AR037898A1 - Compuesto de benzamida, uso de un compuesto de benzamida en la fabricacion de un medicamento, proceso para su preparacion y composicion farmaceutica que lo comprende - Google Patents
Compuesto de benzamida, uso de un compuesto de benzamida en la fabricacion de un medicamento, proceso para su preparacion y composicion farmaceutica que lo comprendeInfo
- Publication number
- AR037898A1 AR037898A1 ARP020103107A ARP020103107A AR037898A1 AR 037898 A1 AR037898 A1 AR 037898A1 AR P020103107 A ARP020103107 A AR P020103107A AR P020103107 A ARP020103107 A AR P020103107A AR 037898 A1 AR037898 A1 AR 037898A1
- Authority
- AR
- Argentina
- Prior art keywords
- 6alkyl
- 4alkyl
- independently selected
- optionally substituted
- halo
- Prior art date
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/166—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol
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- C07D213/00—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
- C07D213/02—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
- 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
- C07D213/60—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 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
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- A—HUMAN NECESSITIES
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- A61P3/04—Anorexiants; Antiobesity agents
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- A61P3/06—Antihyperlipidemics
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
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- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C07D213/02—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
- 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
- C07D213/60—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 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
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- C07D213/02—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
- 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
- C07D213/60—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 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
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- C—CHEMISTRY; METALLURGY
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- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
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- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D233/48—Nitrogen atoms not forming part of a nitro radical with acyclic hydrocarbon or substituted acyclic hydrocarbon radicals, attached to said nitrogen atoms
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- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D239/42—One nitrogen atom
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- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Abstract
