17-deoxycorticosteroid-21-/o/-carboxylic esters, processes...

Details 17-deoxycorticosteroid-21-/o/-carboxylic esters, processes... 17-deoxycorticosteroid-21-/o/-carboxylic esters, processes...

C - Chemistry, Metallurgy

07

J

C07J 5/00 (2006.01) A61K 31/56 (2006.01) C07J 17/00 (2006.01) C07J 31/00 (2006.01) C07J 33/00 (2006.01) C07J 41/00 (2006.01) C07J 43/00 (2006.01)

Patent

CA 2158610

17-Deoxycorticoid-21-carboxylic esters of the formula I (see Formula I) are described, in which A is CHOH and CHCl, CH2, C=O or 9(11) double bond; Y is H, F or Cl; Z is H, F or CH3; R(1) is aryl or hetaryl and R(2) is H or methyl. They are obtained by reacting a compound of the formula II, (see formula II) in which R(4) is OH, with an activated carboxylic acid of the formula III, R(5)-CO-[(C1-C4)-alkyl]-R(1) III. The compounds I possess very strong local and topical antiinflammatory activity and exhibit a very good ratio of local to systemic antiinflammatory effect, which ratio is often clearly superior to that of structurally related corticoid 21-esters which do not carry any aryl or hetaryl group in the 21-ester residue or to that of analogous 17-deoxycorticoids having an unesterified, that is a free, 21-hydroxyl group.

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