2-Decarboxy-2-aminomethyl-trans-4,5-didehydro-PGI.sub.1 compounds
AssigneeThe Upjohn Company
InventorDonald E. Ayer
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Abstract
The present invention relates to certain structural and pharmacological analogs of prostacyclin (PGI.sub.2) which are 2-Decarboxy-2-aminomethyl-trans-4,5-didehydro-PGI.sub.1 compounds. These novel pharmacological agents are useful as smooth muscle stimulators.
Drawings
Claims82
A prostacyclin analog of the formula ##STR1## wherein Y.sub.2 is trans--CH.dbd.CH--, cis--CH.dbd.CH--, or --CH.sub.2 CH.sub.2 --;
- wherein Z.sub.2 is ##STR2## wherein Z.sub.1 is (1) --(CH.sub.2).sub.g --CH.sub.2 --CH.sub.2 --, or
- (2) --(CH.sub.2).sub.g --CH.sub.2 --CF.sub.2 --,
- wherein g is the integer zero, one, or 2;
- wherein R.sub.8 is hydrogen, hydroxy, or hydroxymethyl;
- wherein M.sub.1 is ##STR3## wherein R.sub.5 is hydrogen or alkyl with one to 4 carbon atoms, inclusive;
- and
- wherein L.sub.1 is ##STR4## or a mixture of ##STR5## wherein R.sub.3 and R.sub.4 are hydrogen, methyl, or fluoro, being the same or different, with the proviso that one of R.sub.3 and R.sub.4 is fluoro only when the other is hydrogen or fluoro;
- wherein L.sub.2 and L.sub.3 are hydrogen or alkyl of one to 4 carbon atoms, inclusive;
- and
- wherein R.sub.7 is
- (1) --(CH.sub.2).sub.m --CH.sub.3, ##STR6## wherein m is the integer one to 5, inclusive, h is the integer zero to 3, inclusive;
- s is the integer zero, one, 2, or 3, and T is chloro, fluoro, trifluoromethyl, alkyl of one to 3 carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms, inclusive, with the proviso that not more than two T's are other than alkyl.
4 5. 2-Decarboxy-2-aminomethyl-16-phenoxy-17,18,19,20-tetranor-trans-4,5-dide hydro-cis-13-6.beta.-PGI.sub.1, a prostacyclin analog according to claim 44.
7 0. 2-Decarboxy-2-aminomethyl-17-phenyl-18,19,20-trinor-trans-4,5-didehydro- 13,14-dihydro-6.beta.-PGI.sub.1, a prostacyclin analog according to claim 69.
Dependencies are inferred from the claim text.