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WO2003000695A8 - Pyrrolopyrimidines as protein kinase inhibitors - Google Patents

Pyrrolopyrimidines as protein kinase inhibitors

Info

Publication number
WO2003000695A8
WO2003000695A8 PCT/GB2002/002835 GB0202835W WO03000695A8 WO 2003000695 A8 WO2003000695 A8 WO 2003000695A8 GB 0202835 W GB0202835 W GB 0202835W WO 03000695 A8 WO03000695 A8 WO 03000695A8
Authority
WO
WIPO (PCT)
Prior art keywords
pyrrolopyrimidines
protein kinase
kinase inhibitors
compounds
prodrugs
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/GB2002/002835
Other languages
French (fr)
Other versions
WO2003000695A1 (en
Inventor
Paul Joseph Cox
Tahir Nadeem Majid
Shelley Amendola
Stephanie Daniele Deprets
Chris Edlin
Brian Leslie Pedgrift
Frank Halley
Michael Edwards
Bernard Baudoin
Iain Mcfarlane Mclay
David John Aldous
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Aventis Pharmaceuticals Inc
Original Assignee
Aventis Pharmaceuticals Inc
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 UA2004010502A priority Critical patent/UA76760C2/en
Priority to EEP200400003A priority patent/EE05432B1/en
Priority to KR1020037016809A priority patent/KR100875380B1/en
Priority to HU0400300A priority patent/HUP0400300A3/en
Priority to SK1588-2003A priority patent/SK15882003A3/en
Priority to HR20031049A priority patent/HRP20031049A2/en
Priority to CA002451932A priority patent/CA2451932C/en
Priority to JP2003507098A priority patent/JP4344607B2/en
Priority to MXPA03011998A priority patent/MXPA03011998A/en
Priority to EA200400073A priority patent/EA007415B1/en
Priority to EP02740895A priority patent/EP1404676A1/en
Priority to AU2002314325A priority patent/AU2002314325B8/en
Priority to NZ529766A priority patent/NZ529766A/en
Priority to MEP-193/08A priority patent/MEP19308A/en
Priority to BR0210652-3A priority patent/BR0210652A/en
Priority to YU99203A priority patent/RS51698B/en
Priority to HK05100184.1A priority patent/HK1068134B/en
Priority to IL15950602A priority patent/IL159506A0/en
Priority to APAP/P/2003/002929A priority patent/AP2003002929A0/en
Application filed by Aventis Pharmaceuticals Inc filed Critical Aventis Pharmaceuticals Inc
Publication of WO2003000695A1 publication Critical patent/WO2003000695A1/en
Priority to NO20035728A priority patent/NO20035728L/en
Priority to IL159506A priority patent/IL159506A/en
Priority to US10/744,478 priority patent/US7259154B2/en
Anticipated expiration legal-status Critical
Publication of WO2003000695A8 publication Critical patent/WO2003000695A8/en
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • 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
    • A61P11/02Nasal agents, e.g. decongestants
    • 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
    • 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
    • A61P17/06Antipsoriatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/02Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • A61P27/14Decongestants or antiallergics
    • 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
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Dermatology (AREA)
  • Rheumatology (AREA)
  • Pain & Pain Management (AREA)
  • Ophthalmology & Optometry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Otolaryngology (AREA)
  • Cardiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

This invention is directed to compounds of the formula (I) to N-oxides, prodrugs, acid bioisosteres, pharmaceutically acceptable salts or solvates of such compounds, or N-oxides, prodrugs, or acid bioisosteres of such salts or solvates, to compositions comprising such compounds, and to methods of treatment comprising administering, to a patient in need thereof, such compounds and compositions.
PCT/GB2002/002835 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors Ceased WO2003000695A1 (en)

Priority Applications (22)

