Synthesis, Antiarrhythmic and Anticonvulsant Activity of the Aminoamides and Aminoesters on the Base of 1-(4-Fluorophenyl)- and 1-(3-(Trifluoromethyl)phenyl)cyclopentanecarboxylic Acides

Zh. S. Arustamyan; Арустамян Жасмина Cаркисовна; R. E. Margaryan; Маркарян Рузанна Эдуардовна; A. A. Aghekyan; Агекян Aся Aгековна; G. S. Mkrtchyan; Мкртчян Гоар Сааковна; R. E. Muradyan; Мурадян Рафаэль Егиазарович; M. S. Grigoryan; Григорян Марине Сениковна; H. A. Panosyan; Паносян Генрих Агавардович; G. G. Mkryan; Мкрян Геворг Гургенович

doi:10.31857/S0514749224080069

Synthesis, Antiarrhythmic and Anticonvulsant Activity of the Aminoamides and Aminoesters on the Base of 1-(4-Fluorophenyl)- and 1-(3-(Trifluoromethyl)phenyl)cyclopentanecarboxylic Acides

Autores: Arustamyan Z.S.¹, Margaryan R.E.¹, Aghekyan A.A.¹, Mkrtchyan G.S.¹, Muradyan R.E.¹, Grigoryan M.S.¹, Panosyan H.A.¹, Mkryan G.G.¹
Afiliações:
1. Scientific Technological Centre of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia
Edição: Volume 60, Nº 8 (2024)
Páginas: 44-52
Seção: Articles
URL: https://ruspoj.com/0514-7492/article/view/676685
DOI: https://doi.org/10.31857/S0514749224080069
EDN: https://elibrary.ru/RAFTGV
ID: 676685

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Alkylation of 2-(4-fluorophenyl)- and 2-(3-(trifluoromethyl)phenyl)acetonitrile with 1,4-dibrombutane gave the nitrile of the substituted phenylcyclopentane-1 carboxylic acids. Alkaline hydrolysis of the latter in ethyleneglycol corresponding acids were obtained, the interaction of acid chlorides of which with N,N-dialkylaminoalkyl- and heterylalkylamines, also with N,N-dialkylaminoalkyl- and heterylalkylalcohols, synthesized new aminoamides and aminoesters derivatives in a series of 1-(4-fluorophenyl)- and 1-(3-(trifluoromethyl)phenyl)cyclopentanecarboxylic acids. The antiarrhythmic activity of synthesized compounds has been investigated.

Palavras-chave

1-(4-fluorophenyl)cyclopentanecarboxylic acid, 1-(3-(trifluoromethyl)phenyl) cyclopentanecarbo-xylic acid, dialkylaminoalkylamine, heterylalkylalcohol, aminoamide, aminoester

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Zhou Y., Wang J., Gu Z., Wang S., Zhu W., Acena J.L., Soloshonok V.A., Izawa K., Liu H. Chem. Rev. 2016, 116, 422–518. doi: 10.1021/acs.chemrev.5b00392
Hagmann W.K. J. Med. Chem. 2008, 51, 4359–4369. doi: 10.1021/jm800219f
Nicholas A. Meanwell. J. Med. Chem. 2018, 61, 5822–5880. doi: 10.1021/acs.jmedchem.7b01788
Muzalevskiy V.M., Sizova Z.A., Belyaeva K.V., Trofimov B.A., Nenajdenko V.G. Molecules. 2019, 24, 3594. doi: 10.3390/molecules24193594
De la Torre B.G., Albericio F. Molecules. 2019, 24, 809. doi: 10.3390/molecules24040809
Kankanala J., Marchand Ch., Abdelmalak M., Aihara H., Pommier Y., Wang Z. J. Med. Chem. 2016, 59, 2734. doi: 10.1021/acs.jmedchem.5b01973
Davies S.G., Fletcher A.M., Frost A.B., Kennedy M.S., Roberts P.M., Thomson J.E. Tetrahedron. 2016, 72, 2139. doi: 10.1016/j.tet.2016.03.008
Агекян А.А., Мкрян Г.Г., Цатинян А.С., Норавян О.С., Гаспарян Г.В. ЖОрХ. 2017, 53 (3), 364–367. [Aghekyan A.A., Mkryan G.G., Tsatinyan A.S., Noravyan O.S., Gasparyan G.V. Russ. J. Org. Chem. 2017, 53 (3), 362–365.] doi: 10.1134/S1070428017030083
Watanuki S., Matsuura K., Tomura Y., Okada M., Okazaki T., Ohta M., Tsukamoto S. Bioorg. Med. Chem. 2011, 19, 5628–5638. doi: 10.1016/j.bmc.2011.07.030
Руководство по проведению доклинических исследований лекарственных средств. Часть первая. Ред. А.Н. Миронов. М.: Гриф и К. 2012, 387
Vogel H.G., Vogel W.H. Psychotropic and neurotropic activity. In: Drug Discovery and Evaluation: Pharmacological Assays, Ed. H.E. Vogel, Berlin and N.Y.: Springer 2008, 569–874.