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WO2007005534A8 - Chemical compounds - Google Patents

Chemical compounds

Info

Publication number
WO2007005534A8
WO2007005534A8 PCT/US2006/025402 US2006025402W WO2007005534A8 WO 2007005534 A8 WO2007005534 A8 WO 2007005534A8 US 2006025402 W US2006025402 W US 2006025402W WO 2007005534 A8 WO2007005534 A8 WO 2007005534A8
Authority
WO
WIPO (PCT)
Prior art keywords
compound
directed
ikk2
formula
treatment
Prior art date
Application number
PCT/US2006/025402
Other languages
French (fr)
Other versions
WO2007005534A2 (en
WO2007005534A3 (en
Inventor
Jianghe Deng
Jeffrey K Kerns
Qi Jin
Guoliang Lin
Xichen Lin
Michael Lindenmuth
Christopher E Neipp
Hong Nie
Sonia M Thomas
Katherine L Widdowson
Original Assignee
Smithkline Beecham Corp
Jianghe Deng
Jeffrey K Kerns
Qi Jin
Guoliang Lin
Xichen Lin
Michael Lindenmuth
Christopher E Neipp
Hong Nie
Sonia M Thomas
Katherine L Widdowson
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
Priority to CN2006800304481A priority Critical patent/CN101247804B/en
Priority to CA002613068A priority patent/CA2613068A1/en
Priority to EA200800183A priority patent/EA014083B1/en
Priority to JP2008519569A priority patent/JP5059756B2/en
Priority to MX2007016541A priority patent/MX2007016541A/en
Priority to EP06785861A priority patent/EP1896014A4/en
Priority to BRPI0611674-4A priority patent/BRPI0611674A2/en
Priority to AU2006266028A priority patent/AU2006266028B2/en
Priority to NZ563687A priority patent/NZ563687A/en
Application filed by Smithkline Beecham Corp, Jianghe Deng, Jeffrey K Kerns, Qi Jin, Guoliang Lin, Xichen Lin, Michael Lindenmuth, Christopher E Neipp, Hong Nie, Sonia M Thomas, Katherine L Widdowson filed Critical Smithkline Beecham Corp
Publication of WO2007005534A2 publication Critical patent/WO2007005534A2/en
Publication of WO2007005534A3 publication Critical patent/WO2007005534A3/en
Priority to ZA2007/09948A priority patent/ZA200709948B/en
Priority to IL187786A priority patent/IL187786A0/en
Publication of WO2007005534A8 publication Critical patent/WO2007005534A8/en
Priority to NO20080457A priority patent/NO20080457L/en
Priority to US13/273,408 priority patent/US8354406B2/en

Links

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/06Antiasthmatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/16Emollients or protectives, e.g. against radiation
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P19/00Drugs for skeletal disorders
    • A61P19/02Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/08Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
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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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    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
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    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • A61P31/18Antivirals for RNA viruses for HIV
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P35/00Antineoplastic agents
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    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs 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
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    • C07ORGANIC CHEMISTRY
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    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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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    • C07D401/00Heterocyclic 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
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    • C07D413/02Heterocyclic 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
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    • C07D417/02Heterocyclic 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
    • C07D417/04Heterocyclic 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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    • C07D417/14Heterocyclic 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)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Immunology (AREA)
  • Diabetes (AREA)
  • Rheumatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Pulmonology (AREA)
  • Biomedical Technology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Neurosurgery (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Hematology (AREA)
  • Cardiology (AREA)
  • Neurology (AREA)
  • Virology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Urology & Nephrology (AREA)
  • Dermatology (AREA)
  • Pain & Pain Management (AREA)
  • Transplantation (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Molecular Biology (AREA)
  • Obesity (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)

Abstract

The invention is directed to novel indole carboxamide derivatives. Specifically, the invention is directed to compounds according to formula I: Formula (I) where R1 , R2, R3, U and V are defined below and to pharmaceutically acceptable salts thereof. The compounds of the invention are inhibitors of IKK2 and can be useful in the treatment of disorders associated with inappropriate IKK2 (also known as IKKβ) activity, such as rheumatoid arthritis, asthma, and COPD (chronic obstructive pulmonary disease). Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting IKK2 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.
PCT/US2006/025402 2005-06-30 2006-06-28 Chemical compounds WO2007005534A2 (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
NZ563687A NZ563687A (en) 2005-06-30 2006-06-28 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-[2-(1-methylethyl)-2,3-dihydro-1H-isoindol-5-yl]-1H-indole-7-carboxamide for inhibiting IKK2 (aka IKKbeta)
EA200800183A EA014083B1 (en) 2005-06-30 2006-06-28 Novel indole carboxamide derivatives, a pharmaceutical composition comprising thereof and a method for treating thereof
JP2008519569A JP5059756B2 (en) 2005-06-30 2006-06-28 Compound
MX2007016541A MX2007016541A (en) 2005-06-30 2006-06-28 Chemical compounds.
EP06785861A EP1896014A4 (en) 2005-06-30 2006-06-28 Chemical compounds
BRPI0611674-4A BRPI0611674A2 (en) 2005-06-30 2006-06-28 chemical compounds
AU2006266028A AU2006266028B2 (en) 2005-06-30 2006-06-28 Chemical compounds
CN2006800304481A CN101247804B (en) 2005-06-30 2006-06-28 Chemical compounds
CA002613068A CA2613068A1 (en) 2005-06-30 2006-06-28 Indole carboxamides as ikk2 inhibitors
ZA2007/09948A ZA200709948B (en) 2005-06-30 2007-11-19 Chemical Compounds
IL187786A IL187786A0 (en) 2005-06-30 2007-11-29 Chemical compounds
NO20080457A NO20080457L (en) 2005-06-30 2008-01-24 Chemical connections
US13/273,408 US8354406B2 (en) 2005-06-30 2011-10-14 Chemical compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US69525605P 2005-06-30 2005-06-30
US60/695,256 2005-06-30

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US11931189 A-371-Of-International 2006-06-28
US13/273,408 Division US8354406B2 (en) 2005-06-30 2011-10-14 Chemical compounds

Publications (3)

Publication Number Publication Date
WO2007005534A2 WO2007005534A2 (en) 2007-01-11
WO2007005534A3 WO2007005534A3 (en) 2007-04-26
WO2007005534A8 true WO2007005534A8 (en) 2008-01-17

Family

ID=37605008

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2006/025402 WO2007005534A2 (en) 2005-06-30 2006-06-28 Chemical compounds

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
PE20081889A1 (en) 2007-03-23 2009-03-05 Smithkline Beecham Corp INDOL CARBOXAMIDES AS INHIBITORS OF IKK2
ES2490867T3 (en) * 2008-12-19 2014-09-04 Bristol-Myers Squibb Company Carbazole and carboline kinase inhibitors
WO2010102968A1 (en) * 2009-03-10 2010-09-16 Glaxo Group Limited Indole derivatives as ikk2 inhibitors
MX355943B (en) * 2013-06-26 2018-05-07 Abbvie Inc Primary carboxamides as btk inhibitors.
SG10201903578VA (en) * 2014-10-24 2019-05-30 Bristol Myers Squibb Co Indole carboxamides compounds useful as kinase inhibitors

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