SYNTHESIS AND CONFORMATIONAL ANALYSIS OF [3-(6-CHLOROPYRIDAZIN-3-YL)-3,4-DIHYDROPYRIDAZINO[4,5-<i>b</i>]QUINOXALIN-2(1<i>H</i>)-YL](PHENYL)METHANONE

Authors

  • A. I. Karkhut Lviv Polytechnic National University
  • K. B. Bolibrukh Lviv Polytechnic National University
  • S. V. Polovkovych Lviv Polytechnic National University
  • O. Khoumeri Aix-Marseille University
  • O. S. Solovyov Shupyk National Medical Academy of Postgraduate Education
  • T. Terme Aix-Marseille University
  • P. Vanelle Aix-Marseille University
  • V. P. Novikov Lviv Polytechnic National University

DOI:

https://doi.org/10.1007/1569

Keywords:

cyclic hydrazine, quinoxaline, conformational analysis, density functional theory, GIAO 1H NMR calculation

Abstract

[3-(6-Chloropyridazin-3-yl)-3,4-dihydropyridazino[4,5-b]quinoxalin-2(1H)-yl](phenyl)methanone has been synthesized and its two stable forms were isolated. For the establishment of their structures B3LYP geometry and energy, and GIAO/B3LYP NMR calculations of possible conformers using polarizable continuum model were performed. The differences in calculated spectra allow attributing calculated structures and obtained substances by their 1H and 13C NMR. The conformer ratio correlates with their calculated Gibbs energies.

How to Cite
Karkhut, A. I.; Bolibrukh, K. B.; Polovkovych, S. V.; Khoumeri, O.; Solovyov, O. S.; Terme, T.; Vanelle, P.; Novikov, V. P. Chem. Heterocycl. Compd. 2014, 50, 415. [Khim. Geterotsikl. Soedin. 2014, 453.]

For this article in the English edition see DOI 10.1007/s10593-014-1489-0

Author Biographies

A. I. Karkhut, Lviv Polytechnic National University

Andriy Karkhut

Department of Technology of Biologically Active Substances

K. B. Bolibrukh, Lviv Polytechnic National University

Kristyna Bolibrukh

Department of Technology of Biologically Active Substances

S. V. Polovkovych, Lviv Polytechnic National University

Svyatoslav Polovkovych

Department of Technology of Biologically Active Substances

O. Khoumeri, Aix-Marseille University

Omar Khoumeri

Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie

O. S. Solovyov, Shupyk National Medical Academy of Postgraduate Education

Oleksiy Solovyov

T. Terme, Aix-Marseille University

Thierry Terme

Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie

P. Vanelle, Aix-Marseille University

Patrice Vanelle

Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie

V. P. Novikov, Lviv Polytechnic National University

Volodymyr Novikov

Department of Technology of Biologically Active Substances

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Published

2014-03-17

Issue

No. 3 (2014)

Section

Original Papers