AR069753A1 - Compuestos de 1,2,4-triazol y composiciones, utiles en la modulacion de los niveles de acido urico sanguineo - Google Patents
Compuestos de 1,2,4-triazol y composiciones, utiles en la modulacion de los niveles de acido urico sanguineoInfo
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- AR069753A1 AR069753A1 ARP080105142A ARP080105142A AR069753A1 AR 069753 A1 AR069753 A1 AR 069753A1 AR P080105142 A ARP080105142 A AR P080105142A AR P080105142 A ARP080105142 A AR P080105142A AR 069753 A1 AR069753 A1 AR 069753A1
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- Prior art keywords
- optionally substituted
- alkyl
- substituted
- propyl
- aryl
- Prior art date
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Abstract
Un compuesto de la formula (3), o un metabolito, sal farmacéuticamente aceptable, solvato, éster, tautomero o profármaco de los mismos. Un compuesto de la formula (2), en donde el compuesto de la formula (2) es un 3-sustituido-5-bromo-4-(4-ciclopropilnaftalen-1-iI)-4H-1,2,4-triazol en donde el sustituyente en la posicion 3 es -RB, o una sal farmacéuticamente aceptable, solvato, o tautomero de los mismos. Una composicion farmacéutica que comprende: (i) un compuesto de la formula (1); o (ii) un compuesto de la formula (2); o (iii) un compuesto de la formula (3); o (iv) una combinacion de los mismos; en donde: X es CH o N; W es O, S, S(O), S(O)2, NH, N(alquilo opcionalmente sustituido), NC(O)(alquilo opcionalmente sustituido) o CH2; R1 es H, Cl, Br, I, NH2, metilo, etilo, n-propilo, i-propilo, metilo opcionalmente sustituido, etilo opcionalmente sustituido, n-propilo opcionalmente sustituido, i-propilo opcionalmente sustituido, CF3, CHF2 o CH2F; R3 y R3' se seleccionan independientemente de H y alquilo inferior, o R3 y R3' junto con el carbono al que se encuentran unidos forman un anillo de 4, 5, o 6 miembros, que contiene opcionalmente 1 o 2 heteroátomos seleccionados de N, S y O; R2 se selecciona del grupo de formulas (4); en donde la línea de puntos representa un enlace simple carbono-carbono o un enlace doble carbono-carbono; Q y Q' se seleccionan independientemente de N y CH; RP es metilo, etilo, propilo, i-propilo, ciclopropilo, ciclobutilo, ciclopentilo, ciclohexilo o ciclopropilmetilo; R8, R9 y R10 se seleccionan independientemente de H, F, Cl, Br, CH3, CF3, CFH2, CF2H, etilo, i-propilo, ciclopropilo, metoxi, OH, OCF3, NH2 y NHCH3; R11 es Cl, Br, I, CH3, CF3, metoxi, i-propilo, ciclopropilo, ter-butilo, ciclobutilo o metilo; y R12, R13, R14 y R15 son independientemente H o metilo; RB es -SCH2C(=O)R1a, -SCH2-tetrazolilo, -SCH2C(=O)NHOH, -SCH2C(=O)O-alquil-OC(=O)R3a, -SCH2C(=O)O-alquil-OC(=O)OR3a, -SCH2C(=O)O-alquil-OC(=O)NR4aR4b, o -SCH2C(O-alquilo)3; R1a es OR2a, SR3a, NR4aR4b, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glucosido, un nucleotido, un oligonucleotido, polietilenglicol, o una combinacion de los mismos, en donde R2a es alquilo C1-4 opcionalmente sustituido, alquilo C5-10 opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido, arilo opcionalmente sustituido o heteroarilo opcionalmente sustituido; o R2a es un cation farmacéuticamente aceptable; o R2a es -[C(R5a)(R5b)]mR5c; R3a es hidrogeno, alquilo C1-10 opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido, arilo opcionalmente sustituido, heteroarilo opcionalmente sustituido; o R3a es -[C(R5a)(R5b)]nR5c; R4a es hidrogeno, alquilo opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido o heterocicloalquilo opcionalmente sustituido; y R4b es hidrogeno, alquilo opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido o heterocicloalquilo opcionalmente sustituido; o R4b es -[C(R5a)(R5b)]nR5c, en donde cada R5a es independientemente hidrogeno, halogeno, ciano, nitro, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glicosido, un nucleosido, un nucleotido, oligonucleotido, polietilenglicol, -L-OH, -L-SH, -L-NH2, -L-alquilo C1-3 sustituido, -L-alquilo C4-9 opcionalmente sustituido, -L-alquenilo C2-5 opcionalmente sustituido, -L-alquinilo C2-5 opcionalmente sustituido, -L-heteroalquilo C2-5 opcionalmente sustituido, -L-cicloalquilo C3-7 opcionalmente sustituido, -L-cicloalquenilo C3-7 opcionalmente