Uso de un compuesto de benzamida de fórmula (1) o una sal, solvato o profármaco del mismo, en la preparación de un medicamento para usar en el tratamiento o prevención de una enfermedad o estado patológico mediado por glucoquinasa (GLK): donde m es 0, 1 o 2; n es 0, 1, 2, 3 o 4; y n+m>0; cada R1 se selecciona independientemente entre OH, -(CH2)1-4OH, -CH3-aFa, -(CH2)1-4CH3aFa-OCH3-aFa, halo, C1-6alquilo, C2-6alquenilo, C2-6alquinilo, NH2, NH-C1-4alquilo, N-di(C1-4alquil), CN, formilo, fenilo o heterociclilo opcionalmente sustituido por C1-6alquilo; cada R2 es el grupo Y-X- donde cada X es un enlace seleccionado independientemente entre: -O-Z-, -O-Z-O-Z-, -C(O)O-Z, -OC(O)-Z-, -S-Z-, -SO-Z-, SO2-Z-, -N(R6)-Z-, -N(R6)SO2-Z-, -SO2N(R6)-Z-, -(CH2)1-4-, -CH=CH-Z-, -C?C-Z-, -N(R6)CO-Z-, -CON(R6)-Z-, -C(O)n(R6)S(O)2-Z-,S(O)2N(R6)C(O)-Z-, -C(O)-Z-, -Z-, -C(O)-Z-O-Z, -N(R6)-C(O)-Z-O-Z-, -O-Z-N(R6)-Z-, -O-C(O)-Z-O-Z- o un enlace directo; cada Z es independientemente un enlace directo, C2-6alquenileno o un grupo de la fórmula -(CH2)p C(R6a)Z-(CH2)q-; cada Y se selecciona independientemente entre aril-Z1-, heterociclil-Z1-, C3-7cicloalquil-Z1-, C1-6alquilo, C2-6alquenilo, C2-6alquinilo, -(CH2)1-4CH3-aFa o -CH(OH)CH3-aFa; donde cada Y es independientemente opcionalmente sustituido por hasta 3 grupos R4; cada R4 se selecciona independientemente entre halo, -CH3-aFa, CN, NH2, C1-6alquilo, -OC1-6alquilo, -COOH, -C(O)OC1-6alquilo, OH o fenilo opcionalmente sustituido por C1-6alquilo o -C(O)OC1-6alquilo, o R5-X1-, donde X1 es independientemente según se define en X más arriba y R5 se selecciona entre H, C1-6alquilo, -CH3-aFa, fenilo, naftilo, heterociclilo o C3-7cicloalquilo; y R5 es opcionalmente sustituido por uno o más sustituyentes seleccionados independientemente entre: halo, C1-6alquilo, -OC1-6alquilo, -CH3-aFa, CN, OH, NH2, COOH, o -C(O)OC1-6alquilo, cada Z1 es independientemente un enlace directo, C2-6alquenileno o un grupo de la fórmula -(CH2)pC(R6a)2-(CH2)q; R3 se selecciona entre fenilo o heterociclilo, y R3 es opcionalmente sustituido por uno o más grupos R7; R6 se selecciona independientemente entre H, C1-6alquilo o -C2-4alquil-O-C1-4alquilo; R6a se selecciona independientemente entre H, halo, C1-6alquilo o C2-4alquil-OC1-4alquilo; cada R7 es seleccionado independientemente entre: C1-6alquilo, C2-6alquenilo, C2-6alquinilo, (CH2)0-3arilo, (CH2)0-3heterociclilo, (CH2)0-3C3-7cicloalquilo, OH, C1-6alquil-OH, halo, C1-6alquil-halo, OC1-6alquilo, (CH2)0-3S(O)0-2R8, SH, SO3, tioxo, NH2, CN, (CH2)0-3NHSO2R8, (CH2)0-3COOH, (CH2)0-3-O-(CH2)0-3R8, (CH2)0-3C(O)(CH2)0-3R8, (CH2)0-3C(O)OR8, (CH2)0-3C(O)NH2, (CH2)0-3C(O)NH(CH2)0-3R8, (CH2)0-3NH(CH2)0-3R8, (CH2)0-3NHC(O)(CH2)0-3R8, (CH2)0-3C(O)NHSO2-R8 y (CH2)0-3SO2NHC(O)-R8 donde una cadena alquilo, un anillo cicloalquilo o un anillo heterociclilo dentro de R7 es opcionalmente sustituido por uno o más sustituyentes seleccionados independientemente entre C1-4alquilo, OH, halo, CN, NH2, NC1-4alquilamino, N,N-diC1-4alquilamino y OC1-4alquilo; R8 se selecciona entre H, C1-6alquilo, arilo, heterociclilo, C3-7cicloalquilo, OH, C1-6alquil-OH, COOH, C(O)OC1-6alquilo, N(R6)C1-6alquilo, OC1-6alquilo, C0-6alquilOC(O)C1-6alquilo, C(OH)(C1-6alquil)C1-6alquilo, donde una cadena alquilo o arilo, anillo heterociclilo o cicloalquilo dentro de R8 es opcionalmente sustituido por uno o más sustituyentes seleccionados independientemente entre: C1-4alquilo, OH, halo, CN, NH2, NH-C1-4alquilo, N-di-(C1-4alquil) y OC1-4alquilo; cada a es independientemente 1, 2, o 3; p