8154. Resorantel

Nomenclature

CAS number: 20788-07-2
N-(4-Bromophenyl)-2,6-dihydroxybenzamide; 4′-bromo-γ-resorcylanilide; 4′-bromo-2,6-dihydroxybenzanilide; 2,6-dihydroxybenzoic acid 4′-bromoanilide; resorcylam; HOE-296V; Terenol (Hoechst).
C13H10BrNO3; mol wt 308.13.
C 50.67%, H 3.27%, Br 25.93%, N 4.55%, O 15.58%.

Description and references

Prepn: LeMaire et al., J. Pharm. Sci. 50, 831 (1961); GB 1124613; H. Ruschig et al., US 3449420 (1968, 1969 to Hoechst). Animal studies: Düwel; Behrens, Matschullat; Pfeiffer, Dtsch. Tieraerztl. Wochenschr. 77, 97-107 (1970); Christ et al., Berl. Muench. Tieraerztl. Wochenschr. 83, 61 (1970).

Chemical structure

Properties

Colorless powder, mp 229-230°. Also reported as mp 183-186° (LeMaire). Stable at room temp for at least two years. Very resistant to acids and alkalies. Highly sensitive to iron compds which stain it deep red or violet. Very soluble in DMF; slightly sol in lower alcohols. Insol in water, hydrocarbons, vegetable oils.

Therapeutic Category (Veterinary)

Anthelmintic (sheep and other ruminants).