Fenbendazole | Panacur | CAS#43210-67-9 | Anthelmintic

MedKoo Cat#: 531022 | Name: Fenbendazole

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Fenbendazole, also known as Panacur, is a benzimidazole-class anthelmintic. Intensive treatments with Fenbendazole were toxic to EMT6 cells in vitro; toxicity increased with incubation time and under conditions of severe hypoxia. Fenbendazole did not alter the dose-response curves for radiation or docetaxel; instead, the agents produced additive cytotoxicities. Febendazole in maximally-intensive regimens did not alter the growth of EMT6 tumors, or increase the antineoplastic effects of radiation.

Chemical Structure

Fenbendazole

CAS#43210-67-9

Theoretical Analysis

MedKoo Cat#: 531022

Name: Fenbendazole

CAS#: 43210-67-9

Chemical Formula: C15H13N3O2S

Exact Mass: 299.0728

Molecular Weight: 299.35

Elemental Analysis: C, 60.19; H, 4.38; N, 14.04; O, 10.69; S, 10.71

Price and Availability

Size	Price	Availability
1g	USD 90.00	Ready to ship
2g	USD 150.00	Ready to ship
5g	USD 250.00	Ready to ship
10g	USD 350.00	Ready to ship
25g	USD 550.00	Ready to ship

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Related CAS #

43210-67-9 53065-28-4 (-amine)

Synonym

Fenbendazole, Panacur; Fenbendazol; Phenbendasol; Fenbendazolum; HOE 881v; HOE-881v; HOE881v; NSC-757824; NSC757824; NSC 757824

IUPAC/Chemical Name

methyl (5-(phenylthio)-1H-benzo[d]imidazol-2-yl)carbamate

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)

SMILES Code

O=C(OC)NC1=NC2=CC(SC3=CC=CC=C3)=CC=C2N1

Appearance

White to off-white solid powder.

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#C25B03B03

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Fenbendazole is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites.

In vitro activity:

The 2-h incubation with fenbendazole was not toxic to aerobic EMT6 cells and produced no changes in the numbers of cells in the monolayer cultures, even at doses approaching the limit of solubility of the drug. The 24-h treatment with fenbendazole resulted in significant decreases in both the numbers of cells in the cultures at the end of treatment and the clonogenicity of those cells. Reference: Anticancer Res. 2013 Feb; 33(2): 355–362. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3580766/

In vivo activity:

In this investigation, mice fed FBZ (fenbendazole)-supplemented food during the in utero and post-weaning period developed attenuated lung eosinophilia, antigen-specific IgG1 and Th2 cytokine responses in a model of asthma. Treatment of the mediastinal lymph node cells from allergic mice with FBZ in vitro attenuated cell proliferation, IL-5 and IL-13 production and expression of the early lymphocyte activation marker, CD69 on CD4(+) T cells and CD19(+) B cells. In addition, eosinophilia and Th2 responses remained attenuated after a 4-week withholding period in allergic mice treated preweaning with FBZ. Reference: Immunol Cell Biol. 2009 Nov-Dec;87(8):623-9. https://pubmed.ncbi.nlm.nih.gov/19621025/

	Solvent	mg/mL	mM
Solubility
	DMSO	16.7	55.69
	DMF	10.0	33.41

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 299.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. de Oliveira HC, Joffe LS, Simon KS, Castelli RF, Reis FCG, Bryan AM, Borges BS, Medeiros LCS, Bocca AL, Del Poeta M, Rodrigues ML. Fenbendazole Controls In Vitro Growth, Virulence Potential, and Animal Infection in the Cryptococcus Model. Antimicrob Agents Chemother. 2020 May 21;64(6):e00286-20. doi: 10.1128/AAC.00286-20. PMID: 32253211; PMCID: PMC7269510. 2. Duan Q, Liu Y, Rockwell S. Fenbendazole as a potential anticancer drug. Anticancer Res. 2013 Feb;33(2):355-62. PMID: 23393324; PMCID: PMC3580766. 3. Cai Y, Zhou J, Webb DC. Treatment of mice with fenbendazole attenuates allergic airways inflammation and Th2 cytokine production in a model of asthma. Immunol Cell Biol. 2009 Nov-Dec;87(8):623-9. doi: 10.1038/icb.2009.47. Epub 2009 Jul 21. PMID: 19621025.

