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MedKoo Cat#: 540137 | Name: Flubendazole
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Description:

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

Flubendazole is a microtuble polymerization inhibitor. It suppresses growth of Haemonchus and Trichomonas and decreases viability of myeloma cells.

Chemical Structure

Flubendazole
Flubendazole
CAS#31430-15-6

Theoretical Analysis

MedKoo Cat#: 540137

Name: Flubendazole

CAS#: 31430-15-6

Chemical Formula: C16H12FN3O3

Exact Mass: 313.0863

Molecular Weight: 313.28

Elemental Analysis: C, 61.34; H, 3.86; F, 6.06; N, 13.41; O, 15.32

Price and Availability

Size Price Availability Quantity
1g USD 110.00 Ready to ship
2g USD 180.00 Ready to ship
5g USD 350.00 Ready to ship
10g USD 550.00 Ready to ship
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Related CAS #
No Data
Synonym
Flubendazole; NSC 313680; NSC313680; NSC-313680; R 17899; R17899; R-17899
IUPAC/Chemical Name
methyl (5-(4-fluorobenzoyl)-1H-benzo[d]imidazol-2-yl)carbamate
InChi Key
CPEUVMUXAHMANV-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12FN3O3/c1-23-16(22)20-15-18-12-7-4-10(8-13(12)19-15)14(21)9-2-5-11(17)6-3-9/h2-8H,1H3,(H2,18,19,20,22)
SMILES Code
O=C(OC)NC1=NC2=CC(C(C3=CC=C(F)C=C3)=O)=CC=C2N1
Appearance
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#T20C09I16
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction
Biological target:
Flubendazole (Flumoxanal, NSC 313680) is an autophagy inducer by targeting Atg4B.
In vitro activity:
The aim of the present work was to determine the in vitro protoscolicidal effect of flubendazole (FLBZ) against Echinococcus granulosus. Protoscoleces of E. granulosus were incubated with FLBZ at concentrations of 10, 5 and 1 microg/ml. The first signs of FLBZ-induced damage were observed 3 days post-incubation. A clear protoscolicidal effect, reducing the vitality of protoscoleces to 35.6+/-0.7%, was observed after 18 days of incubation. After 25 days of FLBZ incubation (5 microg/ml), the percentage of vital protoscoleces was 13.9+/-5.9%. Protoscolex mortality was 100% (10 and 1 microg/ml) and 0.7+/-0.7% (5 microg/ml) after FLBZ incubation for 30 days. Results of vitality tests were consistent with the tissue damage observed at the ultrastructural level. The primary site of damage was the tegument of the parasite. The morphological changes included contraction of the soma region, formation of blebs on the tegument, rostellar disorganization, loss of hooks and destruction of microtriches. The data reported in this article demonstrate a clear in vitro effect of FLBZ against E. granulosus protoscoleces. Reference: Parasitol Res. 2006 Mar;98(4):317-23. https://dx.doi.org/10.1007/s00436-005-0026-6
In vivo activity:
To investigate embryotoxic activity, the new flubendazole formulation was administered orally to Sprague Dawley rats at 2, 3.46, 6.32mg/kg/day on gestation day (GD) 9.5 and 10.5. Embryos/fetuses were evaluated on GD 11.5, 12.5 or 20. At 6.32mg/kg/day (Cmax=0.801μg/mL after single administration), flubendazole initially induced an arrest of embryonic development followed by a generalized cell death that led to 100% embryolethality by GD 12.5. At 3.46mg/kg/day (Cmax=0.539μg/mL after single administration), flubendazole markedly reduced embryonic development by GD 12.5 without causing cell death. On GD 20, 80% of fetuses showed malformations. At 2mg/kg/day (Cmax=0.389μg/mL after single administration), it did not interfere with rat embryofetal development. Reference: Reprod Toxicol. 2014 Nov;49:33-42. https://linkinghub.elsevier.com/retrieve/pii/S0890-6238(14)00110-5
Solvent mg/mL mM
Solubility
DMSO 4.2 13.31
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 313.28 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.

