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Fenbendazole

Alias: Hoe881vHoe-881v Fenbendazole FenbendazolPanacurFenbendazoleamine Phenbendasol Safe-quard Hoe 881v
Cat No.:V6105 Purity: ≥98%
Fenbendazole is an orally bioactive benzimidazole anthelmintic with broad antiparasitic effect.
Fenbendazole
Fenbendazole Chemical Structure CAS No.: 43210-67-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes

Other Forms of Fenbendazole:

  • Fenbendazole-d3
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Fenbendazole is an orally bioactive benzimidazole anthelmintic with broad antiparasitic effect. Fenbendazole is a microtubule destabilizing agent that works on worms primarily by binding to tubulin and disrupting tubulin-microtubule balance. Fenbendazole stabilizes the transcriptional activator HIF-1α. Fenbendazole has potent antiproliferation activity and causes apoptosis. Fenbendazole causes cell cycle arrest and mitotic cell death and has anti-tumor effects in wild-type p53 xenograft mice.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
When applied to human non-small cell lung cancer (NSCLC) tumor cell lines (H460 and A549) that have wild-type p53, fenbendazole (1 uM; 24 hours) dramatically slows cell growth [1]. Perfect p53 protein levels are raised and cell engraftment is induced by fenbendazole (1 uM; 24 hours) [1]. Human NSCLC cells undergo the mitotic phase of the cell life cycle when exposed to 1 uM of fenbendazole for 24 hours [1]. Azole (1 uM; 24 hours) can partially alter the A549 cells' microtubule network [1].
ln Vivo
For 12 days, fenbendazole (1 mg; oral; once daily) can dramatically reduce the weight and size of tumors [1].
Cell Assay
Cell cycle analysis [1]
Cell Types: A549 cells
Tested Concentrations: 1 uM
Incubation Duration: For 24 h
Experimental Results: Caused an early increase in cyclin B1/CDK1 levels (8 hrs (hours) compared to 16 hrs (hours) for control untreated cells). p-Histone H3 (Ser10) was found to be upregulated at 12 and 24 hrs (hours).

Apoptosis analysis [1]
Cell Types: A549 Cell
Tested Concentrations: 1 uM
Incubation Duration: 8, 16, 24, 32, 40, 48 hrs (hours)
Experimental Results: The number of apoptotic cells increased in a time-dependent manner, along with cyclin B1 levels diminished, and approximately 30% of the cells underwent apoptosis after 32 hrs (hours).

Western Blot Analysis[1]
Cell Types: H460 Cell
Tested Concentrations: 1 uM
Incubation Duration: 24 hrs (hours)
Experimental Results: Resulted in increased p53 protein levels in mitochondrial fractions.
Animal Protocol
Animal/Disease Models: Female athymic nu/nu (nude) mice xenografted with A549 cells[1]: 1 mg/mouse
Route of Administration: Oral; every other day for 12 days
Experimental Results: Result in significant reduction in tumor size and weight . The resulting decrease in hemoglobin content in the tumor means a decrease in the tumor's vascular supply.
References

[1]. Fenbendazole acts as a moderate microtubule destabilizing agent and causes cancer cell death by modulating multiple cellular pathways. Sci Rep. 2018 Aug 9;8(1):11926.

[2]. Antihelminthic benzimidazoles are novel HIF activators that prevent oxidative neuronal death via binding to tubulin. Antioxid Redox Signal. 2015 Jan 10;22(2):121-34.

[3]. Fenbendazole as a potential anticancer drug. Anticancer Res. 2013 Feb;33(2):355-62.

