WO2014060431A1 - Pyrrolotriazinone derivatives as pi3k inhibitors - Google Patents

Pyrrolotriazinone derivatives as pi3k inhibitors Download PDF

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Publication number
WO2014060431A1
WO2014060431A1 PCT/EP2013/071550 EP2013071550W WO2014060431A1 WO 2014060431 A1 WO2014060431 A1 WO 2014060431A1 EP 2013071550 W EP2013071550 W EP 2013071550W WO 2014060431 A1 WO2014060431 A1 WO 2014060431A1
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Prior art keywords
group
phenyl
methyl
branched
linear
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PCT/EP2013/071550
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English (en)
French (fr)
Inventor
Jordi Gracia Ferrer
Marta Carrascal Riera
Montserrat Erra Sola
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Almirall, S.A.
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Publication of WO2014060431A1 publication Critical patent/WO2014060431A1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • 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
    • 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
    • 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
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • 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

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Communicable Diseases (AREA)
  • Virology (AREA)
  • Oncology (AREA)
  • Immunology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Pulmonology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
PCT/EP2013/071550 2012-10-16 2013-10-15 Pyrrolotriazinone derivatives as pi3k inhibitors WO2014060431A1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP12382398.1 2012-10-16
EP12382398 2012-10-16
US201261718787P 2012-10-26 2012-10-26
US61/718,787 2012-10-26

Publications (1)

Publication Number Publication Date
WO2014060431A1 true WO2014060431A1 (en) 2014-04-24

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2013/071550 WO2014060431A1 (en) 2012-10-16 2013-10-15 Pyrrolotriazinone derivatives as pi3k inhibitors

Country Status (4)

Country Link
AR (1) AR093035A1 (es)
TW (1) TW201422627A (es)
UY (1) UY35087A (es)
WO (1) WO2014060431A1 (es)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016054491A1 (en) 2014-10-03 2016-04-07 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
US9701706B2 (en) 2015-08-06 2017-07-11 Chimerix, Inc. Pyrrolopyrimidine nucleosides and analogs thereof
US9775841B2 (en) 2011-05-04 2017-10-03 Rhizen Pharmaceuticals Sa Compounds as modulators of protein kinases
WO2017214269A1 (en) 2016-06-08 2017-12-14 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
US9944639B2 (en) 2014-07-04 2018-04-17 Lupin Limited Quinolizinone derivatives as PI3K inhibitors
WO2018094137A1 (en) 2016-11-18 2018-05-24 Cystic Fibrosis Foundation Therapeutics Inc. Pyrrolopyrimidines as cftr potentiators
CN112645971A (zh) * 2021-01-20 2021-04-13 中国科学院兰州化学物理研究所 一种烷基卤代物直接制备烷基硼酸酯类化合物的方法
US11111264B2 (en) 2017-09-21 2021-09-07 Chimerix, Inc. Morphic forms of 4-amino-7-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide and uses thereof
US11981700B2 (en) 2016-04-15 2024-05-14 Chimerix, Inc. Pyrrolopyrimidine nucleosides and analogs thereof

