Thromboxane A2 receptor antagonists. II. Synthesis and pharmacological activity of 6,6-dimethylbicyclo[3.1.1]heptane derivatives with the benzenesulfonylamino group.
Various stereoisomers based on the alpha- and omega-side chain ring junctions of 6,6-dimethylbicyclo[3.1.1]heptane were synthesized. Their sodium salts 12, 18, 20, 30 and 37 were examined in vitro for their inhibitory activity toward aggregation of rabbit platelet-rich plasma and rat washed platelets. Their potency was very high and the partial agonist effect was small. The differences of the side chain ring junctions did not affect the activity very much. Homologation in the omega-side chain (as in 47) decreased the activity.
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Hagishita
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D000818:Animals; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D001952:Bridged-Ring Compounds / Q000494:pharmacology*; D055598:Chemical Phenomena; D002621:Chemistry; D066298:In Vitro Techniques; D008297:Male; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors; D011817:Rabbits; D051381:Rats; D011982:Receptors, Prostaglandin / Q000187:drug effects* / Q000378:metabolism; D017482:Receptors, Thromboxane; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology*; D013928:Thromboxane A2 / Q000378:metabolism*
D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds; D010975:Platelet Aggregation Inhibitors; D011982:Receptors, Prostaglandin; D017482:Receptors, Thromboxane; D013449:Sulfonamides; D013928:Thromboxane A2