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AR069919A1 - Derivados bis-(sulfonilamino) util para tratamiento del dolor - Google Patents

Derivados bis-(sulfonilamino) util para tratamiento del dolor

Info

Publication number
AR069919A1
AR069919A1 ARP080105595A ARP080105595A AR069919A1 AR 069919 A1 AR069919 A1 AR 069919A1 AR P080105595 A ARP080105595 A AR P080105595A AR P080105595 A ARP080105595 A AR P080105595A AR 069919 A1 AR069919 A1 AR 069919A1
Authority
AR
Argentina
Prior art keywords
phenyl
sulfamoylphenyl
benzenesulfonamide
sulfonamide
pyrimidine
Prior art date
Application number
ARP080105595A
Other languages
English (en)
Original Assignee
Astrazeneca Ab
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40789387&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR069919(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of AR069919A1 publication Critical patent/AR069919A1/es

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    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
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    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A—HUMAN NECESSITIES
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    • A—HUMAN NECESSITIES
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    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
    • C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
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    • C07C323/64—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton
    • C07C323/67—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton containing sulfur atoms of sulfonamide groups, bound to the carbon skeleton
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    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
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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
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    • 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
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  • Furan Compounds (AREA)

Abstract

Procesos para su preparacion, composiciones farmacéuticas que los contienen y su uso en terapia. Los compuestos son inhibidores de la prostaglandina E sintasa-1 microsomal. Reivindicacion 1: Un compuesto de formula (1) o una sal farmacéuticamente aceptable del mismo donde: A es seleccionado de fenil o un heteroaril de 5 o 6 miembros o una mitad heterociclenil de 5 o 6 miembros; dicho fenil o heteroaril de 5 o 6 miembros o mitad heterociclenil de 5 o 6 miembros en el grupo A estando opcionalmente fusionado a un fenil, un anillo heteroaril de 5 o 6 miembros, C5-6carbociclil o C5-6heterociclil; cada R1 es independientemente seleccionado de halogeno, nitro, SF5, CN, NR5R6, OH, CHO, C02C1-4alquil, CONR5R6, C1-4alquil, C2-4alquenil, C2-4alquinil, C2-4alcoxi, G3, OG3 o OCHG3; dicho C1-4alquil, C2-4alquenil, C2-4alquinil o C1-4alcoxi estando opcionalmente sustituido por uno o más sustituyentes seleccionados de OH, NR5R6, C1-4alquil o F; m representa un numero entero 0, 1, 2, 3 o 4; cada R3 es independientemente seleccionado de hidrogeno, CN y C1-4alquil; dicho C1-4alquil estando opcionalmente sustituido con OH, CN, C1-4alcoxi, NR7R8, o uno o más átomos de F; L1 representa un enlace directo, C1-4alquileno, C2-4alquenileno o C2-4aIquinileno;L2 