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Synthesis, structure and biological activity 3- (arylmethyl) aminopyridine-2 (1H) -ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones. / Kulakov, Ivan V.; Palamarchuk, Irina V.; Shulgau, Zarina T. et al.

In: Journal of Molecular Structure, Vol. 1166, 15.08.2018, p. 262-269.

Research output: Contribution to journal › Article › peer-review

Harvard

Kulakov, IV, Palamarchuk, IV, Shulgau, ZT, Seilkhanov, TM, Gatilov, YV & Fisyuk, AS 2018, 'Synthesis, structure and biological activity 3- (arylmethyl) aminopyridine-2 (1H) -ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones', Journal of Molecular Structure, vol. 1166, pp. 262-269. https://doi.org/10.1016/j.molstruc.2018.04.036

APA

Kulakov, I. V., Palamarchuk, I. V., Shulgau, Z. T., Seilkhanov, T. M., Gatilov, Y. V., & Fisyuk, A. S. (2018). Synthesis, structure and biological activity 3- (arylmethyl) aminopyridine-2 (1H) -ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones. Journal of Molecular Structure, 1166, 262-269. https://doi.org/10.1016/j.molstruc.2018.04.036

Vancouver

Kulakov IV, Palamarchuk IV, Shulgau ZT, Seilkhanov TM, Gatilov YV, Fisyuk AS. Synthesis, structure and biological activity 3- (arylmethyl) aminopyridine-2 (1H) -ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones. Journal of Molecular Structure. 2018 Aug 15;1166:262-269. doi: 10.1016/j.molstruc.2018.04.036

Author

Kulakov, Ivan V. ; Palamarchuk, Irina V. ; Shulgau, Zarina T. et al. / Synthesis, structure and biological activity 3- (arylmethyl) aminopyridine-2 (1H) -ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones. In: Journal of Molecular Structure. 2018 ; Vol. 1166. pp. 262-269.

BibTeX

@article{6b2ac6ed8e474f2eadf576f3e6278d02,
title = "Synthesis, structure and biological activity 3- (arylmethyl) aminopyridine-2 (1H) -ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones",
abstract = "Reaction of 3-amino-6-methyl-4-phenylpyridin-2(1H)-one with aromatic aldehydes afforded the corresponding Schiff bases, the reduction of which with sodium borohydride led to the formation of 3-(arylmethyl)-6-methyl-4-phenylpyridin-2(1H)-ones. Acylation of 3-amino-6-methyl-4-phenylpyridin-2(1H)-one with chloroacetyl chloride resulted either in the corresponding chloroacetamides or in 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones. A possibility to form octahedral complex with calcium chloride was demonstrated by the example of 3-(benzylamino)-6-methyl-4-phenylpyridin-2(1H)-one. Structure of all the prepared compounds was proved by 1H and 13C NMR spectroscopy, as well as single crystal X-ray diffraction method. Among a series of novel compounds, 3-(arylmethyl)-6-methyl-4-phenylpyridin-2(1H)-one derivatives showed antiradical activity against DPPH and ABTS radicals.",
keywords = "1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones, 3-Amino-6-methyl-4-phenylpyridin-2(1H)-one, Antiradical activity, Intramolecular cyclization, NMR spectroscopy, Single crystal X-ray diffraction, DESIGN, PEPTIDOMIMETICS, REVERSE-TRANSCRIPTASE INHIBITORS, ANALOGS, 2-PYRIDINONE DERIVATIVES",
author = "Kulakov, {Ivan V.} and Palamarchuk, {Irina V.} and Shulgau, {Zarina T.} and Seilkhanov, {Tulegen M.} and Gatilov, {Yuriy V.} and Fisyuk, {Alexander S.}",
note = "Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",
year = "2018",
month = aug,
day = "15",
doi = "10.1016/j.molstruc.2018.04.036",
language = "English",
volume = "1166",
pages = "262--269",
journal = "Journal of Molecular Structure",
issn = "0022-2860",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Synthesis, structure and biological activity 3- (arylmethyl) aminopyridine-2 (1H) -ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones

AU - Kulakov, Ivan V.

AU - Palamarchuk, Irina V.

AU - Shulgau, Zarina T.

AU - Seilkhanov, Tulegen M.

AU - Gatilov, Yuriy V.

AU - Fisyuk, Alexander S.

N1 - Publisher Copyright: © 2018 Elsevier B.V.

PY - 2018/8/15

Y1 - 2018/8/15

N2 - Reaction of 3-amino-6-methyl-4-phenylpyridin-2(1H)-one with aromatic aldehydes afforded the corresponding Schiff bases, the reduction of which with sodium borohydride led to the formation of 3-(arylmethyl)-6-methyl-4-phenylpyridin-2(1H)-ones. Acylation of 3-amino-6-methyl-4-phenylpyridin-2(1H)-one with chloroacetyl chloride resulted either in the corresponding chloroacetamides or in 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones. A possibility to form octahedral complex with calcium chloride was demonstrated by the example of 3-(benzylamino)-6-methyl-4-phenylpyridin-2(1H)-one. Structure of all the prepared compounds was proved by 1H and 13C NMR spectroscopy, as well as single crystal X-ray diffraction method. Among a series of novel compounds, 3-(arylmethyl)-6-methyl-4-phenylpyridin-2(1H)-one derivatives showed antiradical activity against DPPH and ABTS radicals.

AB - Reaction of 3-amino-6-methyl-4-phenylpyridin-2(1H)-one with aromatic aldehydes afforded the corresponding Schiff bases, the reduction of which with sodium borohydride led to the formation of 3-(arylmethyl)-6-methyl-4-phenylpyridin-2(1H)-ones. Acylation of 3-amino-6-methyl-4-phenylpyridin-2(1H)-one with chloroacetyl chloride resulted either in the corresponding chloroacetamides or in 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones. A possibility to form octahedral complex with calcium chloride was demonstrated by the example of 3-(benzylamino)-6-methyl-4-phenylpyridin-2(1H)-one. Structure of all the prepared compounds was proved by 1H and 13C NMR spectroscopy, as well as single crystal X-ray diffraction method. Among a series of novel compounds, 3-(arylmethyl)-6-methyl-4-phenylpyridin-2(1H)-one derivatives showed antiradical activity against DPPH and ABTS radicals.

KW - 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones

KW - 3-Amino-6-methyl-4-phenylpyridin-2(1H)-one

KW - Antiradical activity

KW - Intramolecular cyclization

KW - NMR spectroscopy

KW - Single crystal X-ray diffraction

KW - DESIGN

KW - PEPTIDOMIMETICS

KW - REVERSE-TRANSCRIPTASE INHIBITORS

KW - ANALOGS

KW - 2-PYRIDINONE DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85047396002&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2018.04.036

DO - 10.1016/j.molstruc.2018.04.036

M3 - Article

AN - SCOPUS:85047396002

VL - 1166

SP - 262

EP - 269

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -

ID: 13594916