Citations (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2041763A (en) 1979-02-05 1980-09-17 Chiesi P An inhalor for pulverulent medicinal substances
EP0069715A1 (en) 1981-07-08 1983-01-12 Aktiebolaget Draco Powder inhalator
EP0166294A2 (en) 1984-06-18 1986-01-02 Miles Inc. Medicament inhalation device
GB2165159A (en) 1984-10-04 1986-04-09 Orion Yhtymae Oy Dosing device
WO1991002558A1 (de) 1989-08-17 1991-03-07 Boehringer Ingelheim Kg Inhalator
EP0424790A2 (en) 1989-10-27 1991-05-02 Miat S.P.A. Multi-dose inhaler for medicaments in powder form
GB2242134A (en) 1990-03-02 1991-09-25 Glaxo Group Ltd Inhalation device
WO1991014468A1 (en) 1990-03-21 1991-10-03 Dmw (Technology) Limited Atomising devices and methods
WO1992000771A1 (en) 1990-07-13 1992-01-23 Innovata Biomed Limited Inhaler
WO1992003175A1 (en) 1990-08-11 1992-03-05 Fisons Plc Inhalation device
WO1992004068A1 (de) 1990-08-30 1992-03-19 Boehringer Ingelheim Kg Treibgasfreies inhalationsgerät mit fremdluftstrom
WO1992004928A2 (en) 1990-09-26 1992-04-02 Pharbita B.V. Inhaler devices provided with a reservoir for several doses of medium for inhaling, transporting device, whirl chamber
WO1992009322A1 (en) 1990-11-29 1992-06-11 Boehringer Ingelheim Kg Inhalation device
EP0505321A2 (de) 1991-03-21 1992-09-23 Ciba-Geigy Ag Inhalator
US5201308A (en) 1990-02-14 1993-04-13 Newhouse Michael T Powder inhaler
DE4239402A1 (de) 1992-11-24 1994-05-26 Bayer Ag Pulverinhalator
EP0674533A1 (en) 1992-12-18 1995-10-04 Schering Corporation Inhaler for powdered medications
WO1996032150A1 (en) 1995-04-14 1996-10-17 Glaxo Wellcome Inc. Metered dose inhaler for salmeterol
WO1997000703A1 (en) 1995-06-21 1997-01-09 Asta Medica Aktiengesellschaft Pharmaceutical powder cartridge with integrated metering device and inhaler for powdered medicaments
WO1997012687A1 (en) 1995-10-04 1997-04-10 Boehringer Ingelheim International Gmbh Device of miniaturised construction for producing high pressure in a fluid to be atomised
WO2000035298A1 (en) 1996-11-27 2000-06-22 Wm. Wrigley Jr. Company Chewing gum containing medicament active agents
US6106864A (en) 1995-09-15 2000-08-22 Pfizer Inc. Pharmaceutical formulations containing darifenacin
WO2003000325A1 (en) 2001-06-22 2003-01-03 Sofotec Gmbh & Co. Kg Powder formulation disintegrating system and method for dry powder
WO2003097613A1 (en) 2002-05-16 2003-11-27 Almirall Prodesfarma Sa Pyridazin-3(2h)-one derivatives as pde4 inhibitors
WO2004058729A1 (en) 2002-12-26 2004-07-15 Almirall Prodesfarma Sa New pyridazin-3(2h)-one derivatives
WO2005049581A1 (en) 2003-11-10 2005-06-02 Almirall Prodesfarma, S.A. Pyridazin-3 (2h) -one derivatives and their use as pde4 inhibitors
WO2005123692A1 (en) 2004-06-18 2005-12-29 Laboratorios Almirall, S.A. Pyridazin-3(2h)-one derivatives and their use as pde4 inhibitors
WO2005123693A1 (en) 2004-06-21 2005-12-29 Laboratorios Almirall, S.A. Pyridazin-3(2h)-one derivatives and their use as pde4 inhibitors
WO2006008027A1 (en) 2004-07-16 2006-01-26 Laboratorios Almirall, S.A. Inhaler for the administration of powdered pharmaceuticals, and a powder cartridge system for use with this inhaler
WO2006122788A1 (en) 2005-05-20 2006-11-23 Laboratorios Almirall, S.A. DERIVATIVES OF 4-(2-AMINO-1-HYDROXYETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2007124898A1 (en) 2006-04-27 2007-11-08 Laboratorios, Almirall S.A. DERIVATIVES OF 4-(2-AMINO-1-HYDROXIETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2008046598A1 (en) 2006-10-20 2008-04-24 Laboratorios Almirall, S.A. DERIVATIVES OF 4-(2-AMINO-1-HYDROXYETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2008077639A1 (en) 2006-12-22 2008-07-03 Laboratorios Almirall, S.A. Amino nicotinic and isonicotinic acid derivatives as dhodh inhibitors
WO2008095720A1 (en) 2007-02-09 2008-08-14 Almirall, S.A. Napadisylate salt of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1h)-one as agonist of the beta 2 adrenergic receptor
US7417055B2 (en) 2003-04-25 2008-08-26 Gilead Sciences, Inc. Kinase inhibitory phosphonate analogs
WO2009021696A1 (en) 2007-08-10 2009-02-19 Almirall, S.A. Azabiphenylaminobenzoic acid derivatives as dhodh inhibitors
WO2009068177A1 (en) 2007-11-28 2009-06-04 Almirall, S.A. DERIVATIVES OF 4-(2-AMINO-1 -HYDROXYETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2009153043A1 (en) 2008-06-20 2009-12-23 Almirall, S.A. Combinations comprising methotrexate and dhodh inhibitors
WO2010069504A1 (en) 2008-12-15 2010-06-24 Almirall, S.A. (3-oxo)pyridin-4-ylurea derivatives as pde4 inhibitors
WO2010072354A1 (en) 2008-12-22 2010-07-01 Almirall, S.A. MESYLATE SALT OF 5-(2-{[6-(2,2-DIFLUORO-2-PHENYLETHOXY)HEXYL]AMINO }-1-HYDROXYETHYL)-8-HYDROXYQUINOLIN-2(1H)-ONE AS AGONIST OF THE β2 ADRENERGIC RECEPTOR
WO2010083975A1 (en) 2009-01-21 2010-07-29 Almirall, S.A. Combinations comprising methotrexate and dhodh inhibitors
WO2010111432A1 (en) * 2009-03-24 2010-09-30 Calistoga Pharmaceuticals Inc. Atropisomers of2-purinyl-3-tolyl-quinazolinone derivatives and methods of use
WO2011058109A1 (en) * 2009-11-12 2011-05-19 Ucb Pharma S.A. Fused bicyclic pyrrole and imidazole derivatives as kinase inhibitors

