Synthesis of [(4-methyl-6-oxo-1,6-dihydropyrimidin2-yl)sulfanyl]acetamides
- Autores: Shiryaev A.K1, Gulyaeva A.M1, Shiryaev V.A1, Aristova U.M1
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Afiliações:
- Samara State Technical University
- Edição: Volume 59, Nº 4 (2023)
- Páginas: 547-552
- Seção: Articles
- URL: https://aspvestnik.ru/0514-7492/article/view/666333
- DOI: https://doi.org/10.31857/S0514749223040146
- EDN: https://elibrary.ru/ATCZAT
- ID: 666333
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Resumo
The reaction of ethyl-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetate with aliphatic amines gives corresponding acetamides; the reaction with hydrazine hydrate and aniline leads to 2-hydrazinyl- and 2-anilinopyrimidine respectively.
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Sobre autores
A. Shiryaev
Samara State Technical University
Email: shiryaev.ak@samgtu.ru
A. Gulyaeva
Samara State Technical University
Email: shiryaev.ak@samgtu.ru
V. Shiryaev
Samara State Technical University
Email: shiryaev.ak@samgtu.ru
U. Aristova
Samara State Technical University
Email: shiryaev.ak@samgtu.ru
Bibliografia
- Väre V.Y.P., Eruysal E.R., Narendran A., Sarachan K.L., Agris P.F. Biomolecules. 2017, 7, 1-32. doi: 10.3390/biom7010029
- Burke M.P., Borland K.M., Litosh V.A. Curr. Top. Med. Chem. 2016, 16, 1231-1241.
- Longley D.B., Harkin D.P., Johnston P.G. Nat. Rev. Cancer. 2003, 3, 330-338. doi: 10.1038/nrc1074
- Ralhan R., Kaur J. Expert Opin. Ther. Pat. 2007, 17, 1061-1075. doi: 10.1517/13543776.17.9.1061
- de Melo C.S, Singh V, Myrick A., Simelane S.B., Taylor D., Brunschwig C., Lawrence N., Schnappinger D., Engelhart C.A., Kumar A., Parish T., Su Q., Myers T.G., Boshoff H.I.M., Clifton E.B.III, Sirgel F.A., van Helden P.D., Buchanan K.I., Bayliss T., Green S.R., Ray P.C., Wyatt P.G., Basarab G.S., Eyermann C.J., Chibale K., Ghorpade S.R. J. Med. Chem. 2021, 64, 719-740. doi: 10.1021/acs.jmedchem.0c01727
- Nawrozkij M.B., Forgione M., Yablokov A.S., Lucidi A., Tomaselli D., Patsilinakos A., Panella C., Hailu G.S., Kirillov I.A., Badia R., Riveira-Muñoz E., Crespan E., Rivera J.I.A., Cirilli R., Ragno R., Esté J.A., Maga G., Mai A., Dante Rotili D. J. Med. Chem. 2019, 62, 604-621. doi: 10.1021/acs.jmedchem.8b01238
- Novikov M.S., Ivanova O.N., Ivanov A.V., Ozerov A.A., Valuev-Elliston V.T., Temburnikar K., Gurskaya G.V., Kochetkov S.N., Pannecouque C., Balzarini J., Seley-Radtke K.L. Bioorg. Med. Chem. 2011, 19, 5794-5802. doi: 10.1016/j.bmc.2011.08.025
- Patil S.B. Int. J. Pharm. Sci. Res. 2018, 9, 44-52. doi: 10.13040/IJPSR.0975-8232.9(1).44-52
- Kumar S., Deep A., Narasimhan B. Curr. Bioactive Compd. 2019, 15, 289-303. doi: 10.2174/1573407214666180124160405
- Severina H.I., Skupa O.O., Voloshchuk N.I., Suleiman M.M., Georgiyants V.A. Pharmacia. 2019, 66, 141-146. doi: 10.3897/pharmacia.66.e38137
- Ширяев А.К., Колесникова Н.Г., Кузнецова Н.М., Лашманова Е.А. ХГС. 2013, 49, 1812-1817.
- Shiryaev A.K., Kolesnikova N.G., Kuznetsova N.M., Lashmanova E.A. Chem. Heterocycl. Compd. 2013, 49, 1681-1686. doi: 10.1007/s10593-014-1420-8
- Ширяев А.К., Барановская Н.С., Еремин М.С. ХГС. 2012, 48, 1662-1667.
- Shiryaev A.K., Baranovskaya N.S., Eremin M.S. Chem. Heterocycl. Compd. 2013, 48, 1550-1554. doi: 10.1007/s10593-013-1172-x
- Brun E.M., Garces-Garcia M., Escuin E., Morais S., Puchades R., Maquieira A. Environ. Sci. Technol. 2004, 38, 1115-1123. doi: 10.1021/es034892p
- Pollinger J., Gellrich L., Schierle S., Kilu W., Schmidt J., Kalinowsky L., Ohrndorf J., Kaiser A., Heering J., Proschak E., Merk D. J. Med. Chem. 2019, 62, 2112-2126. doi: 10.1021/acs.jmedchem.8b01848
- Abdel-Fattah A.-S.M., Negm A.M., Gaafar A.E.M. Phosphorus, Sulfur, Silicon Relat. Elem. 1992, 72, 145-156. doi: 10.1080/10426509208031548
- Kemp M.M., Wang Q., Fuller J.H., West N., Martinez N.M., Morse E.M., Weïwer M., Schreiber S.L., Bradner J.E., Koehler A.N. Bioorg. Med. Chem. Lett. 2011, 21, 4164-4169. doi: 10.1016/j.bmcl.2011.05.098
- Wyrzykiewicz E., Buczek J., Golankiewicz K. Org. Mass Spectrometry. 1981, 16, 221-226. doi: 10.1002/oms.1210160507
- El Ashry E.S.H., Awad L.F., Telebb M., Ibrahim N.A., Abu-Seriec M.M., Abd Al Moaty M.N. Bioorg. Chem. 2020, 96, 103616. doi: 10.1016/j.bioorg.2020.103616
- El Ashry E.S.H., Awad L.F., Badawy M.E.I., Rabea E.I., Ibrahim N.A., Abd Al Moaty M.N. J. Mol. Struct. 2022, 1249, 131551. doi: 10.1016/j.molstruc.2021.131551
- Pearson R.G., Songstad J. J. Am. Chem. Soc. 1967, 89, 1827-1836. doi: 10.1021/ja00984a014
- Mayr H., Ofial A.R. Pure Appl. Chem. 2005, 77, 1807-1821. doi: 10.1351/pac200577111807
- Gu S.-X., Yang S.-Q., He Q.-Q., Ma X.-D., Chen F.-E., Dai H.-F., DeClercq E., Balzarini J., Pannecouque C. Bioorg. Med. Chem. 2011, 19, 7093-7099. doi: 10.1016/j.bmc.2011.10.002
- Schmidt M.W., Baldridge K.K., Boatz J.A., Elbert S.T., Gordon M.S., Jensen J.J., Koseki S., Matsunaga N., Nguyen K.A., Su S., Windus T.L., Dupuis M., Montgomery J.A. J. Comput. Chem. 1993, 14, 1347-1363. doi: 10.1002/jcc.540141112
- AIMAll (Version 19.10.12), Todd A. Keith, TK Gristmill Software, Overland Park KS, USA, 2019 (aim.tkgristmill.com).
- Botta M., De Angelis F., Finizia G., Gambacorta A., Nicoletti R. Synth. Commun. 1985, 15, 27-34. doi: 10.1080/00397918508063774
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