4118. Flubendazole

Nomenclature

CAS number: 31430-15-6
[5-(4-Fluorobenzoyl)-1H-benzimidazol-2-yl]carbamic acid methyl ester; 5-(p-fluorobenzoyl)-2-benzimidazolecarbamic acid methyl ester; R-17889; Flubenol (J & J); Flumoxal (Janssen); Fluvermal (Janssen).
C16H12FN3O3; mol wt 313.28.
C 61.34%, H 3.86%, F 6.06%, N 13.41%, O 15.32%.

Description and references

Fluoro analog of mebendazole, q.v. Prepn: J. L. H. Van Gelder et al., DE 2029637; eidem, US 3657267 (1971, 1972 both to Janssen); A. H. M. Raeymaekers et al., Arzneim.-Forsch. 28, 586 (1978). Pharmacological, biological properties: D. Thienpont et al., ibid. 605. Anthelmintic activity in rats: O. Vanparijs et al., Vet. Parasitol. 5, 237 (1979); in pigs: E. Telléz-Giron et al., Am. J. Trop. Med. Hyg. 30, 135 (1981).

Chemical structure

Properties

Crystals, mp 260°. LD50 in mice, rats, guinea pigs (mg/kg): >2560 orally (Thienpont).

Therapeutic Category (Veterinary)

Anthelmintic.