Claims
- 1. A compound having the stereochemical formula ##STR27## in either racemic or optically active form, wherein n is 1 or 2;
- A is OH, (C.sub.1 -C.sub.5)alkanoyloxy, (C.sub.1 -C.sub.5)alkanoylamino or (C.sub.1 -C.sub.4)alkanesulfonamido;
- R is H, benzoyl, (C.sub.1 -C.sub.5)alkanoyl or --CO(CH.sub.2).sub.m Y, wherein m is 1, 2, 3 or 4, Y is --COOH, or --NR'R", R' and R" when taken separately are each independently H or (C.sub.1 -C.sub.4)alkyl, and R' and R" when taken together with the nitrogen to which they are attached are piperidino, pyrrolo, pyrrolidino, morpholino or N-[(C.sub.1 -C.sub.4)alkyl]piperazino; and
- Z is (C.sub.5 -C.sub.13)alkyl, (C.sub.5 -C.sub.13)alkoxy, (C.sub.5 -C.sub.13)alkoxyalkyl, (C.sub.8 -C.sub.13)pyridylalkyl, (C.sub.8 -C.sub.13)pyridylalkoxy, (C.sub.8 -C.sub.13)pyridyloxalkyl, (C.sub.8 -C.sub.13)pyridylalkoxyalkyl, (C.sub.9 -C.sub.14)phenylalkyl, (C.sub.9 -C.sub.14)phenylalkoxy, (C.sub.9 -C.sub.14)phenoxyalkyl, or (C.sub.9 -C.sub.14)phenylalkoxyalkyl, wherein said phenyl groups are optionally substituted with a chloro or a fluoro;
- a pharmaceutically-acceptable acid addition salt thereof; or
- a pharmaceutically-acceptable cationic salt thereof when R is --CO(CH.sub.2).sub.m Y and Y is --COOH.
- 2. A compound of claim 1 having the stereochemical formula ##STR28## in either racemic or optically active form, wherein A, R, Z and n are as defined in claim 1.
- 3. A compound of claim 2 having the stereochemical formula ##STR29## in either racemic or optically active form, wherein A, R, Z and n are as defined in claim 2.
- 4. A compound of claim 1 wherein A is hydroxy and R is acetyl.
- 5. A compound of claim 4 wherein Z is 5-phenyl-2R-pentyloxy.
- 6. A compound of claim 5 wherein n is 2.
- 7. A compound having the stereochemical formula ##STR30## in either racemic or optically active form, wherein n is 1 or 2;
- R is H, benzoyl, (C.sub.1 -C.sub.5)alkanoyl or --CO(CH.sub.2).sub.m Y, wherein m is 1, 2, 3 or 4, Y is --COOH, or --NR'R", R' and R" when taken separately are each independently H or (C.sub.1 -C.sub.4)alkyl, and R' and R" when taken together with the nitrogen to which they are attached are piperidino, pyrrolo, pyrrolidino, morpholino or N-[(C.sub.1 -C.sub.4)alkyl]piperazino; and
- Z is (C.sub.5 -C.sub.13)alkyl, (C.sub.5 -C.sub.13)alkoxy, (C.sub.5 -C.sub.13)alkoxyalkyl, (C.sub.8 -C.sub.13)pyridylalkyl, (C.sub.8 -C.sub.13)pyridylalkoxy, (C.sub.8 -C.sub.13)pyridyoxyalkyl, (C.sub.8 -C.sub.13)pyridylalkoxyalkyl, (C.sub.9 -C.sub.14)phenylalkyl, (C.sub.9 -C.sub.14)phenylalkoxy, (C.sub.9 -C.sub.14)phenoxyalkyl, or (C.sub.9 -C.sub.14)phenylalkoxyalkyl, wherein said phenyl groups are optionally substituted with a chloro or a fluoro;
- a pharmaceutically-acceptable acid addition salt thereof; or
- a pharmaceutically-acceptable cationic salt thereof when R is --CO(CH.sub.2).sub.m Y and Y is --COOH.
- 8. A compound of claim 7 having the stereochemical formula ##STR31## in either racemic or optically active form, wherein R, Z and n are as defined in claim 7.
- 9. A compound of claim 7 wherein R is acetyl.
- 10. A compound of claim 9 wherein Z is 5-phenyl-2R-pentyloxy.
- 11. A compound of claim 10 wherein n is 2.
