Monochloroacetic acid esters and amides containing carbo- and heterocycles and heterocyclic esters and amides derived from commercial aryloxyacetyl chlorides were synthesized. The structures of the compounds were confirmed by 1Н and 13С spectroscopy. The herbicidal activity of the substances was studied with respect to mono- and dicotyledonous plants. The relative antioxidant activity of the compounds was studied by recording the luminol-dependent chemiluminescence. The experimental data, on the whole, confirm that the development of herbicides containing acetal and gem-dichlorocyclopropane fragments is appropriate and promising.
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Ganiullina, E.R., Voronenko, B.I., Kuznetsov, V.M., Mazitov, R.M., Zlotskii, S.S., and Dekhtyar’, T.F., Bashk. Khim. Zh., 2008, vol. 15, no. 3, pp. 53–56.
Raskil’dina, G.Z., Borisova, Yu.G., Valiev, V.F., Mikhailova, N.N., Zlotskii, S.S., Zaikov, G.E., and Emelina, O.Yu., Vestn. Kazansk. Tekh. Univ., 2014, vol. 17, no. 15, pp. 166–169.
Kuznetsov, V.M., Bogomazova, A.A., Shiriazdano-va, A.R., Mikhailova, N.N., and Zlotskii, S.S., Bashk. Khim. Zh., 2010, vol. 17, no. 3, pp. 33–35.
Yakovenko, E.A., Bauburtli, A.V., and Raskil’dina, G.Z., Bashk. Khim. Zh., 2017, vol. 24, no. 2, pp. 52–56.
Yakovenko, E.A., Bulatova, Yu.I., Mirakyan, S.M., Valiev, V.F., Borisova, Yu.G., Mikhailova, N.N., and Raskil’dina, G.Z., Bashk. Khim. Zh., 2016, vol. 23, no. 4, pp. 94–98.
Timofeeva, S.A., Giniyatullina, E.Kh., Kuznetsov, V.M., Udalova, E.A., Shavshukova, S.Yu., and Zlotskii, S.S., Bashk. Khim. Zh., 2011, vol. 18, no. 3, pp. 71–73.
Kazakova, A.N., Kuznetsov, V.M., Musavirova, L.R., Mikhailova, N.N., Bogomazova, A.A., Mudrik, T.P., and Zlotskii, S.S., Bashk. Khim. Zh., 2013, vol. 20, no. 1, pp. 8–10.
Ganiev, M.M. and Nedorezkov, V.D., Khimicheskie sredstva zashchity rastenii (Chemical Agents for Plant Protection), Moscow: KolosS, 2006.
Grivennikova, V.G. and Vinogradov, A.D., Usp. Biol. Khim., 2013, vol. 53, pp. 245–296.
Koltover, V.K., Russ. Chem. Bull., 2010, vol. 59, no. 1, pp. 37–42.
Burlakova, E.B. and Khrapova, N.G., Russ. Chem, Rev., 1985, vol. 54, pp. 907–917. https://doi.org/10.1070/RC1985v054n09ABEH003121
Petrova, I.V., Kataev, V.A., Meshcheryakova, S.A., Nikolaeva, K.V., Munasipova, D.A., and Farkhutdi-nov, R.R., Med. Vestn. Bashk., 2013, vol. 8, no. 4, pp. 64–67.
Petrova, I.V., Kataev, V.A., Meshcheryakova, S.A., Nikolaeva, K.V., Munasipova, D.A., and Farkhutdinov, R.R., Med. Vestn. Bashk., 2013, vol. 8, no. 6, pp. 163–165.
Farkhutdinov, R.R., Procedures for studying chemiluminescence of a biological material on a KhL-003 chemiluminometer, Metody otsenki antioksidantnoi aktivnosti biologicheski aktivnykh veshchestv lechebnogo i profilakticheskogo naznacheniya: Sbornik dokladov (Methods for Evaluating the Antioxidant Activity of Biologically Active Compounds for Therapeutic and Prophylactic Purposes: Coll. of Reports), Moscow: Ross. Univ. Druzhby Narodov, 2005.
Laletin, V.S. and Kolesnichenko, L.S., Sib. Khim. Zh., 2010, no. 1, pp. 72–74.
Vardanyan, R.L., Vardanyan, L.R., Airapetyan, S.A., Arutyunyan, L.R., and Arutyunyan, R.S., Khim. Rast. Syr’ya, 2015, no. 1, pp. 113–119. https://doi.org/10.14258/10.14258/jcprm.201501295
Uzbekov, M.G., Sots. Klin. Psikhiatr., 2014, vol. 24, no. 4, pp. 97–103.
The authors are sincerely grateful to L.V. Spirikhin, head of Laboratory of Physicochemical Methods of Analysis, Ufa Federal Research Center, Russian Academy of Sciences, for the assistance in identification of the structures of the compounds.
The studies were supported by the Russian Foundation for Basic Research, mol_ev_a competition (Eureca! Idea), contract no. 19-33-80002\19 of December 7, 2018.
The authors declare that they have no conflict of interest.
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Yakovenko, E.A., Baimurzina, Y.L., Raskil’dina, G.Z. et al. Synthesis and Herbicidal and Antioxidant Activity of a Series of Hetero- and Carbocyclic Derivatives of Monochloroacetic Acid. Russ J Appl Chem 93, 712–720 (2020). https://doi.org/10.1134/S1070427220050122
- monochloroacetic acid esters and amines
- cyclic acetal and gem-dichlorocyclopropane fragments
- herbicidal and antioxidant activity