Mebendazole

• CAT Number: A000053
• CAS Number: 31431-39-7
• Molecular Formula: C16H13N3O3
• Molecular Weight: 295.3
• Purity: ≥95%
• Target: Microtubule/Tubulin
• Solubility: Soluble in DMSO
• Storage: Store at -20°C
• 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)
• InChIKey: OPXLLQIJSORQAM-UHFFFAOYSA-N
• SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3

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.

Reference

1: Silber SA, Diro E, Workneh N, Mekonnen Z, Levecke B, Steinmann P, Umulisa I,
Alemu H, Baeten B, Engelen M, Hu P, Friedman A, Baseman A, Mrus J. Efficacy and
Safety of a Single-Dose Mebendazole 500 mg Chewable, Rapidly-Disintegrating
Tablet for Ascaris Lumbricoides and Trichuris Trichiura Infection Treatment in
Pediatric Patients: A Double-Blind, Randomized, Placebo-Controlled, Phase 3
Study. Am J Trop Med Hyg. 2017 Sep 5. doi: 10.4269/ajtmh.17-0108. [Epub ahead of
print] PubMed PMID: 29016336.

2: Yang CA, Liang C, Lin CL, Hsiao CT, Peng CT, Lin HC, Chang JG. Impact of
Enterobius vermicularis infection and mebendazole treatment on intestinal
microbiota and host immune response. PLoS Negl Trop Dis. 2017 Sep
25;11(9):e0005963. doi: 10.1371/journal.pntd.0005963. eCollection 2017 Sep.
PubMed PMID: 28945752; PubMed Central PMCID: PMC5629029.

3: Hotez PJ. Global deworming: moving past albendazole and mebendazole. Lancet
Infect Dis. 2017 Aug 29. pii: S1473-3099(17)30484-X. doi:
10.1016/S1473-3099(17)30484-X. [Epub ahead of print] PubMed PMID: 28864029.

4: Kipper FC, Silva AO, Marc AL, Confortin G, Junqueira AV, Neto EP, Lenz G.
Vinblastine and antihelmintic mebendazole potentiate temozolomide in resistant
gliomas. Invest New Drugs. 2017 Aug 29. doi: 10.1007/s10637-017-0503-7. [Epub
ahead of print] PubMed PMID: 28852916.

5: Mrus J, Baeten B, Engelen M, Silber SA. Efficacy of single-dose 500 mg
mebendazole in soil-transmitted helminth infections: a review. J Helminthol. 2017
Jul 18:1-10. doi: 10.1017/S0022149X17000426. [Epub ahead of print] PubMed PMID:
28716158.

6: Celestino Pinto L, de Fátima Aquino Moreira-Nunes C, Soares BM, Burbano RMR,
de Lemos JAR, Montenegro RC. Mebendazole, an antiparasitic drug, inhibits drug
transporters expression in preclinical model of gastric peritoneal
carcinomatosis. Toxicol In Vitro. 2017 Sep;43:87-91. doi:
10.1016/j.tiv.2017.06.007. Epub 2017 Jun 9. PubMed PMID: 28606429.

7: Blom K, Senkowski W, Jarvius M, Berglund M, Rubin J, Lenhammar L, Parrow V,
Andersson C, Loskog A, Fryknäs M, Nygren P, Larsson R. The anticancer effect of
mebendazole may be due to M1 monocyte/macrophage activation via ERK1/2 and
TLR8-dependent inflammasome activation. Immunopharmacol Immunotoxicol. 2017
Aug;39(4):199-210. doi: 10.1080/08923973.2017.1320671. Epub 2017 May 4. PubMed
PMID: 28472897.

8: Xiao X, Zhao Y, Zhou Y, Wang Z. Plasma pharmacokinetics and muscle residue
dynamics of mebendazole in Carassius auratus. J Vet Pharmacol Ther. 2017
Dec;40(6):670-674. doi: 10.1111/jvp.12398. Epub 2017 Apr 11. PubMed PMID:
28401566.

9: Joffe LS, Schneider R, Lopes W, Azevedo R, Staats CC, Kmetzsch L, Schrank A,
Del Poeta M, Vainstein MH, Rodrigues ML. The Anti-helminthic Compound Mebendazole
Has Multiple Antifungal Effects against Cryptococcus neoformans. Front Microbiol.
2017 Mar 28;8:535. doi: 10.3389/fmicb.2017.00535. eCollection 2017. PubMed PMID:
28400768; PubMed Central PMCID: PMC5368277.

10: De Witt M, Gamble A, Hanson D, Markowitz D, Powell C, Al Dimassi S, Atlas M,
Boockvar J, Ruggieri R, Symons M. Repurposing Mebendazole as a Replacement for
Vincristine for the Treatment of Brain Tumors. Mol Med. 2017 Apr 5;23. doi:
10.2119/molmed.2017.00011. [Epub ahead of print] PubMed PMID: 28386621; PubMed
Central PMCID: PMC5403762.