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AR078508A1 - Derivados spiro [2.4]heptano puenteados, composiciones farmaceuticas y uso de los mismos - Google Patents

Derivados spiro [2.4]heptano puenteados, composiciones farmaceuticas y uso de los mismos

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Publication number
AR078508A1
AR078508A1 ARP100101709A ARP100101709A AR078508A1 AR 078508 A1 AR078508 A1 AR 078508A1 AR P100101709 A ARP100101709 A AR P100101709A AR P100101709 A ARP100101709 A AR P100101709A AR 078508 A1 AR078508 A1 AR 078508A1
Authority
AR
Argentina
Prior art keywords
alkyl
mono
substituted
unsubstituted
group
Prior art date
Application number
ARP100101709A
Other languages
English (en)
Original Assignee
Actelion Pharmaceuticals Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Actelion Pharmaceuticals Ltd filed Critical Actelion Pharmaceuticals Ltd
Publication of AR078508A1 publication Critical patent/AR078508A1/es

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    • C07D295/00—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
    • 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
    • C07D295/125—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
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    • C07C233/58—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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    • C07C233/59—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
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    • C07C233/60—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
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    • C07C233/61—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
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    • C07C255/29—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton containing cyano groups and acylated amino groups bound to the carbon skeleton
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    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
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    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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Abstract

Reivindicacion 1: Un compuesto de formula (1) en la cual W representa -CH2CH2- o -CH=CH-; Y representa un enlace o un grupo alcandiilo C1-4 y R1 representa un grupo aril- o heteroaril-, grupos que de manera independiente están no substituidos, mono-, di, o trisustituidos, en donde los substituyentes son seleccionados de manera independiente desde el conjunto que consiste en halogeno, alquilo C1-4, alcoxilo C1-4, alquil-carbonilo C1-2, fluoroalquilo C1-2, fluoroalcoxilo C1-2, nitro, ciano y fenilo, en donde el fenilo está no substituido o mono-sustituido con halogeno; o benzo[d][1,3]dioxolilo; o ariloxilo; o un grupo ciclohexil- o un grupo ciclohexenil-, grupos que de manera independiente están no substituidos o mono-sustituidos con alquilo C1-4; o alquil-carbonilo C1-2; o alcoxi-carbonilo C1-4; o Y representa en conjunto con un grupo alquilo C4-6 o un grupo amino-C4-6-alquilo; Z representa -C(O)NR3-* o -CH2NR4C(O)-*, en donde los asteriscos indican el enlace que está unido a R2; R2 representa cicloalquilo C3-6, que está no substituido o mono-sustituido con hidroxilo, hidroxi-metilo, R5R6N-CH2-, heterociclil-metilo o -CONH2; o alquilo C1-6, que está no substituido o mono-sustituido con fluor, trifluorometilo, alquiltio C1-4, alcoxi-carbonilo C1-4, hidroxilo, ciano, -NR5R6, -COOH, -C(O)NR7R8 o de manera opcional alcoxilo C1-4mono-sustituido, en donde el substituyente es seleccionado de entre hidroxilo y heterociclilo; o alquilo C1-6, que está mono-sustituido con cicloalquilo C3-6, cicloalquilo que está no substituido o mono-sustituido con -NR5R6 o hidroxilo; con heterociclilo, heterociclilo que está no substituido o mono-sustituido en un átomo de nitrogeno con alquilo C1-4, alquil-carbonilo C1-2 o tert-butoxicarbonilo, y/o mono- o di-sustituido en uno o dos de los átomos de carbono con substituyentes seleccionados de manera independiente de entre halogeno, alquilo C1-4 y alcoxi C1-2-alquilo C1-2; o con un grupo aril- o heteroaril-, grupos que de manera independiente están no substituidos, mono-, di, o tri-sustituidos, en donde los substituyentes son seleccionados de manera independiente desde el conjunto que consiste en halogeno, alquilo C1-4, -CH2NHR9, -SO2NH2 y fenilo; o fluoroalquilo C3-5, que está mono-sustituido con heterociclilo, heterociclilo que está no substituido o mono- o di-sustituido en uno o dos de los átomos de carbono con substituyentes seleccionados de manera independiente de entre halogeno y alquilo C1-4; o heterociclilo, que está no substituido o mono-sustituido en un átomo de nitrogeno con alquilo C1-6, bencilo o tert-butoxicarbonilo o mono-sustituido en un átomo de carbono con pirrolidin-1-il-metilo; o un grupo aril- o heteroaril-, grupos que de manera independiente están no sustituidos, mono-, di, o trisustituidos, en donde los substituyentes son seleccionados de manera independiente desde el conjunto que consiste en halogeno, alquilo C1-4 y fenilo; o un grupo seleccionado de entre 1-carbamoil-2-fenil-etilo, 1-metoximetil-2-fenil-etilo, 2-morfolin-2-fenil-etilo, 2- fenil-vinilo, 2,2-dicloro-1-metil-ciclopropilo; R3 representa hidrogeno, alquilo C1-3 o 2-metoxi-etilo; o R2 y R3 forman, en conjunto con el nitrogeno que los porta, un anillo de 5 a 7 miembros, anillo que está substituido con amino-C1-4-alquilo; R4 representa hidrogeno o metilo; R5 representa hidrogeno, alquilo C1-3 o tert-butoxicarbonilo; R6 representa hidrogeno o alquilo C1-3; R7 y R8 representan de manera independiente entre sí hidrogeno o metilo; o R7 y R8 forman, en conjunto con el nitrogeno que los porta, un anillo pirrolidina o piperidina; y R9 representa hidrogeno o tert-butoxicarbonilo; o una sal de un tal compuesto. Reivindicacion 13: Una composicion farmacéutica que contiene, como principio activo, un compuesto de formula (1) de acuerdo con la reivindicacion 1 o una sal farmacéuticamente aceptable del mismo, y al menos un excipiente terapéuticamente inerte. Reivindicacion 14: El uso de un compuesto de formula (1) de acuerdo con la reivindicacion 1, o de una sal farmacéuticamente aceptable del mismo para la produccion de un medicamento para la prevencion o el tratamiento de una enfermedad seleccionada de entre enfermedades inflamatorias, enfermedades obstructivas de las vías respiratorias, condiciones alérgicas, infecciones retrovirales mediadas por VIH, trastornos cardiovasculares, neuro-inflamacion, trastornos neurologicos, dolor, enfermedades mediadas por prion y trastornos mediados por amiloide; y para ser empleado en la modulacion de las respuestas inmunes.
ARP100101709A 2009-05-18 2010-05-17 Derivados spiro [2.4]heptano puenteados, composiciones farmaceuticas y uso de los mismos AR078508A1 (es)

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RU2011151277A (ru) 2013-06-27
JP5510945B2 (ja) 2014-06-04
HRP20130972T1 (hr) 2013-11-22
ES2431298T3 (es) 2013-11-25
AU2010250789A1 (en) 2012-01-19
CA2760885C (en) 2017-03-28
EP2432760A1 (en) 2012-03-28
RU2540274C2 (ru) 2015-02-10
PT2432760E (pt) 2013-10-21
SG176137A1 (en) 2011-12-29
KR20120041695A (ko) 2012-05-02
EP2432760B1 (en) 2013-07-17
JP2012527445A (ja) 2012-11-08
BRPI1013083A2 (pt) 2016-04-05
TW201100080A (en) 2011-01-01
IL216386A0 (en) 2012-01-31
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KR101724765B1 (ko) 2017-04-07
CA2760885A1 (en) 2010-11-25

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