Claims
- 1. A piperidine compound selected from those having the formula ##STR23## wherein R.sup.3 is 3,4-methylenedioxyphenyl, phenyl, or naphthyl which are optionally substituted with one or more halogen, C.sub.1-6 -alkoxy, phenoxy, or benzyloxy, cyano, mono or poly halogenated C.sub.1-4 -alkyl, C.sub.2-6 -alkenyl, C.sub.1-6 -alkyl, or C.sub.3-5 -alkylene,
- R.sup.1 is straight or branched C.sub.1-6 -alkyl substituted with piperidinyl, morpholinyl, thiomorpholinyl, dioxolanyl, or tetrahydrofuranyl, which may be unsubstituted or C.sub.1-6 -alkyl substituted,
- X is hydrogen, halogen, trifluoromethyl, hydroxy, cyano, or C.sub.1-8 -alkoxy,
- Y is O or S;
- and pharmaceutically-acceptable acid addition salts thereof.
- 2. A compound of claim 1 wherein R.sup.3 is 3,4-methylenedioxyphenyl, optionally substituted with halogen or C.sub.1-6 -alkoxy, or phenyl, substituted with C.sub.3-5 -alkylene.
- 3. A compound of claim 1 wherein X is hydrogen, halogen, trifluoromethyl, or C.sub.1-6 -alkoxy.
- 4. A compound of claim 1 wherein R.sup.3 is 3,4-methylene dioxyphenyl, optionally substituted with halogen or C.sub.1-6 -alkoxy, or phenyl substituted with C.sub.3-5 -alkylene, and X is hydrogen, halogen, trifluoromethyl, or C.sub.1-6 -alkoxy.
- 5. A compound of claim 1 with is (-)-trans-4-(4fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-(3-thiamorpholinylpropyl)-piperidine dihydrochloroide.
- 6. A compound of claim 1, wherein the compound is (-)-trans-1-(3-(4,4-dimethyl-1-piperidyl)-propyl)-4-(4-fluorophenyl)-3-(3,4-methylendioxyphenoxymethyl)-piperidine or a pharmaceutically-acceptable salt thereof.
- 7. A compound of claim 1, wherein the compound is (-)-trans-4-(4-fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-(3-(2-methyl-1-piperidyl)propyl)-piperidine or a pharmaceutically-acceptable salt thereof.
- 8. A compound of claim 1, wherein the compound is (-)-trans-4-(4-fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-(3-thiomorpholinylpropyl)-piperidine or a pharmaceutically-acceptable salt thereof.
- 9. A compound of claim 1, wherein the compound is (-)-trans-4-(4-fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-(3-morpholinopropyl)-piperidine or a pharmaceutically-acceptable salt thereof.
- 10. A compound of claim 1, wherein the compound is (-)-trans-1-(1,3-dioxolyl-2-methyl)-4-(4-fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-piperidine or a pharmaceutically-acceptable salt thereof.
- 11. A compound of claim 1, wherein the compound is (-)-trans-4-(4-fluorophenyl)-1-tetrahydrofurfuryl-3-(3,4-methylenedioxyphenoxymethyl)-piperidine or a pharmaceutically-acceptable salt thereof.
- 12. A compound of claim 1, wherein the compound is (-)-trans-3-(2-bromo-4,5-methylenedioxyphenoxymethyl)-4-(4-fluorophenyl)-1-(3-thiomorpholinopropyl)piperidine or a pharmaceutically-acceptable salt thereof.
- 13. A calcium-channel antagonist composition comprising an effective calcium-uptake inhibitory amount of a compound of claim 1, together with a pharmaceutically-acceptable carrier or diluent.
- 14. A pharmaceutical composition according to claim 13 wherein it is in the form of an oral dosage unit containing 1-100 mg of the active compound.
Priority Claims (3)
Number |
Date |
Country |
Kind |
5232/86 |
Nov 1986 |
DKX |
|
3234/87 |
Jun 1987 |
DKX |
|
2310/88 |
Apr 1988 |
DKX |
|
Parent Case Info
The present application is a division of our prior-filed copending application Ser. No. 07/673,933, filed Mar. 22, 1991, now U.S. Pat. No. 5,158,961, issued Oct. 27, 1992, which in turn is a division of our prior-filed copending application Ser. No. 07/337,301, filed Apr. 13, 1989, now U.S. Pat. No. 5,017,585, issued May 21, 1991, which in turn is a continuation-in-part of Ser. No. 106,154, filed Oct. 8, 1987, now U.S. Pat. No. 4,877,799, issued Oct. 31, 1989.
Non-Patent Literature Citations (2)
Entry |
Appel. "Current Neurology" vol. 6, Chapter 5, pp. 107-108 (1987). |
Sheardown, J. J. et al., Science 247, 571-574 (1990). |
Divisions (2)
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Number |
Date |
Country |
Parent |
673933 |
Mar 1991 |
|
Parent |
337301 |
Apr 1989 |
|
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
106154 |
Oct 1987 |
|