MedKoo Cat#: 318175 | Name: Mebendazole
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Description:

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

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

Mebendazole
Mebendazole
CAS# 31431-39-7

Theoretical Analysis

MedKoo Cat#: 318175

Name: Mebendazole

CAS#: 31431-39-7

Chemical Formula: C16H13N3O3

Exact Mass: 295.0957

Molecular Weight: 295.30

Elemental Analysis: C, 65.08; H, 4.44; N, 14.23; O, 16.25

Price and Availability

Size Price Availability Quantity
1g USD 90.00 Ready to ship
2g USD 150.00 Ready to ship
5g USD 250.00 Ready to ship
10g USD 385.00 Ready to ship
25g USD 650.00 Ready to ship
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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
Certificate of Analysis
Safety Data Sheet (SDS)
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/
Solvent mg/mL mM
Solubility
DMSO 5.1 17.22
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 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.
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.