representa un enlace directo, -O-, -OCH2-, C1-2aIquileno, -C:::C- o -NHCONH-; G1 representa fenil, heteroaril de 5 o 6 miembros, C3-10carbociclil o C5-8heterociclil; G2 representa H, C1-6aIquil, feniI, heteroaril de 5 o 6 miembros, C3-10carbociclil o C5-8heterociclil; dicho C1-6alquil estando opcionalmente sustituido además por uno o más grupos seleccionados de OH, C1-6alcoxi y halogeno; las mitades fenil, heteroaril, carbociclil o heterociclil en G1 y G2 estando opcionalmente fusionadas a uno o más anillos adicionales independientemente seleccionados de fenil, un anillo heteroaril de 5 o 6 miembros, C5-6carbociclil o C5-6heterociclil; cualquiera de las mitades fenil, heteroaril, carbociclil o heterociclil en G1 y G2 estando opcionalmente sustituida por uno o más sustituyentes independientemente seleccionados de halogeno, OH, CN, NO2, CO2R9, C1-6alquil, C1-6alcoxi, C1-4tioalcoxi, SO2NR10R11, NR12R13, -NHCOC(OH)(CH3)CF3 o -CH2OCH2CF2CHF2; dicho C1-6alquil o C1-6alcoxi estando opcionalmente sustituido por OH o por uno o más átomos de F; R9 representa C1-6alquil; G3 representa fenil o heteroaril de 5 o 6 miembros; y R4, R5, R6, R7, R8, R10, R11, R12 y R13 es independientemente seleccionado de H o C1-4alquil; con la condicion de que los siguientes compuestos sean excluidos: 3-[(fenilsulfonil)amino]piridina-2-sulfonamida; 2-amino-N-(2-sulfamoilfenil)bencenosulfonamida; 4-tert-butil-N-(2-sulfamoilfenil)bencenosulfonamida; 3-amino-4-hidroxi-N-(2-sulfamoilfenil)bencenosulfonamida; 4-bromo-N-(2-sulfamoilfenil)bencenosulfonamida; 4-fluoro-N-(2-sulfamoilfenil)bencenosulfonamida; 4-metil-N-(2-sulfamoilfenil)bencenosulfonamida; 4-nitro-N-(2-sulfamoilfenil)bencenosulfonamida; 2-nitro-N-(2-sulfamoilfenil)bencenosulfonamida; 4-amino-N-(2-sulfamoilfenil)bencenosulfonamida; 2-[(fenilsulfonil)amino]-4-(trifluorometil)bencenosulfonamida; 2-{[(4-metilfenil)sulfonil]amino}-4-(trifluorometil)bencenosulfonamida; N-(2- sulfamoilfenil)quinolina-8-sulfonamida; 4-tert-butil-N-(2-(N-etilsulfamoil)fenil)-2,6-dimetilbencenosulfonamida; 2,5-dibromo-N-(2-(N-etilsulfamoil)fenil)bencenosulfonamida; metil 4-(5-fluoro-3-metilbenzo[b]tiofeno-2-sulfonamido)-3-sulfamoilbenzoato; 2,3,4,5,6-pentafluoro-N-(2-sulfamoilfenil)bencenosulfonamida; N-(2-(N,N-dimetilsulfamoil)fenil)-5,7-dimetil-[1,2,4]triazolo[1,5-a]pirimidina-2-sulfonamida; N-(2-(N-tert-butilsulfamoil)fenil)-5,7-dimetil-[1,2,4jtriazolo[1,5-a]pirimidina-2-sulfonamida; N-(2-(N-metoxi-N-metilsulfamoil)fenil)-5,7-dimetil-[1,2,4]triazolo[1,5-a]pirimidina-2-sulfonamida; 5,7-dimetil-N-(2-sulfamoilfenil)-[1,2,4]triazolo[1,5-c]pirimidina-2-sulfonamida; 6-metiI-N-(2-sulfamoilfenil)tiazolo[3,2-b][1,2,4]triazol-2-sulfonamida; 6-cloro-N-(2-(N,N-dimetilsulfamoil)fenil)-(1,2,4]triazolo[1,5-a]pirimidina-2- sulfonamida; 6-cloro-N-(2-(N-etil-N-metilsulfamoil)fenil)-[ 1,2,4]triazolo[1,5-a]pirimidina-2- sulfonamida; N-(2-(N,N-dimetilsulfamoil)fenil)-5-metil-7,8-dihidro-6H-ciclopenta[e][1,2,4]triazolo[1,5-a]pirimidina-2-sulfonamida; N-(2-(N,N-dimetilsulfamoil)-5-(trifluorometil)fenil)-5,7-dimetil-[1,2,4]triazolo(1,5-a]pirimidina-2-sulfonamida; N-(2-(N-etil-N-metilsulfamoil)fenil)-5,7-dimetil-[1,2,4]triazolo[1,5-a]pirimidina-2-sulfonamida; y N-(2-(N,N-dimetilsulfamoil)fenil)-5,7-dimetil-[1,2,4]triazoIo[1,5-a]pirimidina-2-sulfonamida.
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