![Synthesis and functionalization of pyrido[1,2-a]benzimidazole amino derivatives](/upload/12631c5e396938a702bdd516ae8c4208/issues/cover/028ab787bff7466421bec948e45337c9.png)
Yaroslavl, Yaroslavl, Russian Federation
from 01.01.2025 until now
P.G. Demidov Yaroslavl State University (Student)
Yaroslavl, Yaroslavl, Russian Federation
P.G. Demidov Yaroslavl State University (Associate Professor)
Yaroslavl, Yaroslavl, Russian Federation
Razrabotan prostoy sposob polucheniya aminoproizvodnyh pirido[1,2-a]benzimidazola. Predlozheny vozmozhnye puti ih dal'neyshey funkcionalizacii. Izucheny zakonomernosti reakcii nitrovaniya zameschennyh pirido[1,2-a]benzimidazolov.
Vosstanovitel'naya vnutrimolekulyarnaya geterociklizaciya, acilirovanie, reakciya SEAr, pirido[1,2-a]benzimidazol, hlorid N-(2-nitroaril)piridiniya
1. Darwish S.A.Z., Elbayaa R.Y., Ashour H.M.A., Khalil M.A., Badawey E.A.M. Potential Anticancer Agents: Design, Synthesis of New Pyrido[1,2-a]benzimidazoles and Related Derivatives Linked to Alkylating Fragments // Med. Chem. 2018. Vol. 8. P. 86-95. DOI:https://doi.org/10.4172/2161-0444.1000498.
2. Teng Q.-H., Peng X.-J., Mo Z.-Y., Xu Y.-L., Tang H.-T., Wang H.-S., Sun H.-B., Pan Y.-M. Transition-Metal-Free C-N and C-C Formation: Synthesis of Benzo[4,5]imidazo[1,2-a]pyridines and 2-Pyridones From Ynones // Green Chem. 2018. Vol. 20. P. 2007-2012. DOI:https://doi.org/10.1039/C8GC00069G.
3. Okombo J., Brunschwig C., Singh K., Dziwornu G.A., Barnard L., Njoroge M., Wittlin S., Chibale K. Antimalarial Pyrido[1,2-a]benzimidazole Derivatives with Mannich Base Side Chains: Synthesis, Pharmacological Evaluation and Reactive Metabolite Trapping Studies // ACS Infect. Dis. 2019. Vol. 5. P. 372–384. DOI:https://doi.org/10.1021/acsinfecdis.8b00279
4. Korkor C.M., Garnie L.F., Amod L., Egan T.J., Chibale K. Intrinsic Fluorescence Properties of Antimalarial Pyrido[1,2-a]benzimidazoles Facilitate Subcellular Accumulation and Mechanistic Studies in the Human Malaria Parasite Plasmodium falciparum // Org. Biomol. Chem. 2020. V. 18. P. 8668-8676. DOI:https://doi.org/10.1039/D0OB01730B.
5. Mayoka G., Keiser J., Häberli C., Chibale K. Structure–Activity Relationship and in Vitro Absorption, Distribution, Metabolism, Excretion, and Toxicity (ADMET) Studies of N-aryl 3-Trifluoromethyl Pyrido[1,2-a]benzimidazoles That Are Efficacious in a Mouse Model of Schistosomiasis // ACS Infect. Dis. 2019. Vol. 5. P. 418 429. DOI:https://doi.org/10.1021/acsinfecdis.8b00313.
6. Probst A., Chisanga K., Dziwornu G.A., Haeberli C., Keiser J., Chibale K. Expanding the activity profile of pyrido[1,2-a]benzimidazoles: Synthesis and evaluation of novel N1-1-phenylethanamine derivatives against Schistosoma mansoni // ACS Infect. Dis. 2021. Vol. 7. P. 1032–1043. DOI:https://doi.org/10.1021/acsinfecdis.0c00278.
7. Begunov R.S., Zayceva Yu.V., Sokolov A.A., Egorov D.O., Filimonov S.I. Sintez i antibakterial'naya aktivnost' 1,2,3,4-tetragidro- i pirido[1,2-a]benzimidazolov // Him.-farm. zhurn. 2022. T. 56, № 1. C. 25-31. DOI:https://doi.org/10.1007/s11094-022-02596-0.