Patent Citations (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2041763A (en) 1979-02-05 1980-09-17 Chiesi P An inhalor for pulverulent medicinal substances
EP0069715A1 (en) 1981-07-08 1983-01-12 Aktiebolaget Draco Powder inhalator
EP0166294A2 (en) 1984-06-18 1986-01-02 Miles Inc. Medicament inhalation device
GB2165159A (en) 1984-10-04 1986-04-09 Orion Yhtymae Oy Dosing device
WO1991002558A1 (de) 1989-08-17 1991-03-07 Boehringer Ingelheim Kg Inhalator
EP0424790A2 (en) 1989-10-27 1991-05-02 Miat S.P.A. Multi-dose inhaler for medicaments in powder form
US5201308A (en) 1990-02-14 1993-04-13 Newhouse Michael T Powder inhaler
GB2242134A (en) 1990-03-02 1991-09-25 Glaxo Group Ltd Inhalation device
WO1991014468A1 (en) 1990-03-21 1991-10-03 Dmw (Technology) Limited Atomising devices and methods
WO1992000771A1 (en) 1990-07-13 1992-01-23 Innovata Biomed Limited Inhaler
WO1992003175A1 (en) 1990-08-11 1992-03-05 Fisons Plc Inhalation device
WO1992004068A1 (de) 1990-08-30 1992-03-19 Boehringer Ingelheim Kg Treibgasfreies inhalationsgerät mit fremdluftstrom
WO1992004928A2 (en) 1990-09-26 1992-04-02 Pharbita B.V. Inhaler devices provided with a reservoir for several doses of medium for inhaling, transporting device, whirl chamber
WO1992009322A1 (en) 1990-11-29 1992-06-11 Boehringer Ingelheim Kg Inhalation device
EP0505321A2 (de) 1991-03-21 1992-09-23 Ciba-Geigy Ag Inhalator
DE4239402A1 (de) 1992-11-24 1994-05-26 Bayer Ag Pulverinhalator
EP0674533A1 (en) 1992-12-18 1995-10-04 Schering Corporation Inhaler for powdered medications
WO1996032150A1 (en) 1995-04-14 1996-10-17 Glaxo Wellcome Inc. Metered dose inhaler for salmeterol
WO1997000703A1 (en) 1995-06-21 1997-01-09 Asta Medica Aktiengesellschaft Pharmaceutical powder cartridge with integrated metering device and inhaler for powdered medicaments
US6106864A (en) 1995-09-15 2000-08-22 Pfizer Inc. Pharmaceutical formulations containing darifenacin
WO1997012687A1 (en) 1995-10-04 1997-04-10 Boehringer Ingelheim International Gmbh Device of miniaturised construction for producing high pressure in a fluid to be atomised
WO2000035298A1 (en) 1996-11-27 2000-06-22 Wm. Wrigley Jr. Company Chewing gum containing medicament active agents
WO2003000325A1 (en) 2001-06-22 2003-01-03 Sofotec Gmbh & Co. Kg Powder formulation disintegrating system and method for dry powder
WO2003097613A1 (en) 2002-05-16 2003-11-27 Almirall Prodesfarma Sa Pyridazin-3(2h)-one derivatives as pde4 inhibitors
WO2004058729A1 (en) 2002-12-26 2004-07-15 Almirall Prodesfarma Sa New pyridazin-3(2h)-one derivatives
