Aromatic heterocyclic esters of steroids, their preparation...

C - Chemistry – Metallurgy – 07 – J

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C07J 5/00 (2006.01) C07J 17/00 (2006.01) C07J 33/00 (2006.01) C07J 43/00 (2006.01)

Patent

CA 1177822

ABSTRACT OF THE DISCLOSURE Disclosed herein are novel 3,20-dioxo-1,4-pregnadiene-17o1 17 aromatic heterocyclic carboxylates (and the 6-dehydro and 1,2-dihydro derivatives thereof) of general formula I: Image (I) wherein: A is hydrogen or, provided that Y is (H,.beta.OH), A may also be chloro, fluoro or methyl; X is hydrogen or a halogen atom having an atomic weight less than 100; Y is oxygen, (H,.beta.OH) or, provided that X is hydrogen, Y may also be (H,H) or, provided X is chloro or bromo, Y may also be (H,.beta.-halogen),the .beta. halogen having an atomic weight less than 100 and being at least as electronegative as X; Z is hydrogen, methyl, chloro or fluoro; Z' is hydrogen or, provided that Z is hydrogen, may also be halogen having an atomic weight of less than 100; V is an acyl radical of thiophenecarboxylic acid, pyrrolecar- boxylic acid or curancarboxylic acid or the methyl or ha- logen-substituted derivatives thereof; W is (H,H), (H, lower alkyl) or (H, .alpha.OVl) where Vl is hydro- gen or specified acyl radicals, or W is a methylene or substituted methylene group; and G is hydrogen, a halogen atom having an atomic weight of less than 100 or is -QV2 where Q is oxygen or sulfur and V2 is specified acyl radicals. The novel compounds exhibit anti-inflammatory activity and their use for this purpose is disclosed. Also disclo- sed are methods for the preparation of the novel com- pounds.

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