AR048306A1 - Derivados de acidos carboxilicos aromaticos con capacidad moduladora de los niveles de insulina, composiciones farmaceuticas que los contienen y su uso en el tratamiento de trastornos metabolicos que responden a la regulacion de gpr40 - Google Patents

Derivados de acidos carboxilicos aromaticos con capacidad moduladora de los niveles de insulina, composiciones farmaceuticas que los contienen y su uso en el tratamiento de trastornos metabolicos que responden a la regulacion de gpr40

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Publication number
AR048306A1
AR048306A1 ARP050100748A ARP050100748A AR048306A1 AR 048306 A1 AR048306 A1 AR 048306A1 AR P050100748 A ARP050100748 A AR P050100748A AR P050100748 A ARP050100748 A AR P050100748A AR 048306 A1 AR048306 A1 AR 048306A1
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Argentina
Prior art keywords
acid
phenyl
alkylene
alkyl
hydrogen
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ARP050100748A
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English (en)
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Amgen Inc
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/24Radicals substituted by oxygen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/14Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P35/00Antineoplastic agents
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00Drugs for disorders of the endocrine system
    • A61P5/48Drugs for disorders of the endocrine system of the pancreatic hormones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00Drugs for disorders of the endocrine system
    • A61P5/48Drugs for disorders of the endocrine system of the pancreatic hormones
    • A61P5/50Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/10Antioedematous agents; Diuretics
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40Unsaturated compounds
    • C07C59/58Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/30Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Abstract

