| 摘要 |
<p>1,183,899. Steroid 3-ethers of the pregnane series. E. MERCK A.G. 13 Nov., 1968 [13 Dec., 1967], No. 53886/68. Heading C2U. Novel steroids of the formula (wherein R<SP>1</SP> is C 1-10 alkyl or C 3-7 cycloalkyl; and R<SP>2</SP> is a free or esterified OH group) and the ester salts of the acidic and basic 21-esters are prepared (1) by etherification of the corresponding 3-ols or reactive derivatives thereof with appropriate alcohols R<SP>1</SP>OH or reactive derivatives thereof or (2) by removal, by reaction with zinc in aqueous acetic acid, of the 17α-OH group from corresponding steroids containing this group; or (3) by solvolysis or hydrogenolysis of corresponding steroids in which the 20-keto group and/or the 21-R<SP>2</SP> group is or are functionally changed. Free 21-ols may be esterified. Starting materials of the formula are prepared by reduction of the 3-keto group of desoxycorticosterone possibly after esterification or etherification of the 21-hydroxy group and/or conversion of the 20-keto group to a functional derivative, to give a mixture of 3α- and 3#-ols which may be separated and protective groups if present then split off. The mixture of the individual epimers can be converted to reactive derivatives of the 3-ols, e.g. 3-halo compounds or 3-sulphonates, by standard procedures. Starting materials of the formula are prepared by reducing the bis-methylenedioxy derivative of cortexolone (prepared conventionally) to give a mixture of the epimeric 3-ols, splitting off the protecting group and etherifying, if necessary via a 3-ester or similar derivative, the epimers being separated at any appropriate stage. The novel 3-ethers of 3-hydroxy-21-(hydroxy or acyloxy) - 4 - pregnen - 20 - one are stated to possess a sodium-retaining and diuresisinhibiting action of the same order as that of 9α-fluoro-hydrocortisone and therefore to be useful for combatting Adison's disease and hypotonia. They may be made up into pharmaceutical compositions with suitable carriers.</p> |