8. Song G., Liu A., Jiang H., Ji R., Dong J., Ge Y. A FRET-based ratiometric fluorescent probe for detection of intrinsically generated SO2 derivatives in Mitochondria // Analytica Chimica Acta. 2019. Vol. 1053. P. 148-154. DOI:https://doi.org/10.1016/j.aca.2018.11.052.
9. Sagirli A. A new approach for the synthesis of fluorescent pyrido[1,2-a]benzimidazoles // Synthetic commun. 2020. Vol. 50. P. 3298-3307. DOI:https://doi.org/10.1080/00397911.2020.1800742.
10. Anderson J.C., Chang C.-H., Jathoul A.P., Syed A.J. Synthesis and bioluminescence of electronically modified and rotationally restricted colour-shifting infraluciferin analogues // Tetrahedron. 2019. Vol. 75. P. 347-356. DOI:https://doi.org/10.1016/j.tet.2018.11.061.
11. Weiwei Zhang, Hui-Jing Li, Meirong Wang, Li-Juan Wang, Ai-Han Zhang, Yan-Chao Wu. Highly effective inhibition of mild steel corrosion in HCl solution by using pyrido[1,2-a]benzimidazoles // New J. Chem. 2019. Vol. 43. P. 413-426. DOI:https://doi.org/10.1039/c8nj04028a.
12. Rachinskaya O.A., Popov K.V., Ryzvanovich G.A., Bol'sheva N.L., Begunov R.S., Yurkevich O.Yu., Zelenin A.V., Muravenko O.V. Povyshenie razreshayuschey sposobnosti hromosomnogo analiza s pomosch'yu pirido[1,2-a]benzimidazolov // Genetika. 2012. T. 48, № 10. S. 1228–1236. DOI:https://doi.org/10.1134/s1022795412100080.
13. Yang Kai, Luo Shi-He, Chen Si-Hong, Cao Xi-Ying, Zhou Yong-Jun, Lin Yan-Lan, Huo Yan-Ping, Wang Zhao-Yang. Simple inorganic base promoted C–N and C–C formation: synthesis of benzo[4,5]imidazo[1,2-a]pyridines as functional AIEgens used for detecting picric acid // Org. Biomol. Chem. 2021. Vol. 19. P. 8133 8139. DOI:https://doi.org/10.1039/D1OB01424B.
14. Leng J., Xin J., Zhou H., Li K., Hu W., Zhang Y. Theoretical insights into sensing performances of rhodamine-contained two-photon fluorescent probes for mercury ion // Int. J. Quantum Chem. 2021. Vol. 121. e26435. DOI:https://doi.org/10.1002/qua.26435.
15. Ge Y., Zheng X., Ji R., Shen S., Cao X. A new pyrido[1,2-a]benzimidazole-rhodamine FRET system as an efficient ratiometric fluorescent probe for Cu2+ in living cells // Anal. Chim. Acta. 2017. Vol. 965. P. 103-110. DOI:https://doi.org/10.1016/j.aca.2017.02.006.
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17. Begunov R.S., Sokolov A.A., Shebunina T.V. Vliyanie prirody vosstanavlivayuschego agenta na process vosstanovleniya hloridov N(2-nitrofenil)piridiniya // Zhurnal organicheskoy himii. 2013. T. 49. № 5. S. 789-791. DOI:https://doi.org/10.1134/S1070428013050291.
18. Begunov R.S., Sokolov A.A. Reakciya vosstanovitel'noy vnutrimolekulyarnoy geterociklizacii hloridov N-(2-nitroaril)piridiniya solyami metallov peremennoy valentnosti // Zhurnal organicheskoy himii. 2014. T. 50, № 8. S. 1234-1236. DOI:https://doi.org/10.1134/S1070428014080296.
19. Begunov R.S., Sokolov A.A., Sazhina A.A. Vliyanie temperatury i prirody protoniruyuschego agenta na vosstanovlenie hloridov N-(2-nitroaril)piridiniya // Zhurnal organicheskoy himii. 2015. T. 50, № 8. S. 1215-1217. DOI:https://doi.org/10.1134/S1070428015080266.
20. Begunov R.S., Sokolov A.A. Odnoreaktornoe vosstanovlenie i galogenirovanie N-(2,4-dinitrofenil)piperidina // Ot himii k tehnologii shag za shagom. 2022. T. 3, vyp. 2. S. 30-36. DOI:https://doi.org/10.52957/27821900_2022_02_30. URL: http://chemintech.ru/index.php/tor/2022tom3no2
