Synthesis of Potential Thromboxane A2 Antagonists Based on the Azabicyclo[2.2.1]heptane Skeleton.

Thirteen compounds having a 2-aza- or a 7-azabicyclo[2.2.1]heptane framework substituted at the 3-position by a prostanoic chain have been synthesized from easily obtained hetero-Diels–Alder adducts; owing to their structure, a TxA2 antagonist activity was expected for these compounds with consequences for platelets aggregation and/or blood pressure, and these effects were effectively observed for some of them but with lower activity than previously described molecules.