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AR035174A1 - Compuesto derivado de beta-aminoacido, composicion farmaceutica que lo comprende y su uso en la fabricacion de medicamentos para tratar o prevenir trastornos inflamatorios y enfermedades mediadas por mmp, tnf y agrecansa y combinaciones de los mismos - Google Patents

Compuesto derivado de beta-aminoacido, composicion farmaceutica que lo comprende y su uso en la fabricacion de medicamentos para tratar o prevenir trastornos inflamatorios y enfermedades mediadas por mmp, tnf y agrecansa y combinaciones de los mismos

Info

Publication number
AR035174A1
AR035174A1 ARP010101253A ARP010101253A AR035174A1 AR 035174 A1 AR035174 A1 AR 035174A1 AR P010101253 A ARP010101253 A AR P010101253A AR P010101253 A ARP010101253 A AR P010101253A AR 035174 A1 AR035174 A1 AR 035174A1
Authority
AR
Argentina
Prior art keywords
crara1
substituted
alkyl
nrara1
case
Prior art date
Application number
ARP010101253A
Other languages
English (en)
Inventor
Jingwu Duan
Carl Decicco
Thomas Maduskuie Jr
Matthew Voss
Original Assignee
Du Pont Pharm Co
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 Du Pont Pharm Co filed Critical Du Pont Pharm Co
Publication of AR035174A1 publication Critical patent/AR035174A1/es

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    • 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
    • C07D401/06—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 linked by a carbon chain containing only aliphatic carbon atoms
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Abstract