es un entero entre 0 y 3; q es un entero entre 0 y 3; y p+q<4, con la salvedad de que cuando R3 es 2-piridilo y X es distinto de -Z-, -C(O)-Z-O-Z-, -N((R6)-C(O)-Z-O-Z- o -O-Z-N(R6)-Z-, entonces R3 no puede ser monosustituido en la posición 5 con un grupo R7 seleccionado entre COOH o C(O)OC1-6alquilo. También se revelan compuestos de fórmula (2) donde m es 0, 1, o 2; n es 1, 2, o 3; y n+m es 2 o 3; cada R1 se selecciona independientemente entre OH, -(CH2)1-4OH, CH3-aFa, (CH2)i-4CH3-aFa, OCH3-aFa, halo, OCH3, C2H5O, CH3C(O)O-, C1-6alquilo, C2-6alquenilo, C2-6alquinilo, -NH-C1-4alquilo, -N-di-(C1-4alquil), CN, formilo, fenilo o heterociclilo opcionalmente sustituido por C1-6alquilo; cada R2 es el grupo Y-X- con la salvedad de que Y-X- no puede ser CH3O, C2H5O o CH3C(O)O-, donde cada X es un enlace seleccionado independientemente entre: -O-Z-, -O-Z-O-Z-, C(O)O-Z, -OC(O)-Z; -S-Z-, -SO-Z, SO2-Z-, N(R6)-Z-, -N(R6)SO2-Z-, -SO2N(R6)-Z-, -CH=CH-Z, -C?C-Z-, -N(R6)CO-Z-, -CON(R6)-Z-,C(O)N(R6)S(O)Z-Z-, -S(O)2N(R6)C(O)-Z-, -C(O)-Z-, -Z-, -C(O)-Z-O-Z-, -N(R6)-C(O)-Z-O-Z-, -O-Z-N(R6)-Z-; -O-C(O)-Z-O-Z- o un enlace directo excepto cuando Z es C1-6alquilo; cada Z es independientemente un enlace directo, C2-6alquenileno o un grupo de la fórmula -(CH2)pC(R8a)2-(CH2)q; cada Y se selecciona independientemente entre aril-Z1, heterociclil-Z1, C3-7cicloalquil-Z1-, C1-6alquilo, C2-6alquenilo, C2-6alquinilo, (CH2)1-4CH3-aFa o CH(OH)CH3-aFa; donde cada Y es independientemente opcionalmente sustituido por hasta 3 grupos R4; cada R4 se selecciona independientemente entre halo, -CH3-aFa, CN, NH2, C1-4alquilo, OC1-6alquilo, COOH, C(O)OC1-6alquilo, OH o fenilo opcionalmente sustituido por C1-6alquilo o -C(O)OC1-6alquilo, o R5-X1-, donde X1 es independientemente según se define en X más arriba y R5 se selecciona entre H, C1-6alquilo, CH3-aFa, fenilo, naftilo, heterociclilo o C3-7cicloalquilo; y R5 es opcionalmente sustituido por uno o más sustituyentes seleccionados independientemente entre: halo, C1-6alquilo, -OC1-6alquilo, CH3-aFa, CN, OH, NH2, COOH, o C(O)OC1-6alquilo, cada Z1 es independientemente un enlace directo, C2-6alquenileno o un grupo de la fórmula -(CH2)p-C(R6a)2-(CH2)q, R3 es heterociclilo, donde el átomo en la posición 2 del anillo heterociclilo en relación con el grupo amida, al cual R3 está unido, es un heteroátomo y cuando el átomo en la posición 2 del anillo heterociclilo relativo al grupo amida es N, es un N hibridizado en sp2, y R3 es opcionalmente sustituido por hasta 2 grupos R7; R6 se selecciona independientemente entre H, C1-6alquilo o C2-4alquil-OC1-4alquilo; R6a se selecciona independientemente entre H, halo, C1-6alquilo o -C2-4alquil-O-C1-4alquilo; cada R7 es seleccionado independientemente entre: C1-6alquilo, C2-6alquenilo, C2-6alquinilo, (CH2)0-3arilo, (CH2)0-3heterociclilo, (CH2)0-3C3-7cicloalquilo, OH, C1-6alquil-OH, halo, C1-6alquil-halo, OC1-6alquilo, (CH2)0-3S(O)0-2R8, SH, SO3, tioxo, NH2, CN, (CH2)0-3NHSOZR8, (CH2)0-3COOH,(CH2)0-3-O-(CH2)0-3R8, (CH2)0-3C(O)(CH2)0-3R8, -(CH2)0-3C(O)OR8, (CH2)0-3C(O)NH2, (CH2)0-3C(O)NH(CH2)0-3R8, (CH2)0-3NH(CH2)0-3R8, (CH2)0-3NHC(O)(CH2)0-3R8, (CH2)0-3C(O)NHSO2-R8 y (CH2)0-3SO2NHC(O)-R8 donde una cadena alquilo, un anillo