Claims
- 1. A compound of the formula
- or a mixture comprising that compound and the enantiomer thereof wherein R.sub.20 is ##STR18## wherein L is
- (1) --(CH.sub.2).sub.d --C(R.sub.2).sub.2 --
- (2) --CH.sub.2 --O--CH.sub.2 --Y-- or
- (3) --CH.sub.2 CH.dbd.CH--
- wherein d is zero to 5, R.sub.2 is hydrogen, methyl, or fluoro, being the same or different with the proviso that one R.sub.2 is not methyl when the other is fluoro, and Y is a valence bond, --CH.sub.2 -- or --(CH.sub.2).sub.2 --,
- wherein
- Q is ##STR19## wherein R.sub.8 is hydrogen or alkyl of one to 4 carbon atoms, inclusive,
- wherein
- R.sub.1 is ##STR20## wherein R.sub.9 is hydrogen, methyl, or ethyl, and R.sub.18 is hydrogen, alkyl of one to 4 carbon atoms, inclusive, aralkyl of 7 to 12 carbon atoms, inclusive, phenyl, or phenyl substituted with alkyl of one to 4 carbon atoms, inclusive;
- wherein
- R.sub.4 is ##STR21## wherein C.sub.g H.sub.2g is alkylene of one to 9 carbon atoms, inclusive, with one to 5 carbon atoms, inclusive, in the chain between --CR.sub.5 R.sub.6 -- and terminal methyl, wherein R.sub.5 and R.sub.6 are hydrogen, alkyl of one to 4 carbon atoms, inclusive, or fluoro, being the same or different, with the proviso that one of R.sub.5 and R.sub.6 is fluoro only when the other is hydrogen or fluoro and the further proviso that neither R.sub.5 nor R.sub.6 is fluoro when Z is oxa (--O--); wherein Z represents an oxa atom (--O--) or C.sub.j H.sub.2j wherein C.sub.j H.sub.2j is a valence bond or alkylene of one to 9 carbon atoms, inclusive, with one to 6 carbon atoms, inclusive between CR.sub.5 R.sub.6 -- and the phenyl ring; wherein T is alkyl of one to 4 carbon atoms, inclusive, fluoro, chloro, trifluoromethyl, or --OR.sub.7 -- wherein R.sub.7 is alkyl of one to 4 carbon atoms, inclusive, and s is zero, one, 2 or 3, with the proviso that not more than two T's are other than alkyl and when s is 2 or 3 the T's are either the same or different; and
- wherein
- X is
- (1) trans--CH.dbd.CH--
- (2) cis--CH.dbd.CH--
- (3) --C.tbd.C-- or
- (4) --CH.sub.2 CH.sub.2 --.
- 2. A compound according to claim 1 wherein R.sub.20 is ##STR22##
- 3. A compound according to claim 1 wherein R.sub.20 is ##STR23##
- 4. A compound according to claim 1 wherein R.sub.20 is ##STR24##
- 5. A compound according to claim 1 wherein R.sub.20 is ##STR25##
- 6. A compound according to claim 1 wherein R.sub.20 is ##STR26##
- 7. A compound according to claim 1 wherein R.sub.20 is ##STR27##
- 8. A compound according to claim 1 wherein R.sub.20 is ##STR28## wherein L is --(CH.sub.2).sub.n, n being 3, 4, or 5, wherein Q is ##STR29## wherein R.sub.8 is limited to hydrogen, methyl, or ethyl, and
- wherein
- R.sub.4 is n-pentyl, 1,1-dimethylpentyl, 1,1-difluoropentyl, ##STR30##
- 9. A compound according to claim 8 wherein R.sub.1 is ##STR31## wherein R.sub.9 and R.sub.18 are as defined in claim 1.
- 10. 6-Keto-PGF.sub.1.alpha., amide, a compound according to claim 9.
- 11. 6-Keto-PGF.sub.1.alpha., methylamide, a compound according to claim 9.
- 12. 6-Keto-PGF.sub.1.alpha., benzylamide, a compound according to claim 9.
- 13. 6-Keto-PGF.sub.1.alpha., anilide, a compound according to claim 9.
- 14. A compound according to claim 11 wherein X is --C.tbd.C--.
- 15. A compound according to claim 8 wherein X is --CH.sub.2 CH.sub.2 --.
- 16. A compound according to claim 8 wherein X is trans--CH.dbd.CH--.
- 17. 6-Keto-PGF.sub.1.alpha., n-butylamide, a compound according to claim 16.
CROSS REFERENCE TO RELATED APPLICATIONS
This is a division, of application Ser. No. 819,857, filed July 28, 1977.
This application is a continuation-in-part of copending application Ser. No. 725,548 filed Sept. 22, 1976, now abandoned which was a continuation-in-part of then copending application Ser. No. 716,972 filed Aug. 23, 1976, since abandoned, which was a continuation-in-part of then copending application Ser. No. 655,110, filed Feb. 4, 1976, and since abandoned.
The essential material for this application is incorporated by reference under the provisions of M.P.E.P. 608.01(p), from pending and commonly owned U.S. application Ser. No. 819,857, now U.S. Pat. No. 4,158,667.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3927197 |
Monkhouse |
Dec 1975 |
|
Non-Patent Literature Citations (1)
Entry |
Pace-Asciak, JACS, 98, 2348 (1976). |
Divisions (1)
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Number |
Date |
Country |
Parent |
819857 |
Jul 1977 |
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Continuation in Parts (3)
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Number |
Date |
Country |
Parent |
725548 |
Sep 1976 |
|
Parent |
716972 |
Aug 1976 |
|
Parent |
655110 |
Feb 1976 |
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