AR042401A1 - Compuestos quimicos - Google Patents
Compuestos quimicosInfo
- Publication number
- AR042401A1 AR042401A1 ARP020102488A ARP020102488A AR042401A1 AR 042401 A1 AR042401 A1 AR 042401A1 AR P020102488 A ARP020102488 A AR P020102488A AR P020102488 A ARP020102488 A AR P020102488A AR 042401 A1 AR042401 A1 AR 042401A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- optionally substituted
- alkoxy
- hydroxy
- halogen
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 56
- 125000000217 alkyl group Chemical group 0.000 abstract 11
- 229910052736 halogen Inorganic materials 0.000 abstract 8
- 150000002367 halogens Chemical class 0.000 abstract 8
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 7
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 6
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 5
- 125000000623 heterocyclic group Chemical group 0.000 abstract 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 5
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 4
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- -1 nitro, hydroxy Chemical group 0.000 abstract 3
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 abstract 2
- 125000003107 substituted aryl group Chemical group 0.000 abstract 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- 125000003341 7 membered heterocyclic group Chemical group 0.000 abstract 1
- 102100024167 C-C chemokine receptor type 3 Human genes 0.000 abstract 1
- 101710149862 C-C chemokine receptor type 3 Proteins 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- 102000019034 Chemokines Human genes 0.000 abstract 1
- 108010012236 Chemokines Proteins 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 208000006673 asthma Diseases 0.000 abstract 1
- XYOVOXDWRFGKEX-UHFFFAOYSA-N azepine Chemical compound N1C=CC=CC=C1 XYOVOXDWRFGKEX-UHFFFAOYSA-N 0.000 abstract 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000005553 heteroaryloxy group Chemical group 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 206010039083 rhinitis Diseases 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/96—Sulfur atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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Landscapes
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Abstract
Compuesto derivado de piperidina que responde a la fórmula (1), donde: T es C(O) o S(O); W es C(O) o S(O)2; X es CG2, O o NH; Y es CRS o N; R1 es arilo opcionalmente sustituido o heterociclilo opcionalmente sustituido; R2 es hidrógeno o alquilo C1-6; R3 es hidrógeno o alquilo C1-6 opcionalmente sustituido; R4 es alquilo, arilo opcionalmente sustituido, aralquilo opcionalmente sustituido o heterociclilo opcionalmente sustituido; R5 es hidrógeno o alquilo C1-6; donde las porciones arilo y heterociclilo mencionadas opcionalmente se sustituyen por: halógeno, ciano, nitro, hidroxi, oxo, S(O)PR25, OC(O)NR6R7, NR8R9, NR10C(O)R11, NR12C(O)NR13R14, S(O)2NR15R16. NR17S(O)R218, C(O)NR19R20, C(O)R21, CO2R22, NR23, alquilo C1-6, CF3, (alcoxi C1-6)alquilo, alcoxi C1-6, OCF3, alcoxi(alcoxi C1-6); alquiltio C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-10 (a su vez opcionalmente sustituido por alquilo C1-4 oxo), metilendioxi, difluorometilendioxi, fenilo, fenil(alquilo C1-4), fenoxi, feniltio, fenil(alcoxi C1-4), heteroarilo, heteroaril(alquilo C1-4), heteroariloxi o heteroaril(alcoxi C1-4); donde cualquiera de las porciones fenilo y heteroarilo mencionados precedentemente se sustituyen opcionalmente con halógeno, hidroxi, nitro, S(O)q(alquilo C1-4), S(O)2NH2, ciano, alquilo C1-4, alcoxi C1-4, C(O)NH2, C(O)NH(alquilo C1-4), CO2H, CO2(alquilo C1-4), NHC(O)(alquilo C1-4), NHS(O)2(alquilo C1-4), C(O)(alquilo C1-4), CF3 o OCF3; p y q son independientemente, 0, 1 ó 2; R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, y R23 son independientemente hidrógeno, alquilo (opcionalmente sustituido por halógeno, hidroxi o cicloalquilo C3-10), CH2(alquenilo C2-6), fenilo (a su vez opcionalmente sustituido por halógeno, hidroxi, nitro, NH2, NH(alquilo C1-4), N(alquil C1-4)2, S(O)2(alquilo C1-4), S(O)2NH2, S(O)2NH(alquilo C1-4), S(O)2N(alquil C1-4)2, ciano, alquilo C1-4, alcoxi C1-4, C(O)NH2, C(O)NH(alquilo C1-4), C(O)N(alquilo C14), CO2H, CO2(alquilo C1-4), NHC(O)(alquilo C1-4), NHS(O)2(alquilo C1-4), C(O)(alquilo C1-4), CF3 o OCF3) o heterociclilo (a su vez opcionalmente sustituido por halógeno, hidroxi, nitro, NH2, NH(alquilo C1-4), N(alquil C1-4)2, S(O)2(alquilo C1-4), S(O)2NH2, S(O)2NH(alquilo C1-4), S(O)2N(alquil C1-4)2, ciano, alquilo C1-4, alcoxi C1-4, C(O)NH2, C(O)NH(alquilo C1-4), C(O)N(alquil C1-4)2, CO2H, CO2(alquilo C1-4), NHC(O)(alquilo C1-4), NHS(O)2(alquilo C1-4), C(O)(alquilo C1-4), CF3 o OCF3); como alternativa NR6R7, NR8R9, NR13R14, NR15R16, NR19R20 o N(alquil C1-4)2 pueden formar, como alternativa, un anillo heterociclico de 4 a 7 