Fenbendazole

HCID 3334CAS 43210-67-9

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Basic information

Standard SMILES
COC(=O)Nc1nc2ccc(Sc3ccccc3)cc2[nH]1
InChIKey
HDDSHPAODJUKPD-UHFFFAOYSA-N
Molecular formula
C15H13N3O2S
Average molar mass
299.355 g/mol
Monoisotopic mass
299.07284766

Names & identifiers

Preferred name
Fenbendazole
IUPAC
Methyl [5-(phenylsulfanyl)-1H-benzimidazol-2-yl]carbamate
English name
Fenbendazole
Molecular formula
C15H13N3O2S
Molecular weight
299.35

Names & synonyms

FebendazolefenbendazolFenbedazole5-(phenylthio)-2-benzimidazolecarbamic acid methyl esterMethyl (6-(phenylthio)-1H-benzo[d]iMidazol-2-yl)carbaMate[5-(Phenylthio)-1H-benzimidazol-2-yl]carbonic acid, Methyl esterhoe881AxilurFenbionPANACUR

Database identifiers

CAS
43210-67-9
PubChem CID
3334
DTXSID
DTXSID0040672
ChEMBL
CHEMBL37161
ChEBI
CHEBI:77092
UNII
621BVT9M36
EC Number
256-145-7
Nikkaji
J15.833J

Properties

Physicochemical properties

Melting point
233 °C · 233°C
Density
1.2767 · 1.2767 (rough estimate)
refractive index
1.674 · 1.6740 (estimate)
storage temp.
2 · 2-8°C
Water Solubility
Insoluble in water
solubility
16.67 · DMSO:16.67(Max Conc. mg/mL);55.69(Max Conc. mM)DMF:10.0(Max Conc. mg/mL);33.41(Max Conc. mM)

Safety & regulation

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
2
rtecs
DD6520500
hs_code
29339900
Toxicity
dog,LD50,oral,> 500mg/kg (500mg/kg),Pesticide Science. Vol. 8, Pg. 550, 1977.
risk_code
36/37/38

Chemistry & industry

Applications · 5 items

UsesAnthelmintic. Broad-spectrum, high efficiency, low toxicity, antiparasitic. It has a strong killing effect on Roundworm, nematodes, tapeworms, cysticercosis , Fasciola and other parasites, not only killing worms, especially having a great effect on Transitional larvae ehich are hazardous to the liver, lungs and intestines .Fenbendazole is a benzimidazole anthelmintic, not only having a highly anthelmintic activity for gastrointestinal nematodes adults and larvae , but also having a good effect on dictyocaulasis, flukes and tapeworms, in addition,it has a strong killing eggs effect.

DescriptionFenbendazole is a benzimidazole anthelmintic. It is active against Giardia in vitro (IC50 = 0.3 μM). Fenbendazole (20 mg/kg) prevents infiltration of parasites into the brain in a rabbit model of E. cuniculi infection. Fenbendazole also activates HIF-1α and prevents oxidative stress-induced death in primary neurons in vitro.

UsesFenbendazole is a benzimidazole anthelmintic that is metabolised in mammals to a series of other benzimidazoles including oxfendazole. It is used for the control of gastrointestinal roundworms, lung worms, Nematodes and tape worms. It is the only benzimidazole approved for use in organic livestock production.

UsesFenbendazole is a medication used to treat parasites, mainly in dogs. However, studies have found that in a group of mice treated with a combination of fenbendazole and vitamins, tumor growth inhibition was unexpected It may be because it interferes with the uptake of glucose by cancer cells, which is essential for tumor growth and proliferation. It prevents cancer cells from obtaining the glucose needed to grow and divide to inhibit the growth of cancer cells. Studies have found that fenbendazole can kill cancer cells and promote tumor regression in patients with metastatic large B-cell lymphoma, and also plays a role in other metastatic malignant tumors such as bladder cancer and renal cell carcinoma. It is currently being treated in combination with other anti-cancer drugs to study its anti-cancer potential[1-3].

General DescriptionFenbendazole is a thio substituted benzimidazole, which belongs to the group of anthelmintics. It can be widely used in veterinary medicine particularly, in the treatment of helminth infections.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
江苏荣硕药业有限公司0000-15105138935 15105138935 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Fenbendazole is a member of the class of benzimidazoles that is 1H-benzimidazole which is substituted at positons 2 and 5 by (methoxycarbonyl)amino and phenylsulfanediyl groups, respectively. A broad-spectrum anthelmintic, it is used, particularly in veterinary medicine, for the treatment of nematodal infections. It has a role as an antinematodal drug. It is a member of benzimidazoles, a carbamate ester and an aryl sulfide.

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