Trans-4,5,13,14-tetradehydro-PGI.sub.1 amides

A prostacyclin analog of the formula ##STR1## wherein Y.sub.2 is --C.tbd.C--;

• 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 M.sub.1 is ##STR3## wherein R.sub.5 is hydrogen or alkyl with one to 4 carbon atoms, inclusive;
• 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.4 is
• (a) amino of the formula --NR.sub.21 R.sub.22 ;
• wherein R.sub.21 and R.sub.22 are hydrogen;
• alkyl of one to 12 carbon atoms, inclusive;
• cycloalkyl of 3 to 10 carbon atoms, inclusive;
• aralkyl of 7 to 12 carbon atoms, inclusive;
• phenyl;
• phenyl substituted with one, 2, or 3 chloro, alkyl of one to 3 carbon atoms, inclusive;
• hydroxy, carboxy, alkoxycarbonyl of one to 4 carbon atoms, inclusive, or nitro;
• carboxyalkyl of one to 4 carbon atoms, inclusive;
• carbamoylalkyl of one to 4 carbon atoms, inclusive;
• cyanoalkyl of one to 4 carbon atoms, inclusive;
• acetylalkyl of one to 4 carbon atoms, inclusive;
• benzoylalkyl of one to 4 carbon atoms, inclusive, benzoylalkyl substituted by one, 2, or 3 chloro, alkyl of one to 3 carbon atoms, inclusive, hydroxy, alkoxy of one to 3 carbon atoms, inclusive, carboxy, alkoxycarbonyl of one to 4 carbon atoms, inclusive;
• or nitro;
• pyridyl;
• pyridyl substituted by one, 2, or 3 chloro, alkyl of one to 3 carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms, inclusive;
• pyridylalkyl of one to 4 carbon atoms, inclusive;
• pyridylalkyl substituted by one, 2, or 3 chloro, alkyl of one to 3 carbon atoms, inclusive, hydroxy, or alkoxy of one to 3 carbon atoms, inclusive;
• hydroxyalkyl of one to 4 carbon atoms, inclusive;
• dihydroxyalkyl of one to 4 carbon atoms, and trihydroxyalkyl of one to 4 carbon atoms;
• with the further proviso that not more than one of R.sub.21 and R.sub.22 is other than hydrogen or alkyl;
• (b) cycloamino selected from the group consisting of ##STR6## wherein R.sub.21 and R.sub.22 are defined above;
• (c) carbonylamino of the formula --NR.sub.23 COR.sub.21, wherein R.sub.23 is hydrogen or alkyl of one to 4 carbon atoms and R.sub.21 is as defined above;
• (d) sulfonylamino of the formula --NR.sub.23 SO.sub.2 R.sub.21, wherein R.sub.21 and R.sub.23 are as defined above;
• or
• (e) hydrazino of the formula --NR.sub.23 R.sub.24, wherein R.sub.23 is as defined above and R.sub.24 is amino of the formula --NR.sub.21 R.sub.22, as defined above;
• and
• wherein R.sub.7 is
• (1) --(CH.sub.2).sub.m --CH.sub.3, ##STR7## 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.