Additional Infomation
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.
See also: Bacitracin methylenedisalicylate; Fenbendazole (component of); Fenbendazole; Ivermectin; Praziquantel (component of).
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).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Exact Mass
299.072
CAS #
43210-67-9
Related CAS #
Fenbendazole-d3;1228182-47-5
PubChem CID
3334
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
541.4±42.0 °C at 760 mmHg
Melting Point
233°C
Flash Point
281.2±27.9 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.679
LogP
4.34
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
21
Complexity
363
Defined Atom Stereocenter Count
0
SMILES
S(C1C([H])=C([H])C([H])=C([H])C=1[H])C1C([H])=C([H])C2=C(C=1[H])N([H])C(N([H])C(=O)OC([H])([H])[H])=N2
InChi Key
HDDSHPAODJUKPD-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate
Synonyms
Hoe881vHoe-881v Fenbendazole FenbendazolPanacurFenbendazoleamine Phenbendasol Safe-quard Hoe 881v
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~10 mg/mL (~33.41 mM)
H2O : ~1 mg/mL (~3.34 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1 mg/mL (3.34 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 1 mg/mL (3.34 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04920292 COMPLETED Drug: Oxfendazole
Drug: Placebo
Filariasis Swiss Tropical & Public Health Institute 2022-04-21 Phase 1
NCT06367361 NOT YET RECRUITING Drug: Oxfendazole
Drug: Triclabendazole
Fascioliasis Universidad Peruana Cayetano Heredia 2025-01-30 Phase 2
NCT02234570 COMPLETEDWITH RESULTS Drug: Oxfendazole
Other: Placebo
Neurocysticercosis National Institute of Allergy and Infectious Diseases (NIAID) 2014-11-17 Phase 1
NCT00516945 COMPLETED Drug: Lamivudine Hepatitis B
Neoplasms
Hospital Authority, Hong Kong 2004-09 Not Applicable
NCT03035760 COMPLETEDWITH RESULTS Drug: Oxfendazole Helminthic Infection National Institute of Allergy and Infectious Diseases (NIAID) 2017-05-12 Phase 1
Biological Data
  • FZ treatment alters tubulin network of human cancer cells. (a) A549 cells were treated with 1 uM FZ or 50 ng/ml colchicine for 24 h. Following treatment, the cells were processed for immunofluorescence using anti α-tubulin primary and FITC conjugated secondary antibodies. (Nuclei were counter stained with propidium iodide) (b) bovine tubulin (1.8 mg/mL) was incubated with DMSO (control), FZ (10 uM) or colchicine (100 nM) and the effect on polymerization was monitored spectrophotometrically by measuring turbidity at 340 nm as described under “Methods.” (c) Cells were treated with FZ, nocodazole, taxol or colchicine for 24 h and then lysed and fractionated into soluble (S) and polymerized (P) extracts. The extracts were separated with SDS-PAGE, transferred onto PVDF membranes and probed with both anti-α-tubulin and anti-β-actin antibodies. A representative immunoblot analysis in A549 cells is shown. (d) Intensity of each band of the immunoblot was measured by the NIH ImageJ program, and the ratios of soluble and polymerized tubulin and β-actin in each treatment were calculated. (e) Cells were treated with different MTAs as indicated for 24 h and western blotting was then performed using Ac-α-tubulin (6–11B-1) specific and β-actin antibodies. (Full-length uncropped blots are included in Supplementary Fig. S6).[1].Nilambra Dogra, et al. Fenbendazole acts as a moderate microtubule destabilizing agent and causes cancer cell death by modulating multiple cellular pathways. Sci Rep. 2018 Aug 9;8(1):11926.
  • P-gp inhibition has no effect on FZ mediated cell death. (a) A549 cells were left untreated or treated with 10 uM FZ or 10 uM Verapamil for 6 h. Rh123 was then added and fluorescence images were acquired after washings with PBS as described under “Methods”. (b) The cells were treated as before and the fluorescence was measured at Ex507/Em529 using a Tecan multimode plate reader. (c) A549 and H460 cells were treated with 1 uM FZ in the absence or presence of 10 uM verapamil for 24 h. Cell proliferation was then measured by MTT assay.[1].Nilambra Dogra, et al. Fenbendazole acts as a moderate microtubule destabilizing agent and causes cancer cell death by modulating multiple cellular pathways. Sci Rep. 2018 Aug 9;8(1):11926.
  • FZ causes early elevation of cyclin B1 levels and induces mitotic arrest. a(i) & a(ii) A549 cells were synchronized by serum starvation for 48 h and then left untreated or treated with 1 uM FZ or 50 nM colchicine for the indicated time intervals. The cell extracts were then processed for western immunoblotting using cyclin B1, cdk1 and β-actin antibodies. b(i) & b(ii) A549 cells were treated with 1 uM FZ for the indicated time intervals and the extracts were then processed for western blotting using pH3 and β-actin antibodies. The bands were quantitated using ImageJ software. (Full-length uncropped blots are included in Supplementary Fig. S6).[1].Nilambra Dogra, et al. Fenbendazole acts as a moderate microtubule destabilizing agent and causes cancer cell death by modulating multiple cellular pathways. Sci Rep. 2018 Aug 9;8(1):11926.
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