Application Number Priority Date Filing Date Title
NZ529766A NZ529766A (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
KR1020037016809A KR100875380B1 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidine as a Protein Kinase Inhibitor
HU0400300A HUP0400300A3 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
SK1588-2003A SK15882003A3 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
HR20031049A HRP20031049A2 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
CA002451932A CA2451932C (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
JP2003507098A JP4344607B2 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
MXPA03011998A MXPA03011998A (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors.
EA200400073A EA007415B1 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
EP02740895A EP1404676A1 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
BR0210652-3A BR0210652A (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
UA2004010502A UA76760C2 (en) 2001-06-23 2002-06-21 Pyrrole pyrimidines as protein kinase inhibitors
MEP-193/08A MEP19308A (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
AU2002314325A AU2002314325B8 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
YU99203A RS51698B (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as Protein Kinase Inhibitors
HK05100184.1A HK1068134B (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
IL15950602A IL159506A0 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
APAP/P/2003/002929A AP2003002929A0 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors
EEP200400003A EE05432B1 (en) 2001-06-23 2002-06-21 P rrolop rimidines as protein kinase inhibitors
NO20035728A NO20035728L (en) 2001-06-23 2003-12-19 Pyrrolopyrimidines as protein kinase inhibitors
IL159506A IL159506A (en) 2001-06-23 2003-12-22 Pyrrolopyrimidines as protein kinase inhibitors
US10/744,478 US7259154B2 (en) 2001-06-23 2003-12-23 Pyrrolopyrimidines

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GBGB0115393.1A GB0115393D0 (en) 2001-06-23 2001-06-23 Chemical compounds
GB0115393.1 2001-06-23
US30167801P 2001-06-28 2001-06-28
US60/301,678 2001-06-28

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US10/744,478 Continuation US7259154B2 (en) 2001-06-23 2003-12-23 Pyrrolopyrimidines

Publications (2)

Publication Number Publication Date
WO2003000695A1 WO2003000695A1 (en) 2003-01-03
WO2003000695A8 true WO2003000695A8 (en) 2004-03-11

Family

ID=9917225

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2002/002835 Ceased WO2003000695A1 (en) 2001-06-23 2002-06-21 Pyrrolopyrimidines as protein kinase inhibitors

Country Status (22)

Country Link
EP (1) EP1404676A1 (en)
JP (1) JP4344607B2 (en)
CN (1) CN1294135C (en)
AU (1) AU2002314325B8 (en)
BR (1) BR0210652A (en)
CA (1) CA2451932C (en)
CZ (1) CZ20033443A3 (en)
EA (1) EA007415B1 (en)
EC (1) ECSP034922A (en)
EE (1) EE05432B1 (en)
GB (1) GB0115393D0 (en)
HU (1) HUP0400300A3 (en)
ME (1) MEP19308A (en)
NZ (1) NZ529766A (en)
OA (1) OA12632A (en)
PL (1) PL374096A1 (en)
RS (1) RS51698B (en)
SK (1) SK15882003A3 (en)
TN (1) TNSN03144A1 (en)
TR (1) TR200302242T2 (en)
UA (1) UA76760C2 (en)
WO (1) WO2003000695A1 (en)

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US7435814B2 (en) 2002-02-01 2008-10-14 Rigel Pharmaceuticals, Inc. 2,4-Pyrimidinediamine compounds and their uses
US7452879B2 (en) 2003-07-30 2008-11-18 Rigel Pharmaceuticals, Inc. Methods of treating or preventing autoimmune diseases with 2,4-pyrimidinediamine compounds
US8691807B2 (en) 2011-06-20 2014-04-08 Incyte Corporation Azetidinyl phenyl, pyridyl or pyrazinyl carboxamide derivatives as JAK inhibitors
US8933085B2 (en) 2010-11-19 2015-01-13 Incyte Corporation Cyclobutyl substituted pyrrolopyridine and pyrrolopyrimidine derivatives as JAK inhibitors
US8933086B2 (en) 2005-12-13 2015-01-13 Incyte Corporation Heteroaryl substituted pyrrolo[2,3-B]pyridines and pyrrolo[2,3-B]pyrimidines as Janus kinase inhibitors
US8987443B2 (en) 2013-03-06 2015-03-24 Incyte Corporation Processes and intermediates for making a JAK inhibitor
US9034884B2 (en) 2010-11-19 2015-05-19 Incyte Corporation Heterocyclic-substituted pyrrolopyridines and pyrrolopyrimidines as JAK inhibitors
US9193733B2 (en) 2012-05-18 2015-11-24 Incyte Holdings Corporation Piperidinylcyclobutyl substituted pyrrolopyridine and pyrrolopyrimidine derivatives as JAK inhibitors
US9216984B2 (en) 2009-05-22 2015-12-22 Incyte Corporation 3-[4-(7H-pyrrolo[2,3-D]pyrimidin-4-yl)-1H-pyrazol-1-yl]octane—or heptane-nitrile as JAK inhibitors
US9249145B2 (en) 2009-09-01 2016-02-02 Incyte Holdings Corporation Heterocyclic derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines as janus kinase inhibitors
US9334274B2 (en) 2009-05-22 2016-05-10 Incyte Holdings Corporation N-(hetero)aryl-pyrrolidine derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines and pyrrol-3-yl-pyrrolo[2,3-d]pyrimidines as janus kinase inhibitors
US9359358B2 (en) 2011-08-18 2016-06-07 Incyte Holdings Corporation Cyclohexyl azetidine derivatives as JAK inhibitors
US9464088B2 (en) 2010-03-10 2016-10-11 Incyte Holdings Corporation Piperidin-4-yl azetidine derivatives as JAK1 inhibitors
US9498467B2 (en) 2014-05-30 2016-11-22 Incyte Corporation Treatment of chronic neutrophilic leukemia (CNL) and atypical chronic myeloid leukemia (aCML) by inhibitors of JAK1