sustituido, -L-heterocicloalquilo C3-7 opcionalmente sustituido, -L-haloalquilo C1-4 opcionalmente sustituido, -L-alcoxi C1-4 opcionalmente sustituido, -L-alquilamina C1-4 opcionalmente sustituido, -L-di-alquilamina C1-4 opcionalmente sustituida, -L-arilo C5-7 opcionalmente sustituido, -L-heteroarilo C5-7 opcionalmente sustituido, o un resto del grupo de formulas (5); cada R5b es independientemente hidrogeno, halogeno, ciano, nitro, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glicosido, un nucleosido, un nucleotido, oligonucleotido, polietilenglicol, -L-OH, -L-SH, -L-NH2, -L-alquilo C1-3 sustituido, -L-alquilo C4-9 opcionalmente sustituido, -L-alquenilo C2-5 opcionalmente sustituido, -L-alquinilo C2-5 opcionalmente sustituido, -L-heteroalquilo C2-5 opcionalmente sustituido, -L-cicloalquilo C3-7 opcionalmente sustituido, -L-cicloalquenilo C3-7 opcionalmente sustituido, -L-heterocicloalquilo C3-7 opcionalmente sustituido, -L-haloalquilo C1-4 opcionalmente sustituido, -L-alcoxi C1-4 opcionalmente sustituido, -L-alquilamina C1-4 opcionalmente sustituido, -L-di-alquilamina C1-4 opcionalmente sustituida, -L-arilo C5-7 opcionalmente sustituido, -L-heteroarilo C5-7 opcionalmente sustituido, o un resto del grupo de formulas (5); cada R5c es independientemente hidrogeno, halogeno, ciano, nitro, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glicosido, un nucleosido, un nucleotido, oligonucleotido, polietilenglicol, -L-OH, -L-SH, -L-NH2, -L-alquilo C1-3 sustituido, -L-alquilo C4-9 opcionalmente sustituido, -L-alquenilo C2-5 opcionalmente sustituido, -L-alquinilo C2-5 opcionalmente sustituido, -L-heteroalquilo C2-5 opcionalmente sustituido, -L-cicloalquilo C3-7 opcionalmente sustituido, -L-cicloalquenilo C3-7 opcionalmente sustituido, -L-heterocicloalquilo C3-7 opcionalmente sustituido, -L-haloalquilo C1-4 opcionalmente sustituido, -L-alcoxi C1-4 opcionalmente sustituido, -L-alquilamina C1-4 opcionalmente sustituido, -L-di-alquilamina C1-4 opcionalmente sustituida, -L-arilo C5-7 opcionalmente sustituido, -L-heteroarilo C5-7 opcionalmente sustituido, o un resto del grupo de formulas (5); en donde L es un enlace, -C(O)-, -S(O) o -S(O)2; y1 es 0, 1, 2 o 3; Y es OH, OMe, COOH, SO3H, OSO3H, OS(O)2NH2, P(O)(OH)2, OP(O)(OH)2, OP(O)(OH)(O-alquilo C1-4) o NY2Y3Y4; en donde Y2 e Y3 son cada uno independientemente hidrogeno o metilo; o Y2 e Y3 se toman en conjunto con el nitrogeno al cual están unidas para formar un anillo de cinco o seis miembros que contiene opcionalmente un átomo de oxígeno o un segundo átomo de nitrogeno; e Y4 es un par de electrones o un átomo de oxígeno; m es 1, 2, 3 o 4; n es 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10; y en donde si R2a es -[C(R5a)(R5b)]mR5c entonces al menos uno de R5a, R5b y R5c no es hidrogeno; R4 es H, alquilo inferior, alquenilo inferior o alquinilo inferior; R5, R5', R6, R6' y R7 se seleccionan independientemente de H, F, Cl, Br, I, metilo, etilo, n-propilo, i-propilo, metilo sustituido, etilo sustituido, n-propilo sustituido, i-propilo sustituido, ciclopropilo, ciclobutilo, ciclopentilo, CF3, CHF2, CH2F, NH2, NHR', NR'R'', OR', SR', C(O)R', CO2H, una sal de CO2H, COOR', CONH2, CONHR', CONR'R'', SO3H, una sal de SO3H, S(O)2R', S(O)2NH2, S(O)2NHR', S(O)2NR'R'', arilo o un heterociclo, en donde R' es H, alquilo C1-3, alquilo C1-3 sustituido en donde dichos sustituyentes se seleccionan de CF3, OH, O-alquilo C1-3, CO-alquilo C1-3, COOH, COO-alquilo C1-3, NH2, NH-alquilo C1-3, N(alquilo C1-3)(alquilo C1-3), CONH-alquilo C1-3, arilo o un heterociclo; R'' es H, alquilo C1-3, alquilo C1-3 sustituido en donde dicho sustituyentes se seleccionan de CF3, OH, O-alquilo C1-3, CO-alquilo C1-3, COOH, COO-alquilo C1-3, NH2, NH-alquilo C1-3, N(alquilo C1-3)(alquilo C1-3), CONH-alquilo C1-3, arilo o un heterociclo; o R' y R'' conjuntamente con el átomo de nitrogeno al cual están unidos forman un anillo heterocíclico de 4, 5 o 6 miembros; o un metabolito, sal farmacéuticamente aceptable, solvato, éster, tautomero o profármaco del mismo; y (v) opcionalmente uno o más transportadores farmacéuticamente aceptables. También reivindica el método de uso.
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