Claims
- 1. A compound of the formula I in whichR1 is 1-4C-alkyl, R2 is 1-4C-alkyl or hydroxy-1-4C-alkyl, R3 is hydrogen or halogen, one of the substituents R4a and R4b is hydrogen and the other is hydrogen, hydroxyl, 1-4C-alkoxy, 1-4C-alkoxy-1-4C-alkoxy, 1-4C-alkylcarbonyloxy or the radical R4′, or R4a and R4b together are O (oxygen), where, R4′ is —O—(CH2)mS(O)n—R9, —S(O)n—(CH2)m—OH, —S(O)n—(CH2)m—O—R9, —S(O)n—(CH2)m—S(O)p—R9, —O-alk1-S(O)n—R9, —S(O)n—R9, —S(O)n-alk1-OH, —S(O)n-alk1-O-R9 or —S(O)n-alk1-S(O)p-R9, in which R9 is 1-7C-alkyl, halo-1-4C-alkyl, hydroxy-1-4C-alkyl, 1-4C-alkoxy-1-4C-alkyl, carboxy-1-4C-alkyl, 1-4C-alkoxycarbonyl-1-4C-alkyl or di-1-4C-alkylamino-1-4C-alkyl, Ar or Ar-1-4C-alkyl, where Ar is phenyl or substituted phenyl having one, two or three identical or different substituents selected from the group consisting of 1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkylcarbonyl, 1-4C-alkoxycarbonyl, halogen, trifluoromethyl, difluoromethoxy, trifluoromethoxy, amino, 1-4C-alkoxycarbonylamino, 1-4C-alkoxy-1-4C-alkoxycarbonylamino and nitro, alk1 is 1-4C-alkyl-, hydroxyl-, oxo-, carboxyl-, halogen-, amino-, 1-4C-alkoxycarbonylamino- or phenyl-substituted 2-7C-alkylene or 3-4C-alkenylene, m is an integer from 2 to 7, n is the number 0, 1 or 2 and p is the number 0, 1 or 2, one of the substituents R5a and R5b is hydrogen and the other is hydrogen, hydroxyl, 1-4C-alkoxy, 1-4C-alkoxy-1-4C-alkoxy, 1-4C-alkylcarbonyloxy or the radical R5′, or R5a and R5b together are O (oxygen) where R5′ is —O—(CH2)q—S(O)r—R10, —S(O)r—(CH2)q—OH, —S(O)r—(CH2)q—O—R10, —S(O)r(CH2)q—S(O)t—R10, —O-alk2-S(O)r—R10, —S(O)r—R10, —S(O)r-alk2-OH, —S(O)ralk2-O—R10 or —S(O)r-alk2-S(O)t—R10, in whichR10 is 1-7C-alkyl, halo-1-4C-alkyl, hydroxy-1-4C-alkyl, 1-4C-alkoxy-1-4C-alkyl, carboxy-1-4C-alkyl, 1-4C-alkoxycarbonyl-1-4C-alkyl or di-1-4C-alkylamino-1-4C-alkyl, Ar or Ar-1-4C-alkyl, where Ar is phenyl or substituted phenyl having one, two or three identical or different substituents selected from the group consisting of 1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkylcarbonyl, 1-4C-alkoxycarbonyl, halogen, trifluoromethyl, difluoromethoxy, trifluoromethoxy, amino, 1-4C-alkoxycarbonylamino, 1-4C-alkoxy-1-4C-alkoxycarbonylamino and nitro, alk2 is 1-4C-alky-, hydroxyl-, oxo-, carboxyl-, halogen-, amino-, 1-4C-alkoxycarbonylamino- or phenyl-substituted 2-7C-alkylene or 3-4C-alkenylene, q is an integer from 2 to 7, r is the number 0, 1 or 2 and t is the number 0, 1 or 2, R6 is hydrogen, halogen, 1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkoxycarbonylamino, 1-4C-alkoxy-1-4C-alkoxycarbonylamino or trifluoromethyl, R7 is hydrogen, halogen, 1-4C-alkyl or 1-4C-alkoxy and R8 is hydrogen or 1-4C-alkyl, and its salts, where one of the substituents R4a and R4b has to be R4′ and/or one of the substituents R5a and R5b has to be R5′.
- 2. A compound as claimed in claim 1, of the formula I* in whichR1 is 1-4C-alkyl, R2 is 1-4C-alkyl or hydroxy-1-4C-alkyl, R3 is hydrogen, one of the substituents R4a and R4b is hydrogen and the other is hydrogen, hydroxyl, 1-4C-alkoxy, 1-4C-alkoxy-1-4C-alkoxy or the radical R4′, where R4′ is —O—(CH2)m—S(O)n—R9, —S(O)n—(CH2)m—OH, —S(O)n—(CH2)m—O—R9, —S(O)n—(CH2)m—S(O)p—R9 or —S(O)n—R9, in which R9 is 1-7C-alkyl, halo-1-4 C-alkyl, hydroxy-1-4C-alkyl or 1-4C-alkoxy-1-4C-alkyl, m is an integer from 2 to 7, n is the number 0, 1 or 2 and p is the number 0, 1 or 2, one of the substituents R5a and R5b is hydrogen and the other is hydrogen, hydroxyl, 1-4C-alkoxy, 1-4C-alkoxy-1-4C-alkoxy or the radical R5′, where R5′ is —O—(CH2)q—S(O)r—R10, —S(O)r—(CH2)q—OH, —S(O)r(CH2)q—O—R10, —S(O)r—(CH2)q—S(O)t—R10 or —S(O)r—R10, in which R10 is 1-7C-alkyl, halo-1-4C-alkyl, hydroxy-1-4C-alkyl or 1-4C-alkoxy-1-4C-alkyl, q is an integer from 2 to 7, r is the number 0, 1 or 2 and t is the number 0, 1 or 2, R6 is hydrogen, halogen or trifluoromethyl, R7 is hydrogen or halogen and R8 is hydrogen, and its salts, where one of the substituents R4a and R4b has to be R4′ and/or one of the substituents R5a and R5b has to be R5′.
