Mebendazole
featured

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

MedKoo CAT#: 318175

CAS#: 31431-39-7

Description: Mebendazole is an Antihelminthic. Mebendazole is a benzimidazole that acts by interfering with carbohydrate metabolism and inhibiting polymerization of microtubules. Mebendazole interferes with the reproduction and survival of helminths by inhibiting the formation of their cytoplasmic microtubules, thereby selectively and irreversibly blocking glucose uptake. This results in a depletion of glycogen stores and leads to reduced formation of ATP required for survival and reproduction of the helminth.


Chemical Structure

img
Mebendazole
CAS# 31431-39-7

Theoretical Analysis

MedKoo Cat#: 318175
Name: Mebendazole
CAS#: 31431-39-7
Chemical Formula: C16H13N3O3
Exact Mass: 295.10
Molecular Weight: 295.298
Elemental Analysis: C, 65.08; H, 4.44; N, 14.23; O, 16.25

Price and Availability

Size Price Availability Quantity
5g USD 250 2 weeks
10g USD 385 2 weeks
25g USD 650 2 weeks
Bulk inquiry

Synonym: Mebendazole; Vermox; Telmin; Pantelmin; Mebenvet; Telmin; Vermicol; Vermidil; Vermin; Vermox; Wormkuur;

IUPAC/Chemical Name: methyl N-(6-benzoyl-1H-benzimidazol-2-yl)carbamate

InChi Key: OPXLLQIJSORQAM-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)

SMILES Code: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3

Appearance: Solid powder

Purity: >97% (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, not in water

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:
Biological target: Mebendazole is a highly effective, broad-spectrum antihelmintic against nematode infestations. Mebendazole also exhibits inhibitory effect against glioblastoma multiforme (GBM), inhibits Hedgehog pathway and tubulin polymerization.
In vitro activity: In human cells, mebendazole suppressed the formation of the primary cilium, a microtubule-based organelle that functions as a signaling hub for Hh pathway activation. Reference: Mol Cancer Ther. 2015 Jan;14(1):3-13. https://pubmed.ncbi.nlm.nih.gov/25376612/
In vivo activity: Mebendazole disrupted microtubule formation in GBM cells, and in vitro activity was correlated with reduced tubulin polymerization. Subsequently, this study showed that mebendazole significantly extended mean survival up to 63% in syngeneic and xenograft orthotopic mouse glioma models. Reference: Neuro Oncol. 2011 Sep;13(9):974-82. https://pubmed.ncbi.nlm.nih.gov/21764822/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 5.1 17.22

Preparing Stock Solutions

The following data is based on the product molecular weight 295.30 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: 1. Larsen AR, Bai RY, Chung JH, Borodovsky A, Rudin CM, Riggins GJ, Bunz F. Repurposing the antihelmintic mebendazole as a hedgehog inhibitor. Mol Cancer Ther. 2015 Jan;14(1):3-13. doi: 10.1158/1535-7163.MCT-14-0755-T. Epub 2014 Nov 5. PMID: 25376612; PMCID: PMC4297232. 2. Mukhopadhyay T, Sasaki J, Ramesh R, Roth JA. Mebendazole elicits a potent antitumor effect on human cancer cell lines both in vitro and in vivo. Clin Cancer Res. 2002 Sep;8(9):2963-9. PMID: 12231542. 3. Liu C, Zhang H, Yin J, Hu W. In vivo and in vitro efficacies of mebendazole, mefloquine and nitazoxanide against cyst echinococcosis. Parasitol Res. 2015 Jun;114(6):2213-22. doi: 10.1007/s00436-015-4412-4. Epub 2015 Mar 15. PMID: 25773183. 4. Bai RY, Staedtke V, Aprhys CM, Gallia GL, Riggins GJ. Antiparasitic mebendazole shows survival benefit in 2 preclinical models of glioblastoma multiforme. Neuro Oncol. 2011 Sep;13(9):974-82. doi: 10.1093/neuonc/nor077. Epub 2011 Jul 15. PMID: 21764822; PMCID: PMC3158014.
In vitro protocol: 1. Larsen AR, Bai RY, Chung JH, Borodovsky A, Rudin CM, Riggins GJ, Bunz F. Repurposing the antihelmintic mebendazole as a hedgehog inhibitor. Mol Cancer Ther. 2015 Jan;14(1):3-13. doi: 10.1158/1535-7163.MCT-14-0755-T. Epub 2014 Nov 5. PMID: 25376612; PMCID: PMC4297232. 2. Mukhopadhyay T, Sasaki J, Ramesh R, Roth JA. Mebendazole elicits a potent antitumor effect on human cancer cell lines both in vitro and in vivo. Clin Cancer Res. 2002 Sep;8(9):2963-9. PMID: 12231542.
In vivo protocol: 1. Liu C, Zhang H, Yin J, Hu W. In vivo and in vitro efficacies of mebendazole, mefloquine and nitazoxanide against cyst echinococcosis. Parasitol Res. 2015 Jun;114(6):2213-22. doi: 10.1007/s00436-015-4412-4. Epub 2015 Mar 15. PMID: 25773183. 2. Bai RY, Staedtke V, Aprhys CM, Gallia GL, Riggins GJ. Antiparasitic mebendazole shows survival benefit in 2 preclinical models of glioblastoma multiforme. Neuro Oncol. 2011 Sep;13(9):974-82. doi: 10.1093/neuonc/nor077. Epub 2011 Jul 15. PMID: 21764822; PMCID: PMC3158014.

