: >5 gm/kg

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 42 gm/kg/14D-I

TOXIC EFFECTS :: Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Liver - changes in liver weight Nutritional and Gross Metabolic - weight loss or decreased weight gain

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Human Cells - not otherwise specified

DOSE/DURATION :: 2 mg/L

REFERENCE :: THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 31,505,1976

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
DD6520500

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Development and validation of an ultra high performance liquid chromatography tandem mass spectrometry method for simultaneous determination of sulfonamides, quinolones and benzimidazoles in bovine milk.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 962 , 20-9, (2014)

A simple, sensitive and reliable analytical method was developed for the simultaneous determination of 38 veterinary drugs (18 sulfonamides, 11 quinolones and 9 benzimidazoles) and 8 metabolites of be...

Epidemiology. Opposite effects of anthelmintic treatment on microbial infection at individual versus population scales.

Science 347(6218) , 175-7, (2015)

Parasitic worms modulate host immune responses in ways that affect microbial co-infections. For this reason, anthelmintic therapy may be a potent tool for indirectly controlling microbial pathogens. H...

Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: pharmacological implications.

Vet. J. 181(3) , 241-50, (2009)

Albendazole and fenbendazole are methylcarbamate benzimidazole anthelmintics extensively used to control gastrointestinal parasites in domestic animals. These parent compounds are metabolised to alben...