- 3. A compound I* as claimed in claim 2 in whichR1 is 1-4C-alkyl, R2 is 1-4C-alkyl, R3 is hydrogen, one of the substituents R4a and R4b is hydrogen and the other is R4′where R4′ is —O—(CH2)m—S(O)n—R9, —S(O)n—R9, —S(O)n—(CH2)m—OH or —S(O)n—(CH2)m—O—R9, in which R9 is 1-4C-alkyl, m is the number 2 or 3 and n is the number 0, 1 or 2, one of the substituents R5a and R5b is hydrogen and the other is hydroxyl, R6 is hydrogen, R7 is hydrogen and R8 is hydrogen, and its salts.
- 4. A compound I* as claimed in claim 2 in whichR1 is 1-4C-alkyl, R2 is 1-4C-alkyl, R3 is hydrogen, one of the substituents R4a and R4b is hydrogen and the other is R4′, where R4′ is —O—(CH2)m—S(O)n—R9, —S(O)n—R9, —S(O)n—(CH2)m—OH or —S(O)n—(CH2)m—O—R9, in which R9 is 1-4C-alkyl, m is the number 2 or 3 and n is the number 0, 1 or 2, one of the substituents R5a and R5b is hydrogen and the other is 1-4C-alkoxy or 1-4C-alkoxy-1-4C-alkoxy, R6 is hydrogen, R7 is hydrogen and R8 is hydrogen, and its salts.
- 5. A compound I* as claimed in claim 2 in whichR1 is 1-4C-alkyl, R2 is 1-4C-alkyl, R3 is hydrogen, one of the substituents R4a and R4b is hydrogen and the other is R4′, where R4′ is —O—(CH2)m—S(O)n—R9, —S(O)n—R9, —S(O)n—(CH2)m—OH or —S(O)n—(CH2)m—O—R9, in which R9 is 1-4C-alkyl, m is the number 2 or 3 and n is the number 0, 1 or 2, one of the substituents R5a and R5b is hydrogen and the other is R5′, where R5′ is —O—(CH2)q—S(O)rR10, —S(O)r—R10, —S(O)r—(CH2)q—OH or —S(O)r—(CH2)q—O—R10, in which R10 is 1-4C-alkyl, q is the number 2 or 3 and r is the number 0, 1 or 2, R6 is hydrogen, R7 is hydrogen and R8 is hydrogen, and its salts.
- 6. A compound I* as claimed in claim 2 in whichR1 is 1-4C-alkyl, R2 is 1-4C-alkyl, R3 is hydrogen, one of the substituents R4a and R4b is hydrogen and the other is 1-4C-alkoxy or 1-4C-alkoxy-1-4C-alkoxy, one of the substituents R5a and R5b is hydrogen and the other is R5′, where R5′ is —O—(CH2)q—S(O)r—R10, —S(O)r—R10, —S(O)r—(CH2)q—OH or —S(O)r—(CH2)q—O—R10, in which R10 is 1-4C-alkyl, q is the number 2 or 3 and r is the number 0, 1 or 2, R6 is hydrogen, R7 is hydrogen and R8 is hydrogen, and its salts.
- 7. A compound I* as claimed in claim 2, in which R5b is hydrogen.
- 8. A compound I* as claimed in claim 2 in which R5b is hydrogen and R4a is hydrogen.
- 9. A pharmaceutical composition comprising a compound as claimed in claim 1 and/or a pharmacologically acceptable salt thereof together with a customary pharmaceutical auxiliary and/or excipient.
- 10. A method of preparing a pharmaceutical composition which comprises combining a pharmaceutical auxiliary and/or excipient with a pharmacologically active compound for the prevention or treatment of a gastrointestinal disorder, or a pharmacologically acceptable salt thereof, wherein the pharmacologically active compound is a compound as claimed in claim 1.
- 11. A method of preventing or treating an amenable gastrointestinal disorder, which comprises administering an effective amount of a compound of claim 1 or a pharmacologically acceptable salt thereof to a subject in need of such therapy.
Priority Claims (1)
| Number |
Date |
Country |
Kind |
| 98120834 |
Nov 1998 |
EP |
|
Parent Case Info
This application is a 371 of PCT/EP99/08227 filed Oct. 29, 1999, now WO 00/28217 May 11, 2000.
PCT Information
| Filing Document |
Filing Date |
Country |
Kind |
| PCT/EP99/08227 |
|
WO |
00 |
| Publishing Document |
Publishing Date |
Country |
Kind |
| WO00/26217 |
5/11/2000 |
WO |
A |
US Referenced Citations (3)
| Number |
Name |
Date |
Kind |
|
4468400 |
Gold et al. |
Aug 1984 |
A |
|
6160119 |
Senn-Bilfinger |
Dec 2000 |
A |
|
6197783 |
Senn-Belfinger et al. |
Mar 2001 |
B1 |
Foreign Referenced Citations (2)
| Number |
Date |
Country |
| 0 235 525 |
Sep 1987 |
EP |
| 9842707 |
Oct 1998 |
WO |
Non-Patent Literature Citations (1)
| Entry |
| U.S. application No. 09/582,212 , Senn-Bilfinger. |
Patent Grant
6384048
