AR054726A1 - 2- fenil- indoles como antagonistas del receptor de la prostaglandina d2 - Google Patents

2- fenil- indoles como antagonistas del receptor de la prostaglandina d2

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Publication number
AR054726A1
AR054726A1 ARP060100278A ARP060100278A AR054726A1 AR 054726 A1 AR054726 A1 AR 054726A1 AR P060100278 A ARP060100278 A AR P060100278A AR P060100278 A ARP060100278 A AR P060100278A AR 054726 A1 AR054726 A1 AR 054726A1
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AR
Argentina
Prior art keywords
alkynyl
alkenyl
alkyl
optionally substituted
substituent groups
Prior art date
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ARP060100278A
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English (en)
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Aventis Pharma Inc
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Application filed by Aventis Pharma Inc filed Critical Aventis Pharma Inc
Publication of AR054726A1 publication Critical patent/AR054726A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • 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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404—Indoles, e.g. pindolol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • 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
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/04—Antipruritics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/12—Ophthalmic agents for cataracts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/22—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an aralkyl radical attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an alkyl or cycloalkyl radical attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • 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
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Ophthalmology & Optometry (AREA)
  • Cardiology (AREA)
  • Dermatology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Communicable Diseases (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Hospice & Palliative Care (AREA)
  • Oncology (AREA)
  • Anesthesiology (AREA)
  • Rheumatology (AREA)
  • Immunology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La presente se refiere a una de sus sales, hidratos o solvatos farmacéuticamente aceptables, uno de sus profármacos farmacéuticamente aceptables, o una sal, hidrato o solvato del profármaco farmacéuticamente aceptable, una composicion farmacéutica que comprende una cantidad terapéuticamente eficaz de uno o más compuestos segun al formula (1), en mezcla con un vehículo farmacéuticamente aceptable, un método para tratar a un paciente que sufre un trastorno mediado por la PGD2 incluyendo, pero sin limitarse a ellas, enfermedades alérgicas (tales como rinitis alérgica, conjuntivitis alérgica, dermatitis atopica, asma bronquial y alergia a los alimentos), mastocitosis sistémica, trastornos acompanados de la activacion sistemática de los mastocitos, shock anafiláctico, broncoconstriccion, bronquitis, urticaria, eczema, enfermedades acompanadas de prurito (tales como dermatitis atopica y urticaria), enfermedades (tales como cataratas, desprendimiento de retina, inflamacion, infeccion y trastornos del sueno) que se generan de forma secundaria como resultado de la conducta acompanadas de prurito (tales como escarificaciones y contusiones), inflamacion, enfermedades pulmonares obstructivas cronicas, lesiones por reperfusion isquémica, accidente cerebrovascular, artritis reumatoide cronica, pleuresía, colitis ulcerosa y similares, administrando a dicho paciente una cantidad terapéuticamente eficaz de un compuesto segun la formula (1). Reivindicacion 1: Un compuesto de la formula (1), en la que: R es R1SO2-, R1SO-, R1S-, -R1CO-, R8-C(=O)-NH-, o R8-SO2-NH-; R1 es alquilo, alquenilo, o alquinilo, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes alifáticos; cicloalquilo, cicloalquenilo, arilo, heteroarilo, heterociclilo, heterociclenilo, o alcarilo multicíclico, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes anulares; o -NR'R'' cuando R es R1SO2- o R1CO-; R' es hidrogeno; arilo, heteroarilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, o alcarilo multicíclico, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes anulares; o alquilo, alquenilo o alquinilo, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes alifáticos; R'' es hidrogeno, alquilo, alquenilo o alquinilo; R2 es hidrogeno, halo, alquilo, alquenilo, alquinilo, haloalquilo, haloalquenilo, haloalquinilo, alcoxi, alqueniloxi o alquiniloxi; R3 es acilo, ciano, carboxi, ácido bioisostero, -C(O)-NY1Y2; aroilo o heteroarilo, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes anulares; alquilo, alquenilo o alquinilo, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes alifáticos; o alcoxi, alqueniloxi o alquiniloxi, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes alifáticos; Y1 e Y2 son cada uno independientemente hidrogeno, alquilsulfonilo, arilsulfonilo, arilamino, heteroarilsulfonilo, heteroarilamino; o alquilo, alquenilo o alquinilo, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes alifáticos, R4 es hidrogeno, acilo, aroilo, heteroarilo, alquilsulfonilo, arilsulfonilo, arilalquilsulfonilo heteroarilsulfonilo, heteroarilalquilsulfonilo, -C(O)-NY4Y5, -C(O)-O-Y6; alquilo, alquenilo o alquinilo, cada uno de los cuales está opcionalmente sustituido con arilo, heteroarilo, carboxi, alcoxicarbonilo, aminocarbonilo, alquilaminocarbonilo, dialquilaminocarbonilo, aroilo, heteroaroilo o acilo; o alquilo C2-6, alquenilo o alquinilo, cada uno de los cuales está sustituido con halo, hidroxi, alcoxi, amino, alquilamino o dialquilamino; Y4 e Y5 son cada uno independientemente hidrogeno, alquilo, alquenilo o alquinilo; Y6 es alquilo, alquenilo o alquinilo; R5 es hidrogeno, halo, carboxi, ciano, nitro, hidroxi, alquilo, alquenilo, alquinilo, haloalquilo, haloalquenilo, haloalquinilo, alcoxi, alqueniloxi, alquiniloxi, haloalcoxi, haloalqueniloxi o haloalquiniloxi; R6 y R7 son cada uno independientemente, hidrogeno, alquilo, alquenilo o alquinilo; o R8 es alquilo, alquenilo, o alquinilo, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes alifáticos; o arilo, heteroarilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, o alcarilo multicíclico, cada uno de los cuales está opcionalmente sustituido con uno o más grupos sustituyentes anulares; y n es 1 a 6, o 0 cuando R3 es carboxi, ácido bioisostero, o -C(O)-NY1Y2; con la condicion de que cuando R1 es amino, entonces R4 es hidrogeno y n es 1 a 6; o una de sus sales, hidratos o solvatos farmacéuticamente aceptables, uno de sus profármacos farmacéuticamente aceptables, o una sal, hidrato o solvato del profármaco farmacéuticamente aceptable.
ARP060100278A 2005-01-26 2006-01-25 2- fenil- indoles como antagonistas del receptor de la prostaglandina d2 AR054726A1 (es)

