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PE20070173A1 - INDOLE CARBOXAMIDES COMPOUNDS AS IKK2 INHIBITORS - Google Patents

INDOLE CARBOXAMIDES COMPOUNDS AS IKK2 INHIBITORS

Info

Publication number
PE20070173A1
PE20070173A1 PE2006000761A PE2006000761A PE20070173A1 PE 20070173 A1 PE20070173 A1 PE 20070173A1 PE 2006000761 A PE2006000761 A PE 2006000761A PE 2006000761 A PE2006000761 A PE 2006000761A PE 20070173 A1 PE20070173 A1 PE 20070173A1
Authority
PE
Peru
Prior art keywords
phenyl
indol
carboxamide
piperidinyl
compounds
Prior art date
Application number
PE2006000761A
Other languages
Spanish (es)
Inventor
Jianghe Deng
Jeffrey K Kerns
Guoliang Lin
Michael Lindenmuth
Hong Nie
Katherine Louisa Widdowson
Sonia M Thomas
Christopher E Neipp
Xichen Lin
Qi Jin
Original Assignee
Smithkline Beecham Corp
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
Application filed by Smithkline Beecham Corp filed Critical Smithkline Beecham Corp
Publication of PE20070173A1 publication Critical patent/PE20070173A1/en

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    • C07D—HETEROCYCLIC COMPOUNDS
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    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
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    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
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    • A—HUMAN NECESSITIES
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • 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
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/16—Emollients or protectives, e.g. against radiation
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    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • 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
    • 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
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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]
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
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    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
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    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P7/06—Antianaemics
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/08—Vasodilators for multiple indications
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    • 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
    • A61P9/10—Drugs 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
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    • 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
    • C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
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    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
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    • C07D405/04—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 directly linked by a ring-member-to-ring-member bond
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    • 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
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    • C07—ORGANIC CHEMISTRY
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    • 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
    • C07D405/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • 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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    • C07—ORGANIC CHEMISTRY
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    • 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

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  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Immunology (AREA)
  • Diabetes (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Rheumatology (AREA)
  • Pulmonology (AREA)
  • Biomedical Technology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Hematology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Cardiology (AREA)
  • Virology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Urology & Nephrology (AREA)
  • Dermatology (AREA)
  • Endocrinology (AREA)
  • Psychiatry (AREA)
  • AIDS & HIV (AREA)
  • Obesity (AREA)
  • Pain & Pain Management (AREA)
  • Vascular Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Transplantation (AREA)

