CA2235133A1 - Esters of 3-hydroxy-piperidinemethanol derivatives - Google Patents
Esters of 3-hydroxy-piperidinemethanol derivativesInfo
- Publication number
- CA2235133A1 CA2235133A1 CA002235133A CA2235133A CA2235133A1 CA 2235133 A1 CA2235133 A1 CA 2235133A1 CA 002235133 A CA002235133 A CA 002235133A CA 2235133 A CA2235133 A CA 2235133A CA 2235133 A1 CA2235133 A1 CA 2235133A1
- Authority
- CA
- Canada
- Prior art keywords
- 6alkyl
- hydrogen
- aryl
- alk
- 6alkyloxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
The present invention of compounds of formula (I), a stereochemically isomeric form thereof, an N-oxide form thereof or a pharmaceutically acceptable acid addition salt thereof, R1 is C1-6alkyloxy, C2-6alkenyloxy or C2-6alkynyloxy;
R2 is hydrogen or C1-6alkyloxy, or when taken together R1 and R2 may form a bivalent radical of formula wherein in said bivalent radicals one or two hydrogen atoms may be substituted with C1-6alkyl; R3 is hydrogen or halo; R4 is hydrogen or C1-6alkyl; L is C3-6cycloalkyl, C5-6cycloalkanone, C2-6alkenyl optionally substituted with aryl, or L is a radical of formula -Alk-R5- Alk-X-R6, -Alk-Y-C(=O)-R8, or -Alk-Y-C(=O)-NR10R11 wherein each Alk is C1-12alkanediyl;
and R5 is hydrogen, cyano, C1-6alkylsulfonylamino, C3-6cycloalkyl, C5-6cycloalkanone, aryl, di(aryl)methyl or a heterocyclic ringsystem; R6 is hydrogen, C1-6alkyl, hydroxyC1-6alkyl, C3-6cycloalkyl, aryl or heterocyclic ringsystem; X is O, S, SO2 or NR7; said R7 being hydrogen, C1-6alkyl or aryl; R8 is hydrogen, C1-6alkyl, C3-6cycloalkyl, aryl, arylC1-6alkyl, di(aryl)methyl, C1-6alkyloxy or hydroxy;
Y is NR9 or a direct bond; said R9 being hydrogen, C1-6alkyl or aryl; R10 and R11 each independently are hydrogen, C1-6alkyl, C3-6cycloalkyl, aryl or arylC1-6alkyl, or R10 and R11 combined with the nitrogen atom bearing R10 and R11 may form a pyrrolidinyl or piperidinyl ring both being optionally substituted with C1-6alkyl, amino or mono or di(C1-6alkyl)amino, or said R10 and R11 combined with the nitrogen bearing R10 and R11 may form a piperazinyl or 4-morpholinyl radical both being optionally substituted with C1-6alkyl. Processes for preparing said products, formulations comprising said products and their use as a medicine are disclosed, in particular for treating conditions which are related to impairment of gastric emptying.
R2 is hydrogen or C1-6alkyloxy, or when taken together R1 and R2 may form a bivalent radical of formula wherein in said bivalent radicals one or two hydrogen atoms may be substituted with C1-6alkyl; R3 is hydrogen or halo; R4 is hydrogen or C1-6alkyl; L is C3-6cycloalkyl, C5-6cycloalkanone, C2-6alkenyl optionally substituted with aryl, or L is a radical of formula -Alk-R5- Alk-X-R6, -Alk-Y-C(=O)-R8, or -Alk-Y-C(=O)-NR10R11 wherein each Alk is C1-12alkanediyl;
and R5 is hydrogen, cyano, C1-6alkylsulfonylamino, C3-6cycloalkyl, C5-6cycloalkanone, aryl, di(aryl)methyl or a heterocyclic ringsystem; R6 is hydrogen, C1-6alkyl, hydroxyC1-6alkyl, C3-6cycloalkyl, aryl or heterocyclic ringsystem; X is O, S, SO2 or NR7; said R7 being hydrogen, C1-6alkyl or aryl; R8 is hydrogen, C1-6alkyl, C3-6cycloalkyl, aryl, arylC1-6alkyl, di(aryl)methyl, C1-6alkyloxy or hydroxy;
Y is NR9 or a direct bond; said R9 being hydrogen, C1-6alkyl or aryl; R10 and R11 each independently are hydrogen, C1-6alkyl, C3-6cycloalkyl, aryl or arylC1-6alkyl, or R10 and R11 combined with the nitrogen atom bearing R10 and R11 may form a pyrrolidinyl or piperidinyl ring both being optionally substituted with C1-6alkyl, amino or mono or di(C1-6alkyl)amino, or said R10 and R11 combined with the nitrogen bearing R10 and R11 may form a piperazinyl or 4-morpholinyl radical both being optionally substituted with C1-6alkyl. Processes for preparing said products, formulations comprising said products and their use as a medicine are disclosed, in particular for treating conditions which are related to impairment of gastric emptying.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96200379 | 1996-02-15 | ||
| EP96200379.4 | 1996-02-15 | ||
| PCT/EP1997/000584 WO1997030031A1 (en) | 1996-02-15 | 1997-02-07 | Esters of 3-hydroxy-piperidinemethanol derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2235133A1 true CA2235133A1 (en) | 1997-08-21 |
| CA2235133C CA2235133C (en) | 2006-04-04 |
Family
ID=36143357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002235133A Expired - Lifetime CA2235133C (en) | 1996-02-15 | 1997-02-07 | Esters of 3-hydroxy-piperidinemethanol derivatives |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2235133C (en) |
-
1997
- 1997-02-07 CA CA002235133A patent/CA2235133C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2235133C (en) | 2006-04-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20170207 |