US7417055B2 (en) 2003-04-25 2008-08-26 Gilead Sciences, Inc. Kinase inhibitory phosphonate analogs
WO2005049581A1 (en) 2003-11-10 2005-06-02 Almirall Prodesfarma, S.A. Pyridazin-3 (2h) -one derivatives and their use as pde4 inhibitors
WO2005123692A1 (en) 2004-06-18 2005-12-29 Laboratorios Almirall, S.A. Pyridazin-3(2h)-one derivatives and their use as pde4 inhibitors
WO2005123693A1 (en) 2004-06-21 2005-12-29 Laboratorios Almirall, S.A. Pyridazin-3(2h)-one derivatives and their use as pde4 inhibitors
WO2006008027A1 (en) 2004-07-16 2006-01-26 Laboratorios Almirall, S.A. Inhaler for the administration of powdered pharmaceuticals, and a powder cartridge system for use with this inhaler
WO2006122788A1 (en) 2005-05-20 2006-11-23 Laboratorios Almirall, S.A. DERIVATIVES OF 4-(2-AMINO-1-HYDROXYETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2007124898A1 (en) 2006-04-27 2007-11-08 Laboratorios, Almirall S.A. DERIVATIVES OF 4-(2-AMINO-1-HYDROXIETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2008046598A1 (en) 2006-10-20 2008-04-24 Laboratorios Almirall, S.A. DERIVATIVES OF 4-(2-AMINO-1-HYDROXYETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2008077639A1 (en) 2006-12-22 2008-07-03 Laboratorios Almirall, S.A. Amino nicotinic and isonicotinic acid derivatives as dhodh inhibitors
WO2008095720A1 (en) 2007-02-09 2008-08-14 Almirall, S.A. Napadisylate salt of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1h)-one as agonist of the beta 2 adrenergic receptor
WO2009021696A1 (en) 2007-08-10 2009-02-19 Almirall, S.A. Azabiphenylaminobenzoic acid derivatives as dhodh inhibitors
WO2009068177A1 (en) 2007-11-28 2009-06-04 Almirall, S.A. DERIVATIVES OF 4-(2-AMINO-1 -HYDROXYETHYL)PHENOL AS AGONISTS OF THE β2 ADRENERGIC RECEPTOR
WO2009153043A1 (en) 2008-06-20 2009-12-23 Almirall, S.A. Combinations comprising methotrexate and dhodh inhibitors
WO2010069504A1 (en) 2008-12-15 2010-06-24 Almirall, S.A. (3-oxo)pyridin-4-ylurea derivatives as pde4 inhibitors
WO2010072354A1 (en) 2008-12-22 2010-07-01 Almirall, S.A. MESYLATE SALT OF 5-(2-{[6-(2,2-DIFLUORO-2-PHENYLETHOXY)HEXYL]AMINO }-1-HYDROXYETHYL)-8-HYDROXYQUINOLIN-2(1H)-ONE AS AGONIST OF THE β2 ADRENERGIC RECEPTOR
WO2010083975A1 (en) 2009-01-21 2010-07-29 Almirall, S.A. Combinations comprising methotrexate and dhodh inhibitors
WO2010111432A1 (en) * 2009-03-24 2010-09-30 Calistoga Pharmaceuticals Inc. Atropisomers of2-purinyl-3-tolyl-quinazolinone derivatives and methods of use
WO2011058109A1 (en) * 2009-11-12 2011-05-19 Ucb Pharma S.A. Fused bicyclic pyrrole and imidazole derivatives as kinase inhibitors