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DK1534286T3 (en) 2002-07-29 2010-04-26 Rigel Pharmaceuticals Inc Methods for treating or preventing autoimmune diseases with 2,4-pyrimidinediamine compounds
EP1687309A1 (en) 2003-11-17 2006-08-09 Pfizer Products Inc. Pyrrolopyrimidine compounds useful in treatment of cancer
EP1689407A1 (en) * 2003-11-25 2006-08-16 Pfizer Products Inc. Method of treatment of atherosclerosis
US20050250829A1 (en) * 2004-04-23 2005-11-10 Takeda San Diego, Inc. Kinase inhibitors
JP2008510734A (en) 2004-08-18 2008-04-10 タケダ サン ディエゴ インコーポレイテッド Kinase inhibitor
FR2876103B1 (en) 2004-10-01 2008-02-22 Aventis Pharma Sa NOVEL BIS-AZAINDOL DERIVATIVES, THEIR PREPARATION AND THEIR PHARMACEUTICAL USE AS INHIBITORS OF KINASES
ATE479687T1 (en) 2004-10-15 2010-09-15 Takeda Pharmaceutical KINASE INHIBITORS
FR2878849B1 (en) 2004-12-06 2008-09-12 Aventis Pharma Sa SUBSTITUTED INDOLES, COMPOSITIONS CONTAINING SAME, METHOD OF MANUFACTURE AND USE
JP2008543855A (en) 2005-06-13 2008-12-04 ライジェル ファーマシューティカルズ, インコーポレイテッド Methods and compositions for treating degenerative bone disease
US8119655B2 (en) 2005-10-07 2012-02-21 Takeda Pharmaceutical Company Limited Kinase inhibitors
SG175609A1 (en) 2006-10-09 2011-11-28 Takeda Pharmaceutical Kinase inhibitors
MX342814B (en) 2007-06-13 2016-10-13 Incyte Holdings Corp Salts of the janus kinase inhibitor (r)-3-(4-(7h-pyrrolo[2,3-d]py rimidin-4-yl)-1h-pyrazol-1-yl)-3-cyclopentylpropanenitrile.
GEP20135780B (en) 2008-01-11 2013-03-11 Natco Pharma Ltd Novel pyrazolo [3,4-d] pyrimidine derivatives as anti-cancer agents
EP3031324A3 (en) 2008-06-10 2016-09-07 AbbVie Inc. Tricyclic kinase inhibitors
WO2011018894A1 (en) * 2009-08-10 2011-02-17 Raqualia Pharma Inc. Pyrrolopyrimidine derivatives as potassium channel modulators
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CN103476776B (en) * 2011-01-07 2016-09-28 北京赛林泰医药技术有限公司 2,4-diaminourea-6,7-dihydro-5H-pyrrolo-[2,3] pyrimidine derivatives as FAK/Pyk2 inhibitor
UA111854C2 (en) 2011-09-07 2016-06-24 Інсайт Холдінгс Корпорейшн METHODS AND INTERMEDIATE COMPOUNDS FOR JAK INHIBITORS
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CA2883894C (en) 2012-09-06 2020-08-18 Plexxikon Inc. Compounds and methods for kinase modulation, and indications therefor
TW202228704A (en) 2012-11-15 2022-08-01 美商英塞特控股公司 Sustained-release dosage forms of ruxolitinib
BR112015021549A2 (en) 2013-03-13 2017-07-18 Abbvie Inc pyridine kinase cdk9 inhibitors
BR112015023013A2 (en) 2013-03-13 2017-07-18 Abbvie Inc cdk9 kinase inhibitors
CN105189512A (en) * 2013-03-14 2015-12-23 艾伯维公司 Pyrrolopyrimindine CDK9 kinase inhibitors
TW201444836A (en) 2013-03-14 2014-12-01 Abbvie Inc Pyrrolo[2,3-B]pyridine CDK9 kinase inhibitors
BR112015023356A2 (en) 2013-03-14 2017-07-18 Abbvie Inc pyrrol [2,3-b] pyridine cdk9 kinase inhibitors
DK3030227T3 (en) 2013-08-07 2020-04-20 Incyte Corp RELEASING RELEASE DOSAGE FORMS FOR A JAK1 INHIBITOR
