Home / Publications / A new method for constructing pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system and preparation of its derivatives

A new method for constructing pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system and preparation of its derivatives

Alexander Aleksandrovich Zubenko 1
Alexander Aleksandrovich Zubenko
, 
Vadim Sergeyevich Sochnev 2
Vadim Sergeyevich Sochnev
, 
Anatolii Savel'evich Morkovnik 2
Anatolii Savel'evich Morkovnik
, 
Lyudmila Nikolaevna Divaeva 2
Lyudmila Nikolaevna Divaeva
, 
Anatolii Sergeevich Burlov 2
Anatolii Sergeevich Burlov
, 
Alexandra Evgen'evna Svyatogorova 1
Alexandra Evgen'evna Svyatogorova
, 
Elen Nverovna Avagyan 1
Elen Nverovna Avagyan
1 North-Caucasian Zonal Research Veterinary Institute, Federal Rostov Agricultural Research Centre, 346406 Novocherkassk, Russian Federation
10.71267/mencom.7457
Published 2025-01-24
Communication , Volume 35, Issue 1, 24-26
0
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Zubenko A. A. et al. A new method for constructing pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system and preparation of its derivatives // Mendeleev Communications. 2025. Vol. 35. No. 1. pp. 24-26.
GOST all authors (up to 50) Copy
Zubenko A. A., Sochnev V. S., Morkovnik A. S., Divaeva L. N., Burlov A. S., Svyatogorova A. E., Avagyan E. N. A new method for constructing pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system and preparation of its derivatives // Mendeleev Communications. 2025. Vol. 35. No. 1. pp. 24-26.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.71267/mencom.7457
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7457
TI - A new method for constructing pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system and preparation of its derivatives
T2 - Mendeleev Communications
AU - Zubenko, Alexander Aleksandrovich
AU - Sochnev, Vadim Sergeyevich
AU - Morkovnik, Anatolii Savel'evich
AU - Divaeva, Lyudmila Nikolaevna
AU - Burlov, Anatolii Sergeevich
AU - Svyatogorova, Alexandra Evgen'evna
AU - Avagyan, Elen Nverovna
PY - 2025
DA - 2025/01/24
PB - Mendeleev Communications
SP - 24-26
IS - 1
VL - 35
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2025_Zubenko,
author = {Alexander Aleksandrovich Zubenko and Vadim Sergeyevich Sochnev and Anatolii Savel'evich Morkovnik and Lyudmila Nikolaevna Divaeva and Anatolii Sergeevich Burlov and Alexandra Evgen'evna Svyatogorova and Elen Nverovna Avagyan},
title = {A new method for constructing pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system and preparation of its derivatives},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7457},
number = {1},
pages = {24--26},
doi = {10.71267/mencom.7457}
}
MLA
Cite this
MLA Copy
Zubenko, Alexander Aleksandrovich, et al. “A new method for constructing pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system and preparation of its derivatives.” Mendeleev Communications, vol. 35, no. 1, Jan. 2025, pp. 24-26. https://mendcomm.colab.ws/publications/10.71267/mencom.7457.

Keywords

2-(3-aminopyridin-2-yl)-6-chloropyridazin-3(2H)-one
2-b]pyridazine
2':4
5]imidazo[1
Cyclization
nucleophilic substitution.
phosphorus oxychloride
pyridazines
pyrido[3'
quantum chemical calculations

Abstract

A new method for the construction of the pyrido[3',2':4,5]imidazo[1,2-b]pyridazine system involves the use of 2-chloro-3-nitropyridine and 6-chloropyridazin-3(2H)-one as the starting reactants. The key step is the POCl3-promoted cyclization of the intermediate 2-(3-aminopyridin-2-yl)-6-chloropyridazin-3(2H)-one. The 2-positioned chlorine atom in the thus obtained 2-chloropyrido[3',2':4,5]imidazo[1,2-b]pyridazine can be replaced by a variety of nucleophiles.