Non-Patent Citations (50)

* Cited by examiner, † Cited by third party
Title
"Bioreversible Carriers in Drug Design", 1987, PERGAMON PRESS
"Remington: The Science and Practice of Pharmacy", 2001, LIPPINCOTT WILLIAMS & WILKINS
AI-ALWAN M, JI, 2007
ALI K, JOURNAL OF IMMUNOLOGY, vol. 180, 2008, pages 2538 - 2544
ALI K, NATURE, vol. 431, 2004, pages 1007 - 1011
BILANCIO A, BLOOD, 2006, pages 107
CONDLIFFE AM, BLOOD, vol. 106, 2005
DIL N, MOL IMMUNOL, vol. 46, 2009
DOUKAS J, JPET, vol. 328, 2009, pages 758
DURAND CA, JI, 2009
ERNEST L. ELIEL: "Stereochemistry of Organic Compounds", 1994, WILEY
EUR RESPIR J, vol. 22, no. 45, 2003
FINNIN; MORGAN, J PHARM SCI, vol. 88, no. 10, October 1999 (1999-10-01), pages 955 - 958
GRAY ET AL., ANAL BIOCHEM, vol. 313, 2003, pages 234 - 45
H. BUNDGAARD: "Design of Prodrugs", 1985, ELSEVIER
H. LIEBERMAN; L. LACHMAN: "Pharmaceutical Dosage Forms: Tablets", vol. 1, 1980, MARCEL DEKKER
HAYLOCK-JACOBS S, J. AUTOIMMUN, 2010
HERMAN SEM, BLOOD, 3 June 2010 (2010-06-03)
HERMANN SE, BLOOD, vol. 116, 2010, pages 2078 - 88
JARMIN SJ, JCI, 2008
JI H, BLOOD, 2007
KOK K, TRENDS BIOCHEM SCIENCE, vol. 34, 2009, pages 115 - 127
LANNUTTI BJ, BLOOD, October 2010 (2010-10-01)
LEE ET AL., FASEB J, vol. 20, 2006, pages 455
LEE KS ET AL., J ALLERGY CLIN IMMUNOL, vol. 118, 2006, pages 403
MARTIN AL, JI, vol. 180, 2008
MARWICK JA, JACI, vol. 125, 2010, pages 1146 - 53
MARWICK JA, JRCCM, vol. 179, 2009, pages 542 - 548
MATTHEW T, IMMUNOLOGY, vol. 126, 2008
NASHED, EUR J IMMUNOL, vol. 37, 2007, pages 416
OKKENHAUG K, SCIENCE, 2002
PAR SJ, ERJ, 2010
PINHO JF, BR. J. PHARMACOL, vol. 161, 2010
PINHO V, JI, vol. 179, 2007
PURI KD, BLOOD, vol. 103, 2004
PURI KD, BLOOD, vol. 103, 2004, pages 3448
RANDIS TM, EUR J IMMUNOL, vol. 38, 2008
SADHU C, BIOCHEM BIOPHYS RES COMM, vol. 308, 2003
SADHU C, JI, 2003, pages 170
SOOND DR, BLOOD, 2010
SOOND DR, BLOOD, January 2010 (2010-01-01)
T. HIGUCHI; W. STELLA: "Novel Delivery Systems", vol. 14, ACS SYMPOSIUM SERIES
T. W. GREENE; G. M. WUTS: "Protecting Groups in Organic Synthesis", 1999, WILEY
THOMAS MS, J LEUKOC BIOL, vol. 84, 2008
TO Y, AJRCCM, 2010
TO Y, AJRCCM, vol. 182, 2010, pages 897 - 904
VANHAESEBROECK B, NAT REV MOL CELL BIOL, vol. 5, 2010, pages 11381 - 6
VERMA ET AL., PHARMACEUTICAL TECHNOLOGY ON-LINE, vol. 25, no. 2, 2001, pages 1 - 14
WILLIAM 0, CHEMISTRY & BIOLOGY, vol. 17, 2010
YUM HK, JI, vol. 167, 2001

