AR011011A1 - COMPOUNDS OF 3- [PIPERIDIN-4-IL] - AND 3- [1,2,3,6-TETRAHIDROPIRIDIN-4-IL] - PIRROL [3,2-B] -PIRIDINE-5-SUBSTITUTED USEFUL AS RECEPTOR AGONISTS 5-TH (1F), PROCEDURE FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS FORMULATED WITH SUCH COMPOUNDS - Google Patents
COMPOUNDS OF 3- [PIPERIDIN-4-IL] - AND 3- [1,2,3,6-TETRAHIDROPIRIDIN-4-IL] - PIRROL [3,2-B] -PIRIDINE-5-SUBSTITUTED USEFUL AS RECEPTOR AGONISTS 5-TH (1F), PROCEDURE FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS FORMULATED WITH SUCH COMPOUNDSInfo
- Publication number
- AR011011A1 AR011011A1 ARP970105321A AR011011A1 AR 011011 A1 AR011011 A1 AR 011011A1 AR P970105321 A ARP970105321 A AR P970105321A AR 011011 A1 AR011011 A1 AR 011011A1
- Authority
- AR
- Argentina
- Prior art keywords
- phenyl
- substituted
- alkyl
- compounds
- cycloalkyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 5
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 239000000018 receptor agonist Substances 0.000 title 1
- 229940044601 receptor agonist Drugs 0.000 title 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 14
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- -1 C3-C6-alkenyl Chemical group 0.000 abstract 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 108010053303 serotonin 1F receptor Proteins 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 abstract 1
- 125000005865 C2-C10alkynyl group Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 239000000556 agonist Substances 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Compuestos de 3-[piperidin-4-il] y 3-[1,2,3,6-tetrahidropiridil-4-il]- pirrol-[3,2-b]-piridina-5 sustituidos, utiles como agonistas de los receptores5HT(1F), que tienen la formula (I), en la que: A-B es -C=CH o -CH-CH2; R es H, alquilo C1-C6,b encilo o feniletilo; X es -NR1SO2R2, -NHC(Q)NR3R4, -NHC(O)OR5 o-NR1C(O)R6, donde: Q es O o S; R1 es H o alquilo C1-C4; R2 es alquilo C1-C4, fenilo o fenilo sustituido; R3 y R4 se seleccionan independientemente entre elgrupo compuesto por H,alquil o C1-C6, alquenilo C3-C6, cicloalquilo C3-C8, fenilo, fenilo sustituido, fenil(alquileno C1-C4), fenil(alquilenilo C1-C4)sustituido en el anillo fenilo, ((alquil C1-C4 o alcoxicarbonil C1-C4 sustituido)alquil C1-C4)fenilo,alquilo C1-C 4 alfa-sustituido conalcoxicarbonilo C1-C4, heteroarilo; o R3 y R4, tomados junto con el átomo de nitrogeno al que están unidos, forman un anillo de pirrolidina, piperidina,piperazina, piperazina 4-sustituida, morfolina otiomorfolina; R5 es alqui lo C1-C6, alquenilo C3-C6, fenilo, fenilo sustituido, cicloalquilo C3-C8, alquiloC1-C4 omega-sustituido con alcoxi C1-C4; R6 es alquilo C1-C10, alquilo C1-C10 sustituido, alquenilo C2-C10, alquinilo C2-C10,cicloalquilo C3-C8, fenilo,fenilo sust ituido, naftilo, fenil(alquileno C1-C4), fenil(alquileno C1-C4) sustituido en el anillo fenilo, 2-feniletilen-1-ilo, difenilmetilo,cicloalquilo C4-C8 condensado con benceno, alquileno C1-C4omega-sustituido con con cicloalquilo C3-C6, o un heter ociclo; y sales de adicion de ácidos ysolvatos de los mismos farmacéuticamente aceptables. Comprende formulaciones farmacéuticas que incluyen dichos compuestos de formula (I),utiles para tratar afecciones asociadas con la activacion de los receptores 5-HT(1F) empleando dichos compuestos, por ejemplo en composiciones formuladas conCompounds of 3- [piperidin-4-yl] and 3- [1,2,3,6-tetrahydropyridyl-4-yl] -pyrrole- [3,2-b] -pyridine-5, useful as agonists of the 5HT (1F) receptors, having formula (I), in which: AB is -C = CH or -CH-CH2; R is H, C1-C6 alkyl, b encyl or phenylethyl; X is -NR1SO2R2, -NHC (Q) NR3R4, -NHC (O) OR5 or -NR1C (O) R6, where: Q is O or S; R1 is H or C1-C4 alkyl; R2 is C1-C4 alkyl, phenyl, or substituted phenyl; R3 and R4 are independently selected from the group consisting of H, C1-C6-alkyl, C3-C6-alkenyl, C3-C8-cycloalkyl, phenyl, substituted phenyl, phenyl (C1-C4-alkylene) substituted in phenyl ring, ((C1-C4 alkyl or substituted C1-C4 alkoxycarbonyl) C1-C4 alkyl) phenyl, C1-C4 alkyl alpha-substituted with C1-C4alkoxycarbonyl, heteroaryl; or R3 and R4, taken together with the nitrogen atom to which they are attached, form a ring of pyrrolidine, piperidine, piperazine, 4-substituted piperazine, morpholine or otiomorpholine; R5 is C1-C6alkyl, C3-C6alkenyl, phenyl, substituted phenyl, C3-C8cycloalkyl, C1-C4alkyl omega-substituted with C1-C4alkoxy; R6 is C1-C10 alkyl, substituted C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C8 cycloalkyl, phenyl, substituted phenyl, naphthyl, phenyl (C1-C4 alkylene), phenyl (C1-C4 alkylene ) substituted on the phenyl ring, 2-phenylethylene-1-yl, diphenylmethyl, C4-C8 cycloalkyl fused with benzene, C1-C4alkylene-omega-substituted with C3-C6 cycloalkyl, or a heterocyl; and pharmaceutically acceptable acid addition salts and solvents thereof. It comprises pharmaceutical formulations including said compounds of formula (I), useful for treating conditions associated with the activation of 5-HT (1F) receptors using said compounds, for example in compositions formulated with
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30395096P | 1996-11-15 | 1996-11-15 | |
| US3095096P | 1996-11-15 | 1996-11-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR011011A1 true AR011011A1 (en) | 2000-08-02 |
Family
ID=45724841
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP970105321 AR011011A1 (en) | 1996-11-15 | 1997-11-13 | COMPOUNDS OF 3- [PIPERIDIN-4-IL] - AND 3- [1,2,3,6-TETRAHIDROPIRIDIN-4-IL] - PIRROL [3,2-B] -PIRIDINE-5-SUBSTITUTED USEFUL AS RECEPTOR AGONISTS 5-TH (1F), PROCEDURE FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS FORMULATED WITH SUCH COMPOUNDS |
Country Status (1)
| Country | Link |
|---|---|
| AR (1) | AR011011A1 (en) |
-
1997
- 1997-11-13 AR ARP970105321 patent/AR011011A1/en unknown
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