ChemicalBook > Product Catalog >API >Antiparasitic drugs >Anthelmintic >Fenbendazole

Fenbendazole

Fenbendazole Structure
CAS No.
43210-67-9
Chemical Name:
Fenbendazole
Synonyms
fenbendazol;Febendazole;5-(phenylthio)-2-benzimidazolecarbamic acid methyl ester;Methyl (6-(phenylthio)-1H-benzo[d]iMidazol-2-yl)carbaMate;[5-(Phenylthio)-1H-benzimidazol-2-yl]carbonic acid, Methyl ester;hoe881;Axilur;Fenbion;PANACUR;HOE-881V
CBNumber:
CB9154575
Molecular Formula:
C15H13N3O2S
Molecular Weight:
299.35
MOL File:
43210-67-9.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

Fenbendazole Properties

Melting point 233°C
Density 1.2767 (rough estimate)
refractive index 1.6740 (estimate)
storage temp. 2-8°C
Water Solubility Insoluble in water
solubility DMSO:16.67(Max Conc. mg/mL);55.69(Max Conc. mM)
DMF:10.0(Max Conc. mg/mL);33.41(Max Conc. mM)
pka 10.80±0.10(Predicted)
form Solid
color White to Light yellow
Merck 14,3960
BRN 759077
InChI InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
InChIKey HDDSHPAODJUKPD-UHFFFAOYSA-N
SMILES C(OC)(=O)NC1NC2=CC(SC3=CC=CC=C3)=CC=C2N=1
CAS DataBase Reference 43210-67-9(CAS DataBase Reference)
EPA Substance Registry System Carbamic acid, N-[6-(phenylthio)-1H-benzimidazol-2-yl]-, methyl ester (43210-67-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS09
Signal word  Warning
Hazard statements  H361fd-H373-H410
Precautionary statements  P201-P202-P260-P273-P280-P308+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  2
RTECS  DD6520500
HS Code  29339900
Toxicity dog,LD50,oral,> 500mg/kg (500mg/kg),Pesticide Science. Vol. 8, Pg. 550, 1977.

Fenbendazole price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) F5396 Fenbendazole ≥98% 43210-67-9 5G ₹7631.63 2022-06-14 Buy
Sigma-Aldrich(India) PHR1832 Fenbendazole Pharmaceutical Secondary Standard; Certified Reference Material 43210-67-9 200MG ₹15144.18 2022-06-14 Buy
Sigma-Aldrich(India) F5396 Fenbendazole ≥98% 43210-67-9 100G ₹35495.18 2022-06-14 Buy
Sigma-Aldrich 35032 Fenbendazole VETRANAL?, analytical standard 43210-67-9 100MG ₹4784.65 2022-06-14 Buy
Sigma-Aldrich(India) 35032 Fenbendazole VETRANAL?, analytical standard 43210-67-9 100MG ₹4784.65 2022-06-14 Buy
Product number Packaging Price Buy
F5396 5G ₹7631.63 Buy
PHR1832 200MG ₹15144.18 Buy
F5396 100G ₹35495.18 Buy
35032 100MG ₹4784.65 Buy
35032 100MG ₹4784.65 Buy

Fenbendazole Chemical Properties,Uses,Production

Description

Fenbendazole 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.

Chemical Properties

Off-White Solid

Uses

Fenbendazole 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.

Uses

Fenbendazole 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].

Definition

ChEBI: 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.

General Description

Fenbendazole 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.

Side effects

According to the results of toxicological studies, fenbendazole appears to be a safe drug, but up to 5% of people may experience stomach pain or diarrhea if taken in large amounts without interruption. People with severe renal failure or liver failure have a reduced level of drug excretion, and since fenbendazole powder is metabolized mainly in the liver, long-term heavy use can cause an asymptomatic increase in liver enzymes.

Mode of action

Fenbendazole is a benzimidazole antiparasitic drug that works at the sub-cellular level preventing cell division. Benzimidazoles bind to the β-tubulin, inhibiting the cell’s microtubule assembly responsible for intracellular transport and required for mitotic cellular division. In effect, it starves the parasite by causing intestinal cell disruption.

References

[1] Gao P, et al. Unexpected antitumorigenic effect of fenbendazole when combined with supplementary vitamins. Journal of the American Association for Laboratory Animal Science : JAALAS, 2008.
[2] Park D, et al. Anti-cancer effects of fenbendazole on 5-fluorouracil-resistant colorectal cancer cells. The Korean Journal of Physiology Pharmacology, 2022; 26: 377-387.[3] Shin Y, et al. Anticancer Evaluation of Methoxy Poly(Ethylene Glycol)-b-Poly(Caprolactone) Polymeric Micelles Encapsulating Fenbendazole and Rapamycin in Ovarian Cancer. International Journal of Nanomedicine, 2023; 2023: 2209—2223.