Funders

Ministry of Education and Science of the Russian Federation
FENW-2023-0031, FZFZ-2022-0007

References

.
Sochnev V.S., Morkovnik A.S., Zubenko A.A., Divaeva L.N., Demidov O.P., Gribanova T.N., Fetisov L.N., Chekrysheva V.V., Kononenko K.N., Bodryakova M.A., Klimenko A.I., Borodkin G.S., Estrin I.A.
Mendeleev Communications, 2022
.
Concerted Nucleophilic Aromatic Substitution Reactions
Rohrbach S., Smith A.J., Pang J.H., Poole D.L., Tuttle T., Chiba S., Murphy J.A.
Angewandte Chemie - International Edition, 2019
.
Hydrazones as substrates for cycloaddition reactions
Belskaya N.P., Eliseeva A.I., Bakulev V.A.
Russian Chemical Reviews, 2015
.
Intercalation Ability of Novel Monofunctional Platinum Anticancer Drugs: A Key Step in Their Biological Action
Veclani D., Tolazzi M., Cerón-Carrasco J.P., Melchior A.
Journal of Chemical Information and Modeling, 2021
.
Multitarget-Directed Tricyclic Pyridazinones as G Protein-Coupled Receptor Ligands and Cholinesterase Inhibitors
Pau A., Catto M., Pinna G., Frau S., Murineddu G., Asproni B., Curzu M.M., Pisani L., Leonetti F., Loza M.I., Brea J., Pinna G.A., Carotti A.
ChemMedChem, 2015
.
Chemical Studies on 3,6-Dichloropyridazine (Part 2)
Abd El-Salam N.M., Al Shoaibi Z.Y., Ahmed G.A.
E-Journal of Chemistry, 2011
.
Synthesis and Antimicrobial Activities of Some New Heterocyclic Compounds Based on 6-Chloropyridazine-3(2H)-thione
Abd El-Salam N.M., Mostafa M.S., Ahmed G.A., Alothman O.Y.
Journal of Chemistry, 2013
.
Concerted nucleophilic aromatic substitutions
Kwan E.E., Zeng Y., Besser H.A., Jacobsen E.N.
Nature Chemistry, 2018
.
Resmetirom (MGL-3196) for the treatment of non-alcoholic steatohepatitis: a multicentre, randomised, double-blind, placebo-controlled, phase 2 trial
Harrison S.A., Bashir M.R., Guy C.D., Zhou R., Moylan C.A., Frias J.P., Alkhouri N., Bansal M.B., Baum S., Neuschwander-Tetri B.A., Taub R., Moussa S.E.
The Lancet, 2019
.
Imidazo[1,2-b]pyridazine as privileged scaffold in medicinal chemistry: An extensive review
Garrido A., Vera G., Delaye P., Enguehard-Gueiffier C.
European Journal of Medicinal Chemistry, 2021
.
Anticancer effect of AZD2461 PARP inhibitor against colon cancer cells carrying wt or dysfunctional p53
Romeo M.A., Gilardini Montani M.S., Benedetti R., Arena A., Maretto M., Bassetti E., Caiazzo R., D'Orazi G., Cirone M.
Experimental Cell Research, 2021
.
Small molecule-based immunomodulators for cancer therapy
Wu Y., Yang Z., Cheng K., Bi H., Chen J.
Acta Pharmaceutica Sinica B, 2022
.
Yu. Vandyshev D., Shikhaliev K.S., Yu. Krysin M., Ilyinova T.N., Mangusheva D.A., Sidorenko O.E., Iminova R.R.
Mendeleev Communications, 2022
.
Targeting the aryl hydrocarbon receptor (AhR) with BAY 2416964: a selective small molecule inhibitor for cancer immunotherapy
Kober C., Roewe J., Schmees N., Roese L., Roehn U., Bader B., Stoeckigt D., Prinz F., Gorjánácz M., Roider H.G., Olesch C., Leder G., Irlbacher H., Lesche R., Lefranc J., et. al.
Journal for ImmunoTherapy of Cancer, 2023