Mebendazole
- CAS No.
- 31431-39-7
- Chemical Name:
- Mebendazole
- Synonyms
- MEBENDAZOL;(5-Benzoyl-1H-benzimidazol-2-yl)carbamicacidmethylester;mbdz;Mebex;lomper;r17635;telmin;vermox;noverme;besantin
- CBNumber:
- CB8700094
- Molecular Formula:
- C16H13N3O3
- Molecular Weight:
- 295.29
- MOL File:
- 31431-39-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
| Melting point | 288.5°C |
|---|---|
| Boiling point | 436.98°C (rough estimate) |
| Density | 1.1952 (rough estimate) |
| refractive index | 1.6500 (estimate) |
| storage temp. | Sealed in dry,2-8°C |
| solubility | Practically insoluble in water, in alcohol and in methylene chloride. |
| form | Solid |
| pka | pKa 3.43/9.93(H2O,t =25,I=0.025) (Uncertain) |
| color | White to Pale Beige |
| Water Solubility | 35.4mg/L(25 ºC) |
| Merck | 14,5768 |
| BRN | 759809 |
| BCS Class | 2,4 |
| CAS DataBase Reference | 31431-39-7(CAS DataBase Reference) |
| EPA Substance Registry System | Mebendazole (31431-39-7) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P301+P312+P330 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22 | |||||||||
| Safety Statements | 36 | |||||||||
| RIDADR | UN 2811 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | EY8600000 | |||||||||
| HS Code | 29339900 | |||||||||
| Toxicity | LD50 orally: >80 mg/kg in sheep; >40 mg/kg in mice, rats and chickens (Van Gelder) | |||||||||
| NFPA 704 |
|
Mebendazole price More Price(5)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | PHR2448 | Mebendazole Pharmaceutical Secondary Standard; Certified Reference Material | 31431-39-7 | 300MG | ₹22764.98 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | M2523 | Mebendazole analytical standard, ≥98% (HPLC) | 31431-39-7 | 25G | ₹9374.45 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 46404 | Mebendazole VETRANAL?, analytical standard | 31431-39-7 | 250MG | ₹11669.35 | 2022-06-14 | Buy |
| TCI Chemicals (India) | M2273 | Mebendazole | 31431-39-7 | 5G | ₹2800 | 2022-05-26 | Buy |
| TCI Chemicals (India) | M2273 | Mebendazole | 31431-39-7 | 25G | ₹6800 | 2022-05-26 | Buy |
Mebendazole Chemical Properties,Uses,Production
Description
Mebendazole is a broad-spectrum anthelmintic that is active against both larval and adult stages of nematodes selectively binding the β-subunit of tubulin, thereby inhibiting intestinal microtubule synthesis in the parasite (IC50 = 0.19 μM for Giardia in vitro). As a tubulin-binding agent, mebendazole also possesses antitumor properties, inducing apoptosis of various human carcinomas both in vitro and in vivo, thus preventing their growth and migration. Furthermore, mebendazole has been used to inhibit hedgehog signaling in cancer cells via suppression of the formation of the primary cilium, a microtubule-based organelle that functions as a signaling hub for hedgehog pathway activation. Additionally, mebendazole has been shown to stabilize the transcriptional activator HIF-1α and its downstream targets, abrogating oxidative neuronal death in primary neurons.
Chemical Properties
White Amorphous Powder
Uses
Mebendazole Polymorph C is an Anthelmintic (Nematodes).
Indications
Unlike thiabendazole, mebendazole (Vermox) does not inhibit fumarate reductase.While mebendazole binds to both mammalian and nematode tubulin, it exhibits a differential affinity for the latter, possibly explaining the selective action of the drug. The selective binding to nematode tubulin may inhibit glucose absorption, leading to glycogen consumption and ATP depletion.
Definition
ChEBI: A carbamate ester that is methyl 1H-benzimidazol-2-ylcarbamate substituted by a benzoyl group at position 5.
General Description
White to slightly yellow powder. Pleasant taste. Practically water insoluble.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Mebendazole is a carbamate ester-amine. Amines behave as chemical bases. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Fire Hazard
Flash point data for Mebendazole are not available; however, Mebendazole is probably combustible.
Pharmaceutical Applications
A benzimidazole carbamic acid methyl ester available for oral administration. It is insoluble in water and stable at room temperature.
Mechanism of action
Mebendazole is given orally; it is poorly soluble, and very little is absorbed from the intestinal tract. About 5 to 10%, principally the decarboxylated derivatives, is recovered in the urine; most of the orally administered drug is found in the feces within 24 hours.
Pharmacokinetics
Oral absorption is poor. Plasma concentrations achieved after oral administration of 100 mg every 12 h for three consecutive days do not exceed 0.03 mg/L. All metabolites are inactive. Most of the dose, as unchanged drug or a primary metabolite, is retained in the intestinal tract and passed in the feces, with the remainder, approximately 2% of the dose, excreted in the urine.
Clinical Use
Methyl 5-benzoyl-2-benzimidazolecarbamate (Vermox) isa broad-spectrum anthelmintic that is effective against variousnematode infestations, including whipworm, pinworm,roundworm, and hookworm. Mebendazole irreversiblyblocks glucose uptake in susceptible helminths, thereby depletingglycogen stored in the parasite. It apparently does notaffect glucose metabolism in the host. It also inhibits cell divisionin nematodes.
Mebendazole is poorly absorbed by the oral route.Adverse reactions are uncommon and usually consist of abdominaldiscomfort. It is teratogenic in laboratory animalsand, therefore, should not be given during pregnancy.
Side effects
Diarrhea and gastrointestinal discomfort may occur, but adverse reactions are generally mild. Woman of childbearing age should be informed of a potential risk to the fetus if treated during pregnancy, particularly during the first trimester.
Safety Profile
Moderately toxic by ingestion and intraperitoneal routes. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.
Mebendazole Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Jigs Chemical ltd | +919099003427 | Gujarat, India | 239 | 58 | Inquiry |
| Cipla Ltd | +912224826000 | Maharashtra, India | 133 | 58 | Inquiry |
| Ions Pharma | +912266707500 | Maharashtra, India | 89 | 58 | Inquiry |
| Varahi International | +91-7922844991 +91-7922844991 | Gujarat, India | 24 | 58 | Inquiry |
| Supharma Chem | +91-9428180908 +91-9428180908 | Gujarat, India | 10 | 58 | Inquiry |
| Humble Healthcare Limited | +91-9720093000 +91-8006400378 | Uttar Pradesh, India | 141 | 58 | Inquiry |
| Manasvi Life Sciences | +91-9391326151 +91-9490072008 | Hyderabad, India | 39 | 58 | Inquiry |
| Syglak Laboratories Pvt Ltd | +91-7506010127 +91-7506010127 | Maharashtra, India | 17 | 58 | Inquiry |
| Solara Active Pharma Sciences Ltd | +91-8046632100 +91-7075706520 | Bangalore, India | 65 | 58 | Inquiry |
| Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Jigs Chemical ltd | 58 |
| Cipla Ltd | 58 |
| Ions Pharma | 58 |
| Varahi International | 58 |
| Supharma Chem | 58 |
| Humble Healthcare Limited | 58 |
| Manasvi Life Sciences | 58 |
| Syglak Laboratories Pvt Ltd | 58 |
| Solara Active Pharma Sciences Ltd | 58 |
| Ralington Pharma | 58 |
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- What is Mebendazole?
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- Dec 27，2019
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