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 mismosInfo
- 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
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- 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.
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US19018300P | 2000-03-17 | 2000-03-17 | |
US23546700P | 2000-09-26 | 2000-09-26 | |
US25206200P | 2000-11-20 | 2000-11-20 |
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ARP010101253A AR035174A1 (es) | 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 |
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AUPP982399A0 (en) | 1999-04-19 | 1999-05-13 | Fujisawa Pharmaceutical Co., Ltd. | Mmp inhibitor |
-
2001
- 2001-03-15 AU AU2001250850A patent/AU2001250850A1/en not_active Abandoned
- 2001-03-15 CA CA002400168A patent/CA2400168A1/en not_active Abandoned
- 2001-03-15 BR BR0109469-6A patent/BR0109469A/pt active Pending
- 2001-03-15 WO PCT/US2001/008336 patent/WO2001070734A2/en active IP Right Grant
- 2001-03-15 AT AT01924171T patent/ATE260272T1/de not_active IP Right Cessation
- 2001-03-15 EP EP01924171A patent/EP1263756B1/en not_active Expired - Lifetime
- 2001-03-15 DE DE60102137T patent/DE60102137T2/de not_active Expired - Lifetime
- 2001-03-15 NZ NZ521245A patent/NZ521245A/en unknown
- 2001-03-15 ES ES01924171T patent/ES2215893T3/es not_active Expired - Lifetime
- 2001-03-15 JP JP2001568935A patent/JP2003528097A/ja active Pending
- 2001-03-15 IL IL15101801A patent/IL151018A0/xx unknown
- 2001-03-15 CN CN01806737A patent/CN1420881A/zh active Pending
- 2001-03-16 AR ARP010101253A patent/AR035174A1/es unknown
- 2001-03-16 US US09/811,116 patent/US6495565B2/en not_active Expired - Lifetime
-
2003
- 2003-02-26 HK HK03101437.6A patent/HK1049334B/zh not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
DE60102137T2 (de) | 2004-10-21 |
EP1263756A2 (en) | 2002-12-11 |
IL151018A0 (en) | 2003-02-12 |
WO2001070734A3 (en) | 2002-03-14 |
ATE260272T1 (de) | 2004-03-15 |
CA2400168A1 (en) | 2001-09-27 |
ES2215893T3 (es) | 2004-10-16 |
BR0109469A (pt) | 2003-04-29 |
HK1049334A1 (en) | 2003-05-09 |
WO2001070734A2 (en) | 2001-09-27 |
US6495565B2 (en) | 2002-12-17 |
HK1049334B (zh) | 2004-07-16 |
DE60102137D1 (de) | 2004-04-01 |
JP2003528097A (ja) | 2003-09-24 |
AU2001250850A1 (en) | 2001-10-03 |
EP1263756B1 (en) | 2004-02-25 |
CN1420881A (zh) | 2003-05-28 |
US20020013341A1 (en) | 2002-01-31 |
NZ521245A (en) | 2004-04-30 |
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