Recalculate based on batch purity %
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:
In vitro protocol:
1. Elissondo M, Dopchiz M, Ceballos L, Alvarez L, Sánchez Bruni S, Lanusse C, Denegri G. In vitro effects of flubendazole on Echinococcus granulosus protoscoleces. Parasitol Res. 2006 Mar;98(4):317-23. doi: 10.1007/s00436-005-0026-6. Epub 2005 Dec 22. PMID: 16374619.
In vivo protocol:
1. Longo M, Zanoncelli S, Messina M, Scandale I, Mackenzie C, Geary T, Marsh K, Lindley D, Mazué G. In vivo preliminary investigations of the effects of the benzimidazole anthelmintic drug flubendazole on rat embryos and fetuses. Reprod Toxicol. 2014 Nov;49:33-42. doi: 10.1016/j.reprotox.2014.06.009. Epub 2014 Jun 30. PMID: 24994687. 2. Yoshimura H. Effect of oral dosing vehicles on the developmental toxicity of flubendazole in rats. Reprod Toxicol. 2003 Jul-Aug;17(4):377-85. doi: 10.1016/s0890-6238(03)00033-9. PMID: 12849847.
1: Hou ZJ, Luo X, Zhang W, Peng F, Cui B, Wu SJ, Zheng FM, Xu J, Xu LZ, Long ZJ, Wang XT, Li GH, Wan XY, Yang YL, Liu Q. Flubendazole, FDA-approved anthelmintic, targets breast cancer stem-like cells. Oncotarget. 2015 Mar 20;6(8):6326-40. PubMed PMID: 25811972; PubMed Central PMCID: PMC4467440. 2: Michaelis M, Agha B, Rothweiler F, Löschmann N, Voges Y, Mittelbronn M, Starzetz T, Harter PN, Abhari BA, Fulda S, Westermann F, Riecken K, Spek S, Langer K, Wiese M, Dirks WG, Zehner R, Cinatl J, Wass MN, Cinatl J Jr. Identification of flubendazole as potential anti-neuroblastoma compound in a large cell line screen. Sci Rep. 2015 Feb 3;5:8202. doi: 10.1038/srep08202. PubMed PMID: 25644037; PubMed Central PMCID: PMC4314641. 3: Tweats DJ, Johnson GE, Scandale I, Whitwell J, Evans DB. Genotoxicity of flubendazole and its metabolites in vitro and the impact of a new formulation on in vivo aneugenicity. Mutagenesis. 2016 May;31(3):309-21. doi: 10.1093/mutage/gev070. Epub 2015 Oct 6. PubMed PMID: 26443851; PubMed Central PMCID: PMC4840262. 4: Zhang L, Guo M, Li J, Zheng Y, Zhang S, Xie T, Liu B. Systems biology-based discovery of a potential Atg4B agonist (Flubendazole) that induces autophagy in breast cancer. Mol Biosyst. 2015 Nov;11(11):2860-6. doi: 10.1039/c5mb00466g. PubMed PMID: 26299935. 5: Longo M, Zanoncelli S, Messina M, Scandale I, Mackenzie C, Geary T, Marsh K, Lindley D, Mazué G. In vivo preliminary investigations of the effects of the benzimidazole anthelmintic drug flubendazole on rat embryos and fetuses. Reprod Toxicol. 2014 Nov;49:33-42. doi: 10.1016/j.reprotox.2014.06.009. Epub 2014 Jun 30. PubMed PMID: 24994687. 6: Longo M, Zanoncelli S, Colombo PA, Harhay MO, Scandale I, Mackenzie C, Geary T, Madrill N, Mazué G. Effects of the benzimidazole anthelmintic drug flubendazole on rat embryos in vitro. Reprod Toxicol. 2013 Apr;36:78-87. doi: 10.1016/j.reprotox.2012.12.004. Epub 2012 Dec 31. PubMed PMID: 23287076. 7: Laura C, Celina E, Sergio SB, Guillermo D, Carlos L, Luis A. Combined flubendazole-nitazoxanide treatment of cystic echinococcosis: Pharmacokinetic and efficacy assessment in mice. Acta Trop. 2015 Aug;148:89-96. doi: 10.1016/j.actatropica.2015.04.019. Epub 2015 Apr 25. PubMed PMID: 25917712. 8: Elkhoudary MM, Abdel Salam RA, Hadad GM. Stability-Indicating Methods for Determination of Flubendazole and Its Degradants. J Chromatogr Sci. 2015 Jul;53(6):915-24. doi: 10.1093/chromsci/bmu145. Epub 2014 Nov 21. PubMed PMID: 25416732. 9: 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. 10: O'Neill M, Geary JF, Agnew DW, Mackenzie CD, Geary TG. In vitro flubendazole-induced damage to vital tissues in adult females of the filarial nematode Brugia malayi. Int J Parasitol Drugs Drug Resist. 