In vitro protocol:

In vivo protocol:

1. de Oliveira HC, Joffe LS, Simon KS, Castelli RF, Reis FCG, Bryan AM, Borges BS, Medeiros LCS, Bocca AL, Del Poeta M, Rodrigues ML. Fenbendazole Controls In Vitro Growth, Virulence Potential, and Animal Infection in the Cryptococcus Model. Antimicrob Agents Chemother. 2020 May 21;64(6):e00286-20. doi: 10.1128/AAC.00286-20. PMID: 32253211; PMCID: PMC7269510. 2. Cai Y, Zhou J, Webb DC. Treatment of mice with fenbendazole attenuates allergic airways inflammation and Th2 cytokine production in a model of asthma. Immunol Cell Biol. 2009 Nov-Dec;87(8):623-9. doi: 10.1038/icb.2009.47. Epub 2009 Jul 21. PMID: 19621025.

1: Griffith R, Yaeger M, Hostetter S, Tell LA, Wetzlich S, Vickroy T, Lillie B, MacFarlane W, Laudenslager T, Whitley E, Dzikamunhenga R, Larson W. Safety of fenbendazole in Chinese ring-necked pheasants (Phasianus colchicus). Avian Dis. 2014 Mar;58(1):8-15. PubMed PMID: 24758107. 2: Soukupova-Markova Z, Doubkova V, Marsalek P, Svobodova Z, Papezikova I, Lang S, Navratil S, Palikova M. Degradation rate of praziquantel and fenbendazole in rainbow trout following oral administration. Neuro Endocrinol Lett. 2015;36 Suppl 1:64-7. PubMed PMID: 26757113. 3: Duan Q, Liu Y, Rockwell S. Fenbendazole as a potential anticancer drug. Anticancer Res. 2013 Feb;33(2):355-62. PubMed PMID: 23393324; PubMed Central PMCID: PMC3580766. 4: Cray C, Watson T, Zaias J, Altman NH. Effect of fenbendazole on an autoimmune mouse model. J Am Assoc Lab Anim Sci. 2013;52(3):286-9. PubMed PMID: 23849411; PubMed Central PMCID: PMC3690450. 5: Mason ME, Voris ND, Ortis HA, Geeding AA, Kaplan RM. Comparison of a single dose of moxidectin and a five-day course of fenbendazole to reduce and suppress cyathostomin fecal egg counts in a herd of embryo transfer-recipient mares. J Am Vet Med Assoc. 2014 Oct 15;245(8):944-51. doi: 10.2460/javma.245.8.944. PubMed PMID: 25285937. 6: Hansen TV, Nejsum P, Friis C, Olsen A, Thamsborg SM. Trichuris suis and Oesophagostomum dentatum show different sensitivity and accumulation of fenbendazole, albendazole and levamisole in vitro. PLoS Negl Trop Dis. 2014 Apr 3;8(4):e2752. doi: 10.1371/journal.pntd.0002752. eCollection 2014 Apr. PubMed PMID: 24699263; PubMed Central PMCID: PMC3974671. 7: Wagil M, Białk-Bielińska A, Puckowski A, Wychodnik K, Maszkowska J, Mulkiewicz E, Kumirska J, Stepnowski P, Stolte S. Toxicity of anthelmintic drugs (fenbendazole and flubendazole) to aquatic organisms. Environ Sci Pollut Res Int. 2015 Feb;22(4):2566-73. doi: 10.1007/s11356-014-3497-0. Epub 2014 Sep 6. PubMed PMID: 25189803; PubMed Central PMCID: PMC4315879. 8: Küster T, Stadelmann B, Aeschbacher D, Hemphill A. Activities of fenbendazole in comparison with albendazole against Echinococcus multilocularis metacestodes in vitro and in a murine infection model. Int J Antimicrob Agents. 2014 Apr;43(4):335-42. doi: 10.1016/j.ijantimicag.2014.01.013. Epub 2014 Feb 12. PubMed PMID: 24646943. 9: Howard JT, O'Nan AT, Maltecca C, Baynes RE, Ashwell MS. Differential Gene Expression across Breed and Sex in Commercial Pigs Administered Fenbendazole and Flunixin Meglumine. PLoS One. 2015 Sep 14;10(9):e0137830. doi: 10.1371/journal.pone.0137830. eCollection 2015. PubMed PMID: 26366864; PubMed Central PMCID: PMC4569569. 