ECSP972210A - NEW DERIVATIVES OF PIPERIDINE 1,4- DISSTITUTED THAT CONTAINS FLUORINE - Google Patents
NEW DERIVATIVES OF PIPERIDINE 1,4- DISSTITUTED THAT CONTAINS FLUORINEInfo
- Publication number
- ECSP972210A ECSP972210A ECSP972210A ECSP972210A EC SP972210 A ECSP972210 A EC SP972210A EC SP972210 A ECSP972210 A EC SP972210A EC SP972210 A ECSP972210 A EC SP972210A
- Authority
- EC
- Ecuador
- Prior art keywords
- heteroarylalkyl
- group
- hydrogen atoms
- fluorine
- diseases
- Prior art date
Links
- 229910052731 fluorine Inorganic materials 0.000 title abstract 4
- 239000011737 fluorine Substances 0.000 title abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 title 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 125000004446 heteroarylalkyl group Chemical group 0.000 abstract 4
- 125000001153 fluoro group Chemical group F* 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- -1 arialkenyl Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract 1
- 102000007202 Muscarinic M3 Receptor Human genes 0.000 abstract 1
- 108010008405 Muscarinic M3 Receptor Proteins 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic 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
- 230000008485 antagonism Effects 0.000 abstract 1
- 125000005018 aryl alkenyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 208000010643 digestive system disease Diseases 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 150000003053 piperidines Chemical class 0.000 abstract 1
- 230000003389 potentiating effect Effects 0.000 abstract 1
- 238000011321 prophylaxis Methods 0.000 abstract 1
- 208000023504 respiratory system disease Diseases 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 238000011282 treatment Methods 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 208000014001 urinary system disease Diseases 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Esta invención se refiere a nuevos derivados de piperidina 1.4 disustituída que contienen flúor representada por la fórmula general I: (gráfico) y sus sales farmacéuticamente aceptables donde: Ar representa un grupo de arilo o un grupo de heteroarilo que tiene entre 1 y 2 heteroátomos seleccionados de un grupo formado por nitrógeno, oxígeno y azufre (cualquiera de 1 a 3 átomos de hidrógeno sobre el anillo de dicho grupo de arilo o heteroarilo puede ser sustituído con un alquilo menor, amino o alquilamino menor), R1 representa al cicloalquilo C3-C6 cuyos de 1 a 4 átomos de hidrógeno pueden estar sustituídos con átomo(s) de flúor. R2 representa grupos alifáticos saturados o no saturados de C5-C15 cualquiera de cuyos 1 a 6 átomos de hidrógeno pueden sustituirse con átomo (s) de flúor, grupos de aralquilo, arilalquenilo, heteroarilalquilo o heteroarilalquenilo que tienen entre 1 y 2 heteroátomos seleccionados del grupo formado por nitrógeno en el anillo en dicho aralquilo, arialquenilo, heteroarilalquilo o heteroarilalquenilo puede estar sustituido con un alquilo menor, trifluorometilo, ciano, hidroxilo, nitro alcoxicarbonilo menor, halógeno, alcoxi menor, amino o alquilamino menor), y X es = o NH, si al menos uno de R1 y R2 contiene uno o más átomos de flúor. Los compuestos de la presente invención tienen un solo un antagonismo potente y selectivo para los receptores M3 muscarínicos sino también tienen pocos efectos colaterales. Más aún, exhiben una excelente actividad oral, duración de acción y farmacocinética. Por lo tanto son útiles para el tratamiento y profilaxis de las enfermedades respiratorias, las enfermedades urinarias y enfermedades digestivas.This invention relates to novel fluorine-containing disubstituted piperidine 1.4 derivatives represented by the general formula I: (graph) and its pharmaceutically acceptable salts where: Ar represents an aryl group or a heteroaryl group having between 1 and 2 selected heteroatoms of a group consisting of nitrogen, oxygen and sulfur (any of 1 to 3 hydrogen atoms on the ring of said aryl or heteroaryl group can be substituted with a lower alkyl, amino or lower alkylamino), R1 represents C3-C6 cycloalkyl of which 1 to 4 hydrogen atoms may be replaced with fluorine atom (s). R2 represents saturated or unsaturated aliphatic groups of C5-C15 any of which 1 to 6 hydrogen atoms can be replaced with fluorine atom (s), aralkyl, arylalkenyl, heteroarylalkyl