ChemistrySelect, volume 4, issue 4, pages 1483-1490
Synthesis and Biological Activity of 4-Cycloaminopolyfluorosalicylic Acids
Irina V Shchur
1
,
E.V. Shchegol’kov
1, 2
,
Yanina V. Burgart
1, 2
,
Vera V Maslova
3
,
Sergey Yu Solodnikov
3
,
Olga P Krasnykh
3
,
Victor Saloutin
1, 2
3
Komsomolsky Av., 29; Perm 614990 Russia
|
Publication type: Journal Article
Publication date: 2019-01-29
Journal:
ChemistrySelect
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor: 2.1
ISSN: 23656549, 23656549
General Chemistry
Abstract
A series of novel 4‐cycloamino‐substituted polyfluorosalicylic acids, their esters and amides have been synthesized by the reactions of alkyl polyfluorosalicylates with morpholine, N‐methylpiperazine, pyrrolidine and proline. It was observed that esters of polyfluorosalicylic acids under prolonged heating with amines could undergo one pot nucleophilic substitution of fluorine and intramolecular acidic hydrolysis owing to catalysis by the neighboring hydroxyl group. According to ADME calculations, the synthesized compounds are suitable for drug‐design. 4‐(N‐Methylpiperazinyl)‐substituted polylfluorosalicylic acids were found to have good analgesic activity while 4‐morphonyl‐containing analogs revealed moderate anti‐inflammatory action. In addition, the presence of amine fragment in polyfluorosalicylates reduced acute toxicity comparing to non‐substituted polyfluorosalicylic acids. The molecular docking of the most active compounds was carried out into the tyrosine site of cyclooxygenase‐1.
Top-30
Citations by journals
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1
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Russian Chemical Bulletin
1 publication, 16.67%
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Polyhedron
1 publication, 16.67%
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Mendeleev Communications
1 publication, 16.67%
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ChemMedChem
1 publication, 16.67%
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AIP Conference Proceedings
1 publication, 16.67%
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Russian Chemical Reviews
1 publication, 16.67%
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1
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Citations by publishers
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1
2
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Elsevier
2 publications, 33.33%
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Springer Nature
1 publication, 16.67%
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Wiley
1 publication, 16.67%
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American Institute of Physics (AIP)
1 publication, 16.67%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 16.67%
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1
2
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Shchur I. V. et al. Synthesis and Biological Activity of 4-Cycloaminopolyfluorosalicylic Acids // ChemistrySelect. 2019. Vol. 4. No. 4. pp. 1483-1490.
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Shchur I. V., Shchegol’kov E., Burgart Y. V., Triandafilova G. A., Maslova V. V., Solodnikov S. Yu., Krasnykh O. P., Borisevich S. S., Khursan S. L., Saloutin V. Synthesis and Biological Activity of 4-Cycloaminopolyfluorosalicylic Acids // ChemistrySelect. 2019. Vol. 4. No. 4. pp. 1483-1490.
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TY - JOUR
DO - 10.1002/slct.201803523
UR - https://doi.org/10.1002/slct.201803523
TI - Synthesis and Biological Activity of 4-Cycloaminopolyfluorosalicylic Acids
T2 - ChemistrySelect
AU - Shchur, Irina V
AU - Solodnikov, Sergey Yu
AU - Krasnykh, Olga P
AU - Shchegol’kov, E.V.
AU - Burgart, Yanina V.
AU - Triandafilova, Galina A
AU - Maslova, Vera V
AU - Borisevich, Sophia S.
AU - Khursan, Sergey L.
AU - Saloutin, Victor
PY - 2019
DA - 2019/01/29 00:00:00
PB - Wiley
SP - 1483-1490
IS - 4
VL - 4
SN - 2365-6549
SN - 2365-6549
ER -
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@article{2019_Shchur,
author = {Irina V Shchur and Sergey Yu Solodnikov and Olga P Krasnykh and E.V. Shchegol’kov and Yanina V. Burgart and Galina A Triandafilova and Vera V Maslova and Sophia S. Borisevich and Sergey L. Khursan and Victor Saloutin},
title = {Synthesis and Biological Activity of 4-Cycloaminopolyfluorosalicylic Acids},
journal = {ChemistrySelect},
year = {2019},
volume = {4},
publisher = {Wiley},
month = {jan},
url = {https://doi.org/10.1002/slct.201803523},
number = {4},
pages = {1483--1490},
doi = {10.1002/slct.201803523}
}
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Shchur, Irina V., et al. “Synthesis and Biological Activity of 4-Cycloaminopolyfluorosalicylic Acids.” ChemistrySelect, vol. 4, no. 4, Jan. 2019, pp. 1483-1490. https://doi.org/10.1002/slct.201803523.