Synthesis and Properties of 1,3-Disubstituted Ureas and Its Isosteric Analogs Containing Polycyclic Fragments: XVIII. 1-[2-(Adamantan-2-yl)ethyl]-3-R-Ureas and Thioureas
- 作者: Burmistrov V.V.1, Zapravdina D.M.1, Savelyev E.N.1, Orlinson B.S.1, Butov G.M.1,2, Novakov I.A.1
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隶属关系:
- Volgograd State Technical University (VSTU)
- Volzhsky Polytechnic Institute (branch) VSTU
- 期: 卷 60, 编号 1 (2024)
- 页面: 60-67
- 栏目: Articles
- URL: https://clinpractice.ru/0514-7492/article/view/672223
- DOI: https://doi.org/10.31857/S0514749224010043
- EDN: https://elibrary.ru/ENNKIL
- ID: 672223
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详细
Methods for the preparation of 1-[2-(adamantan-2-yl)ethyl]-3-R-ureas and thioureas by the reaction of 2-(adamantan-2-yl)ethylamine with aromatic isocyanates and isothiocyanates with 36–87% yields were developed. It was found that the displacement of the ethylene bridge from the 1st to the 2nd position of the adamantyl radical does not significantly affect the value of log P and melting points of the corresponding compounds.
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作者简介
V. Burmistrov
Volgograd State Technical University (VSTU)
编辑信件的主要联系方式.
Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-8547-9166
俄罗斯联邦, Volgograd
D. Zapravdina
Volgograd State Technical University (VSTU)
Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-8654-2382
俄罗斯联邦, Volzhsky
E. Savelyev
Volgograd State Technical University (VSTU)
Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-1937-768X
俄罗斯联邦, Volgograd
B. Orlinson
Volgograd State Technical University (VSTU)
Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-4710-4718
俄罗斯联邦, Volgograd
G. Butov
Volgograd State Technical University (VSTU); Volzhsky Polytechnic Institute (branch) VSTU
Email: butov@post.volpi.ru
ORCID iD: 0000-0002-0839-4513
俄罗斯联邦, Volgograd; Volzhsky
I. Novakov
Volgograd State Technical University (VSTU)
Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-0980-6591
俄罗斯联邦, Volgograd
参考
- Гладких Б.П, Дьяченко В.С., Данилов Д.В., Матюхина А.К., Бурмистров В.В., Бутов Г.М. ЖОрХ. 2022, 58, 1135–1144. [Gladkikh B.P., D’yachenko V.S., Danilov D.V., Matyukhina A.K., Burmistrov V.V., Butov G.M. Russ. J. Org. Chem. 2022, 58, 1561–1568.]. doi: 10.31857/S0514749222110015
- Schmelzer K.R., Kubala L., Newman J.W., Kim I.H., Eiserich J.P., Hammock B.D. Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 9772–9777. doi: 10.1073/pnas.0503279102
- Fleming I., Rueben A., Popp R., Fisslthaler B., Schrodt S., Sander A., Haendeler J., Falck J.R., Morisseau C., Hammock B.D., Busse R. Arterioscler. Thromb Vasc. Biol. 2007, 27, 2612–2618. doi: 10.1161/ATVBAHA.107.152074
- Imig J.D. Expert Opin. Drug Metab. Toxicol. 2008, 4, 165–174. doi: 10.1517/17425255.4.2.165
- Burmistrov V., Morisseau C., Pitushkin D., Karlov D., Fayzullin R.R., Butov G.M., Hammock B.D. Bioorg. Med. Chem. Lett. 2019, 28, 2302–2313. doi: 10.1016/j.bmcl.2018.05.024
- Burmistrov V., Morisseau C., D’yachenko V., Rybakov V.B., Butov G.M., Hammock B.D. J. Fluor. Chem. 2019, 220, 48–53. doi: 10.1016/j.jfluchem.2019.02.005
- Бурмистров В.В., Бутов Г.М., Карлов Д.С., Палюлин В.А., Зефиров Н.С., Мориссье К., Хэммок Б.Д. Биоорг. хим. 2016, 42, 448–459. [Burmistrov V.V., Butov G.M., Karlov D.S., Palyulin V.A., Zefirov N.S., Morisseau C., Hammock B.D. Russ. J. Bioorg. Chem. 2016, 42, 404–414.]. doi: 10.1134/S1068162016030067
- Новаков И.А., Орлинсон Б.С., Мамутова Н.Н., Савельев Е.Н., Потаенкова Е.А., Пынтя Л.А., Наход М.А. ЖОрХ. 2016, 86, 924–928. [Novakov I.A., Orlinson B.S., Mamutova N.N., Savel’ev E.N., Potayonkova E.A., Pyntya L.A., Nakhod M.A. Russ. J. Org. Chem. 2016, 86, 1255–1258.]. doi: 10.1134/S1070363216060062
- Murashkina A.V., Kuliukhina D.S., Averin A.D., Abel A.S., Savelyev E.N., Orlinson B.S., Novakov I.A., Correiac C.R.D., Beletskaya I.P. Mendeleev Commun. 2022, 32, 91–93. doi: 10.1016/j.mencom.2022.01.029
- Kharlamova A.D., Abel A.S., Averin A.D., Maloshitskaya O.A., Roznyatovskiy V.A., Savelyev E.N., Orlinson B.S., Novakov I.A., Beletskaya I.P. Molecules. 2021, 26, 1910. doi: 10.3390/molecules26071910
- Sedenkova K.N., Dueva E.V., Averina E.B., Grishin Y.K., Osolodkin D.I., Kozlovskaya L.I., Palyulin V.A., Savelyev E.N., Orlinson B.S., Novakov I.A., Butov G.M., Kuznetsova T.S., Karganova G.G., Zefirov N.S. Org. Biomol. Chem. 2015, 13, 3406–3415. doi: 10.1039/C4OB02649G
- Meden A., Knez D., Jukič M., Brazzolotto X., Gršič M., Pišlar A., Zahirović A., Kos J., Nachon F., Svete J., Gobec S., Grošelj U. Chem. Commun. 2019, 55, 3765–3768. doi: 10.1039/C9CC01330J
- Bohmer V., Meshcheryakov D., Thondorf I., Bolte M. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2004, 60, O136−O139. doi: 10.1107/S0108270103027586
- Meshcheryakov D., Arnaud-Neu F., Bohmer V., Bolte M., Hubscher-Bruder V., Jobin E., Thondorf I., Werner S. Org. Biomol. Chem. 2008, 6, 1004−1014. doi: 10.1039/B718114K
- Burmistrov V., Morisseau C., Pitushkin D., Karlov D., Fayzullin R.R., Butov G.M., Hammock B.D. Bioorg. Med. Chem. Lett. 2018, 28, 2302–2313. doi: 10.1016/j.bmcl.2018.05.024
- Burmistrov V., Morisseau C., Harris T.R., Butov G., Hammock B.D. Bioorg. Chem. 2018, 76, 510–527. doi: 10.1016/j.bioorg.2017.12.024
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