6935. Oxfendazole

Nomenclature

CAS number: 53716-50-0
[5-(Phenylsulfinyl)-1H-benzimidazol-2-yl]carbamic acid methyl ester; methyl-5-(phenylsulfinyl)-2-benzimidazolecarbamate; 5-phenylsulfinyl-2-carbomethoxyaminobenzimidazole; RS-8858; Autoworm (Schering-Plough); Benzelmin (Fort Dodge); Synanthic (Fort Dodge); Systamex (Schering-Plough).
C15H13N3O3S; mol wt 315.35.
C 57.13%, H 4.16%, N 13.32%, O 15.22%, S 10.17%.

Description and references

Prepn: C. Beard et al., DE 2363351; eidem, US 3929821 (1974, 1975, both to Syntex); E. A. Averkin et al., J. Med. Chem. 18, 1164 (1975). Metabolism: J. P. Bell, R. V. Tomlinson, Fed. Proc. 35, 487 (1976). Radioimmunoassay: C. Nerenberg et al., J. Pharm. Sci. 67, 1553 (1978). Efficacy evaluations: J. L. Duncan, J. G. Reid, Vet. Rec. 103, 332 (1978); N. F. Baker et al., Am. J. Vet. Res. 39, 1258 (1978).

Chemical structure

Properties

Crystals from chloroform-methanol, mp 253° (dec). LD50 in dogs, rats, mice: >1600, >6400, >6400 mg/kg (Averkin).

Therapeutic Category (Veterinary)

Anthelmintic.