2015 Jul 7;5(3):135-40. doi: 10.1016/j.ijpddr.2015.06.002. eCollection 2015 Dec. PubMed PMID: 26288741; PubMed Central PMCID: PMC4534755. 11: Králová V, Hanušová V, Rudolf E, Čáňová K, Skálová L. Flubendazole induces mitotic catastrophe and senescence in colon cancer cells in vitro. J Pharm Pharmacol. 2016 Feb;68(2):208-18. doi: 10.1111/jphp.12503. Epub 2016 Jan 4. PubMed PMID: 26730435. 12: Ceballos L, Alvarez L, Mackenzie C, Geary T, Lanusse C. Pharmacokinetic comparison of different flubendazole formulations in pigs: A further contribution to its development as a macrofilaricide molecule. Int J Parasitol Drugs Drug Resist. 2015 Dec;5(3):178-84. doi: 10.1016/j.ijpddr.2015.09.001. Epub 2015 Sep 25. PubMed PMID: 27120064; PubMed Central PMCID: PMC4846999. 13: Ceballos L, Mackenzie C, Geary T, Alvarez L, Lanusse C. Exploring the potential of flubendazole in filariasis control: evaluation of the systemic exposure for different pharmaceutical preparations. PLoS Negl Trop Dis. 2014 May 29;8(5):e2838. doi: 10.1371/journal.pntd.0002838. eCollection 2014. PubMed PMID: 24874646; PubMed Central PMCID: PMC4038472. 14: Vandenberge V, Delezie E, Delahaut P, Pierret G, De Backer P, Daeseleire E, Croubels S. Transfer of flubendazole and tylosin from feed at cross-contamination levels to various poultry matrices. Poult Sci. 2012 Sep;91(9):2351-60. doi: 10.3382/ps.2012-02265. PubMed PMID: 22912473. 15: Ceballos L, Elissondo C, Sánchez Bruni S, Confalonieri A, Denegri G, Alvarez L, Lanusse C. Chemoprophylactic activity of flubendazole in cystic echinococcosis. Chemotherapy. 2010;56(5):386-92. doi: 10.1159/000316827. Epub 2010 Oct 15. PubMed PMID: 20948209. 16: Spagnuolo PA, Hu J, Hurren R, Wang X, Gronda M, Sukhai MA, Di Meo A, Boss J, Ashali I, Beheshti Zavareh R, Fine N, Simpson CD, Sharmeen S, Rottapel R, Schimmer AD. The antihelmintic flubendazole inhibits microtubule function through a mechanism distinct from Vinca alkaloids and displays preclinical activity in leukemia and myeloma. Blood. 2010 Jun 10;115(23):4824-33. doi: 10.1182/blood-2009-09-243055. Epub 2010 Mar 26. PubMed PMID: 20348394. 17: Tarbiat B, Jansson DS, Moreno L, Lanusse C, Nylund M, Tydén E, Höglund J. The efficacy of flubendazole against different developmental stages of the poultry roundworm Ascaridia galli in laying hens. Vet Parasitol. 2016 Mar 15;218:66-72. doi: 10.1016/j.vetpar.2016.01.012. Epub 2016 Jan 19. PubMed PMID: 26872930. 18: O'Neill M, Mansour A, DiCosty U, Geary J, Dzimianski M, McCall SD, McCall JW, Mackenzie CD, Geary TG. An In Vitro/In Vivo Model to Analyze the Effects of Flubendazole Exposure on Adult Female Brugia malayi. PLoS Negl Trop Dis. 2016 May 4;10(5):e0004698. doi: 10.1371/journal.pntd.0004698. eCollection 2016 May. PubMed PMID: 27145083; PubMed Central PMCID: PMC4856366. 19: Ismail KA, Ibrahim AN, Ahmed MA, Hetta MH. Comparison between the effect of Lawsonia inermis and flubendazole on Strongyloides species using scanning electron microscopy. J Parasit Dis. 2016 Jun;40(2):415-22. doi: 10.1007/s12639-014-0519-2. Epub 2014 Aug 24. PubMed PMID: 27413314; PubMed Central PMCID: PMC4927501. 20: O'Neill M, Ballesteros C, Tritten L, Burkman E, Zaky WI, Xia J, Moorhead A, Williams SA, Geary TG. Profiling the macrofilaricidal effects of flubendazole on adult female Brugia malayi using RNAseq. Int J Parasitol Drugs Drug Resist. 2016 Dec;6(3):288-296. doi: 10.1016/j.ijpddr.2016.09.005. Epub 2016 Oct 1. PubMed PMID: 27733308; PubMed Central PMCID: PMC5196492.