6480. Netobimin

Nomenclature

CAS number: 88255-01-0
2-[[[(Methoxycarbonyl)amino][[2-nitro-5-(propylthio)phenyl]amino]methylene]amino]ethanesulfonic acid; 2-[[[(methoxycarbonyl)amino][[2-nitro-5-(propylthio)phenyl]imino]methyl]amino]ethanesulfonic acid; methyl [N′-[2-nitro-5-(propylthio)phenyl]-N-(2-sulfoethyl)amidino]carbamate; N-methoxycarbonyl-N′-[2-nitro-5-(propylthio)phenyl]-N″-2-(ethylsulfonic acid)guanidine; totabin; Sch-32481; Hapadex (Schering).
C14H20N4O7S2; mol wt 420.46.
C 39.99%, H 4.79%, N 13.33%, O 26.64%, S 15.25%.

Description and references

Phenylguanidine anthelmintic. Prepn: M. M. Nafissi-Varchei, EP 50286; idem, US 4406893 (1982, 1983 both to Schering). Metabolism in animals: P. Delatour et al., J. Vet. Pharmacol. Ther. 9, 230 (1986). Anthelmintic efficacy in cattle: J. C. Williams et al., Am. J. Vet. Res. 46, 2188 (1985).

Chemical structure

Properties

mp 215° (dec).

Derivative

Sodium salt.
C14H20N4NaO7S2; mol wt 443.45.
C 37.92%, H 4.55%, N 12.63%, Na 5.18%, O 25.26%, S 14.46%.

Properties

Crystals, mp 150° (dec) (Nafissi-Varchei); also reported as yellow powder, mp 160° (Delatour). uv max (methanol): 225, 347 nm. Sol in water, acetone, methanol, dimethylformamide, DMSO. Insol in ether.

Therapeutic Category (Veterinary)

Anthelmintic.