AR073331A1 - DERIVADOS DE QUINOLEíNA, COMPOSICIoN FARMACÉUTICA QUE LOS COMPRENDE Y SU USO EN EL TRATAMIENTO DE ENFERMEDADES MEDIADAS POR EL ANTAGONISMO DE GLICINA B. - Google Patents

DERIVADOS DE QUINOLEíNA, COMPOSICIoN FARMACÉUTICA QUE LOS COMPRENDE Y SU USO EN EL TRATAMIENTO DE ENFERMEDADES MEDIADAS POR EL ANTAGONISMO DE GLICINA B.

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AR073331A1
AR073331A1 ARP090103787A ARP090103787A AR073331A1 AR 073331 A1 AR073331 A1 AR 073331A1 AR P090103787 A ARP090103787 A AR P090103787A AR P090103787 A ARP090103787 A AR P090103787A AR 073331 A1 AR073331 A1 AR 073331A1
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Argentina
Prior art keywords
alkyl
alkoxy
aryl
heteroaryl
alkylamino
Prior art date
Application number
ARP090103787A
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English (en)
Inventor
Dina Trifanova
Meik Sladek
Angela Bauer
Valerjans Kauss
Wojciech Danysz
Jens Nagel
Christopher Parsons
Markus Henrich
Jevgenijs Rozhkovs
Igors Starchenkovs
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Merz Pharma Gmbh & Co Kgaa
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Application filed by Merz Pharma Gmbh & Co Kgaa filed Critical Merz Pharma Gmbh & Co Kgaa
Publication of AR073331A1 publication Critical patent/AR073331A1/es

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    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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Abstract

Derivados de quinolina y sus sales farmacéuticamente aceptables. Estos compuestos son antagonistas de glicina B y por lo tanto son utiles para el control y prevencion de diferentes trastornos, incluyendo trastornos neurologicos. Reivindicacion 1: Un compuesto caracterizado porque se selecciona entre aquellos de formula (1) donde X1 representa hidrogeno, halogeno, nitro, trifluorometilo, alquilo C1-6, alcoxi C1-6, hidroxi-alquilo C1-6, alcoxi C1-6-alquilo C1-6, aminoalquilo C1-6, o acilamino-alquilo C1-6; X2 representa hidrogeno, halogeno, nitro, trifluorometilo, alquilo C1-6, alcoxi C1-6, aril-alcoxi C1-6, o heteroaril-alcoxi C1-6; X3 representa hidrogeno, alquilo C1-6, halogeno, nitro, o trifluorometilo; R1 representa COOH, COOR4, CONH2, CONHR5, CONR5R6 o CH2OH; R2 representa hidrogeno, CONH2, CHOH, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, hidroxi-alquilo C1-6, amino-alquilo C1-6, carboxi-alquilo C1-6, alcoxi C1-6-alquilo C1-6, carbamoilalquilo C1-6, arilo, heteroarilo, cicloalquilo C3-12, cicloalquil C3-12-alquilo C1-6, cicloalcoxi C3-12-alquilo C1-6, ariloxi-alquilo C1-6, heteroariloxi-alquilo C1-6, arilsulfanil-alquilo C1-6, heteroarilsulfanil-alquilo C1-6, aril-alquilo C1-6, heteroaril-alquilo C1-6, cicloalquil C3-12-alquilo C1-6, aril-alcoxi C1-6, heteroaril-alcoxi C1-6, aril-alcoxi C1-6-alquilo C1-6, aril-alquilsulfanil C1-6-alquilo C1-6, heteroaril-alcoxi C1-6-alquilo C1-6, heteroaril-alquilsulfanil C1-6-alquilo C1-6, arilamino-alquilo