- 12. A compound having the stereochemical formula ##STR32## in either racemic or optically active form, wherein n is 1 or 2;
- R is H, benzoyl, (C.sub.1 -C.sub.5)alkanoyl or --CO(CH.sub.2).sub.m Y, wherein m is 1, 2, 3 or 4, Y is --COOH, or --NR'R", R' and R" when taken separately are each independently H or (C.sub.1 -C.sub.4)alkyl, and R' and R" when taken together with the nitrogen to which they are attached are piperidino, pyrrolo, pyrrolidino, morpholino or N-[(C.sub.1 -C.sub.4)alkyl]piperazino; and
- Z is (C.sub.5 -C.sub.13)alkyl, (C.sub.5 -C.sub.13)alkoxy, (C.sub.5 -C.sub.3)alkoxyalky, (C.sub.8 -C.sub.13)pyridylalkyl, (C.sub.8 -C.sub.13)pyridylalkoxy, (C.sub.8 -C.sub.13)pyridyloxyalkyl, (C.sub.8 -C.sub.13)pyridylalkoxyalkyl, (C.sub.9 -C.sub.14)phenylalkyl, (C.sub.9 -C.sub.14)phenylalkoxy, (C.sub.9 -C.sub.14)phenoxyalkyl, or (C.sub.9 -C.sub.14)phenylalkoxyalkyl, wherein said phenyl groups are optionally substituted with a chloro or a fluoro.
- 13. A compound of claim 12 having the stereochemical formula ##STR33## in either racemic or optically active form, wherein R, Z and n are as defined in claim 12.
- 14. A compound of claim 12 having the stereochemical formula ##STR34## in either racemic or optically active form, wherein R, Z and n are defined in claim 12.
- 15. A compound having the stereochemical formula ##STR35## in either racemic or optically active form, wherein n is 1 or 2;
- A' is OH, (C.sub.1 -C.sub.5)alkanoyloxy, NH.sub.2, (C.sub.1 -C.sub.5)alkanoylamino or (C.sub.1 -C.sub.4)alkanesulfonamido; and
- Z is (C.sub.5 -C.sub.13)alkyl, (C.sub.5 -C.sub.13)alkoxy, (C.sub.5 -C.sub.13)alkoxyalkyl, (C.sub.8 -C.sub.13)pyridylalkyl, (C.sub.8 -C.sub.13)pyridylalkoxy, (C.sub.8 -C.sub.13)pyridyloxyalkyl, (C.sub.8 -C.sub.13)pyridylalkoxyalkyl, (C.sub.9 -C.sub.14)phenylalkyl, (C.sub.9 -C.sub.14)phenylalkoxy, (C.sub.9 -C.sub.14)phenoxyalkyl, or (C.sub.9 -C.sub.14)phenylalkoxyalkyl, wherein said phenyl groups are optionally substituted with a chloro or a fluoro.
- 16. A compound of claim 15 having the stereochemical formula ##STR36## in either racemic or optically active form, wherein A' Z and n are as defined in claim 15.
- 17. A compound having the stereochemical formula ##STR37## in either racemic or optically active form, wherein n is 1 or 2;
- A" is OH or NH.sub.2 ;
- R' is H, benzoyl or (C.sub.1 -C.sub.5)alkanoyl; and
- Z is (C.sub.5 -C.sub.13)alkyl, (C.sub.5 -C.sub.13)alkoxy, (C.sub.5 -C.sub.13)alkoxyalkyl, (C.sub.8 -C.sub.13)pyridylalkyl, (C.sub.8 -C.sub.13)pyridylalkoxy, (C.sub.8 -C.sub.13)pyridyloxyalkyl, (C.sub.8 -C.sub.13)pyridylalkoxyalkyl, (C.sub.9 -C.sub.14)phenylalkyl, (C.sub.9 -C.sub.14)phenylalkoxy, (C.sub.9 -C.sub.14)phenoxyalkyl, or (C.sub.9 -C.sub.14)phenylalkoxyalkyl, wherein said phenyl groups are optionally substituted with a chloro or a fluoro.
- 18. A compound of claim 17 having the stereochemical formula ##STR38## in either racemic or optically active form, wherein A", R' n and Z are as defined in claim 17.
Parent Case Info
This is a division of application Ser. No. 628,543, filed on July 6, 1984, now U.S. Pat. No. 4,642,373 issued on Feb. 10, 1987, which in turn is a division of application Ser. No. 358,765, filed on Mar. 16, 1982 and now U.S. Pat. No. 4,473,704 issued on Sept. 25, 1984.
US Referenced Citations (5)
Non-Patent Literature Citations (2)
Entry |
Wimmer et al., J. Org. Chem., vol. 40, No. 9, pp. 1198-1201 (1975). |
Howlett et al., Chem. Abs., vol. 109, No. 1, Entry #217v, (1988). |
Divisions (2)
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Number |
Date |
Country |
Parent |
628543 |
Jul 1984 |
|
Parent |
358765 |
Mar 1982 |
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