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Substance Name: Mebendazole [USAN:USP:INN:BAN:JAN]
RN: 31431-39-7
UNII: 81G6I5V05I
InChIKey: OPXLLQIJSORQAM-UHFFFAOYSA-N

Note

  • A benzimidazole that acts by interfering with CARBOHYDRATE METABOLISM and inhibiting polymerization of MICROTUBULES.

Molecular Formula

  • C16-H13-N3-O3

Molecular Weight

  • 295.2967
 

Classification Codes

  • Anthelmintic
  • Anthelmintics
  • Anti-Infective Agents
  • Antimitotic Agents
  • Antinematodal Agents
  • Antiparasitic Agents
  • Drug / Therapeutic Agent
  • Mitosis Modulators
  • Mutation Data
  • Reproductive Effect
  • Tubulin Modulators

Names and Synonyms

Name of Substance

  • Mebendazole
  • Mebendazole [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Mebendazole

Synonyms

  • (5-Benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester
  • 2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester
  • 5-Benzoyl-2-benzimidazolecarbamic acid methyl ester
  • Bantenol
  • Besantin
  • Carbamic acid, (5-benzoyl-1H-benzimidazol-2-yl)-, methyl ester
  • CCRIS 4479
  • EINECS 250-635-4
  • Emverm
  • HSDB 3232
  • Lomper
  • MBDZ
  • Mebendazol
  • Mebendazol [INN-Spanish]
  • Mebendazole
  • Mebendazolum
  • Mebendazolum [INN-Latin]
  • Mebenoazole
  • Mebenvet
  • Mebutar
  • Methyl 5-benzoyl benzimidazole-2-carbamate
  • Methyl 5-benzoyl-2-benzimidazolecarbamate
  • Methyl 5-benzoyl-2-benzimidazolylcarbamate
  • Methyl N-(5-benzoyl-2-benzimidazolyl)carbamate
  • N-(Benzoyl-5, benzimidazolyl)-2, carbamate de methyle
  • N-(Benzoyl-5, benzimidazolyl)-2, carbamate de methyle [French]
  • N-2 (5-Benzoyl-benzimidazole) carbamate de methyle
  • N-2 (5-Benzoyl-benzimidazole) carbamate de methyle [French]
  • Noverme
  • NSC 184849
  • Ovitelmin
  • Pantelmin
  • R 17,635
  • R 17635
  • Sufil
  • Telmin
  • UNII-81G6I5V05I
  • Vermicidin
  • Vermirax
  • Vermox
  • Verpanyl
  • Versid

Systematic Names

  • 2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester (8CI)
  • Carbamic acid, (5-benzoyl-1H-benzimidazol-2-yl)-, methyl ester
  • Carbamic acid, N-(5-benzoylbenzimidazol-2-yl)-, methyl ester
  • Mebendazole

Superlist Name

  • Mebendazole

Registry Numbers

CAS Registry Number

  • 31431-39-7

FDA UNII

  • 81G6I5V05I

System Generated Number

  • 0031431397

Structure Descriptors

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)

InChIKey

OPXLLQIJSORQAM-UHFFFAOYSA-N

Smiles

COC(=O)Nc1nc2cc(ccc2[nH]1)C(=O)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral > 640mg/kg (640mg/kg)   Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973.
chicken LD50 unreported > 40mg/kg (40mg/kg)   United States Patent Document. Vol. #3657267,
dog LD intramuscular > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 1207, 1990.
dog LD50 oral 1280mg/kg (1280mg/kg)   Drugs in Japan Vol. -, Pg. 1207, 1990.
domestic animals - goat/sheep LD50 oral > 80mg/kg (80mg/kg)   United States Patent Document. Vol. #3657267,
guinea pig LD50 oral > 1280mg/kg (1280mg/kg)   Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973.
mouse LD50 intraperitoneal 712mg/kg (712mg/kg)   Meditsinskaya Parazitologiya i Parazitarnye Bolezni. Medical Parasitology and Parasitic Diseases. Vol. 48(4), Pg. 29, 1979.
mouse LD50 oral 620mg/kg (620mg/kg)   Meditsinskaya Parazitologiya i Parazitarnye Bolezni. Medical Parasitology and Parasitic Diseases. Vol. 47(6), Pg. 48, 1978.
rabbit LD50 oral > 640mg/kg (640mg/kg)   Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973.
rat LD50 intramuscular 350mg/kg (350mg/kg)   Drugs in Japan Vol. -, Pg. 1207, 1990.
rat LD50 oral 714mg/kg (714mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 288.5 deg C   EXP
log P (octanol-water) 2.83 (none)   EXP
Water Solubility 71.3 mg/L 25 EXP
Vapor Pressure 5.33E-11 mm Hg 25 EST
Henry's Law Constant 5.36E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.36E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.