C1-6, heteroarilamino-alquilo C1-6, cicloalquil C3-12-amino-alquilo C1-6, carboxi-alquilamino C1-6-alquilo C1-6, acilamino-alquilo C1-6, arilsulfonilamino-alquilo C1-6, alquilsulfonilamino C1-6-alquilo C1-6, alquilaminocarbonil C1-6-alquilo C1-6, cicloalquil C3-12-aminocarbonilalquilo C1-6, arilaminocarbonil-alquilo C1-6, heteroarilaminocarbonil-alquilo C1-6, aril-alquilaminocarbonil C1-6-alquilo C1-6, heteroaril-alquilaminocarbonil C1-6-alquilo C1-6, hidroxi-alquilaminocarbonil C1-6-alquilo C1-6, carboxi-alquilaminocarbonil C1-6-alquilo C1-6, di-(alquil C1-6)aminocarbonil-alquilo C1-6, heteroariloxi-aril-alquilo C1-6, aril-alcoxi C1-6-aril-alquilo C1-6, heteroarilamino-aril-alquilo C1-6, aril-alquil C1-6-heteroaril-alquilo C1-6, o heteroarilamino-alquil C1-6-aril-alquilo C1-6; R3 representa hidrogeno, alquilo C1-6, hidroxi-alquilo C1-6, o carboxi-alquilo C1-6, o R2 y R3 junto con el átomo de carbono al cual están unidos representan un anillo de 3, 4, 5, 6 o 7 miembros con entre 0 y 3 heteroátomos seleccionados entre oxígeno, nitrogeno, y azufre, donde el anillo puede opcionalmente ser parcialmente insaturado y puede estar opcionalmente fusionado a un anillo arilo o heteroarilo; R4 representa alquilo C1-6, hidroxi-alquilo C1-6, alcoxi C1-6-alquilo C1-6, di-alquilamino C1-6-alquilo C1-6, aril-alquilo C1-6 o ariloxi-alquilo C1-6; R5 y R6 que pueden ser iguales o diferentes, en forma independiente entre si representan alquilo C1-6, cicloalquilo C3-12, alquenilo C3-6, cicloalquil C3-12-alquilo C1-6, arilo, heteroarilo, aril-alquilo C1-6, o heteroaril-alquilo C1-6; o R5 y R6 pueden representar juntos -(CH2)m- donde m es 3, 4, 5 o 6, o R5 y R6 junto con el átomo de nitrogeno al que están unidos pueden representar un anillo de 4, 5, 6 o 7 miembros que puede ser saturado o insaturado, y donde el anillo además del átomo de nitrogeno puede contener un heteroátomo adicional seleccionado entre azufre, oxígeno y nitrogeno y puede estar substituido con uno o más sustituyentes seleccionados entre COOH, CONH2, CONHR5, alquilo C1-6, carboxialquilo C1-6, carbamoil-alquilo C1-6, cicloalquilo C3-12, alquenilo C2-6, cicloalquil C3-12-alquilo C1-6, arilo, heteroarilo, aril-alquilo C1-6, o heteroaril-alquilo C1-6, arilamino, heteroarilamino, aril-alquilamino C1-6, y heteroaril-alquilamino C1-6; donde el término ôarilo" significa fenilo o naftilo, o fenilo sustituido con uno o más sustituyentes seleccionados en forma independiente entre halogeno, amino, hidroxi, nitro, ciano, COOH, COOR4, CONH2, CONHR5, CONR5R6, CH2OH, trifluorometilo, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, heteroarilo, alcoxi C1-6, difluorometoxi, trifluorometoxi, cicloalcoxi C3-12, ariloxi, heteroariloxi, arilalcoxi C1-6, heteroaril-alcoxi C1-6, hidroxi-alquilo C1-6, carboxialquilo C1-6, carbamoil-alquilo C1-6, carboxi-alquenilo C2-6, carboxi-alquinilo C2-6, alcoxi C1-6-alquilo C1-6, hidroxi-alcoxi C1-6, alcoxi C1-6-alcoxi C1-6, carboxi-alcoxi C1-6, carboalcoxi