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Synthesis and biological activity of polyfluorinated p-aminosalicylic acids and their amides

Yanina Valer'evna Burgart 1, 2
Yanina Valer'evna Burgart
, 
Irina Viktorovna Shchur 1
Irina Viktorovna Shchur
, 
Evgeny Vadimovich Shchegolkov 1, 2
Evgeny Vadimovich Shchegolkov
, 
Viktor Ivanovich Saloutin 1, 2
Viktor Ivanovich Saloutin
10.1016/j.mencom.2020.09.028
Published 2020-08-31
Communication , Volume 30, Issue 5, 636-638
7
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Burgart Y. V. et al. Synthesis and biological activity of polyfluorinated p-aminosalicylic acids and their amides // Mendeleev Communications. 2020. Vol. 30. No. 5. pp. 636-638.
GOST all authors (up to 50) Copy
Burgart Y. V., Shchur I. V., Shchegolkov E. V., Saloutin V. I. Synthesis and biological activity of polyfluorinated p-aminosalicylic acids and their amides // Mendeleev Communications. 2020. Vol. 30. No. 5. pp. 636-638.
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TY - JOUR
DO - 10.1016/j.mencom.2020.09.028
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.028
TI - Synthesis and biological activity of polyfluorinated p-aminosalicylic acids and their amides
T2 - Mendeleev Communications
AU - Burgart, Yanina Valer'evna
AU - Shchur, Irina Viktorovna
AU - Shchegolkov, Evgeny Vadimovich
AU - Saloutin, Viktor Ivanovich
PY - 2020
DA - 2020/08/31
PB - Mendeleev Communications
SP - 636-638
IS - 5
VL - 30
ER -
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@article{2020_Burgart,
author = {Yanina Valer'evna Burgart and Irina Viktorovna Shchur and Evgeny Vadimovich Shchegolkov and Viktor Ivanovich Saloutin},
title = {Synthesis and biological activity of polyfluorinated p-aminosalicylic acids and their amides},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Aug},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.028},
number = {5},
pages = {636--638},
doi = {10.1016/j.mencom.2020.09.028}
}
MLA
Cite this
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Burgart, Yanina Valer'evna, et al. “Synthesis and biological activity of polyfluorinated p-aminosalicylic acids and their amides.” Mendeleev Communications, vol. 30, no. 5, Aug. 2020, pp. 636-638. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.028.

Keywords

p-aminosalicylic acid
acute toxicity
analgesic activity
aromatic nucleophilic substitution
organofluorine compounds
polyfluoroarenes
salicylamide
tuberculostatic activity

Abstract

Polyfluorinated analogues of salicylamide and p-aminosalicylic acid have been synthesized based on methyl polyfluorosalicylates. Polyfluorosalicylamides were obtained by the reaction with aqueous ammonia, while 4-aminopolyfluorosalicylic acids were prepared in two steps via regio-oriented nucleophilic replacement of para-positioned fluorine atom with azido group followed by its reduction. 3,4,5-Trifluorosalicylamide showed pronounced analgesic in vivo activity in hot plate test while 4-amino-3,5-difluorosalicylic acid revealed high tuberculostatic activity.

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