ES2384242T3 - 4-(Aminometil)piperidinbenzamidas sustituidas con aminosulfonilo como antagonistas de 5HT4 - Google Patents
4-(Aminometil)piperidinbenzamidas sustituidas con aminosulfonilo como antagonistas de 5HT4 Download PDFInfo
- Publication number
- ES2384242T3 ES2384242T3 ES04739781T ES04739781T ES2384242T3 ES 2384242 T3 ES2384242 T3 ES 2384242T3 ES 04739781 T ES04739781 T ES 04739781T ES 04739781 T ES04739781 T ES 04739781T ES 2384242 T3 ES2384242 T3 ES 2384242T3
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- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 title claims abstract description 14
- 239000003523 serotonin 4 antagonist Substances 0.000 title description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 93
- -1 cyano, amino Chemical group 0.000 claims abstract description 40
- 239000001257 hydrogen Substances 0.000 claims abstract description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 30
- 150000003839 salts Chemical class 0.000 claims abstract description 25
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 17
- 125000003386 piperidinyl group Chemical group 0.000 claims abstract description 17
- 239000002253 acid Substances 0.000 claims abstract description 16
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims abstract description 4
- 125000001475 halogen functional group Chemical group 0.000 claims abstract 4
- 208000002551 irritable bowel syndrome Diseases 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 15
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 121
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 106
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- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 17
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- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 10
- 239000000796 flavoring agent Substances 0.000 description 9
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- VEFLKXRACNJHOV-UHFFFAOYSA-N 1,3-dibromopropane Chemical compound BrCCCBr VEFLKXRACNJHOV-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 8
- 125000005843 halogen group Chemical group 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
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- 238000010348 incorporation Methods 0.000 description 7
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- 239000007788 liquid Substances 0.000 description 6
- 230000002503 metabolic effect Effects 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 description 6
- 235000017550 sodium carbonate Nutrition 0.000 description 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 6
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 4
- QKNYBSVHEMOAJP-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)propane-1,3-diol;hydron;chloride Chemical compound Cl.OCC(N)(CO)CO QKNYBSVHEMOAJP-UHFFFAOYSA-N 0.000 description 4
- QMSSNRWVQWLVHG-UHFFFAOYSA-N 3-chloropropane-1-sulfonamide Chemical compound NS(=O)(=O)CCCCl QMSSNRWVQWLVHG-UHFFFAOYSA-N 0.000 description 4
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03502380 | 2003-06-19 | ||
| EP03502380 | 2003-06-19 | ||
| PCT/EP2004/006280 WO2005000837A1 (en) | 2003-06-19 | 2004-06-10 | Aminosulfonyl substituted 4-(aminomethyl)-piperidine benzamides as 5ht4-antagonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2384242T3 true ES2384242T3 (es) | 2012-07-02 |
Family
ID=45935335
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES04739781T Expired - Lifetime ES2384242T3 (es) | 2003-06-19 | 2004-06-10 | 4-(Aminometil)piperidinbenzamidas sustituidas con aminosulfonilo como antagonistas de 5HT4 |
Country Status (2)
| Country | Link |
|---|---|
| AT (1) | ATE551338T1 (de) |
| ES (1) | ES2384242T3 (de) |
-
2004
- 2004-06-10 AT AT04739781T patent/ATE551338T1/de active
- 2004-06-10 ES ES04739781T patent/ES2384242T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ATE551338T1 (de) | 2012-04-15 |
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