A series of pyrrolidine-2.5-diones with benzenesulfonamide substituents on the ring N atom were synthesized from substituted dicarboxylic acids and various benzenesulfonamides. The antibacterial and neurotropic activities of the synthesized compounds were tested. Several compounds exhibited pronounced anticonvulsant activity although most compounds had weak antimicrobial properties.
Similar content being viewed by others
References
J. Obniska, A. Zejc, and A. Zagorska, Acta Pol. Pharm., 59(3), 209 – 213 (2002).
K. Kaminski, J. Obniska, and M. Dybala, Eur. J. Med. Chem., 43(1), 53 – 61 (2008).
K. Kaminski and J. Obniska, Bioorg. Med. Chem., 16, 4921 – 4931 (2008).
J. J. Luszczki, S. L. Kocharov, and S. J. Czuczwar, Neurosci. Res., 64(3), 267 – 272 (2009).
J. J. Luszczki, J. D. Cioczek, S. L. Kocharov, et al., Eur. J. Pharmacol., 648(1 – 3), 74 – 79 (2010).
J. Obniska, I. Chlebek, and K. Kaminski, Arch. Pharm., 345(9), 713 – 722 (2012).
S. L. Kocharov, H. A. Panosyan, P. Marzeda, et al., Health Probl. Civiliz., 11(3), 195 – 201 (2017).
G. O. Rankin, J. Toxicol. Environ. Health, Part B, 7, 399 – 416 (2004).
K. Qian, I. D. Bori, C.-H. Chen, et al., J. Med. Chem., 55(18), 8128 – 8136 (2012).
S. Mordechai, EP 1.951.229 B1, Jul. 10, 2013.
S. Mordechai, US Pat. 8.853.257 B2, Oct. 7, 2014.
R. W. Pfirrmann, US Pat. 3.789.056, Jan. 29, 1974.
Z. Wang, J. Li, X.-D. Zeng, et al., Molecules, 20(9), 17585 – 17600 (2015).
Ajeet, A. K. Mishra, and A. Kumar, Am. J. Pharmacol. Sci., 3(1), 18 – 24 (2015).
E. Miller, H. J. Rock, and M. L. Moore, J. Am. Chem. Soc., 61(5), 1198 – 1200 (1939).
D. Shapiro and F. Bergmann, J. Org. Chem., 6(5), 774 – 779 (1941).
R. Bouasla, M. Berredjem, S. Hessainia, et al., J. Chem. Chem. Eng., 5(12), 1153 – 1159 (2011).
S. A. Avetisyan and O. L. Mndzhoyan, Arm. Khim. Zh., 23(4), 354 – 364 (1970).
O. L. Mndzhoyan, S. A. Avetisyan, L. V. Azaryan, et al., Arm. Khim. Zh., 29(11), 948 – 951 (1976).
A. Lapworth and J. A. McRae, J. Chem. Soc., Trans., 121, 1699 – 1712 (1922).
P. G. Waser, A. J. Ganz, and R. W. Pfirrmann, Arzneim. Forsch., 27(10), 1942 – 1953 (1977).
A. N. Mironov (ed.), Handbook for Preclinical Drug Studies [in Russian], Grif i K, Moscow (2012), pp. 509 – 525.
M. D. Mashkovskii, Drugs [in Russian], Novaya Volna, Moscow (2010), p. 851.
H. G. Vogel and W. H. Vogel (eds.), in: Drug Discovery and Evaluation. Pharmacological Assays, Springer, Berlin and New York (1997), pp. 246 – 350.
A. P. Mkrtchyan, S. G. Kazaryan, A. S. Noravyan, et al., Khim.-farm. Zh., 32(9), 15 – 19 (1998).
I. A. Dzhagatspanyan and A. B. Asryan, Eksp. Klin. Farmakol., No. 1, 5 – 8 (1994).
S. E. File, Behav. Brain Res., 125, 151 – 157 (2001).
J. N. Crawley, Pharmacol. Biochem. Behav., 15, 695 – 699 (1981).
S. C. Stanford, J. Psychopharmacol., 21, 134 – 135 (2007).
S. L. Kocharov, G. A. Panosyan, I. A. Dzhagatspanyan, et al., Khim.-farm. Zh., 54(9), 15 – 21 (2020).
A. V. Kaluev and D. Dzh. Natt [D. J. Nutt], Eksp. Klin. Farmakol., 67(4), 71 – 76 (2004).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 56, No. 11, pp. 13 – 20, November, 2022.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Kocharov, S.L., Panosyan, H.A., Jaghatspanyan, I.A. et al. Synthesis and Evaluation of the Biological Activity of New Succinimides Substituted at the Nitrogen Atom with Benzenesulfonamides. Pharm Chem J 56, 1443–1450 (2023). https://doi.org/10.1007/s11094-023-02810-7
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-023-02810-7