Global( 638)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
GLR Innovations +91 9891111994 New Delhi, India 4542 58 Inquiry
THE MOLECULEZ +91-7506703683 +91-7506703683 Maharashtra, India 79 58 Inquiry
NGL Fine Chem limited +91-8866366396 +91-8866366396 Mumbai, India 26 58 Inquiry
SNECOFRi Pvt Ltd +91-9032850129 +91-9032850129 Telangana, India 404 58 Inquiry
Reenold Enterprises +91-8208173540 +91-8208173540 Maharashtra, India 28 58 Inquiry
Gonane Pharma +91-9819380043 +91-9819380043 NaviMumbai, India 192 58 Inquiry
Murli Krishna Exports Pvt Ltd +91-2225631595 +91-2225631594 New Delhi, India 185 58 Inquiry
Siflon Drugs +917780793600 Hyderabad, India 12 58 Inquiry
Adani Wilmar Limited +91-7383819375 +91-9099656790 Gujarat, India 34 58 Inquiry
Supharma Chem +91-9428180908 +91-9428180908 Gujarat, India 10 58 Inquiry

Related articles

Fenbendazole Spectrum

hoe881 Fenbedazole Methyl 5-phenylthio-1H-benaimidazol-2-yl carbamate Carbamic acid, 5-(phenylthio)-1H-benzimidazol-2-yl-, methyl ester 2-(Methoxycarbonylamino)-5-(phenylthio)benzimidazole 2-Benzimidazolecarbamic acid, 5-(phenylthio)-, methyl ester Methyl [5-(phenylthio)-1H-benzimidazol-2-yl]carbamate Fenbion N-(5-Phenylthio-1H-benzimidazol-2-yl)carbamic acid methyl ester Fenbendazole Standard methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate N-[6-(phenylthio)-1H-benzimidazol-2-yl]carbamic acid methyl ester Fenbendazole (100 mg) Fenbendazole, USP IFenbendazole Fenbendazole COS/DMF/EDMF Methyl [5-(Phenylthio)benzimidazol-2-yl]carbamate [5-(Phenylthio)benzimidazol-2-yl]carbamic Acid Methyl Ester Fenbendazole CPV2000 EP2000 FENBENDAZOLE VETRANAL FENBENDAZOLE EP STANDARD FENBENDAZOLE BP STANDARD FENBENDAZOLE IMPURITY BMETHYL[5(6)-CHLOROBENZIMIDAZOL-2-YL]CARBAMATE EP STANDARD FENBENDAZOLE USP STANDARD FENBENDAZOLE IMPURITY AMETHYL(1H-BENZIMIDAZOL-2-YL)CARBAMATE EP STANDARD FENBENDAZOLE RELATED COMPOUND BMETHYL [5(6)CHLOROBENZIMIDAZOLE-2-YL) CARBAMATE USP STANDARD FENBENDAZOLE RELATED COMPOUND AMETHYL (1H-BENZIMIDAZOLE-2-YL) CARBAMATE USP STANDARD [5-(Phenylthio)-1H-benzimidazol-2-yl]carbamic Acid, Methyl Ester, HOE-881v, Panacur, Safegard, [5-(PHENYLTHIO)-1H-BENZIMIDAZOL-2-YL]CARBAMIC ACID, METHYL ESTER HOE-881V FENBENDAZOLE METHYL 5-(PHENYLTHIO)-2-BENZIMIDAZOLECARBAMATE SAFEGARD PANACUR (5-(phenylthio)-1h-benzimidazol-2-yl)-carbamicacimethylester 5-(phenylthio)-2-benzimidazolecarbamicacimethylester fenbendazole,FBZ,Panacur CarbaMicacid, N-[6-(phenylthio)-1H-benziMidazol-2-yl]-, Methyl ester Fenbendazole >=98% Fenbendazole SynonyMs [5-(phenylthio)-1H-benziMidazol-2-yl]carbaMic acid Methyl ester Fenbendazole 0 Fenbendazole Related CoMpound B fenbendazole Solution, 100ppm Fenbenzaole fenbendazol fenbendazole methyl N-(5-phenylsulfanyl-3H-benzoimidazol-2-yl)carbamate Fenbendazole> Fenbendazole CRS Fenbenazol Phenbendasol FelypressinFenbendazole Oxfendazole EP Impurity A Febantel EP Impurity C Febantel Impurity 3(Febantel EP Impurity C) Oxfendazole Impurity 1(Oxfendazole EP Impurity A) methyl (5-(phenylthio)-1H-benzo[d]imidazol-2-yl)carbamate Fenbendazole Solution in Acetonitrile/Methanol, 100μg/mL [5-(Phenylthio)benzimidazol-2-yl]carbamic Acid Methyl Ester Methyl [5-(Phenylthio)benzimidazol-2-yl]carbamate