Synthesis, structural, spectroscopic and docking studies of new 5C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles

Synthesis, structural, spectroscopic and docking studies of new 5C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles Full article

Journal

Journal of Molecular Structure
ISSN: 0022-2860 , E-ISSN: 1872-8014

Output data

Year: 2017, Volume: 1146, Pages: 766-772 Pages count : 7 DOI: 10.1016/j.molstruc.2017.06.044

Authors

Vereshchagin Anatoly N. ¹ , Elinson Michail N. ¹ , Anisina Yuliya E. ¹ , Ryzhkov Fedor V. ¹ , Goloveshkin Alexander S. ² , Novikov Roman A. ¹ , Egorov Mikhail P. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prospect 47, 119991, Moscow, Russia
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Vavilova Str. 28, 119991, Moscow, Russia

Multicomponent synthesis of 5-C substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles from salicylaldehydes 2-aminoprop-1-ene-1,1,3-tricarbonitrile and 1,3-cyclohexanediones was carried out in 59–88% yields. The structures of compounds obtained were characterized by several techniques, including elemental analysis, IR, XRD, mass, 1H, 13C and NOESY spectral studies. The chromeno[2,3-b]pyridines obtained are enols in solid phase. Keto-enol equilibrium is observed in DMSO solutions. Molecular docking studies of the synthesized chromeno[2,3-b]pyridine-3-carbonitriles were also carried out to elucidate their relationship with the binding pockets of the mitogen activated protein kinase (MK). It have been found that chlorine-containing chromeno[2,3-b]pyridines have best binding energy both MK-1 and MK-2.

Vereshchagin A.N. , Elinson M.N. , Anisina Y.E. , Ryzhkov F.V. , Goloveshkin A.S. , Novikov R.A. , Egorov M.P.
Synthesis, structural, spectroscopic and docking studies of new 5C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles
Journal of Molecular Structure. 2017. V.1146. P.766-772. DOI: 10.1016/j.molstruc.2017.06.044 WOS Scopus OpenAlex

Web of science:	WOS:000406985800088
Scopus:	2-s2.0-85020939983
OpenAlex:	W2627044402

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