Mebendazole
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| Category | Enzyme inhibitors |
| Catalog number | BBF-04551 |
| CAS | 31431-39-7 |
| Molecular Weight | 295.29 |
| Molecular Formula | C16H13N3O3 |
| Purity | >98% |
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Description
Mebendazole is a benzimidazole anthelmintic and Tubulin-disrupting drug. It has antitumour activity in vitro and in vivo and inhibits growth and induces apoptosis. It is highly effective on various gastrointestinal nematodes in animals, has good effects on some tapeworms, and also effective on Trichinella spiralis. It is used for nematode diseases of horses, sheep, poultry and wild animals, nematodes and tapeworms of dogs and cats.
Specification
| Synonyms | Vermox; Telmin; Mebenvet; Pantelmin; Vermirax; Ovitelmin; Bantenol; Lomper; MBDZ; Besantin; Noverme; Methyl (5-benzoyl-1H-benzo[d]imidazol-2-yl)carbamate; Sufil; 5-Benzoyl-2-benzimidazolecarbamic acid methyl ester |
| Storage | Store at 2-8°C |
| IUPAC Name | methyl N-(6-benzoyl-1H-benzimidazol-2-yl)carbamate |
| Canonical SMILES | COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3 |
| InChI | 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) |
| InChI Key | OPXLLQIJSORQAM-UHFFFAOYSA-N |
Properties
| Appearance | White to Pale Beige Solid |
| Antibiotic Activity Spectrum | Neoplastics (Tumor); Parasites |
| Boiling Point | 436.98°C (Predicted) |
| Melting Point | >255°C (dec.) |
| Density | 1.388 g/cm3 |
| Solubility | Slightly soluble in DMSO (Heated), Methanol (Heated) |
Reference Reading
1.The Comparative Double-Blind Clinical Study in Antihelmintic Efficacy Between Thai Traditional Herbal Formulae and Mebendazole.
Srichaikul B1, Samappito S, Wongyai S, Bakker G. Am J Ther. 2016 Apr 25. [Epub ahead of print]
This study was carried out in Mahasarakham Primary Healthcare Centre, Mahasarakham province in the area of Northeastern of Thailand. The experiment was randomized controlled trial in the clinical study to examine the efficacy of Thai Traditional Herbal Formula (TTHF) in the treatment of antihelmintic activity of mixed worm infections in human. The 2 experimental groups consisted of 10 patients, and 5 patients for control group with inclusion and exclusion criteria, who were screened by the selection of mixed worm infection symptom samples. The investigation and extraction of worm eggs per gram (EPG) of patient feces method were performed with Ether-Formalin Sedimentation test. The percentage of reduction of EPG of patient feces were collected, counted, and confirmed by parasitologist, and the clinical efficacy was investigated by the physician and the pharmacist. The percent EPG data were collected before and after the treatment with TTHF and with mebendazole.
2.A Comparison between the Effects of Albendazole and Mebendazole on the Enzymatic Activity of Excretory / Secretory Products of Echinococcus granulosus Protoscoleces in Vitro.
Adnani Sadati SJ1, Farahnak A1, Molaei Rad MB1, Golestani A2, Eshraghiyan MR3. Iran J Public Health. 2016 Feb;45(2):223-9.
BACKGROUND: Hydatid cysts are formed in human body can be treated clinically by surgery or drugs such as albendazole (ABZ) and mebendazole (MBZ). The purpose of this study was comparing the effects of ABZ and MBZ on glutathione-S-transferase, alkaline phosphatase and protease enzymes activities in protoscoleces of hydatid cyst.
3.DNA Damage Response Is Involved in the Developmental Toxicity of Mebendazole in Zebrafish Retina.
Sasagawa S1, Nishimura Y2, Kon T1, Yamanaka Y1, Murakami S1, Ashikawa Y1, Yuge M1, Okabe S1, Kawaguchi K1, Kawase R1, Tanaka T2. Front Pharmacol. 2016 Mar 14;7:57. doi: 10.3389/fphar.2016.00057. eCollection 2016.
Intestinal helminths cause iron-deficiency anemia in pregnant women, associated with premature delivery, low birth weight, maternal ill health, and maternal death. Although benzimidazole compounds such as mebendazole (MBZ) are highly efficacious against helminths, there are limited data on its use during pregnancy. In this study, we performed in vivo imaging of the retinas of zebrafish larvae exposed to MBZ, and found that exposure to MBZ during 2 and 3 days post-fertilization caused malformation of the retinal layers. To identify the molecular mechanism underlying the developmental toxicity of MBZ, we performed transcriptome analysis of zebrafish eyes. The analysis revealed that the DNA damage response was involved in the developmental toxicity of MBZ. We were also able to demonstrate that inhibition of ATM significantly attenuated the apoptosis induced by MBZ in the zebrafish retina. These results suggest that MBZ causes developmental toxicity in the zebrafish retina at least partly by activating the DNA damage response, including ATM signaling, providing a potential adverse outcome pathway in the developmental toxicity of MBZ in mammals.
4.Adverse Events from a Randomized, Multi-Arm, Placebo-Controlled Trial of Mebendazole in Children 12-24 Months of Age.
Joseph SA1, Montresor A1, Casapía M1, Pezo L1, Gyorkos TW2. Am J Trop Med Hyg. 2016 May 2. pii: 15-0816. [Epub ahead of print]
Large-scale deworming interventions, using anthelminthic drugs, are recommended in areas where the prevalence of soil-transmitted helminth infection is high. Anthelminthic safety has been established primarily in school-age children. Our objective was to provide evidence on adverse events from anthelminthic use in early childhood. A randomized multi-arm, placebo-controlled trial of mebendazole, administered at different times and frequencies, was conducted in children 12 months of age living in Iquitos, Peru. Children were followed up to 24 months of age. The association between mebendazole administration and the occurrence of a serious or minor adverse event was determined using logistic regression. There were a total of 1,686 administrations of mebendazole and 1,676 administrations of placebo to 1,760 children. Eighteen serious adverse events (i.e., 11 deaths and seven hospitalizations) and 31 minor adverse events were reported. There was no association between mebendazole and the occurrence of a serious adverse event (odds ratio [OR] = 1.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