Composiciones farmacéuticas que los contienen y uso de éstos compuestos, por ejemplo, para el tratamiento de la diabetes de tipo II. Reivindicacion 1: Un compuesto caracterizado porque tiene la formula: Q-L1-P-L2-M-X-L3-A, o una de sus sales, solvatos o profármacos farmacéuticamente aceptables, en donde: Q es hidrogeno, arilo, heteroarilo, alquilo C1-6 o heteroalquilo C2-6; L1 es un enlace, alquileno C1-4, heteroalquileno C2-4, O, S(O)m, N(R1), C(O)-heterocicloalquilenoC5-7, alquilenC1-4- SO2N(R2), alquilenC1-4-N(R2)SO2 o C(O)N(R2); P es un anillo aromático, un anillo heteroaromático, heterocicloalquileno C3-8 cicloalquileno C3-8; L2 es un enlace, alquileno C1-6, heteroalquileno C2-6, oximetileno, O, S(O)m, N(R1), C(O)N(R2), SO2N(R2), alquilenC1-4-C(O)N(R2), alquilenC1-4-N(R2)C(O), alquilenC2-4-C(O)N(R2), alquilenC2-4-N(R2)C(O), alquilenC1-4-SO2N(R2), alquilenC1-4-N(R2)SO2, alquilenC2-4-SO2N(R2) o alquilenC2-4-N(R2)SO2; M es un anillo aromático, un anillo heteroaromático, cicloalquileno C5-8, arilalquileno C1-4 o heteroarilalquileno C1-4; X es CR3R4, N(R5), O o S(O)n; L3 es enlace, alquileno C1-3 o heteroalquileno C2-5, con la condicion de que L3 no sea un enlace cuando L2 es un enlace; A es -CO2H, tetrazol-5-ilo, -SO3H, -PO3H2, -SO2NH2, -C(O)NHSO2CH3, -CHO, -C(O)R6, -C(O)NHR6, -C(O)NHOR7, tiazolidindion-ilo, hidroxifenilo o piridilo; R1 es alquilo C1-6, arilalquilo C1-3 o heteroalquilo C2-6; R2 es hidrogeno, alquilo C1-6 o heteroalquilo C1-6; R3 es ciano, arilo, heteroarilo, alquilo C1-8, alquilo C2-8, alquenilo C2-8, alquenilo C3-8, alquinilo C2-8, alquinilo C3-8, -NR8R9, -C(O)NR10R11, -NR12C(O)R13 o -NR12S(O)pR13; R4 es hidrogeno, ciano, arilo, hetearilo, alquilo C1-8, alquenilo C2-8 o alquinilo C2-8; opcionalmente, R3 y R4 se combinan para formar un anillo de 3, 4, 5, 6 o 7 miembros que contiene de cero a tres heteroátomos seleccionados de N, O y S; R5 es hidrogeno, arilo, heteroarilo, alquilo C1-8, alquenilo C2-8, alquinilo C2-8 o cicloalquilo C3-8; R6 es heteroarilo; R7 es hidrogeno o alquilo C1-5; R8 y R9 son independientemente hidrogeno, alquilo C1-5, oxialquilo C1-5; o carboxialquilo C1-5; opcionalmente, R8 y R9 se combinan para formar un anillo de 4, 5, 6 o 7 miembros que contiene el átomo de nitrogeno al que están unidos y de 0 a 2 heteroátomos adicionales seleccionados de N, O y S; R10, R11, y R12 se seleccionan independientemente de hidrogeno, arilo, heteroarilo, alquilo C1-8, heteroalquilo C2-8, cicloalquilo C3-8 y heterocicloalquilo C3-8; opcionalmente, R10 y R11 se combinan para formar un anillo de 4, 5, 6 o 7 miembros que contiene el átomo de nitrogeno al cual están unidos y de 0 a 2 heteroátomos adicionales seleccionados de N, O y S; R13 es arilo, heteroarilo, alquilo C1-8, heteroalquilo C2-8, cicloalquilo C3-8 o heterocicloalquilo C3-8; los subíndices m y n son independientemente 0, 1 o 2; y el subíndice p es 1 o 2; y en donde el compuesto es distinto de ácido 3-(4-(4- metoxibenciloxi)fenil)pent-4-inoico; ácido beta-etenil-4-fenilmetoxi-bencenpropanoico; ácido 4-(2-quinolinilmetoxi)-beta-[4-(2-quinolinilmetoxi)fenil]-bencenpropanoico; N-[4-(benzoilamino)fenil]-N-fenil-glicina; 3-(4-(isopentiloxi)benzamido)-3- fenilpropanoato; 3-(4-isobutoxibenzamido)-3-fenilpropanoato; ácido (R)-2-((1R,4R)-4-isopropilciclohexancarboxamido)-3-fenilpropanoico; ácido (R)-3-(4-(benciloxi)fenil)-2-(ter-butoxicarbonil)propanoico; ácido 3-(4-clorofenil)-3-(furan-2- carboxamido)propanoico; ácido 3-(3,4-dimetoxifenil)-3-(furan-2-carboxamido)propanoico; ácido 3-(4-clorobenzamido)-3-(4-(dimetilamino)-fenil)propanoico; ácido 3-(2-(2-(3,4-dimetilfenoxi)etiltio)-1H-benzo[d]imidazol-1-il)propanoico; ácido {2-bromo-4- [(3,4-dicloro-fenil)hidrazonometil]-6-etoxi-fenoxi}-acético; ácido 2-(4-(2-(2-(4-clorofenil)furan-5-carboxamido)etil)fenoxi)-2-metilpropanoico; ácido 5-(3-(3,4-dimetoxifenil)-5-(2-fluorofenil)-4,5-dihidropirazol-1-il)-5-oxopentanoico; ácido 2-(2-(3- (3,4-dihidro-2H-benzo[d][1,4]dioxepin-7-il)-2-metil-4-oxo-4H-cromen-7-iloxi)acetamido)acético; ácido-3-(4'-bromo-bifenil-4-il)-4-fenil-butírico; ácido 3-(4'-bromo-bifenil-4-il)-3-fenilsulfanil-propionico; ácido 3-(5-(2-cloro-6-fluoro-4- (trifluorometil)-fenoxi)-2,4-dinitrofenil)propanoico; ácido 3-(3-(2-cloro-4-(trifluorometil)fenoxi)fenil)propanoico; ácido 3-(4-(4-metoxibenciloxi)fenil)pent-4-inoico; ácido 3-(4-(4-metoxibenciloxi)fenil)-5-(trimetilsilil)pent-4-inoico; ácido beta,beta-dimetil-4-[[[4-metil-2-[4-(trifluorometil)fenil]-5-tiazolil]metil]tio]-bencenpropanoico; ácido beta-amino-4-[(4-bromo-2,5-dihidro-2-metil-5-oxo-1-fenil-1H-pirazol-3-il)metoxi]-3-metoxi-bencepropanoico; o una de sus sales.
ARP050100748A 2004-02-27 2005-02-28 Derivados de acidos carboxilicos aromaticos con capacidad moduladora de los niveles de insulina, composiciones farmaceuticas que los contienen y su uso en el tratamiento de trastornos metabolicos que responden a la regulacion de gpr40 AR048306A1 (es)

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US54874104P 2004-02-27 2004-02-27
US60157904P 2004-08-12 2004-08-12

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US (2) US7816367B2 (es)
EP (1) EP1737809B1 (es)
JP (1) JP5299810B2 (es)
KR (1) KR20070004769A (es)
CN (1) CN1946666A (es)
AR (1) AR048306A1 (es)
AU (1) AU2005220728B2 (es)
BR (1) BRPI0508098A (es)
CA (1) CA2558585C (es)
CR (1) CR8642A (es)
EA (1) EA011010B1 (es)
EC (1) ECSP066887A (es)
ES (1) ES2433466T3 (es)
IL (1) IL177717A0 (es)
IS (1) IS8542A (es)
MA (1) MA28466B1 (es)
NO (1) NO20064362L (es)
TW (1) TW200539854A (es)
WO (1) WO2005086661A2 (es)

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