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Speich B, Moser W, Ali SM, Ame SM, Albonico M, Hattendorf J, Keiser J.
Efficacy and reinfection with soil-transmitted helminths 18-weeks post-treatment
with albendazole-ivermectin, albendazole-mebendazole, albendazole-oxantel pamoate
and mebendazole. Parasit Vectors. 2016 Mar 2;9(1):123. doi:
10.1186/s13071-016-1406-8. PubMed PMID: 26935065; PubMed Central PMCID:
PMC4776366.


2: Calvo NL, Kaufman TS, Maggio RM. Mebendazole crystal forms in tablet
formulations. An ATR-FTIR/chemometrics approach to polymorph assignment. J Pharm
Biomed Anal. 2016 Apr 15;122:157-65. doi: 10.1016/j.jpba.2016.01.035. Epub 2016
Jan 16. PubMed PMID: 26874854.


3: Jornet D, Bosca F, Andreu JM, Domingo LR, Tormos R, Miranda MA. Analysis of
mebendazole binding to its target biomolecule by laser flash photolysis. J
Photochem Photobiol B. 2016 Feb;155:1-6. doi: 10.1016/j.jphotobiol.2015.12.003.
Epub 2015 Dec 9. PubMed PMID: 26709667.


4: Gokbulut C, Aksit D, Santoro M, Roncoroni C, Mariani U, Buono F, Rufrano D,
Fagiolo A, Veneziano V. Plasma disposition, milk excretion and parasitological
efficacy of mebendazole in donkeys naturally infected by Cyathostominae. Vet
Parasitol. 2016 Feb 15;217:95-100. doi: 10.1016/j.vetpar.2015.12.031. Epub 2016
Jan 2. PubMed PMID: 26827868.


5: Pinto LC, Soares BM, Pinheiro Jde J, Riggins GJ, Assumpção PP, Burbano RM,
Montenegro RC. The anthelmintic drug mebendazole inhibits growth, migration and
invasion in gastric cancer cell model. Toxicol In Vitro. 2015 Dec;29(8):2038-44.
doi: 10.1016/j.tiv.2015.08.007. Epub 2015 Aug 24. PubMed PMID: 26315676.


6: da Silva VH, Gonçalves JL, Vasconcelos FV, Pimentel MF, Pereira CF.
Quantitative analysis of mebendazole polymorphs in pharmaceutical raw materials
using near-infrared spectroscopy. J Pharm Biomed Anal. 2015 Nov 10;115:587-93.
doi: 10.1016/j.jpba.2015.08.018. Epub 2015 Aug 18. PubMed PMID: 26320077.


7: Kovalenko FP, Kukhaleva IV, Shkolyar NA, Legonkov YA, Musaev GKh, Bulanova TE,
Samochatova EI. [EFFICACY OF A NEW MEBENDAZOLE FORMULATION FOR EXPERIMENTAL
ECHINOCOCCUS GRANULOSUS LARVAL INVASION IN ALBINO MICE]. Med Parazitol (Mosk).
2015 Oct-Dec;(4):34-6. Russian. PubMed PMID: 26827585.


8: Çalık G, Büyükgüzel K, Büyükgüzel E. Reduced Fitness in Adults From Larval,
Galleria mellonella (Lepidoptera: Pyralidae) Reared on Media Amended With the
Antihelmintic, Mebendazole. J Econ Entomol. 2015 Oct 21. pii: tov305. [Epub ahead
of print] PubMed PMID: 26491189.


9: Kukhaleva IV, Kovalenko FP, Shkolyar NA, Legonkov YA, Musaev AKh, Bulanova TE,
Samochatova EI. [THERAPEUTIC ACTIVITY OF MICRONIZED MEBENDAZOLE IN THE MUSCULAR
PHASE OF EXPERIMENTAL TRICHINELLA SPIRALIS INVASION IN ALBINO MICE]. Med
Parazitol (Mosk). 2015 Oct-Dec;(4):36-9. Russian. PubMed PMID: 26827586.


