CA2008815A1 - Tetrahydrobenzimidazole derivatives - Google Patents
Tetrahydrobenzimidazole derivativesInfo
- Publication number
- CA2008815A1 CA2008815A1 CA2008815A CA2008815A CA2008815A1 CA 2008815 A1 CA2008815 A1 CA 2008815A1 CA 2008815 A CA2008815 A CA 2008815A CA 2008815 A CA2008815 A CA 2008815A CA 2008815 A1 CA2008815 A1 CA 2008815A1
- Authority
- CA
- Canada
- Prior art keywords
- group
- formula
- lower alkyl
- salt
- heterocyclic
- 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
- OJHWPOJTJKJBLA-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1h-benzimidazole Chemical class C1C=CC=C2NCNC21 OJHWPOJTJKJBLA-UHFFFAOYSA-N 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 102000035037 5-HT3 receptors Human genes 0.000 abstract 1
- 108091005477 5-HT3 receptors Proteins 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 230000008485 antagonism Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
A tetrahydrobenzimidazole derivative represented by formula (I):
<see fig. I>
wherein Het represents a heterocyclic group which may be substituted with 1 to 3 substituents selected from the group consisting of a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl-lower alkyl group, an aralkyl group, a lower alkoxy group, a nitro group, a hydroxyl group, a lower alkoxycarbonyl group, and a halogen atom; and X
represents a single bond or -NH- which is bonded to the carbon atom or nitrogen atom of the heterocyclic ring, or a pharmaceutically acceptable salt thereof. The compound of formula (I) and a salt thereof exhibits antagonism against 5-HT3 receptor.
<see fig. I>
wherein Het represents a heterocyclic group which may be substituted with 1 to 3 substituents selected from the group consisting of a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl-lower alkyl group, an aralkyl group, a lower alkoxy group, a nitro group, a hydroxyl group, a lower alkoxycarbonyl group, and a halogen atom; and X
represents a single bond or -NH- which is bonded to the carbon atom or nitrogen atom of the heterocyclic ring, or a pharmaceutically acceptable salt thereof. The compound of formula (I) and a salt thereof exhibits antagonism against 5-HT3 receptor.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25397/1989 | 1989-02-02 | ||
| JP2539789 | 1989-02-02 | ||
| JP48897/1989 | 1989-02-28 | ||
| JP4889789 | 1989-02-28 | ||
| JP273444/1989 | 1989-10-20 | ||
| JP27344489 | 1989-10-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2008815A1 true CA2008815A1 (en) | 1990-08-02 |
| CA2008815C CA2008815C (en) | 1998-06-30 |
Family
ID=27284989
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2008815 Expired - Lifetime CA2008815C (en) | 1989-02-02 | 1990-01-29 | Tetrahydrobenzimidazole derivatives |
Country Status (2)
| Country | Link |
|---|---|
| CA (1) | CA2008815C (en) |
| PT (1) | PT93032B (en) |
-
1990
- 1990-01-29 CA CA 2008815 patent/CA2008815C/en not_active Expired - Lifetime
- 1990-02-01 PT PT9303290A patent/PT93032B/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| PT93032A (en) | 1990-08-31 |
| CA2008815C (en) | 1998-06-30 |
| PT93032B (en) | 1996-01-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |