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Fenbendazole

Fenbendazole structure

CAS No:
43210-67-9
Formula:
C15H13N3O2S
Chemical Name:
Fenbendazole
Synonyms:
Carbamic acid,N-[6-(phenylthio)-1H-benzimidazol-2-yl]-,methyl ester;Carbamic acid,[5-(phenylthio)-1H-benzimidazol-2-yl]-,methyl ester;Fenbendazol;Fenbendazole;Methyl 5-(phenylthio)-2-benzimidazolecarbamate;HOE 881;2-(Methoxycarbonylamino)-5-(phenylthio)benzimidazole;Panacur;Methyl [5-(phenylthio)-1H-benzimidazol-2-yl]carbamate;Fenbion;Safe-Guard;Febendazole;Axilur;Vigisol;(5-Phenylsulfanyl-1H-benzoimidazol-2-yl)-carbamic acid methyl ester;Panacur AquaSol;53571-02-1
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

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 strongyloide

Solid

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.|Fenbendazole is a benzimidazole that presents a wide spectrum anthelmintic effect. It is used against a number of gastrointestinal parasites including giardia, roundworms, hookworms, whipworms, the Taenia genus of tapeworms, pinworms, aelurostrongylus, paragonimiasis, strongyles, and Strongyloides. Fenbendazole is approved to be administered under veterinary to sheep, cattle, horses, fish, dogs, cats, rabbits and seals.|Antinematodal benzimidazole used in veterinary medicine.

Fenbendazole Basic Attributes

Molecular Weight：

299.35

Exact Mass：

299.35

EC Number：

256-145-7

UNII：

621BVT9M36

NSC Number：

757824

DSSTox ID：

DTXSID0040672

ATC Code：

QP52AC13|P - Antiparasitic products, insecticides and repellents

HScode：

2933990090

Characteristics

PSA：

92.3

XLogP3：

3.6

Density：

1.4±0.1 g/cm3

Melting Point：

233 °C (decomp)

Flash Point：

281.2±27.9 °C

Refractive Index：

1.679

Water Solubility：

0.9 [ug/mL]

Storage Conditions：

0-6°C

Collision Cross Section：

170.8 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|174.5 Å² [M+H]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]|186.5 Å² [M+Na]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-24/25

RTECS Number：

DD6520500

Marks：

Precautionary statement(s)：

P201, P202, P260, P273, P281, P308+P313, P314, P391, P405, P501

Hazard Statements：

H361

GHS Classification：

|Warning|H361 (68.71%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P260, P273, P281, P308+P313, P314, P391, P405, and P501|Aggregated GHS information provided by 149 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

For the treatment and control of gastro-intestinal nematodes in pigs infected with:Ascaris suum (adult, intestinal and migrating larval stages);Oesophagostomum spp. (adult stages);Trichuris suis (adult stages).For the treatment of gastro-intestinal nematodes in chickens infected with:Ascaridia galli (L5 and adult stages);Heterakis gallinarum (L5 and adult stages);Capillaria spp. (L5 and adult stages).

MeSH：

Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice. (See all compounds classified as Antinematodal Agents.)

MeSH Entry Terms：

Fenbendazole

Fenbendazole Use and Manufacturing

Methods of Manufacturing

By the reaction of 5-chloro-2-nitroaniline and benzenethiol, 5-phenylthio-2-nitroaniline is prepared with a yield of 91%. After reduction by ferrous sulfate-iron powder, 3-phenylthio-o-phenylenediamine is obtained with a yield of 90%. Finally, it is cyclized with S-methyl-cyanocarbamic acid methyl ester to obtain thiobendazole.

Uses

An anthelmintic (Nematodes).Fenbendazole is a benzimidazole anthelmintic, which not only has a high anthelmintic activity against gastrointestinal nematodes, adults and larvae, but also has a good effect on net tail nematodes, laminaria and tapeworms, and has a strong killing effect. Insect eggs.

Use Classification：

Veterinary drugs -> Panacur AquaSol -> EMA Drug Category|Anthelmintics, Benzimidazoles and related substances, fenbendazole -> Veterinary pharmacotherapeutic group|Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients|Veterinary Drug -> ANTHELMINTHIC_AGENT; -> JECFA Functional Classes|Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Food Additive Classes：

Veterinary Drug -> ANTHELMINTHIC_AGENT;

Computed Properties

Molecular Weight:299.3
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:299.07284784
Monoisotopic Mass:299.07284784
Topological Polar Surface Area:92.3
Heavy Atom Count:21
Complexity:363
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Acetonitrile

o-Phenylenediamine

Drug Function and Efficacy

anthelmintic agent effective against various parasites including nematodes and some tapeworms

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

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Registered Holders

SEQUENT SCIENTIFIC LIMITED

European Union
Active
JIANGSU BAOZONG & BAODA PHARMACHEM CO., LTD.

European Union
Active
CHEMINO PHARMA LIMITED

European Union
Active

See More Registered Holders

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