52833-94-0Relevant articles and documents
SYNTHESIS, CRYSTAL STRUCTURE AND DFT STUDY OF NOVEL (2S,2′S,6R,6′R)-4,4′-(6-BROMOPYRIDO[2,3-d]PYRIMIDINE-2,4-DIYL)BIS(2,6-DIMETHYLMORPHOLINE)
Chen, D.-M.,Chen, Y.-M.,Liao, W.-K.,Wu, Q.-M.,Ye, W.-J.,Zhao, C.-S.,Zhou, Z.-X.
, p. 1501 - 1510 (2021/11/20)
Abstract: (2S,2′S,6R,6′R)-4,4′-(6-Bromopyrido[2,3-d]pyrimidine-2,4-diyl)bis(2,6-dimethylmorpholine) is a novel organic intermediate having pyrido[2,3-d]pyrimidine. It is synthesized by four steps and confirmed by 1H and 13C NMR and FTIR spectroscopy and MS. Meanwhile, the single crystal of the title compound is subjected to the crystallographic analysis and the conformation determination. Moreover, density functional theory (DFT) is used to calculate the optimized structures of the molecule which are compared with the X-ray measurement. The result of the molecular structure optimized by DFT is consistent with the crystal structure determined by single crystal X-ray diffraction. Finally, in order to further investigate some physical properties of the title compound by the B3LYP/6-311G(2d,p) method, the molecular electrostatic potential and frontier molecular orbitals are calculated. The calculated and experimental data show that the title compound has good chemical stability and nucleophilic reactivity. Hirshfeld surface analyses can explain the atom pair contacts of the crystal and the quantitative analysis of intermolecular interactions is performed. [Figure not available: see fulltext.]
Regioselective palladium-catalyzed Suzuki–Miyaura coupling reaction of 2,4,6-trihalogenopyrido[2,3-d]pyrimidines
Riadi, Yassine,Lazar, Sa?d,Guillaumet, Gérald
, p. 294 - 298 (2019/02/25)
An effective, regioselective, and novel strategy to the access of 2,4,6-trisubstituted pyrido[2,3-d]pyrimidines is developed from the corresponding 2,4,6-trihalogenopyrido[2,3-d]pyrimidine through a Suzuki–Miyaura coupling reaction involving a novel regioselective halogen discrimination.
Synthesis and in vitro evaluation of diverse heterocyclic diphenolic compounds as inhibitors of DYRK1A
Zhou, Qingqing,Reekie, Tristan A.,Abbassi, Ramzi H.,Indurthi Venkata, Dinesh,Font, Josep S.,Ryan, Renae M.,Munoz, Lenka,Kassiou, Michael
, p. 5852 - 5869 (2018/11/10)
Dual-specificity tyrosine phosphorylation-related kinase 1A (DYRK1A) is a dual-specificity protein kinase that catalyses phosphorylation and autophosphorylation. Higher DYRK1A expression correlates with cancer, in particular glioblastoma present within the brain. We report here the synthesis and biological evaluation of new heterocyclic diphenolic derivatives designed as novel DYRK1A inhibitors. The generation of these heterocycles such as benzimidazole, imidazole, naphthyridine, pyrazole-pyridines, bipyridine, and triazolopyrazines was made based on the structural modification of the lead DANDY and tested for their ability to inhibit DYRK1A. None of these derivatives showed significant DYRK1A inhibition but provide valuable knowledge around the importance of the 7-azaindole moiety. These data will be of use for developing further structure-activity relationship studies to improve the selective inhibition of DYRK1A.
