Synthesis, sympatholytic and adrenolytic activity of aminoamides and aminоesters on the base of 1-(benzo[d][1,3]dioxol-5-yl)-cyclopentane- and 4-(benzo[d][1,3]dioxol-5-yl)tetrahydro-2H-pyrane-4-carboxylic acids
- Autores: Margaryan R.E.1, Stepanyan G.V.1, Aghekyan A.A.1, Panosyan H.A.1, Arutyunyan S.A.1, Tsatinyan A.S.1, Grigoryan M.S.1, Mkryan G.G.1
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Afiliações:
- The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
- Edição: Volume 61, Nº 3 (2025)
- Páginas: 293-301
- Seção: ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ
- URL: https://ruspoj.com/0514-7492/article/view/687813
- DOI: https://doi.org/10.31857/S0514749225030095
- EDN: https://elibrary.ru/EUDZPA
- ID: 687813
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Resumo
By the reaction of 2-(benzo[d][1,3]dioxol-5-yl)acetonitrile with dibromobutane and 2,2'-dichlorodiethyl ether, nitriles of 1-(benzo[d][1,3]dioxol-5-yl)cyclopentane- and 4-(benzo[d][1,3]dioxol-5-yl)tetrahydro-2H-pyran-4-carboxylic acids were synthesized, converted into the corresponding acids by alkaline hydrolysis. Targeted (benzo[d][1,3]dioxol-5-yl)cyclopentane(tetrahydropyran)-carboxamides and (benzo[d][1,3]dioxol-5-yl)cyclopentane(tetrahydropyran)-carboxylates were synthesized by interaction of acid chlorides of isolated acids with N,N-dialkylaminoalkyl- and heterylalkylamines, as well as with N,N-dialkylaminoalkyl- and heterylalkylalcohols. The effect of the synthesized compounds on the cardiovascular system and blood hemodynamics was studied.
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Sobre autores
R. Margaryan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Email: aaghekyan@mail.ru
ORCID ID: 0000-0002-5066-0870
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
G. Stepanyan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Email: aaghekyan@mail.ru
ORCID ID: 0009-0006-6649-4439
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
A. Aghekyan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Autor responsável pela correspondência
Email: aaghekyan@mail.ru
ORCID ID: 0000-0001-6151-4951
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
H. Panosyan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Email: aaghekyan@mail.ru
ORCID ID: 0000-0001-8311-6276
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
S. Arutyunyan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Email: aaghekyan@mail.ru
ORCID ID: 0000-0003-3748-6975
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
A. Tsatinyan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Email: aaghekyan@mail.ru
ORCID ID: 0000-0002-0923-2380
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
M. Grigoryan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Email: aaghekyan@mail.ru
ORCID ID: 0000-0002-6705-8536
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
G. Mkryan
The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA
Email: aaghekyan@mail.ru
ORCID ID: 0000-0001-9879-9524
Armênia, prosp. Azatutyana, 26, Yerevan, 0014
Bibliografia
- Коноваленко А.С., Шаблыкин О.В., Броваретс В.С., Шаблыкина О.В., Москвина В.С., Козитский А.В. ХГС. 2020, 56 (8), 1021–1029. [Konovalenko A.S., Shablykin O.V., Brovarets V.S., Shablykina O.V., Moskvina V.S., Kozytskiy A.V. Chem. Heterocycl. Compd. 2020, 56 (8), 1021–1029.] doi: 10.1007/s10593-020-02769-3
- Hikichi Y. Jap. J. Phytopath. 1993, 59, 369–374. doi: 10.3186/jjphytopath.59.369
- Nagate T., Kurashige S., Mitsuhashi S. Antimicrob. Agents Chemother. 1980, 17, 203–208. doi: 10.1128/AAC.17.2.203
- сrestey F., Jensen A.A., Soerensen C., Magnus C.B., Andreasen J.T., Peters G.H. J., Kristensen J.L. J. Med. Chem. 2018, 61, 1719–1729. doi: 10.1021/acs.jmedchem.7601895
- 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
- Bernard S., Kummerer N., Urgast D., Hack F., Ungelenk J., Frank A., Schollmeyer D., Dieter N. Synthesis. 2024, 56 (16), 2537–2548. doi: 10.1055/a-2328-2947
- Yan X., Zheng J., Li W-D.Z. Tetrahedron Lett. 2023, 132, 154826. doi: 10.1016/j.tetlet.2023.154826
- Попов А.A., Дряпак А.H., Буров О.Н., Клецкий М.Е., Загребаев А.Д., Ткачук А.В., Курбатов С.В., Алешукина А.В., Голошва Е.В., Маркова К.Г., Березинская И.С., Твердохлебова Т.И. ХГС. 2023, 59, 604–609. [Popov A.A., Dryapak A.N., Burov O.N., Kletskii M.E., Zagrebaev A.D., Tkachuk A.V., Kurbatov S.V., Aleshukina A.V., Goloshova E.V., Markova K.G., Berezinskaya I.S., Tverdokhlebova T.I. Chem. Hetероcycl. Compd. 2023, 59, 604–609.] doi: 10.1007/s10593-023-03239-2
- Lacivita E., Schepetkin I.A., Stama M.L., Kirpotina L.N., Colabufo N.A., Perrone R., Khlebnikov A.I., Quinn M.T., Leopoldo M. Bioorg. Med. Chem. 2015, 23, 3913–3924. doi: 10.1016/j.bmc.2014.12.007
- Marinovic M., Rimac H., Carvalho L.P., Rola C., Santana S., Pavic K., Prudencio M., Rajic Z. Bioorg. Med. Chem. 2023, 94, 117468. doi: 10.1016/j.bmc.2023.117468
- Mашковский М.Д. Лекарственные средства, М.: Новая волна. 2010.
- Агекян А.А., Мкрян Г.Г., Цатинян А.С., Нора-вян О.С., Гаспарян Г.В. ЖОрХ. 2016, 52, 226–230. [Aghekyan A.A., Mkryan G.G., Tsatinyan A.S., Noravyan O.S., Gasparyan G.V. Russ. J. Org. Chem. 2016, 52 (2), 209–213.] doi: 10.1134/S1070428016020081
- Aгекян A.A., Мкрян Г.Г., Цатинян A.С., Гаспарян Г.В. ЖОХ. 2019, 89, 812–816. [Aghekyan A.A., Mkryan G.G., Tsatinyan A.S., Gasparyan G.V., Russ.J. Gen. Chem. 2019, 89, 1051–1054.] doi: 10.1134/S107036321905027X
- Арустамян Ж.С., Маркарян Р.Э., Агекян А.А., Назарян И.М., Акобян А.Г., Пароникян Р.Г., Минасян Н.С. ЖОрХ, 2019, 55, 896–900. [Arustamyan Zh.S., Markaryan R.E., Aghekyan A.A., Nazaryan I.M., Hakobyan A.G., Paronikyan R.G., Minasyan N.S. Russ. J. Org. Chem. 2019, 55, 796–799.] doi: 10.1134/S1070428019060095
- Krohs W., Ther L., Vogel G. Pat. 1124485. Germany, C.A. 1962, 57, 9738g.
- Arustamyan Zh.S., Margaryan R.E., Mkryan G.G., Aghekyan A.A., Panosyan H.A., Buniatyan Zh.M., Muradyan R.E. Russ. J. Org. Chem. 2024, 60, 18–24. doi: 10.1134/S1070428024010032.
- Авакян О.М. Симпато-адреналовая система. M.: Наука, 1977.
- https://rat-house@neurobotics.ru, Россия, Зеленоград.
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