1,2,3-thiadiazolyl isocyanates in the synthesis of biologically active compounds. Study of the cytotoxic activity of N-(4-methyl-1,2,3-thiadi-azolyl-5-yl)-N'-(4-methylphenyl)Urea / Kalinina T.A., Shakhmina Y.S., Glukhareva T.V., Morzherin Y.Y., Fan Z.-J., Borzenkova R.A., Skolobanova E.S., Kiseleva I.S. // Chemistry of Heterocyclic Compounds. - 2014. - V. 50, l. 7. - P. 1039-1046.

ISSN:
00093122
Type:
Article
Abstract:
A simple method is proposed for the synthesis of 1,2,3-thiadiazolylureas by the reaction of 1,2,3-thia-diazolyl isocyanates with primary amines. 1,2,3-Thiadiazolyl isocyanates were obtained in situ by the Curtius rearrangement of 1,2,3-thiadiazolylcarbonyl azides. Cytokinin activity was tested for N-(4-methyl-1,2,3-thiadiazol-5-yl)-N'-(4-methylphenyl)urea, which is an analog of thidiazuron, differing in the presence of two methyl groups in the molecule. © 2014 Springer Science+Business Media New York.
Author keywords:
1,2,3-thiadiazole; 6-benzylaminopurine; cytokinin; isocyanates; thidiazuron; ureas
Index keywords:
нет данных
DOI:
10.1007/s10593-014-1561-9
Смотреть в Scopus:
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84919952151&doi=10.1007%2fs10593-014-1561-9&partnerID=40&md5=949ed3e98c6107e41ca8b3486590e431
Соавторы в МНС:
Другие поля
Поле Значение
Link https://www.scopus.com/inward/record.uri?eid=2-s2.0-84919952151&doi=10.1007%2fs10593-014-1561-9&partnerID=40&md5=949ed3e98c6107e41ca8b3486590e431
Affiliations Ural Federal University Named after the First President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg, Russian Federation; State Heteroorganic Chemistry Laboratory, Nankai University, 94 Weijin Road, Tianjin, China
Author Keywords 1,2,3-thiadiazole; 6-benzylaminopurine; cytokinin; isocyanates; thidiazuron; ureas
Funding Details 13-03-00137 A, RFBR, Russian Foundation for Basic Research
References Petrov, M.L., Iekhlev, M., Teplyakov, F.S., (2012) Russ. J. Org. Chem., 48, p. 728. , 1:CAS:528:DC%2BC38XovFalsb4%3D; Bel'Skaya, N.P., Bolgova, A.I., Kondrat'Eva, M.L., El'Tsov, O.S., Bakulev, B.A., (2011) Russ. Chem. Bull., 60, p. 896; Prokhorova, P.E., Glukhareva, T.V., Dyudya, L.V., Alekseeva, E.A., Morzherin, Y.Y., (2010) Russ. Chem. Bull., 59, p. 867. , 1:CAS:528:DC%2BC3cXhtlWrurzK; Morzherin, Y.Y., Prokhorova, P.E., Musikhin, D.A., Glukhareva, T.V., Fan, Z.H., (2011) Pure Appl. Chem., 83, p. 715. , 1:CAS:528:DC%2BC3MXosFeqtL0%3D; Guo, D.-D., Wang, D., Fan, Z.-J., Li, J.-J., Song, H.-B., Fan, Q., Kalinina, T.A., Bakulev, V.A., (2012) Chin. J. Chem., 31, p. 1721. , 1:CAS:528:DC%2BC3sXjvFCqt7g%3D; Mao, W.T., Guo, D.D., Fan, Z.J., Gu, X.