CN104804001B9 (en) * 2014-01-24 2022-02-08 江苏柯菲平医药股份有限公司 4-substituted pyrrolo [2,3-d ] pyrimidine compounds and uses thereof
US11524964B2 (en) 2015-10-16 2022-12-13 Abbvie Inc. Processes for the preparation of (3S,4R)-3-ethyl-4-(3H-imidazo[1,2-a]pyrrolo[2,3-e]-pyrazin-8-yl)-n-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide and solid state forms thereof
US10550126B2 (en) 2015-10-16 2020-02-04 Abbvie Inc. Processes for the preparation of (3S,4R)-3-ethyl-4-(3H-imidazo[1,2-A]pyrrolo[2,3-e]-pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide and solid state forms thereof
US11773106B2 (en) 2015-10-16 2023-10-03 Abbvie Inc. Processes for the preparation of (3S,4R)-3-ethyl-4-(3H-imidazo[1,2-a]pyrrolo[2,3-e]-pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide and solid state forms thereof
US11512092B2 (en) 2015-10-16 2022-11-29 Abbvie Inc. Processes for the preparation of (3S,4R)-3-ethyl-4-(3H-imidazo[1,2-a]pyrrolo[2,3-e]-pyrazin-8-yl)-n-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide and solid state forms thereof
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US11365198B2 (en) 2015-10-16 2022-06-21 Abbvie Inc. Processes for the preparation of (3S,4R)-3-ethyl-4-(3H-imidazo[1,2-a]pyrrolo[2,3-e]-pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide and solid state forms thereof
CN116270646A (en) 2015-10-16 2023-06-23 艾伯维公司 Process for preparing imidazo[1,2-a]pyrrolo[2,3-e]pyrazines and their solid state forms
EP4487908A3 (en) 2017-03-09 2025-01-15 AbbVie Inc. Methods of treating crohn's disease and ulcerative colitis
US11564922B2 (en) 2017-03-09 2023-01-31 Abbvie Inc. Methods of treating crohn's disease and ulcerative colitis
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IL318069A (en) 2018-03-30 2025-02-01 Incyte Corp Treatment of hidradenitis suppurativa using jak inhibitors
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Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7557210B2 (en) 2002-02-01 2009-07-07 Rigel Pharmaceuticals, Inc. 2,4-pyrimidinediamine compounds and their uses
US7435814B2 (en) 2002-02-01 2008-10-14 Rigel Pharmaceuticals, Inc. 2,4-Pyrimidinediamine compounds and their uses
US7452879B2 (en) 2003-07-30 2008-11-18 Rigel Pharmaceuticals, Inc. Methods of treating or preventing autoimmune diseases with 2,4-pyrimidinediamine compounds
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ECSP034922A (en) 2004-04-28
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JP4344607B2 (en) 2009-10-14
CA2451932C (en) 2009-12-29
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BR0210652A (en) 2004-08-10
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CZ20033443A3 (en) 2004-03-17
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OA12632A (en) 2006-06-14
RS99203A (en) 2006-12-15
CA2451932A1 (en) 2003-01-03
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