Claims
- 1. A prostaglandin analog of the formula: ##STR1## wherein Y.sub.1 is --C.tbd.C--; wherein Z.sub.5 is ##STR2## WHEREIN G IS ONE, 2, OR 3; WHEREIN Z.sub.3 is oxa or methylene;
- Wherein T is chloro; fluoro, trifluoromethyl, alkyl of one to 3 carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms, inclusive, and s is zero, one, 2, or 3, the various T's being the same or different, with the proviso that not more than two T's are other than alkyl;
- Wherein M.sub.1 is ##STR3## wherein R.sub.5 and R.sub.6 are hydrogen or methyl, with the proviso that one of R.sub.5 and R.sub.6 is methyl only when the other is hydrogen;
- Wherein L.sub.1 is ##STR4## 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 and Z.sub.3 is methylene; and
- Wherein R.sub.1 is 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, two, or three chloro or alkyl of one to 3 carbon atoms, inclusive, or a pharmacologically acceptable cation.
- 2. A compound according to claim 1 wherein ##STR5##
- 3. A compound according to claim 1 wherein ##STR6##
- 4. A compound according to claim 3 wherein Z.sub.3 is methylene.
- 5. A compound according to claim 4 wherein s is zero or one and T is chloro, fluoro, or trifluoromethyl.
- 6. A compound according to claim 3 wherein Z.sub.3 is oxa.
- 7. A compound according to claim 6 wherein s is zero.
- 8. A compound according to claim 6 wherein s is zero or one and T is chloro, fluoro, or trifluoromethyl.
- 9. A compound according to claim 8 wherein Z.sub.5 is ##STR7##
- 10. A compound according to claim 8 wherein Z.sub.5 is ##STR8##
- 11. A compound according to claim 8 wherein M.sub.1 is ##STR9##
- 12. A compound according to claim 11 wherein g is one.
- 13. A compound according to claim 12 wherein R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are all hydrogen.
- 14. 15-epi-3,7-Inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-16-phenoxy-13,14-didehydro-PGE.sub.1, methyl ester, a compound according to claim 13.
- 15. A compound according to claim 13, wherein M.sub.1 is ##STR10##
- 16. A compound according to claim 13, wherein g is three.
- 17. A compound according to claim 13, wherein g is one.
- 18. A compound according to claim 17, wherein R.sub.3 and R.sub.4 are both hydrogen.
- 19. A compound according to claim 18 wherein R.sub.5 is methyl.
- 20. 3,7-Inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-16-phenoxy-15-methyl-13,14-didehydro-PGE.sub.1, a compound according to claim 19.
- 21.3,7-Inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-16-phenoxy-15-methyl-13,14-didehydro-PGE.sub.1, methyl ester, a compound according to claim 19.
- 22. A compound according to claim 18 wherein R.sub.6 is methyl.
- 23. 3,7-Inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-16-phenoxy-13,14-didehydro-PGE.sub.1, 15-methyl ether, a compound according to claim 22.
- 24. 3,7-Inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-16-phenoxy-13,14-didehydro-PGE.sub.1, methyl ester, 15-methyl ether, a compound according to claim 22.
- 25. A compound according to claim 18, wherein R.sub.5 and R.sub.6 are both hydrogen.
- 26. 3,7-Inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-16-phenoxy-13,14-didehydro-PGE.sub.1, a compound according to claim 25.
- 27. 3,7-Inter-m-phenylene-3-oxa-4,5,6,17,18,19,20-heptanor-16-phenoxy-13,14-didehydro-PGE.sub.1, methyl ester, a compound according to claim 25.
- 28. A compound according to claim 17, wherein at least one of R.sub.3 and R.sub.4 is methyl.
- 29. A compound according to claim 28, wherein R.sub.3 and R.sub.4 are both methyl.
- 30. A compound according to claim 29, wherein R.sub.5 is methyl.
- 31. 3,7-Inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-16-phenoxy-15,16-dimethyl-13,14-didehydro-PGE.sub.1, methyl ester, a compound according to claim 30.
- 32. A compound according to claim 29, wherein R.sub.6 is methyl.
- 33. 3,7-Inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-16-phenoxy-16-methyl-13,14-didehydro-PGE.sub.1, methyl ester, 15-methyl ether, a compound according to claim 32.
- 34. A compound according to claim 29, wherein R.sub.5 and R.sub.6 are both hydrogen.
- 35. 3,7-Inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-16-phenoxy-16-methyl-13,14-didehydro-PGE.sub.1, a compound according to claim 34.
- 36. 3,7-Inter-m-phenylene-3-oxa-4,5,6,18,19,20-hexanor-16-phenoxy-16-methyl-13,14-didehydro-PGE.sub.1, methyl ester, a compound according to claim 34.
Parent Case Info
The present application is a divisional application of Ser. No. 776,552, filed Mar. 7, 1977; which is a divisional application of Ser. No. 657,739, filed Feb. 13, 1976, issued as U.S. Pat. No. 4,029,681 on June 14, 1977.
Divisions (2)
|
Number |
Date |
Country |
Parent |
776552 |
Mar 1977 |
|
Parent |
657739 |
Feb 1976 |
|