CO5251380A1 - Base de mannich de 1-naftol y 2-naftol sustituidos, procedimiento paea su preparacion, medicamentos que contienen estos compuestos, asi como el uso de estos compuestos para la preparacion de medicamentos - Google Patents

Base de mannich de 1-naftol y 2-naftol sustituidos, procedimiento paea su preparacion, medicamentos que contienen estos compuestos, asi como el uso de estos compuestos para la preparacion de medicamentos

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CO5251380A1
CO5251380A1 CO00097388A CO00097388A CO5251380A1 CO 5251380 A1 CO5251380 A1 CO 5251380A1 CO 00097388 A CO00097388 A CO 00097388A CO 00097388 A CO00097388 A CO 00097388A CO 5251380 A1 CO5251380 A1 CO 5251380A1
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represent
aryl
heteroaryl
phenyl
alkyl
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CO00097388A
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Matthias Gerlach
Maul Corinna
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Gruenenthal Chemie
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    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
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    • C07C219/28—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton having amino groups bound to acyclic carbon atoms of the carbon skeleton
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    • C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
    • C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
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    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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    • C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/155—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings

Abstract

Bases de Mannich de 1-naftol y 2-naftol sustituidos de la fórmula general I,<EMI FILE="00097388_1" ID="1" IMF=JPEG >en queR1 = CH(R9)N(R10)(R11) y R2 representa OR12, oR1 representa OR12 y R2 representa CH(R9)N(R10)(R11) y,R3 a R8 pueden ser iguales o distintos entre sí, y representan H, F. CI, Br, CF3, CN, NO2, SO2NH2, SO2NHR13, NHR13, SR15, OR16, CO(OR20), CH2CO(OR21), CO(R22), C1-10-alquilo, arilo, o heteroarilo o un radical arilo o heteroarilo ligado a través de C1-6-alquileno,R9 representa un radical arilo, heteroarilo o alquilo sin protón ácido en posición a,R10 y R11 pueden ser iguales o distintos entre sí y representando C1-6-alquilo ramificado o no ramificado o saturado e insaturado, no sustituido o al menos mono sustituido, o fenilo, bencilo o fenetilo no sustituido, al menos mono sustituido, o R10 y R11 en conjunto representan (CH2)2O(CH2)2 o (CH2)n siendo n un número entero de 3 a 6,R12 representa H, COR22, C1-10-alquilo, arilo o heteroarilo o un radical arilo o heteroarilo ligado a través de C1-6-alquileno,R13 representa H, COR14, C1-10-alquilo, arilo o heteroarilo, o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno,R14 representa H, C1-10-alquilo, arilo o heteroarilo o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno,R15 representa H, C1-10-alquilo, arilo o heteroarilo o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno, R16 representa H, CO(R17), C1-10-alquilo, arilo o heteroarilo - 2 -o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno,R17 representa H, C1-10-alquilo, arilo o heteroarilo o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno,R18 representa H, C1-10-alquilo, arilo o heteroarilo, o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno,R20 representa H, C1-10-alquilo, arilo o heteroarilo o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno, R21 representa H, C1-10-alquilo, arilo, o heteroarilo o uno de los radicales arilo o heteroarilo ligado a través de C1-6-alquileno,R22 representa H, NHNH2, NHR18, C1-10-alquilo, arilo o heteroarilo o uno de los radicales arilo, heteroarilo ligado a través de C1-6-alquileno, y/o sus racematos, enantiómeros, diastereómeros y/o las bases correspondientes y/o sales correspondientes con ácidos fisiológicamente tolerables, con excepción de los racematos de los compuestos en los cuales R1 representa CH(R9)N(R10)(R11) y R2 representa OR12 y se cumple alguna de las siguientes condiciones:R3 hasta R8 y R12 representan H, R9 representa fenilo, 2-clorofenilo, 4-metoxifenilo, 3-fluorofenilo, 3-clorofenilo, 3-bromofenilo, 4-bromofenilo, 2-fluorofenilo, 2-bromofenilo, benzo-1,3-dioxol, 4-CH3OCO-fenilo o 2-metoxifenilo yR10 y R11 en conjunto representan (CH2)5, oR3 a R8 y R12 representan H, R9 representa fenilo, 4-metoxifenilo, 4-dimetilaminofenilo, 4-hidroxi-2,3-di-ter-butilfenilo, 2,3-dihidrobenzodioxano, 4-nitrofenilo, o benzo-1,3-dioxol y R10 y R11 en conjunto representan (CH2)2O(CH2)2, oR3 a R8 y R12 representan hidrógeno, R9 representa 4-metoxifenilo y R10 y R11 en conjunto representan (CH2)4 o R3 representa CO(OR2O), R4 hasta R8 y R12 representan hidrógeno, R9 representa fenilo, 4-metoxifenilo, 4-metilfenilo, 4-nitrofenilo, p-benzaldehido, y R10 y R11 en conjunto representan (CH2)5 y R20 representa CH3, oR3 hasta R8 y R12 representan hidrógeno, R9 representa fenilo y cada uno de R10 y R11 representan CH3, C2H5 o n-C3H7, o R3 hasta R8 y R12 representan hidrógeno, R9 representa 4-metoxifenilo o benzo-1,3-dioxol y cada uno de R10 y R11 representan CH3, o R3 hasta R5, R7, R8, R12 representan hidrógeno, R6 representa Br, R9 representa fenilo y R10 y R11 en conjunto representan (CH2)5, oR3 hasta R5, R7, R8, R12 representan hidrógeno, R6 representa Br, R9 representa 4-hidroxi-3,5-di-ter-butilfenilo y R10 y R11 en conjunto representan (CH2)2O(CH2)2, oR3 hasta R8 y R12 representan hidrógeno, R9 representa fenilo y cada uno de R10 y R11 representan CH3, como clorhidrato, oR3 hasta R8 y R12 representan H, R9 representa fenilo o 4-metoxifenilo y R10 y R11 en conjunto representan (CH2)5, como clorhidrato, oR3 representa CO(OR20), R4 hasta R8 y R12 representan H, R9 representa fenilo, R10 y R11 en conjunto representan (CH2)5 y R20 representa CH3, como clorhidrato, oR3 hasta R8 y R12 representan hidrógeno, R9 representa tiofeno, R10 y R11 en conjunto representan (CH2)2O(CH2)2, oR3 hasta R8 representan hidrógeno, R12 representa CH3, R9 representa tiofeno, 4-metoxifenilo o 3,4-dimetoxifenilo y R10 y R11 en conjunto representan (CH2)2O(CH2)2,y los enantiómeros del compuesto de la fórmula general I, en que R1 representa CH(R9)N(R10)(R11) y R2 representa OR12, R3 hasta R8 y R12 representan H, R9 representa fenilo, y R10 y R11 en conjunto representan (CH2)5, estando también exceptuados los racematos de los compuestos en que R1 representa OR12 y R2 representa CH(R9)N(R10)(R11) y se cumplen las siguientes condiciones:R3 hasta R8 y R12 representan hidrógeno, R9 representa fenilo, 2-bromofenilo, 3-bromofenilo o 4-bromofenilo y R10 y R11 en conjunto representan (CH2)5, oR3 hasta R8 y R12 representan H, R9 representa fenilo o 2-nitrofenilo y R10 y R11 en conjunto representan (CH2)2O(CH2)2, oR3, R4, R6, R8, y R12 representan H, R5 y R7 representan sendos radicales CH3, R9 representa fenilo o 4-metoxifenilo y R10 y R11 en conjunto representan (CH2)5, oR3 hasta R6, R8, R12 representan hidrógeno, R7 representa CH3, R9 representa 4-metoxifenilo o fenilo y R10 y R11 en conjunto representan (CH2)5, o R3 hasta R8 y R12 representan H, R9 representa fenilo, R10 representa CH3, R11 representa C6H11 o R10 y R11 representan sendos radicales CH3, oR3 hasta R6, R8, R12 representan hidrógeno, R7 representa CH3, R9 representa fenilo o 4-metoxifenilo y R10 y R11 en conjunto representan (CH2)2O(CH2)2, oR3, R4, R6, R8, R12 representan hidrógeno, cada uno de R5 y R7 representa CH3, R9 representa 4-metoxifenilo y R10 y R11 en conjunto representan (CH2)2O(CH2)2, oR3 hasta R8, R12 representan hidrógeno, R9 representa fenilo, y R10 y R11 en conjunto representan (CH2)2O(CH2)2, como clorhidrato.
CO00097388A 1999-12-27 2000-12-22 Base de mannich de 1-naftol y 2-naftol sustituidos, procedimiento paea su preparacion, medicamentos que contienen estos compuestos, asi como el uso de estos compuestos para la preparacion de medicamentos CO5251380A1 (es)