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10220035B2 (en) 2011-05-04 2019-03-05 Rhizen Pharmaceuticals Sa Compounds as modulators of protein kinases
US11020399B2 (en) 2011-05-04 2021-06-01 Rhizen Pharmaceuticals Sa Intermediates useful in the synthesis of compounds as modulators of protein kinases
US9775841B2 (en) 2011-05-04 2017-10-03 Rhizen Pharmaceuticals Sa Compounds as modulators of protein kinases
US10322130B2 (en) 2011-05-04 2019-06-18 Rhizen Pharmaceuticals Sa Substituted chromenones as modulators of protein kinases
US9944639B2 (en) 2014-07-04 2018-04-17 Lupin Limited Quinolizinone derivatives as PI3K inhibitors
WO2016054491A1 (en) 2014-10-03 2016-04-07 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
US10941175B2 (en) 2015-08-06 2021-03-09 Chimerix, Inc. Pyrrolopyrimidine nucleosides and analogs thereof
US10407457B2 (en) 2015-08-06 2019-09-10 Chimerix, Inc. Pyrrolopyrimidine nucleosides and analogs thereof
US9708359B2 (en) 2015-08-06 2017-07-18 Chimerix, Inc. Pyrrolopyrimidine nucleosides and analogs thereof
US9701706B2 (en) 2015-08-06 2017-07-11 Chimerix, Inc. Pyrrolopyrimidine nucleosides and analogs thereof
US11981700B2 (en) 2016-04-15 2024-05-14 Chimerix, Inc. Pyrrolopyrimidine nucleosides and analogs thereof
WO2017214269A1 (en) 2016-06-08 2017-12-14 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
WO2018094137A1 (en) 2016-11-18 2018-05-24 Cystic Fibrosis Foundation Therapeutics Inc. Pyrrolopyrimidines as cftr potentiators
JP2020510668A (ja) * 2016-11-18 2020-04-09 システィック ファイブロシス ファンデーション セラピューティクス インコーポレイテッドＣｙｓｔｉｃ Ｆｉｂｒｏｓｉｓ Ｆｏｕｎｄａｔｉｏｎ Ｔｈｅｒａｐｅｕｔｉｃｓ Ｉｎｃ． Ｃｆｔｒ増強物質としてのピロロピリミジン
EP3541390A4 (en) * 2016-11-18 2020-06-24 Cystic Fibrosis Foundation PYRROLOPYRIMIDINE AS CFTR POTENTIATORS
RU2757457C2 (ru) * 2016-11-18 2021-10-18 Систик Файбросис Фаундейшн Пирролопиримидины в качестве потенциаторов мвтр
US11111264B2 (en) 2017-09-21 2021-09-07 Chimerix, Inc. Morphic forms of 4-amino-7-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide and uses thereof
CN112645971A (zh) * 2021-01-20 2021-04-13 中国科学院兰州化学物理研究所 一种烷基卤代物直接制备烷基硼酸酯类化合物的方法
CN112645971B (zh) * 2021-01-20 2021-12-24 中国科学院兰州化学物理研究所 一种烷基卤代物直接制备烷基硼酸酯类化合物的方法

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