-S., Song, H.B., Wang, D., Fan, Q., Bakulev, V.A., (2013) Chin. J. Struct. Chem., 32, p. 357. , 1:CAS:528:DC%2BC3sXhtV2ntb%2FP; Ryals, J., Uknes, S., Ward, E., (1994) Plant Physiol., 104, p. 1109. , 1:CAS:528:DyaK2cXivFCjtbs%3D; Lawton, K.A., Friedrich, L., Hunt, M., Weymann, K., Delaney, T., Kessmann, H., Staub, T., Ryals, J., (1996) Plant J., 10, p. 71. , 1:CAS:528:DyaK28XltVamtr4%3D; Azami-Sardooei, Z., Seifi, H.S., Vleesschauwer, D., Höfte, M., (2013) Australas. Plant Pathol., 42, p. 485. , 1:CAS:528:DC%2BC3sXhtFajtrbF; Tsubata, K., Sanpei, O., Takagi, K., Umetani, K., Uchikurohane, T., Tajima, S., WO Pat. Appl. 9923084; Yasuda, M., Kusajima, M., Nakajima, M., Akutsu, K., Kudo, T., Yoshida, S., Nakashita, H., (2006) J. Pestic. Sci., 31, p. 329. , 1:CAS:528:DC%2BD28XpvFCkt7w%3D; Schulz, H., Arndt, F., DE Pat. Appl. 2214632; Gill, A.R., Siwach, P., (2014) Res. J. BioTechnol., 9, p. 63; Huetteman, C.A., Preece, J.E., (1993) Plant Cell, Tissue Organ Cult., 33, p. 105. , 1:CAS:528:DyaK3sXltFegsrk%3D; Rehman, R.U., Chaudhary, M.F., Khawar, K.M., Lu, G., Mannan, A., Zia, M., (2014) Biologia, 69, p. 341. , 1:CAS:528:DC%2BC2cXhs1GmtL4%3D; Muthuppalaniappan, P., Viswanadha, S., Merikapudi, G.S., Vakkalanka, S.K., WO Pat. Appl. 2011042797; Abad, A., Agulló, C., Cuñat, A.C., Jiménez, R., Vilanova, C., (2004) J. Agric. Food Chem., 52, p. 4675. , 1:CAS:528:DC%2BD2cXltVKrsLg%3D; Raap, R., Micetich, R.G., (1968) Can. J. Chem., 46, p. 1057. , 1:CAS:528:DyaF1cXhtVGis7w%3D; Xu, W.-M., Li, S.-Z., He, M., Yang, S., Li, P., Li, X.-Y., (2013) Bioorg. Med. Chem. Lett., 23, p. 5821. , 1:CAS:528:DC%2BC3sXhsFaksbjN; Wolff, J., (1904) Liebigs Ann. Chem., 333, p. 6; Fletcher, R.A., McCullagh, D., (1971) Planta, 101, p. 88. , 1:CAS:528:DyaE38Xkt1Kquw%3D%3D; Fletcher, R.A., Kallidumbil, V., Bhardwaj, S.N., (1982) Plant Cell Physiol., 23, p. 717. , 1:CAS:528:DyaL38XkvV2jtb8%3D; Al Mansouri, A.J., Kurup, S.S., (2009) Emirates J. Food Agric., 21, p. 48; Guo, J., Hu, X., Duan, R., (2005) J. Plant Growth Regul., 24, p. 93. , 1:CAS:528:DC%2BD2MXhtVylurfO; Rasulov, B., Bichele, I., Laisk, A., Niinemets Ü., (2014) Plant Cell Environ., 37, p. 724. , 1:CAS:528:DC%2BC2cXhtlaksb8%3D; Burkhanova, E.A., Fedina, A.B., Baskakov, Y.A., Kulaeva, O.N., (1984) Russ. J. Plant Physiol., 31, p. 13. , 1:CAS:528:DyaL2cXhtFKns7g%3D; Zhirmunskaya, N.M., Ovsyannikova, T.V., Shapovalov, A.A., Baskakov, Y.A., (1989) Fiziologiya i Biokhimiya kul'Turnykh Rastenii, 21, p. 446. , 1:CAS:528:DyaK3cXhslOjsA%3D%3D; Baskakov, Y.A., Shapovalov, A.A., Zhirmunskaya, N.M., Ovsyannikova, T.V., (1981) Dokl. Akad. Nauk SSSR, 257, p. 1514. , 1:CAS:528:DyaL3MXkslGgsr0%3D; Klyachko, N.L., Shramm, I.M., Kulaeva, O.N., (1987) Russ. J. Plant Physiol., 34, p. 319. , 1:CAS:528:DyaL2sXitV2gu7w%3D; Klimova, V.A., (1967) Basic Micromethods for the Analysis of Organic Compounds [In Russian], p. 101. , Khimiya Moscow; Jalilian, A.R., Sattari, S., Bineshmarvasti, M., Shafiee, A., Daneshtalab, M., (2000) Arch. Pharm., 333, p. 347. , 1:CAS:528:DC%2BD3cXnvVGhsbY%3D; Pain, D.L., Slack, R., (1965) J. Chem. Soc., p. 5166
Correspondence Address Morzherin, Y.Y.; Ural Federal University Named after the First President of Russia B. N. Yeltsin, 19 Mira St., Russian Federation
Publisher Springer New York LLC
CODEN CHCCA
Language of Original Document English
Abbreviated Source Title Chem. Heterocycl. Compd.
Source Scopus