10: Bianchi CM, Johnson CB, Howard LL, Crump P. Efficacy of fenbendazole and levamisole treatments in captive Houston toads (Bufo [Anaxyrus] houstonensis). J Zoo Wildl Med. 2014 Sep;45(3):564-8. PubMed PMID: 25314823. 11: Wen AD, Duan LP, Liu CS, Tao Y, Xue J, Wu NB, Jiang B, Zhang HB. [In vitro metabolism of fenbendazole prodrug]. Zhongguo Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi. 2013 Feb;31(1):68-70. Chinese. PubMed PMID: 24812843. 12: Wu Z, Lee D, Joo J, Shin JH, Kang W, Oh S, Lee DY, Lee SJ, Yea SS, Lee HS, Lee T, Liu KH. CYP2J2 and CYP2C19 are the major enzymes responsible for metabolism of albendazole and fenbendazole in human liver microsomes and recombinant P450 assay systems. Antimicrob Agents Chemother. 2013 Nov;57(11):5448-56. doi: 10.1128/AAC.00843-13. Epub 2013 Aug 19. PubMed PMID: 23959307; PubMed Central PMCID: PMC3811268. 13: Varlamova AI, Arkhipov IA, Odoevskaia IM, Danilevskaia NV, Khalikov SS, Chistiachenko IuS, Dushkin AV. [Efficacy of a new fenbendazole formulation produced by nanotechnology-based drug delivery system against nematodosis]. Med Parazitol (Mosk). 2014 Oct-Dec;(4):43-4. Russian. PubMed PMID: 25812410. 14: Saad AS, Attia AK, Alaraki MS, Elzanfaly ES. Comparative study on the selectivity of various spectrophotometric techniques for the determination of binary mixture of fenbendazole and rafoxanide. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Nov 5;150:682-90. doi: 10.1016/j.saa.2015.05.098. Epub 2015 Jun 4. PubMed PMID: 26093118. 15: Materazzo S, Carradori S, Ferretti R, Gallinella B, Secci D, Cirilli R. Effect of the water content on the retention and enantioselectivity of albendazole and fenbendazole sulfoxides using amylose-based chiral stationary phases in organic-aqueous conditions. J Chromatogr A. 2014 Jan 31;1327:73-9. doi: 10.1016/j.chroma.2013.12.051. Epub 2013 Dec 22. PubMed PMID: 24411094. 16: Howard JT, Baynes RE, Brooks JD, Yeatts JL, Bellis B, Ashwell MS, Routh P, O'Nan AT, Maltecca C. The effect of breed and sex on sulfamethazine, enrofloxacin, fenbendazole and flunixin meglumine pharmacokinetic parameters in swine. J Vet Pharmacol Ther. 2014 Dec;37(6):531-41. doi: 10.1111/jvp.12128. Epub 2014 Apr 15. PubMed PMID: 24731191. 17: Gattenuo T, Ketzis J, Shell L. Fenbendazole treatment for Mammomonogamus species infection of a domestic cat on St Kitts, West Indies. J Feline Med Surg. 2014 Oct;16(10):864-6. doi: 10.1177/1098612X14529297. Epub 2014 Apr 7. PubMed PMID: 24710593. 18: Duan Q, Liu Y, Booth CJ, Rockwell S. Use of fenbendazole-containing therapeutic diets for mice in experimental cancer therapy studies. J Am Assoc Lab Anim Sci. 2012 Mar;51(2):224-30. PubMed PMID: 22776123; PubMed Central PMCID: PMC3314526. 19: Li Q, Tan X, Li J, Pan L, Liu X. Glutathione-capped CdTe nanocrystals as probe for the determination of fenbendazole. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Apr 15;141:10-5. doi: 10.1016/j.saa.2015.01.026. Epub 2015 Jan 23. PubMed PMID: 25659737. 20: Reinemeyer CR, Prado JC, Nielsen MK. Comparison of the larvicidal efficacies of moxidectin or a five-day regimen of fenbendazole in horses harboring cyathostomin populations resistant to the adulticidal dosage of fenbendazole. Vet Parasitol. 2015 Nov 30;214(1-2):100-7. doi: 10.1016/j.vetpar.2015.10.003. Epub 2015 Oct 21. PubMed PMID: 26477278.