C1-6, alquilamino C1-6, cicloalquilamino C3-12, arilamino, heteroarilamino, arilalquilamino C1-6, heteroaril-alquilamino C1-6, hidroxialquilamino C1-6, carboxi-alquilamino C1-6, alquilamino C1-6-alquilo C1-6, di-(alquil C1-6)amino, acilamino, di-(alquil C1-6)amino-alquilo C1-6, carboxi-alquilamino C1-6-alquilo C1-6, alquilamino C1-6-alcoxi C1-6, di-(alquil C1-6)amino-alcoxi C1-6, carboxialquilamino C1-6-alcoxi C1-6, alquilsulfonilamino C1-6, arilsulfonilamino, alquilsulfonilamino C1-6-alquilo C1-6, alquilaminosulfonilo C1-6, di-(alquil C1-6)aminosulfonilo, arilaminosulfonilo, heteroarilaminosulfonilo, alquilaminocarbonil C1-6-alquilo C1-6, cicloalquilaminocarbonil C3-12-alquilo C1-6, arilaminocarbonil-alquilo C1-6, heteroarilaminocarbonil-alquilo C1-6, hidroxi-alquilaminocarbonil C1-6-alquilo C1-6, carboxialquilaminocarbonil C1-6-alquilo C1-6, di(alquil C1-6)aminocarbonil-alquilo C1-6, arilalquinilo C2-6, y heteroarilalquinilo C2-6; y el término ôheteroariloö significa un anillo aromático de 5 o 8 miembros que comprende entre 1 y 4 heteroátomos seleccionados entre oxígeno, azufre y nitrogeno, o un grupo bicíclico que contiene un anillo de 5 o 6 miembros que comprende entre 1 y 4 heteroátomos seleccionados entre oxígeno, azufre y nitrogeno fusionado con un anillo benceno o con un anillo de 5 o 6 miembros que comprende entre 1 y 4 heteroátomos seleccionados entre oxígeno, azufre y nitrogeno, donde el heteroarilo está opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre halogeno, amino, hidroxi, nitro ciano, COOH, COOR4, CONH2, CONHR5, CONR5R6, CH2OH, trifluorometilo, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, heteroarilo, alcoxi C1-6, difluorometoxi, trifluorometoxi, cicloalcoxi C3-12, ariloxi, heteroariloxi, aril-alcoxi C1-6, heteroaril-alcoxi C1-6, hidroxialquilo C1-6, carboxialquilo C1-6, carbamoil-alquilo C1-6, carboxi-alquenilo C2-6, carboxi-alquinilo C2-6, alcoxi C1-6-alquilo C1-6, hidroxi-alcoxi C1-6, alcoxi C1-6-alcoxi C1-6, carboxi-alcoxi C1-6, carboalcoxi C1-6, alquilamino C1-6, cicloalquilamino C3-12, arilamino, heteroarilamino, aril-alquilamino C1-6, heteroaril-alquilamino C1-6, hidroxi-alquilamino C1-6, carboxi-alquilamino C1-6, alquilamino C1-6-alquilo C1-6, di-(alquil C1-6)amino, acilamino, di-(alquil C1-6)amino-alquilo C1-6, carboxi-alquilamino C1-6-alquilo C1-6, alquilamino C1-6-alcoxi C1-6, di-(alquil C1-6)amino-alcoxi C1-6, carboxialquilamino C1-6-alcoxi C1-6, alquilsulfonilamino C1-6, arilsulfonilamino, alquilsulfonilamino C1-6-alquilo C1-6, alquilaminosulfonilo C1-6, di(alquil C1-6)aminosulfonilo, arilaminosulfonilo, heteroarilaminosulfonilo, alquilaminocarbonil C1-6-alquilo C1-6, cicloalquilaminocarbonil C3-12-alquilo C1-6, arilaminocarbonil-alquilo C1-6, heteroarilaminocarbonil-alquilo C1-6, hidroxi-alquilaminocarbonil C1-6-alquilo C1-6, carboxi-alquilaminocarbonil C1-6-alquilo C1-6, y di-(alquil C1-6)aminocarbonil-alquilo C1-6; 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