Title:
HETEROCYCLIC COMPOUNDS AS DYRK1A INHIBITORS
Document Type and Number:
WIPO Patent Application WO/2023/107714
Kind Code:
A3
Abstract:
This disclosure provides compounds and pharmaceutically acceptable salts thereof, that inhibit Dual specificity tyrosine-phosphorylation-regulated kinase 1A (DYRK1A). These chemical entities are useful, e.g., for treating a condition, disease or disorder in which increased (e.g., excessive) DYRK1A activation contributes to the pathology and/or symptoms and/or progression of the condition, disease or disorder (e.g., a neurological disorder) in a subject (e.g., a human). This disclosure also provides compositions containing the same as well as methods of using and making the same.
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Inventors:
DE LOMBAERT STÉPHANE (US)
Application Number:
PCT/US2022/052439
Publication Date:
August 17, 2023
Filing Date:
December 09, 2022
Export Citation:
Assignee:
PROTHENA BIOSCIENCES LTD (IE)
International Classes:
A61P25/00; A61K31/4709; C07D231/08; C07D401/04; C07D401/14; C07D403/14; C07D405/14; C07D413/04; C07D417/12; C07D417/14; C07D471/04; C07D487/04; C07D519/00
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| WO2014037751A1 | 2014-03-13 | |||
| WO2016205633A1 | 2016-12-22 | |||
| WO2012048861A1 | 2012-04-19 | |||
| WO2015157093A1 | 2015-10-15 | |||
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BAYKOV SERGEY V. ET AL: "[pi]-[pi] Noncovalent Interaction Involving 1,2,4- and 1,3,4-Oxadiazole Systems: The Combined Experimental, Theoretical, and Database Study", MOLECULES, vol. 26, no. 18, 18 September 2021 (2021-09-18), pages 5672, XP093063041, DOI: 10.3390/molecules26185672
HIBI SHIGEKI ET AL: "Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl)benzonitrile (Perampanel): A Novel, Noncompetitive [alpha]-Amino-3-hydroxy-5-methyl-4-isoxazolepropanoic Acid (AMPA) Receptor Antagonist", JOURNAL OF MEDICINAL CHEMISTRY, vol. 55, no. 23, 4 December 2012 (2012-12-04), US, pages 10584 - 10600, XP093063054, ISSN: 0022-2623, DOI: 10.1021/jm301268u
ALTAMIMI ABDULMALIK SALEH ALFAWAZ ET AL: "Pyrrolidin-2-one linked benzofused heterocycles as novel small molecule monoacylglycerol lipase inhibitors and antinociceptive agents", CHEMICAL BIOLOGY & DRUG DESIGN, vol. 96, no. 6, 9 July 2020 (2020-07-09), Hoboken, USA, pages 1418 - 1432, XP093063066, ISSN: 1747-0277, Retrieved from the Internet DOI: 10.1111/cbdd.13751
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ANNE PETITJEAN ET AL: "Multicomponent Supramolecular Devices: Synthesis, Optical, and Electronic Properties of Bridged Bis-dirhodium and -diruthenium Complexes", EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, WILEY-VCH VERLAG , WENHEIM, DE, vol. 2006, no. 19, 15 August 2006 (2006-08-15), pages 3878 - 3892, XP072123895, ISSN: 1434-1948, DOI: 10.1002/EJIC.200600466
KARALE UTTAM B. ET AL: "3-Aryl-substituted imidazo[1,2- a ]pyridines as antituberculosis agents", ARCHIV DER PHARMAZIE, vol. 354, no. 10, 29 June 2021 (2021-06-29), Weinheim, pages 2000419, XP093038692, ISSN: 0365-6233, Retrieved from the Internet
SIVAPRAKASAM PRASANNA ET AL: "Discovery of new acylaminopyridines as GSK-3 inhibitors by a structure guided in-depth exploration of chemical space around a pyrrolopyridinone core", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 25, no. 9, 1 May 2015 (2015-05-01), Amsterdam NL, pages 1856 - 1863, XP093038767, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2015.03.046
WU HUNG-CHOU ET AL: "Palladium-Catalyzed Regioselective Arylation of Pyrazolo[1,5- a ]pyridines via C-H Activation and Synthetic Applications on P38 Kinase Inhibitors", ORGANOMETALLICS, vol. 35, no. 2, 13 January 2016 (2016-01-13), pages 288 - 300, XP093062738, ISSN: 0276-7333, DOI: 10.1021/acs.organomet.5b00988
HU ZILUN ET AL: "Discovery of a phenylpyrazole amide ROCK inhibitor as a tool molecule for in vivo studies", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 30, no. 21, 13 August 2020 (2020-08-13), XP086300507, ISSN: 0960-894X, [retrieved on 20200813], DOI: 10.1016/J.BMCL.2020.127495
SLASSI A.: "Recent Advances in Non-Competitive mGlu5 Receptor Antagonists and their Potential Therapeutic Applications", CURRENT TOPICS IN MEDICINAL CHEMISTRY, vol. 5, 1 January 2005 (2005-01-01), pages 897 - 911, XP093063031
BAYKOV SERGEY V. ET AL: "[pi]-[pi] Noncovalent Interaction Involving 1,2,4- and 1,3,4-Oxadiazole Systems: The Combined Experimental, Theoretical, and Database Study", MOLECULES, vol. 26, no. 18, 18 September 2021 (2021-09-18), pages 5672, XP093063041, DOI: 10.3390/molecules26185672
HIBI SHIGEKI ET AL: "Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl)benzonitrile (Perampanel): A Novel, Noncompetitive [alpha]-Amino-3-hydroxy-5-methyl-4-isoxazolepropanoic Acid (AMPA) Receptor Antagonist", JOURNAL OF MEDICINAL CHEMISTRY, vol. 55, no. 23, 4 December 2012 (2012-12-04), US, pages 10584 - 10600, XP093063054, ISSN: 0022-2623, DOI: 10.1021/jm301268u
ALTAMIMI ABDULMALIK SALEH ALFAWAZ ET AL: "Pyrrolidin-2-one linked benzofused heterocycles as novel small molecule monoacylglycerol lipase inhibitors and antinociceptive agents", CHEMICAL BIOLOGY & DRUG DESIGN, vol. 96, no. 6, 9 July 2020 (2020-07-09), Hoboken, USA, pages 1418 - 1432, XP093063066, ISSN: 1747-0277, Retrieved from the Internet
SEO UE RYUNG ET AL: "Potassium phosphate-catalyzed one-pot synthesis of 3-aryl-2-oxazolidinones from epoxides, amines, and atmospheric carbon dioxide", GREEN CHEMISTRY, vol. 19, no. 3, 1 January 2017 (2017-01-01), GB, pages 803 - 808, XP093063067, ISSN: 1463-9262, DOI: 10.1039/C6GC02934E
Attorney, Agent or Firm:
BATES, PH.D., Caleb A. (US)
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