3745. Ethopabate

Nomenclature

CAS number: 59-06-3
4-Acetamido-2-ethoxybenzoic acid methyl ester; methyl 4-acetamido-2-ethoxybenzoate; 2-ethoxy-4-acetamidobenzoic acid methyl ester; ethyl pabate.
C12H15NO4; mol wt 237.25.
C 60.75%, H 6.37%, N 5.90%, O 26.97%.

Description and references

Prepn: Grimme, Schmitz, Ber. 87, 179 (1954); E. F. Rogers, R. L. Clark, BE 613166; eidem, US 3211610 (1962, 1965 both to Merck & Co.); FR 1407055; M. L. Thominet, US 3357978 (1965, 1967 both to Soc. d'Etudes Sci. Ind. de l'Ile-de-France). Anticoccidial activity studies: Rogers et al., Proc. Soc. Exp. Biol. Med. 117, 488 (1964). Metabolism in chickens: Buhs et al., J. Pharmacol. Exp. Ther. 154, 357 (1966).

Chemical structure

Properties

White to pinkish-white, practically odorless crystals from methanol and water, mp 148-149°. uv max (methanol): 298, 267 nm (A1%1cm 805, 365). Sol in methanol, ethanol, acetone, acetonitrile. Sparingly sol in isopropanol, p-dioxane, ethyl acetate, methylene chloride; very slightly sol in water and isooctane.

Derivative

Mixture with amprolium.

Nomenclature

Amprol Plus (Merck & Co.).

Therapeutic Category (Veterinary)

Mixture as coccidiostat.