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DE19963179A DE19963179B4 (de) 1999-12-27 1999-12-27 Substituierte 1- und 2-Naphthol-Mannichbasen

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US (2) US6774136B2 (es)
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EP1246790B1 (de) 2005-05-04
KR20020062334A (ko) 2002-07-25
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PE20010986A1 (es) 2001-10-06
DE50010253D1 (de) 2005-06-09
WO2001047866A1 (de) 2001-07-05
UY26507A1 (es) 2001-01-31
US20040044061A1 (en) 2004-03-04
CN1247523C (zh) 2006-03-29
IL149920A (en) 2006-12-31
DK1246790T3 (da) 2005-08-29
CA2394098A1 (en) 2001-07-05
NZ519976A (en) 2004-04-30
CN1413185A (zh) 2003-04-23
ATE294773T1 (de) 2005-05-15
RU2002120479A (ru) 2004-01-10
NO20022896D0 (no) 2002-06-17
WO2001047866A9 (de) 2002-11-07
CZ20022240A3 (cs) 2003-03-12
SK8532002A3 (en) 2003-05-02
PL356523A1 (en) 2004-06-28
ZA200204289B (en) 2004-02-10
US20040147570A1 (en) 2004-07-29
AU3014701A (en) 2001-07-09
NO20022896L (no) 2002-06-17
AU775709B2 (en) 2004-08-12
HUP0203732A3 (en) 2005-01-28
ES2241688T3 (es) 2005-11-01
DE19963179B4 (de) 2009-02-05
DE19963179A1 (de) 2001-07-12
BR0016781A (pt) 2002-08-27
HUP0203732A2 (hu) 2003-03-28
MXPA02005865A (es) 2003-05-23
US7202242B2 (en) 2007-04-10
HK1051845A1 (en) 2003-08-22
PT1246790E (pt) 2005-09-30
JP2003519115A (ja) 2003-06-17
US6774136B2 (en) 2004-08-10

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