or heteroarylalkyl groups having 1 to 2 heteroatoms selected from the group formed by nitrogen in the ring in said aralkyl, arialkenyl, heteroarylalkyl, or heteroarylalkyl may be substituted with a lower alkyl, trifluoromethyl, cyano, hydroxyl, nitro-lower alkoxycarbonyl, halogen, lower alkoxy, amino or lower alkylamino), and X is = or NH , if at least one of R1 and R2 contains one or more fluorine atoms. The compounds of the present invention have only one potent and selective antagonism to muscarinic M3 receptors but also have few side effects. Furthermore, they exhibit excellent oral activity, duration of action, and pharmacokinetics. Therefore they are useful for the treatment and prophylaxis of respiratory diseases, urinary diseases and digestive diseases.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ECSP972210 ECSP972210A (en) | 1997-07-31 | 1997-07-31 | NEW DERIVATIVES OF PIPERIDINE 1,4- DISSTITUTED THAT CONTAINS FLUORINE |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ECSP972210 ECSP972210A (en) | 1997-07-31 | 1997-07-31 | NEW DERIVATIVES OF PIPERIDINE 1,4- DISSTITUTED THAT CONTAINS FLUORINE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ECSP972210A true ECSP972210A (en) | 1998-09-22 |
Family
ID=42043040
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ECSP972210 ECSP972210A (en) | 1997-07-31 | 1997-07-31 | NEW DERIVATIVES OF PIPERIDINE 1,4- DISSTITUTED THAT CONTAINS FLUORINE |
Country Status (1)
| Country | Link |
|---|---|
| EC (1) | ECSP972210A (en) |
-
1997
- 1997-07-31 EC ECSP972210 patent/ECSP972210A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CO4960641A1 (en) | DERIVATIVES OF PIPERIDINE 1,4-DISSTITUTED CONTAINING FLUORINE | |
| AR033379A1 (en) | DIFENILUREA COMPOUNDS, PROCEDURE FOR THE PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM | |
| AR016817A1 (en) | DERIVATIVES OF FENILUREA OR FENILTIOUREA, PROCEDURE FOR PREPARATION, COLLECTION OF COMPOUNDS, INTERMEDIARY COMPOUNDS, PHARMACEUTICAL COMPOSITION, METHOD OF TREATMENT AND USE OF SUCH COMPOUNDS FOR THE MANUFACTURE OF A MEDICINAL PRODUCT | |
| CO5550434A2 (en) | SUBSTITUTED OXAZOLIDINONES FOR COMBINATION THERAPY | |
| UY26872A1 (en) | DERIVATIVES OF THE 4- PIRIDINE PHENYL | |
| UY27357A1 (en) | NEW ANTIDIABETIC AGENTS. | |
| PE20061332A1 (en) | PIPERIDINE DERIVATIVES AS RENIN INHIBITING AGENTS | |
| ECSP055987A (en) | HETEROARILCARBAMOILBENCENO DERIVATIVES | |
| UY27918A1 (en) | BENZODIOXOL DERIVATIVES | |
| ES2081966T3 (en) | BENZOCONDENSATED HETERO-CYCLE DERIVATIVES CONTAINING N. | |
| ATE541833T1 (en) | NITROGEN-CONTAINING COMPOUNDS WITH KINASE-INHIBITING EFFECTS AND MEDICATIONS CONTAINING SAME | |
| CO5560610A2 (en) | DERIVATIVES OF YODOBENZOPIRAN-4-ONA THAT HAVE FUNGICIDE ACTIVITY | |
| MX9300988A (en) | ANTINEOPLASTIC AGENTS OF QUINOBENZOXAZINE, QUINOBENZOTIAZINE AND PIRIDO-ACRIDINA AND PHARMACEUTICAL COMPOSITION THAT CONTAINS THEM. | |
| RU2005113153A (en) | NEW PYRIMIDINAMIDE DERIVATIVES AND THEIR APPLICATION | |
| CO4970744A1 (en) | DANDRUFFS AND APOPTOSIS | |
| PA8575001A1 (en) | FLUOROBENZAMIDS AS MAOB INHIBITORS | |
| AR016644A1 (en) | COMPOUNDS OF 2-AMINOPIRIDINAS WITH ALCOXI RAMIFIED SUBSTITUTES, PHARMACEUTICAL COMPOSITION AND USE FOR THE MANUFACTURE OF MEDICINES | |
| AR036812A1 (en) | INHIBITORS OF THE 17BETA-HYDROXIESTEROID DEHYDROGENASE TYPE 3, PHARMACEUTICAL COMPOSITIONS AND THE USE OF SUCH COMPOUNDS FOR THE MANUFACTURE OF MEDICINES FOR THE TREATMENT OF ANDROGEN-DEPENDENT DISEASES | |
| PE20040750A1 (en) | DERIVATIVES OF N- (1-ACETYLPIPERIDIN-4-IL) -4-BENZIDRIL-2-ISOPROPILPIPERAZIN-1-CARBOXAMIDE AS INHIBITORS OF 17BETA-HYDROXIESTEROID DEHYDROGENASE TYPE 3 | |
| CO5700773A2 (en) | BENCIMIDAZOL DERIVATIVES | |
| ECSP066415A (en) | 2-CARBONILAMINO-6-PIPERIDINAMINOPIRIDINAS REPLACED AND 1-CARBONILAMINO-3-PIPERIDINAMINOBENZENOS REPLACED AS 5-HT1F AGONISTS | |
| PE20040765A1 (en) | 4-AMINO PIPERIDINES N, N-DISUSTITUTED AS INHIBITORS OF MONOAMINE UPTAKE | |
| AR041898A1 (en) | DERIVATIVES OF 4 (FENIL-PIPERAZINIL-METIL) BENZAMIDA AND ITS USES FOR THE TREATMENT OF PAIN AND GASTROINTESTINAL DISORDERS | |
| AR054102A1 (en) | DERIVATIVES OF FENIL-PIPERAZINA-METANONA. PROCESSES OF OBTAINING AND PHARMACEUTICAL COMPOSITIONS | |
| AR053340A1 (en) | DERIVATIVES OF TRIFLUORMETILBENZAMIDA AND ITS THERAPEUTIC USES |