miembros, azetidina, pirrolidina, piperidina, azepina 1,4-morfolina o 1,4-piperazina, esta última opcionalmente sustituida por alquilo C1-4 en el nitrógeno distal; R25, R18 y R24 son independientemente, alquilo C1-6 (opcionalmente sustituido por halógeno, hidroxi o cicloalquilo C3-10), CH2(alquenilo C2-6), fenilo (a su vez opcionalmente sustituido por halógeno, hidroxi, nitro, NH2, NH(alquilo C1-4), N(alquilo C1-4)2 (estos grupos alquilo pueden unirse para formar un anillo como el descripto para R6 y R7), S(O)2(alquilo C1-4), S(O)2NH2, S(O)2NH(alquilo C1-4), S(O)2N(alquil C1-4)2 (estos grupos alquilo pueden unirse para formar un anillo como el descripto para R6 y R7), ciano, alquilo C1-4, alcoxi C1-4, C(O)NH2, C(O)NH(alquilo C1-4), C(O)N(alquil C1-4)2 (estos grupos alquilo pueden unirse para formar un anillo como el descripto para R6 y R7), CO2H, CO2(alquilo C1-4), NHC(O)(alquilo C1-4), NHS(O)2(alquilo C1-4), C(O)(alquilo C1-4), CF3 o OCF3) o heterociclilo (a su vez opcionalmente sustituido por halógeno, hidroxi, nitro, NH2, NH(alquilo C1-4), N(alquil C1-4)2 (estos grupos alquilo pueden unirse para formar un anillo como el descripto para R6 y R7), S(O)2(alquilo C1-4), S(O)2NH2, S(O)2NH(alquilo C1-4), S(O)2N(alquil C1-4)2 (estos grupos alquilo pueden unirse para formar un anillo como el descripto para R6 y R7), ciano, alquilo C1-4, alcoxi C1-4, C(O)NH2, C(O)NH(alquilo C1-4), C(O)N(alquil C1-4)2 (estos grupos alquilo pueden unirse para formar un anillo como el descripto para R6 y R7), CO2H, CO2(alquilo C1-4), NHC(O)(alquilo C1-4), NHS(O)2(alquilo C1-4), C(O)(alquilo C1-4), CF3 o OCF3); o un N-óxido del mismo; o una sal aceptable para uso farmacéutico del mismo; o un solvato del mismo. También se describe el método para preparar estos compuestos, las composiciones farmacéuticas que los comprenden, y el uso de dichos compuestos en la fabricación de medicamentos. Estos compuestos, son moduladores de la actividad de la quimoquina ( especialmente CCR3) y son especialmente útiles en el tratamiento del asma y/o la rinitis.
Applications Claiming Priority (2)
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| GB0123037A GB0123037D0 (en) | 2001-09-25 | 2001-09-25 | Chemical compounds |
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| ARP020102488A AR042401A1 (es) | 2001-07-02 | 2002-07-02 | Compuestos quimicos |
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| EP (2) | EP1604982A1 (es) |
| JP (1) | JP3857270B2 (es) |
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| CN (1) | CN1545509A (es) |
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| NZ (1) | NZ530202A (es) |
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| GB0122503D0 (en) | 2001-09-18 | 2001-11-07 | Astrazeneca Ab | Chemical compounds |
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| SE0200843D0 (sv) | 2002-03-19 | 2002-03-19 | Astrazeneca Ab | Chemical compounds |
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2002
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- 2002-07-01 HU HU0401886A patent/HUP0401886A2/hu unknown
- 2002-07-01 ES ES02747793T patent/ES2258642T3/es not_active Expired - Lifetime
- 2002-07-01 DK DK02747793T patent/DK1404667T3/da active
- 2002-07-01 EP EP05018449A patent/EP1604982A1/en not_active Withdrawn
- 2002-07-01 WO PCT/SE2002/001311 patent/WO2003004487A1/en not_active Ceased
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- 2002-07-01 KR KR10-2004-7000023A patent/KR20040013090A/ko not_active Ceased
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- 2002-07-01 JP JP2003510654A patent/JP3857270B2/ja not_active Expired - Fee Related
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Also Published As
| Publication number | Publication date |
|---|---|
| PL368041A1 (en) | 2005-03-21 |
| JP3857270B2 (ja) | 2006-12-13 |
| EP1604982A1 (en) | 2005-12-14 |
| NO20035729D0 (no) | 2003-12-19 |
| DE60209736T2 (de) | 2006-11-02 |
| HUP0401886A2 (hu) | 2004-12-28 |
| DK1404667T3 (da) | 2006-07-10 |
| US20040235894A1 (en) | 2004-11-25 |
| JP2004536112A (ja) | 2004-12-02 |
| WO2003004487A1 (en) | 2003-01-16 |
| BR0210733A (pt) | 2004-07-20 |
| CO5540307A2 (es) | 2005-07-29 |
| EP1404667A1 (en) | 2004-04-07 |
| ES2258642T3 (es) | 2006-09-01 |
| IS7094A (is) | 2003-12-30 |
| IL159256A0 (en) | 2004-06-01 |
| US7307090B2 (en) | 2007-12-11 |
| NO20035729L (no) | 2004-02-23 |
| PT1404667E (pt) | 2006-07-31 |
| ATE319703T1 (de) | 2006-03-15 |
| RU2004100839A (ru) | 2005-06-20 |
| DE60209736D1 (de) | 2006-05-04 |
| NZ530202A (en) | 2005-06-24 |
| SA02230184B1 (ar) | 2007-03-25 |
| CY1106095T1 (el) | 2011-06-08 |
| MXPA03011722A (es) | 2004-03-19 |
| EP1404667B1 (en) | 2006-03-08 |
| KR20040013090A (ko) | 2004-02-11 |
| HK1062559A1 (en) | 2004-11-12 |
| CN1545509A (zh) | 2004-11-10 |
| CA2452597A1 (en) | 2003-01-16 |
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