Carbacyclin analogs

Details Carbacyclin analogs Carbacyclin analogs

C - Chemistry, Metallurgy

07

D

260/235.01

C07D 295/18 (2006.01) C07C 405/00 (2006.01) C07D 309/12 (2006.01) C07F 7/18 (2006.01)

Patent

CA 1201712

ABSTRACT The present specification provides novel analogs of carbacyclin (CBA2), 6a-carba-prostacyclin (6a-carba-PGI2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti- aggregatory agents. Specifically the novel chemical analogs of CBA2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), methano (C-6a,9), and an additional (olefinic) valence bond (C-6a,9). Further provided are benzindene analogs of CBA2 and sub- stituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)- 3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substi- tuted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA2 analogs.

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