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US 4,436,934 AGranted
Bicyclic prostaglandin analogs and method of synthesis
AssigneeIowa State University Research Foundation, Inc.
InventorRichard C. Larock
Life of this patent
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Abstract
New organopalladium reactions involving the addition of pi-allylpalladium compounds to strained bicyclic alkenes, and subsequent chain extension reactions employing the chemistry of organopalladium compounds are disclosed. By these techniques a large number of bicyclic prostaglandin analogs are prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation, and are specific inhibitors of thromboxane synthetase.
Claims9
Prostaglandin analogs of the formula:
- ##STR8## wherein n equals a whole integer of from 0 to 7, X is a carboxylic acid group, or X is an alcohol group, or C.sub.1 -C.sub.8 ester, or C.sub.1 -C.sub.8 ether, or C.sub.1 -C.sub.8 amide, A is selected from the group of methylene, ethylene, oxy, imino, alkyl, phenyl and C.sub.1 -C.sub.8 aryl substituted imino;
- D is selected from the group of methylene, ethylene, vinylene, B is selected from the group of ethylene, cis and trans vinylene, and ethynylene;
- R and R.sub.1 are hydrogen, C.sub.1 -C.sub.8 alkyl and C.sub.1 -C.sub.8 aryl or (CH.sub.2).sub.z with Z being 2 to 5, and Q is hydroxy, methoxy, acetoxy or hydrogen, or Q and R.sub.1 are oxa.
Dependencies are inferred from the claim text.