Abstract
A series of 5-aryl-4-acyl-3-hydroxy-1-morpholinoalkyl-3-pyrroline-2-ones was synthesized via the reactions of methyl esters of acylpyruvic acids with a mixture of aromatic aldehyde and 2-(4-morpholino)-1-ethylamine or 3-(4-morpholino)-1-propylamine. All compounds possess weak antibacterial properties. The antiamnesic, analgesic, and antiphlogistic activity and acute toxicity of several compounds were studied. It was established that one compound produced a significant antiamnesic effect and two compounds exhibited pronounced analgesic activity.
Similar content being viewed by others
References
V. L. Gein, S. G. Pitirimova, E. V. Voronina, et al., Khim.-Farm. Zh., 31(11), 35–36 (1997).
V. L. Gein, E. V. Voronina, T. E. Ryumina, et al., Khim.-Farm. Zh., 30(2), 25–26 (1996).
V. L. Gein, L. F. Gein, N. Yu. Porseva, et al., Khim.-Farm. Zh., 32(9), 23–25 (1998).
V. L. Gein, A. V. Popov, V. E. Kolla, and N. A. Popova, Pharmazie, 48, 107 (1993).
V. L. Gein, L. F. Gein, N. Yu. Porseva, et al., Khim.-Farm. Zh., 31(5), 33–36 (1997).
V. L. Gein, E. V. Shumilovskikh, Yu. S Andreichikov, et al., Khim.-Farm. Zh., 25(12), 37–40 (1991).
M. D. Mashkovskii, Drugs [in Russian], Kartya Moldovenyaske, Kishinev (1990), Vol. 2, p. 201.
M. D. Mashkovskii, Drugs [in Russian], Kartya Moldovenyaske, Kishinev (1990), Vol. 1, p. 70.
M. D. Mashkovskii, Drugs [in Russian], Kartya Moldovenyaske, Kishinev (1990), Vol. 1, p. 133.
Yu. S. Andreichikov, V. L. Gein, and I. N. Anikina, Zh. Org. Khim., 25(12), 2494 (1989).
V. B. Prozorovskii, M. P. Prozorovskaya, and V. M. Demchenko, Farmakol. Toksikol., No. 4, 497 (1978).
S. D. Zaugol’nikov, M. M. Kochanov, A. O. Loit, et al., in: Rapid Methods for Determining Toxicity and Estimating Hazard of Chemicals [in Russian], Meditsina, Leningrad (1978), p. 184.
L. V. Loskutova and R. Yu. Il’yuchenok, Farmakol. Toksikol., No. 4, 34 (1985).
N. B. Eddy and D. Leimbach, J. Pharmacol. Exp. Therap., 107(3), 385–393 (1953).
Methodological Recommendation for the Experimental Investigation of Nonsteroidal Antiinflammatory Drugs [in Russian], F. P. Trinus and B. M. Klebanov (eds.), Pharmacological Committee of the USSR Ministry of Public Health, Moscow (1982), pp. 1–5.
G. N. Pershin, Methods of Experimental Chemotherapy [in Russian], Medgiz, Moscow (1971), pp. 1089–117.
V. E. Kolla and B. Ya. Syropyatov, Doses of Drugs and Chemicals for Laboratory Animals [in Russian], Meditsina, Moscow (1998), p. 30.
V. E. Kolla and B. Ya. Syropyatov, Doses of Drugs and Chemicals for Laboratory Animals [in Russian], Meditsina, Moscow (1998), p. 14.
V. E. Kolla and B. Ya. Syropyatov, Doses of Drugs and Chemicals for Laboratory Animals [in Russian], Meditsina, Moscow (1998), p. 107.
Author information
Authors and Affiliations
Additional information
__________
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 41, No. 5, pp. 25–31, May, 2007.
Rights and permissions
About this article
Cite this article
Gein, V.L., Yushkov, V.V., Kasimova, N.N. et al. Synthesis and biological activity of 5-aryl-4-acyl-3-hydroxy-1-morpholinoalkyl-3-pyrrolin-2-ones. Pharm Chem J 41, 256–263 (2007). https://doi.org/10.1007/s11094-007-0057-7
Received:
Issue Date:
DOI: https://doi.org/10.1007/s11094-007-0057-7