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US (1) US20070265278A1 (es)
EP (1) EP1844011A1 (es)
JP (1) JP2008528606A (es)
KR (1) KR20070110277A (es)
CN (1) CN101146770A (es)
AR (1) AR054726A1 (es)
AU (1) AU2006209213A1 (es)
BR (1) BRPI0607079A2 (es)
CA (1) CA2595728A1 (es)
CR (1) CR9214A (es)
DO (1) DOP2006000016A (es)
GT (1) GT200600030A (es)
IL (1) IL184816A0 (es)
MA (1) MA29259B1 (es)
MX (1) MX2007008277A (es)
NO (1) NO20074336L (es)
PA (1) PA8661201A1 (es)
PE (1) PE20060878A1 (es)
RU (1) RU2007132166A (es)
SG (1) SG158918A1 (es)
TN (1) TNSN07251A1 (es)
TW (1) TW200639151A (es)
UY (1) UY29346A1 (es)
WO (1) WO2006081343A1 (es)
ZA (1) ZA200705449B (es)

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CN106103437A (zh) 2014-03-18 2016-11-09 埃科特莱茵药品有限公司 氮杂吲哚乙酸衍生物及其作为前列腺素d2受体调节剂的用途
JP6833852B2 (ja) 2015-09-15 2021-02-24 イドーシア ファーマシューティカルズ リミテッドＩｄｏｒｓｉａ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ 結晶形
JP2020533595A (ja) 2017-09-13 2020-11-19 プロジェニティ， インコーポレイテッド 子癇前症バイオマーカならびに関連するシステムおよび方法
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CN115925606B (zh) * 2023-01-05 2023-10-13 宁夏医科大学 一种5-（3-（磺酰胺基）苯基）-1h-吡咯-2-羧酸衍生物及其制备方法和应用

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CN101146770A (zh) 2008-03-19
NO20074336L (no) 2007-10-23
PA8661201A1 (es) 2006-09-08
CR9214A (es) 2007-11-23
WO2006081343A1 (en) 2006-08-03
MX2007008277A (es) 2007-09-07
TW200639151A (en) 2006-11-16
GT200600030A (es) 2006-09-27
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