On August 4, 2022, Bacani, Genesis M.; Chai, Wenying; Chung, De Michael; Goldberg, Steven D.; Hirst, Gavin; Kaushik, Virendar; Mercado-Marin, Eduardo V.; Raymond, Donald; Seierstad, Mark; Smith, Russel C.; Sundberg, Thomas; Tichenor, Mark S.; Venable, Jennifer D.; Wei, Jianmei; Xavier, Ramnik published a patent.Electric Literature of 386704-04-7 The title of the patent was Heteroaromatics as small molecule inhibitors of salt inducible kinases and their preparation. And the patent contained the following:
Small mol. inhibitors of salt inducible kinases (SIKs) are provided. In particular, compounds of formula I, and tautomers, stereoisomers, pharmaceutically acceptable salts and solvates thereof are provided. Also provided are pharmaceutical compositions containing the compounds, methods of preparing the compounds, and methods of using the compounds for inhibiting SIKs, such as SIK1 and SIK2, and methods of treating diseases mediated by SIKs. Compounds of formula I wherein X1, X2 and X3 are independently N and CH; Q1 and Q2 are independently N and CH; Z is O, OCH2, OCH2CH2 and NH and derivatives, and NHCH2 and derivatives; R1 is COR5, Ph, 5- to 6-membered heteroaryl, etc.; R2 is (un)substituted 4- to 7-membered monocyclic heterocyclyl, (un)substituted 6- to 9-membered bicyclic heterocyclyl, (un)substituted C3-6 cycloalkyl, etc.; R3 is H, Me, Et, propynyl, CN, etc.; R5 is (un)substituted cyclopropyl; and stereoisomers, tautomers, pharmaceutically acceptable salts and solvates thereof, are claimed. Example compound II was prepared by O-arylation of (R)-(1-methylpyrrolidin-3-yl)methanol with N-(5-(5-chloro-2-cyanopyridin-4-yl)pyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide. The invention compounds were evaluated for their SIK inhibitory activity. From the assay, it was determined that compound II exhibited IC50 values in the range of 0.00226088μM to 0.0591017μM. The experimental process involved the reaction of (6-(Trifluoromethyl)pyridin-3-yl)methanol(cas: 386704-04-7).Electric Literature of 386704-04-7
The Article related to heteroaromatic preparation sik inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazoles and other aspects.Electric Literature of 386704-04-7
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