Compuesto derivado de b-aminoácido de la fórmula (1), o un estereoisómero o una forma de sal aceptable para uso farmacéutico del mismo, donde: A se selecciona entre -COR5, -CO2H, -CO2R6, -C(O)NHOH, -C(O)NHOR5, -C(O)NHOR6, -NHRa, -N(OH)COR5, -C(OH)CHO, -SH, -CH2SH, -S(O)(=NH)Ra, -S(=NH)2Ra, -SC(O)Ra, -PO(OH)2, y -PO(OH)NHRa; X está ausente o se selecciona entre alquileno C1-3, alquenileno C2-3, y alquinileno C2-3; Z está ausente o se selecciona entre un carbociclo C3-13 sustituido con 0-5 Rb y un heterociclo de 5 a 14 miembros que comprende átomos de carbono y 1-4 heteroátomos seleccionados del grupo forma por N, O y S(O)p y está sustituido con 0-5 Rb, Ua está ausente o se selecciona entre: O, NRa1, C(O), C(O)O, OC(O), C(O)NRa1, NRa1C(O), OC(O)O, OC(O)NRa1, NRa1C(O)O, NRa1C(O)NRa1, S(O)p, S(O)pNRa1, NRa1S(O)p, y NRa1SO2NRa1; Xa está ausente o se selecciona entre alquileno C1-10, alquenileno C2-10, y alquinileno C2-10; Ya está ausente o se selecciona entre O, NRa1, S(O)p, y C(O); Za se selecciona entre H, un carbociclo C3-13 sustituido con 0-5 Rc y un heterociclo de 5 a 14 miembros que comprende átomos de carbono y 1-4 heteroátomos seleccionados del grupo formado por N, O, y S(O)p y está sustituido con 0-5 Rc; con la condición de que Z, Ua, Ya y Za no se combinen para formar un grupo N-N, N-O, O-N, O-O, S(O)p-O, O-S(O)p o S(O)p-S(O)p; R1 se selecciona entre H, alquilo C1-4, fenilo y bencilo; R2 se selecciona entre Q, alquilen-Q C1-6, alquenilen-Q C2-6, alquinilen-Q C2-6, (CRaRa1)r1O(CRaRa1)r-Q, (CRaRa1)r1NRa(CRaRa1)r-Q, (CRaRa1)r1C(O)(CRaRa1)r-Q, (CRaRa1)r1C(O)O(CRaRa1)r-Q, (CRaRa1)r1OC(O)(CRaRa1)r-Q, (CRaRa1)r1C(O)NRaRa1, (CRaRa1)r1C(O)NRa(CRaRa1)r-Q, (CRaRa1)r1NRaC(O) (CRaRa1)r-Q, (CRaRa1)r1OC(O)O(CRaRa1)r-Q, (CRaRa1)r1OC(O)NRa(CRaRa1)r-Q, (CRaRa1)r1NRaC(O)O(CRaRa1)r-Q, (CRaRa1)r1NRaC(O)NRa(CRaRa1)r-Q, (CRaRa1)r1S(O)p(CRaRa1)r-Q, (CRaRa1)r1SO2NRa(CRaRa1)r-Q, (CRaRa1)r1NRaSO2(CRaRa1)r-Q, y (CRaRa1)r1NRaSO2NRa(CRaRa1)r-Q; Q se selecciona entre H, un carbociclo C3-13 sustituido con 0-5 Rd y un heterociclo de 5 a 14 miembros que comprende átomos de carbono y 1-4 heteroátomos seleccionados del grupo formado por N, O y S(O)p y está sustituido con 0-5 Rd; R3 se selecciona entre Q1, alquilen-Q1 C1-6, alquenilen-Q1 C2-6, alquinilen-Q1 C2-6, (CRaRa1)r1O(CH2)r-Q1, (CRaRa1)r1NRa(CRaRa1)r-Q1, (CRaRa1)r1NRaC(O) (CRaRa1)r-Q1, (CRaRa1)r1C(O)NRa(CRaRa1)r-Q1, (CRaRa1)r1C(O) (CRaRa1)r-Q1, (CRaRa1)r1C(O)O(CRaRa1)r-Q1, (CRaRa1)2r1S(O)p(CRaRa1)r-Q1, y (CRaRa1)r1SO2NRa(CRaRa1)r-Q1; Q1 se selecciona entre H, un carbociclo C3-13 sustituido con 0-5 Rd y un heterociclo de 5 a 14 miembros que comprende átomos de carbono y 1-4 heteroátomos seleccionados del grupo formado por N, O y S(O)p y está sustituido con 0-5 Rd; R4 se selecciona entre H, alquilo C1-6 sustituido con 0-1 Rb; alquenilo C2-6 sustituido con 0-1 Rb, y alquinilo C2-6 sustituido con 0-1 Rb; R4a se selecciona entre H, alquilo C1-6 sustituido con 0-1 Rb, alquenilo C2-6 sustituido con 0-1 Rb y alquinilo C2-6 sustituido con 0-1 Rb; como alternativa, R1 y R2 junto con los átomos de carbono y nitrógeno a los cuales están unidos se combinan para formar un anillo heterocíclico de 3 a 10 miembros que comprende átomos de carbono y, además del átomo de nitrógeno al cual R1 está unido, 0 a 2 heteroátomos