10: Hemraj Ramteke K, Balaji Jadhav V, Kulkarni NS, Kharat AR, Diwate SB.
Preparation, Evaluation and Optimization of Multiparticulate System of
Mebendazole for Colon Targeted Drug Delivery by Using Natural Polysaccharides.
Adv Pharm Bull. 2015 Sep;5(3):361-71. doi: 10.15171/apb.2015.050. Epub 2015 Sep
19. PubMed PMID: 26504758; PubMed Central PMCID: PMC4616903.


11: Bai RY, Staedtke V, Wanjiku T, Rudek MA, Joshi A, Gallia GL, Riggins GJ.
Brain Penetration and Efficacy of Different Mebendazole Polymorphs in a Mouse
Brain Tumor Model. Clin Cancer Res. 2015 Aug 1;21(15):3462-70. doi:
10.1158/1078-0432.CCR-14-2681. Epub 2015 Apr 10. PubMed PMID: 25862759; PubMed
Central PMCID: PMC4526400.


12: Liu C, Zhang H, Yin J, Hu W. In vivo and in vitro efficacies of mebendazole,
mefloquine and nitazoxanide against cyst echinococcosis. Parasitol Res. 2015
Jun;114(6):2213-22. doi: 10.1007/s00436-015-4412-4. Epub 2015 Mar 15. PubMed
PMID: 25773183.


13: Pawluk SA, Roels CA, Wilby KJ, Ensom MH. A review of pharmacokinetic
drug-drug interactions with the anthelmintic medications albendazole and
mebendazole. Clin Pharmacokinet. 2015 Apr;54(4):371-83. doi:
10.1007/s40262-015-0243-9. Review. PubMed PMID: 25691367.


14: Bai RY, Staedtke V, Rudin CM, Bunz F, Riggins GJ. Effective treatment of
diverse medulloblastoma models with mebendazole and its impact on tumor
angiogenesis. Neuro Oncol. 2015 Apr;17(4):545-54. doi: 10.1093/neuonc/nou234.
Epub 2014 Sep 24. PubMed PMID: 25253417; PubMed Central PMCID: PMC4483072.


15: Speich B, Ali SM, Ame SM, Bogoch II, Alles R, Huwyler J, Albonico M,
Hattendorf J, Utzinger J, Keiser J. Efficacy and safety of albendazole plus
ivermectin, albendazole plus mebendazole, albendazole plus oxantel pamoate, and
mebendazole alone against Trichuris trichiura and concomitant soil-transmitted
helminth infections: a four-arm, randomised controlled trial. Lancet Infect Dis.
2015 Mar;15(3):277-84. doi: 10.1016/S1473-3099(14)71050-3. Epub 2015 Jan 12.
PubMed PMID: 25589326.


16: Chaudhary S, Garg T, Rath G, Murthy RR, Goyal AK. Enhancing the
bioavailability of mebendazole by integrating the principles solid dispersion and
nanocrystal techniques, for safe and effective management of human
echinococcosis. Artif Cells Nanomed Biotechnol. 2015 Mar 17:1-6. [Epub ahead of
print] PubMed PMID: 25783855.


17: Bodhinayake I, Symons M, Boockvar JA. Repurposing mebendazole for the
treatment of medulloblastoma. Neurosurgery. 2015 Feb;76(2):N15-6. doi:
10.1227/01.neu.0000460594.93803.cb. PubMed PMID: 25594199.


18: Lian Z, Liang Z, Wang J. Selective extraction and concentration of
mebendazole in seawater samples using molecularly imprinted polymer as sorbent.
Mar Pollut Bull. 2015 Feb 15;91(1):96-101. doi: 10.1016/j.marpolbul.2014.12.022.
Epub 2014 Dec 26. PubMed PMID: 25547616.


19: Graves RA, Ledet GA, Nation CA, Pramar YV, Bostanian LA, Mandal TK. Effect of
squalane on mebendazole-loaded Compritol® nanoparticles. J Biomater Sci Polym Ed.
2015;26(13):868-80. doi: 10.1080/09205063.2015.1061351. Epub 2015 Jul 9. PubMed
PMID: 26062393; PubMed Central PMCID: PMC4685693.


20: Kudo N, Ishikawa N, Yamane A, Ikadai H, Oyamada T. Efficacy of levamisole
alone and in combination with mebendazole against Gongylonema pulchrum infection
in rabbits. J Vet Med Sci. 2015 Jan;77(1):113-6. doi: 10.1292/jvms.14-0318. Epub
2014 Oct 7. PubMed PMID: 25298240; PubMed Central PMCID: PMC4349548.