Abstract:
A convenient approach to novel symmetric bispyrimidine diamines comprises SNAr reactions of 4-fluoropyrimidine N-oxide with alkane-α,ω-diamines with subsequent reduction of N-oxide function. The obtained substances were tested in patch-clamp experiments for the influence on the kainateinduced currents in Purkinje neurons and showed negative modulating effect.
Citation:
K. N. Sedenkova, E. B. Averina, A. A. Nazarova, Yu. K. Grishin, D. S. Karlov, V. L. Zamoyski, V. V. Grigoriev, T. S. Kuznetsova, V. A. Palyulin, “The first AMPA receptor negative modulators based on the tetrahydroquinazoline scaffold”, Mendeleev Commun., 28:4 (2018), 423–425
Linking options:
https://www.mathnet.ru/eng/mendc1788
https://www.mathnet.ru/eng/mendc/v28/i4/p423
This publication is cited in the following 14 articles:
K. N. Sedenkova, S. V. Kositov, D. V. Zverev, E. V. Radchenko, Yu. K. Grishin, A. V. Gabrel'yan, V. L. Zamoyski, V. V. Grigoriev, E. B. Averina, V. A. Palyulin, “Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation”, Mendeleev Commun., 34:1 (2024), 8–10
Kseniya N. Sedenkova, Victoria I. Uvarova, Anna A. Nazarova, Aleksandra V. Peisikova, Evgeny V. Khvatov, Maksim V. Sukhorukov, Vasilisa S. Frolenko, Alexander S. Goryashchenko, Ivan S. Kholodilov, Yuri K. Grishin, Viktor B. Rybakov, Marat T. Makenov, Evgeny S. Morozkin, Lyudmila S. Karan, Liubov I. Kozlovskaya, Aydar A. Ishmukhametov, Dmitry I. Osolodkin, Elena B. Averina, “Tetrahydroquinazoline N‐oxide derivatives inhibit reproduction of tick‐borne and mosquito‐borne flaviviruses”, Archiv der Pharmazie, 356:7 (2023)
Elena A. Golubeva, Mstislav I. Lavrov, Eugene V. Radchenko, Vladimir A. Palyulin, “Diversity of AMPA Receptor Ligands: Chemotypes, Binding Modes, Mechanisms of Action, and Therapeutic Effects”, Biomolecules, 13:1 (2022), 56
E.V. Radchenko, A.S. Tarakanova, D.S. Karlov, M.I. Lavrov, V.A. Palyulin, “Ligands of the AMPA-subtype glutamate receptors: mechanisms of action and novel chemotypes”, BIOMED KHIM, 67:3 (2021), 187
K. N. Sedenkova, A. A. Nazarova, D. V. Zverev, Zh. T. Zharmuhambetova, D. A. Vasilenko, Yu. K. Grishin, T. S. Kuznetsova, E. B. Averina, “Novel π-conjugated structures with fluorescent properties based on 4-alkoxytetrahydroquinazoline N-oxide”, Russ Chem Bull, 70:7 (2021), 1311
K. N. Sedenkova, D. A. Vasilenko, D. V. Zverev, K. S. Sadovnikov, Yu. A. Gracheva, Yu. K. Grishin, T. S. Kuznetsova, E. R. Milaeva, E. B. Averina, “Novel 8-arylidenetetrahydroquinazoline N-oxides: synthesis, photophysical properties and biological evaluation”, Mendeleev Commun., 31:1 (2021), 39–41
N. S. Temnyakova, D. A. Vasilenko, M. I. Lavrov, D. S. Karlov, Yu. K. Grishin, V. L. Zamoyski, V. V. Grigoriev, E. B. Averina, V. A. Palyulin, “Novel bivalent positive allosteric AMPA receptor modulator of bis-amide series”, Mendeleev Commun., 31:2 (2021), 216–218
N. S. Temnyakova, D. A. Vasilenko, M. I. Lavrov, D. S. Karlov, Yu. K. Grishin, V. L. Zamoyski, V. V. Grigoriev, E. B. Averina, V. A. Palyulin, “New nanomolar negative modulators of AMPA receptors”, Mendeleev Commun., 31:2 (2021), 219–220
Kseniya N. Sedenkova, Alexey V. Terekhin, Irina V. Abdrashitova, Dmitry A. Vasilenko, Kirill S. Sadovnikov, Yulia A. Gracheva, Yuri K. Grishin, Tina Holt, Andrei G. Kutateladze, Tamara S. Kuznetsova, Elena R. Milaeva, Elena B. Averina, “Dichotomy in the reactivity of 2-methyltetrahydroquinazoline 1-oxides towards aldehydes: An unprecedented condensation with simultaneous reduction of the N-oxide fragment”, Tetrahedron Letters, 61:11 (2020), 151605
A. A. Nazarova, K. N. Sedenkova, D. A. Vasilenko, Yu. K. Grishin, T. S. Kuznetsova, E. B. Averina, “4-Azidotetrahydroquinazoline derivatives in CuAAC reaction”, Mendeleev Commun., 30:6 (2020), 714–716
Anna A. Nazarova, Kseniya N. Sedenkova, Dmitry S. Karlov, Mstislav I. Lavrov, Yuri K. Grishin, Tamara S. Kuznetsova, Vladimir L. Zamoyski, Vladimir V. Grigoriev, Elena B. Averina, Vladimir A. Palyulin, “Bivalent AMPA receptor positive allosteric modulators of the bis(pyrimidine) series”, Med. Chem. Commun., 10:9 (2019), 1615
Kseniya N. Sedenkova, Julia V. Kolodyazhnaya, Dmitry A. Vasilenko, Yulia A. Gracheva, Elena V. Kharitonoshvili, Yuri K. Grishin, Alexey A. Chistov, Victor B. Rybakov, Tina Holt, Andrei G. Kutateladze, Tamara S. Kuznetsova, Elena R. Milaeva, Elena B. Averina, “Novel π-conjugated systems based on pyrimidine N-Oxide”, Dyes and Pigments, 164 (2019), 72
M. I. Lavrov, P. N. Veremeeva, D. S. Karlov, V. L. Zamoyski, V. V. Grigoriev, V. A. Palyulin, “Tricyclic derivatives of bispidine as AMPA receptor allosteric modulators”, Mendeleev Commun., 29:6 (2019), 619–621
K. N. Sedenkova, A. A. Nazarova, E. V. Khvatov, E. V. Dueva, A. A. Orlov, D. I. Osolodkin, Yu. K. Grishin, T. S. Kuznetsova, V. A. Palyulin, E. B. Averina, “A facile metal-free approach to N,N′-bis(1-oxidopyrimidin-4-yl)diamines with promising biological activity”, Mendeleev Commun., 28:6 (2018), 592–594
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