del anillo seleccionados entre O, N, NRc y S(O)p y sustituido con 0-3 Rc; como alternativa, R1 y R3 junto con los átomos de carbono y nitrógeno a los cuales están unidos se combinan para formar un anillo heterocíclico de 4 a 6 miembros que comprende átomos de carbono y, además del átomo de nitrógeno al cual R1 está unido, 0 a 1 heteroátomos del anillo seleccionados entre O, N, NRc, y S(O)p y sustituidos con 0-1 Rc; como alternativa, R3 y R4a junto con el átomo de carbono al cual están unidos se combinan para formar un anillo carbocíclico o heterocíclico de 3 a 10 miembros que comprende átomos de carbono y 0 a 2 heteroátomos del anillo seleccionados entre O, N, NRc, y S(O)p y sustituidos con 0-3 Rc; con la condición de que 0 a 2 entre R1 y R2, R1 y R3 y R3 y R4a se combinen para forman un anillo; Ra, en cada caso, se selecciona independientemente entre H y alquilo C1-6; Ra1, en cada caso, se selecciona independientemente entre H, alquilo C1-6 sustituido con 0-1 Rc1, alquenilo C2-6 sustituido con 0-1 Rc1, alquinilo C2-6 sustituido con 0-1 Rc1, y anillo carbocíclico o heterocíclico -(CH2)r- de 3 a 8 miembros que comprende átomos de carbono y 0 a 2 heteroátomos del anillo seleccionados entre N, NRc1, O y S(O)p y sustituidos con 0-3 Rc1; como alternativa, Ra y Ra1 cuando están unidos a un átomo de nitrógeno se toman junto con el átomo de nitrógeno al cual están unidos para formar un heterociclo de 5 a 6 miembros que comprende átomos de carbono y entre 0 y 1 heteroátomos adicionales seleccionados entre N, NRa2, O, y S(O)p; Ra2, en cada caso, se selecciona independientemente entre alquilo C1-4, fenilo, y bencilo; Ra3, en cada caso, se selecciona independientemente entre H, alquilo C1-6 sustituido con 0-1 Rc1, alquenilo C2-6 sustituido con 0-1 Rc1, alquinilo C2-6 sustituido con 0-1 Rc1, y anillo carbocíclico o heterocíclico -(CH2)r- de 3 a 8 miembros que comprende átomos de carbono y 0 a 2 heteroátomos del anillo seleccionados entre N, NRc1, O, y S(O)p y sustituido con 0-3 Rc1; Rb, en cada caso, se selecciona independientemente entre alquilo C1-6 sustituido con 0-1 Rc1, ORa, Cl, F, Br, I, =O, -CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, C(S)NRaRa1, NRaC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra3, NRaS(O)2NRaRa1, OS(O)2NRaRa1, NRaS(O)2Ra3, S(O)pRa3, CF3, y CF2CF3; Rc, en cada caso, se selecciona independientemente entre H, alquilo C1-6 sustituido con 0-2 Rc1, alquenilo C2-6 sustituido con 0-2 Rc1, alquinilo C2-6 sustituido con 0-2 Rc1; ORa, Cl, F, Br, I, =O, -CN, NO2, (CRaRa1)r1NRaRa1, CF3, CF2CF3, (CRaRa1)r1C(=NCN)NRaRa1, (CRaRa1)r1C(=NRa)NRaRa1, (CRaRa1)r1C(=NORa)NRaRa1, (CRaRa1)r1C(O)NRaOH, (CRaRa1)r1C(O)Ra1, (CRaRa1)r1C(O)ORa1, (CRaRa1)r1C(S)ORa1, (CRaRa1)r1C(O)NRaRa1, (CRaRa1)r1NRaC(O)Ra1, (CRaRa1)r1C(S)NRaRa1, (CRaRa1)r1OC(O)NRaRa1, (CRaRa1)r1NRaC(O)ORa1, (CRaRa1)r1NRaC(O)NRaRa1, (CRaRa1)r1S(O)pRa3, (CRaRa1)r1SO2NRaRa1, (CRaRa1)r1NRaSO2Ra3, y (CRaRa1)r1NRaSO2NRaRa1, un carbociclo C3-10 sustituido con 0-2 Rc1, (CRaRa1)r1-C3-10 carbociclo sustituido con 0-2-Rc1, un heterociclo de 5 a 14 miembros que comprende átomos de carbono y 1-4 heteroátomos seleccionados del grupo formado por N, O y S(O)p y sustituido con 0-2 Rc1, y (CRaRa1)r1- heterociclo de 5-14 miembros que comprende átomos de carbono y 1-4 heteroátomos