Fluorohydrocortisone and Chlorohydrocortisone, Highly Potent Derivatives of Compound F

Abstract

FRIED and Sabo,¹ while attempting to synthesize compound F from 11-epi-17-alpha-hydroxycorticosterone by way of a halogenated intermediate, found that the 9-alpha-chloro and fluoro derivatives of hydrocortisone were highly active in the assay of rat-liver glycogen for 11-oxygenated corticosteroids. Further studies in the rat by Borman, Singer and Numerof² have shown these compounds to have potent sodium-retaining activity as well. The structural formulas of these compounds are as follows: The present communication is concerned with the metabolic and therapeutic effects of chlorohydrocortisone acetate and fluorohydrocortisone acetate in man. Preliminary studies indicate that whereas the actions of chlorohydrocortisone and fluorohydrocortisone are qualitatively . . .