Abstract

SE REFIERE A COMPUESTOS INDOL CARBOXAMIDAS DE FORMULA (I), EN DONDE R1 ES EL GRUPO -XYZ O (a) O (b); X ES FENILO, HETEROARILO, 1,2,3,4-TETRAHIDRONAFTALENO, ENTRE OTROS OPCIONALMENTE SUSTITUIDOS; Y ES ENLACE O ALQUILENO(C1-C6); Z ES NR4R5 O HETEROCICLOALQUILO; R2 Y R3 SON INDEPENDIENTEMENTE H, FLUOR, CLORO; R4 ES H, ALQUILO(C1-C6), ENTRE OTROS; R5 ES H, HETEROCICLOALQUILO(C5-C6), ALCOXI(C1-C6), ENTRE OTROS; U ES UN ENLACE, ALQUILENO(C1-C6), ALQUENILENO(C2-C6); V ES FENILO, HETEROARILO DE 5 A 6 MIEMBROS, CICLOALQUILO (C5-C7), CICLOALQUENILO(C5-C7), ENTRE OTROS. SON PREFERIDOS: 3-[1-(ETILSULFONIL)-4-PIPERIDINIL]-5-[3-(1-PIPERIDINILMETIL)FENIL]-1H-INDOL-7-CARBOXAMIDA; 3-[1-(ETILSULFONIL)-4-PIPERIDINIL]-5-[3-(1-PIPERAZINILMETIL)FENIL]-1H-INDOL-7-CARBOXAMIDA, 3-[1-(ETILSULFONIL)-4-PIPERIDINIL]-5-[3-(4-MORFOLINILMETIL)FENIL]-1H-INDOL-7-CARBOXAMIDA, ENTRE OTROS. TAMBIEN SE REFIERE A UNA COMPOSICION FARMACEUTICA Y UN PROCEDIMIENTO DE PREPARACION. LOS COMPUESTOS SON INHIBIDORES QUINASA, ESPECIFICAMENTE DE IKK2 (O IKKß) Y SON UTILES PARA EL TRATAMIENTO DE ARTRITIS REUMATOIDE, ASMA, ENFERMEDAD OBSTRUCTIVA CRONICAREFERS TO INDEOL CARBOXAMIDES COMPOUNDS OF FORMULA (I), WHERE R1 IS THE GROUP -XYZ O (a) O (b); X IS PHENYL, HETEROARYL, 1,2,3,4-TETRAHYDRONAPHTHALENE, AMONG OTHERS OPTIONALLY SUBSTITUTED; AND IT IS BONDED OR ALKYLENE (C1-C6); Z IS NR4R5 OR HETERO CYCLOALKYL; R2 AND R3 ARE INDEPENDENTLY H, FLUORINE, CHLORINE; R4 IS H, (C1-C6) ALKYL, AMONG OTHERS; R5 IS H, HETEROCYCLOALKYL (C5-C6), ALCOXY (C1-C6), AMONG OTHERS; U IS A BOND, ALKYLENE (C1-C6), ALKENYLENE (C2-C6); V IS PHENYL, 5 TO 6-MEMBER HETEROARYL, CYCLOALKYL (C5-C7), CYCLOALKENYL (C5-C7), AMONG OTHERS. PREFERRED ARE: 3- [1- (ETHYLSULFONIL) -4-PIPERIDINYL] -5- [3- (1-PIPERIDINYLMETHYL) PHENYL] -1H-INDOL-7-CARBOXAMIDE; 3- [1- (ETHYLSULFONIL) -4-PIPERIDINYL] -5- [3- (1-PIPERAZINYLMEthyl) PHENYL] -1H-INDOL-7-CARBOXAMIDE, 3- [1- (ETHYLSULFONYL) -4-PIPERIDINYL] -5 - [3- (4-MORPHOLINYL METHYL) PHENYL] -1H-INDOL-7-CARBOXAMIDE, AMONG OTHERS. IT ALSO REFERS TO A PHARMACEUTICAL COMPOSITION AND A PREPARATION PROCEDURE. THE COMPOUNDS ARE KINASE INHIBITORS, SPECIFICALLY OF IKK2 (OR IKKß) AND ARE USEFUL FOR THE TREATMENT OF RHEUMATOID ARTHRITIS, ASTHMA, CHRONIC OBSTRUCTIVE DISEASE

PE2006000761A 2005-06-30 2006-06-28 INDOLE CARBOXAMIDES COMPOUNDS AS IKK2 INHIBITORS PE20070173A1 (en)

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US69525605P 2005-06-30 2005-06-30

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PE20070173A1 true PE20070173A1 (en) 2007-03-14

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Country Status (19)

Country Link
EP (1) EP1896014A4 (en)
JP (1) JP5059756B2 (en)
KR (1) KR20080021077A (en)
CN (1) CN101247804B (en)
AR (1) AR055343A1 (en)
AU (1) AU2006266028B2 (en)
BR (1) BRPI0611674A2 (en)
CA (1) CA2613068A1 (en)
EA (1) EA014083B1 (en)
IL (1) IL187786A0 (en)
MA (1) MA29566B1 (en)
MX (1) MX2007016541A (en)
NO (1) NO20080457L (en)
NZ (1) NZ563687A (en)
PE (1) PE20070173A1 (en)
TW (1) TWI380973B (en)
UA (1) UA99699C2 (en)
WO (1) WO2007005534A2 (en)
ZA (1) ZA200709948B (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0315950D0 (en) 2003-06-11 2003-08-13 Xention Discovery Ltd Compounds
PE20060748A1 (en) * 2004-09-21 2006-10-01 Smithkline Beecham Corp INDOLCARBOXAMIDE DERIVATIVES AS KINASE INHIBITORS IKK2
GB0525164D0 (en) * 2005-12-09 2006-01-18 Xention Discovery Ltd Compounds
US20080293802A1 (en) * 2005-12-16 2008-11-27 Smithline Beecham Corporation Chemical Compounds
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