seleccionados del grupo formado por N, O y S(O)p y sustituido con 0-2 Rc1; Rc1, en cada caso, se selecciona independientemente entre H, alquilo C1-4, ORa, Cl, F, Br, I, =O, CF3, -CN, NO2, C(O)ORa, y C(O)NRaRa1; Rd, en cada caso, se selecciona independientemente entre alquilo C1-6, ORa, Cl, F, Br, I, =O, -CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, C(S)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)O, S(O)2NRaRa1, NRaS(O)2Ra3, NRaS(O)2NRaRa1, OS(O)2NRaRa1, NRaS(O)2Ra3, S(O)pRa3, CF3, CF2CF3, un carbociclo C3-10 y un heterociclo de 5 a 14 miembros que comprende átomos de carbono y 1-4 heteroátomos seleccionados del grupo formado por N, O, y S(O)p; R5, en cada caso, se selecciona entre alquilo C1-10 sustituido con 0-2 Rb, y alquilo C1-8 sustituido con 0-2 Re; R8, en cada caso, se selecciona entre fenilo sustituido con 0-2 Rb y bifenilo sustituido con 0-2 Rb; R6, en cada caso, se selecciona entre fenilo, naftilo, C1-10 alquil-fenil-C1-6 alquil-, cicloalquilo C3-11, C1-6 alquilcarboniloxi--C1-3 alquil-, C1-6 alcoxicarboniloxi-C1-3 alquil-, alcoxicarbonilo C2-10, C3-6 cicloalquilcarboniloxi-C1-3 alquil-, C3-6 cicloalcoxicarboniloxi-C1-3 alquil-, C3-6 cicloalcoxicarbonilo, fenoxicarbonilo, feniloxicarboniloxi-C1-3 alquil-, fenilcarboniloxi-C1-3 alquil-, C1-6 alcoxi-C1-6 alquilcarboniloxi-C1-3 alquil-, [5-(C1-5 alquil)-1,3-dioxa-ciclopenten-2-ona-il]metilo, [5-(Ra)-1,3-dioxa-ciclopenten-2-ona-il]metilo, (5-aril-1,3-dioxa-ciclopenten-2-ona-il)metilo, -C1-10 alquil-NR7R7a, -CH(R8)OC(=O)R9, y CH(R8)OC(=O)OR9; R7 se selecciona entre H y alquilo C1-10, alquenilo C2-6, C3-6 cicloalquil-C1-3 alquil-, y fenil-C1-6 alquil-; R7a se selecciona entre H y alquilo C1-10, alquenilo C2-6, C3-6 cicloalquil-C1-3 alquil-, y fenil-C1-6 alquil-; R8 se selecciona entre H y alquilo C1-4 lineal; R9 se selecciona entre H, alquilo C1-8 sustituido con 1-2 Rf, cicloalquilo C3-8 sustituido con 1-2 Rf, y fenilo sustituido con 0-2 Rb; Rf, en cada caso, se selecciona entre alquilo C1-4, cicloalquilo C3-8, alcoxi C1-5, y fenilo sustituido con 0-2 Rb; p, en cada caso, se selecciona entre 0, 1 y 2; r, en cada caso, se selecciona entre 0, 1, 2, 3 y 4; y, r1, en cada caso, se selecciona entre 0, 1, 2, 3, y 4; con la condición de que cuando ninguno de los pares R1 y R2, R1 y R3 y R3 y R4a se combina para formar un anillo: (a) X-Z-Ua-Xa-Ya-Za forma grupos distintos de los representados por Z-O-Za, Z-S-Za y Z-C(O)-Za, y (b) Ua-Xa-Ya-Za forma grupos distintos de un grupo alcoxi. La composición farmacéutica que comprende estos compuestos así como su uso en la fabricación de medicamentos útiles para tratar o prevenir trastornos inflamatorios o enfermedades mediadas por MMP, TNF y/o agrecanasa, también se describen.
ARP010101253A 2000-03-17 2001-03-16 Compuesto derivado de beta-aminoacido, composicion farmaceutica que lo comprende y su uso en la fabricacion de medicamentos para tratar o prevenir trastornos inflamatorios y enfermedades mediadas por mmp, tnf y agrecansa y combinaciones de los mismos AR035174A1 (es)

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EP1263756A2 (en) 2002-12-11
ATE260272T1 (de) 2004-03-15
ES2215893T3 (es) 2004-10-16
WO2001070734A2 (en) 2001-09-27
BR0109469A (pt) 2003-04-29

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