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Urinary Excretion of Conjugate Forms of 1-(3-Pyridyl)ethanol after Administration of 3-Acetylpyridine

From the ¹ From the Department of Pharmacology, Medical College of Virginia, Richmond, Virginia 23219

Oral administration of 3-acetylpyridine to the dog led to the excretion of 1-(3-pyridyl)ethanol in two acidic conjugate forms which were fractionated with the aid of ion exchange resins.

The more acidic of the conjugate forms had the properties of a sulfate ester in comparison with synthetic material. Acidic hydrolysis of the sulfate ester fraction led to the release of (-)-1-(3-pyridyl)ethanol. Acidic hydrolysis of the other conjugate form, which had properties of a glucuronide, led to the release of 1-(3-pyridyl)ethanol which after chromatographic purification was approximately 95% pure on the basis of extinction coefficient and which was approximately 60% in the levorotatory form on the basis of optical rotation. The pyridylethanol separated after the hydrolysis of the glucuronide contained, in addition, two other Koenig-positive materials. By the chromatographic behavior of some of the latter and by analogy to the metabolism of phenyl-1,2-ethanediol, the formation of a glucuronide of (3-pyridyl)-1,2-ethanediol is suggested.

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