cicloalquilo o un anillo heterociclilo dentro de R7 es opcionalmente sustituido por uno o más sustituyentes seleccionados independientemente entre. C1-4alquilo, OH, halo, CN, NH2, N-C1-4alquilamino, N,N-di-C1-4alquilamino y OC1-4alquilo; R8 se selecciona entre H, C1-6alquilo, arilo, heterociclilo, C3-7cicloalquilo, OH, C1-6alquil-OH, COOH, C(O)OC1-6alquilo, N(R6)C1-6alquilo, OC1-6alquilo, C0-6alquilOC(O)C1-6alquilo, C(OH)(C1-6alquil)C1-6alquilo; donde una cadena alquilo o arilo, anillo heterociclilo o cicloalquilo dentro de R8 es opcionalmente sustituido por uno o más sustituyentes seleccionados independientemente entre: C1-4alquilo, OH, halo, CN, NH2, -NH-C1-4alquilo, -N-di-(C1-4alquil) y OC1-4alquilo; cada a es independientemente 1, 2, o 3; p es un entero entre 0 y 3; q es un entero entre 0 y 3; y p+q<4 con las siguientes salvedades (i) cuando R3 es 2-piridilo y X es distinto de -Z-,C(O)-Z-O-Z-, N((R6)-C(O)-Z-O-Z-or-O-Z-N(R6)-Z-, entonces R3 no puede ser monosustituido en la posición 5 con un grupo R7 seleccionado entre COOH o C(O)OC1-6alquilo; (ii) las posiciones 3,5 en el anillo fenilo (al cual R1 y R2 están unidos) en relación con el enlace amida están sustituidas y al menos uno de los grupos en la posición 3 y 5 es un grupo R2; (iii) una cadena C1-6alquilo insustituida no ramificada no puede exceder un C6alquilo en longitud; (iv) cuando n es 2 o 3 entonces sólo un grupo X puede ser --NHC(O)-, (v) cuando R3 es piridilo y R7 es halo o metilo entonces el anillo fenilo al cual R2 está unido no puede ser sustituido por un R2 grupo en la posición 2 en relación con el enlace amida donde X es -C(O)NH- e Y es fenilo opcionalmente sustituido, tienilo opcionalmente sustituido o piridilo opcionalmente sustituido;(vi) cuando n+m es 2, m es 0 o m es 1 y R1 es OH, n es 1 y X es -NHC(O)- o n es 2 y X se selecciona independientemente entre -C(O)NH-, NHC(O)-, -O-S(O2)NH- o un enlace directo donde un grupo X es -NHC(O)-, Y se selecciona entre fenilo, ciclohexilo, 4,5-dihidro-5-oxo-pirazolilo, tienilo, 1,3-dihidro-1,3dioxo-isoindolinilo, 2-oxo-1-benzopirano o piridilo e Y es opcionalmente sustituido por R4 entonces R3 no puede ser tiazol insustituido, 4,5-dihidro-5-oxo-pirazolilo sustituido por triclorofenilo, 4,5,6,7-tetrahidro-benzo[b]tiofeno sustituido por etoxicarbonilo o piridilo opcionalmente independientemente mono o disustituido por metilo, etoxi o propilcarbonilamino; y (vii) cuando n+m es 3, m es 0 o 2, R1 se selecciona independientemente entre metilo, metoxi o hidroxi, n es 1, 2 o 3, X se selecciona independientemente entre -O-, -S(O2)NH-, -C(O)-, -S(O2)-, -CH2- o un enlace directo, Y se selecciona entre pirrolidinilo, morfolino, fenilo, tetrazolilo o propilo donde Y es opcionalmente sustituido por R4, y R4 se selecciona entre di-hidroxi, metoxi, C1-4alquilo entonces R3 no puede ser tetrazolilo insustituido, tiazolilo insustituido o tiazolilo sustituido por etoxicarbonilmetilo. También se describen métodos para preparar compuestos de fórmula (1) y la composición farmacéutica que los comprende.
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SE0102764A SE0102764D0 (sv) | 2001-08-17 | 2001-08-17 | Compounds |
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