5768. Mebendazole

Nomenclature

CAS number: 31431-39-7
(5-Benzoyl-1H-benzimidazol-2-yl)carbamic acid methyl ester; 5-benzoyl-2-benzimidazolecarbamic acid methyl ester; methyl 5-benzoyl-2-benzimidazolecarbamate; R-17635; Bantenol (Janssen); Equivurm Plus (Janssen); Lomper (Esteve); Mebenvet (Janssen); Noverme (J & J); Ovitelmin (Cilag-Chemie); Pantelmin (J & J); Telmin (Janssen); Vermicidin (Rivopharm); Vermirax (Biosintetica); Vermox (Janssen).
C16H13N3O3; mol wt 295.29.
C 65.08%, H 4.44%, N 14.23%, O 16.25%.

Description and references

Prepn: J. L. H. Van Gelder et al., DE 2029637; eidem, US 3657267 (1971, 1972 to Janssen). Activity studies: Walker, Knight, Vet. Rec. 90, 58 (1972). Clinical studies: Brugmans et al., J. Am. Med. Assoc. 217, 313 (1971); Callear, Neave, Br. Vet. J. 127, xli (1971); eidem, ibid. 129, 79 (1973). Comprehensive description: A. A. Al-Badr, M. Tariq, Anal. Profiles Drug Subs. 16, 291-326 (1987).

Chemical structure

Properties

Crystals from acetic acid and methanol, mp 288.5°. Soluble in formic acid. Practically insol in water, ethanol, ether, chloroform. LD50 orally: >80 mg/kg in sheep; >40 mg/kg in mice, rats and chickens (Van Gelder).

Therapeutic Category

Anthelmintic (Nematodes).

Therapeutic Category (Veterinary)

Anthelmintic.

Keywords

Anthelmintic (Nematodes)