The complex of zinc with N-(5,6-dihydro-4H-1,3-thiazine-2-yl)benzamide

被引：0
|
作者：
T. P. Trofimova
M. A. Orlova
A. V. Severin
E. S. Shalamova
A. N. Proshin
A. P. Orlov
机构：
[1] M. V. Lomonosov Moscow State University,Department of Chemistry
[2] D. Rogachev National Research Clinical Center of Pediatric Hematology,undefined
[3] Oncology,undefined
[4] and Immunology,undefined
[5] Institute of Physiological Active Compounds of Russian Academy of Sciences,undefined
来源：
Russian Chemical Bulletin | 2018年 / 67卷
关键词：
dihydrotiazine derivatives; zinc complex; stability; protonation constant; sorption on hydroxyapatite;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A complex of zinc with N-(5,6-dihydro-4H-1,3-thiazin-2-yl)benzamide (L) ligand, LZnCl2, was synthesized for subsequent medical trials. The molar extinction coefficients were determined for LHBr solutions in water and physiological saline, and for LZnCl2 ethanol solution. The ligand stability in various solvents was evaluated and the value of its protonation constant was found for the physiological saline solution, logK = 5.3±0.2. The impossibility of determination of the complex stability constant by the potentiometric titration method was demonstrated. The complex exhibited an insufficient stability in aqueous and physiological saline solutions, but was stable as the solution in alcohol. There was no sorption observed upon the treatment of ligand with hydroxyapatite nanoparticles, which could be a potential carrier for the therapeutic form of LZnCl2, providing additional degrees of freedom for the interaction of ligand with cell membranes and a prolonged action of zinc ions.
引用
收藏
页码：768 / 773
页数：5
相关论文
共 50 条
  • [1] The complex of zinc with N-(5,6-dihydro-4H-1,3-thiazine-2-yl)benzamide
    Trofimova, T. P.
    Orlova, M. A.
    Severin, A. V.
    Shalamova, E. S.
    Proshin, A. N.
    Orlov, A. P.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2018, 67 (04) : 768 - 773
  • [2] New copper complexes with N-(5,6-dihydro-4H-1,3-thiazin-2-yl)benzamide ligand
    Trofimova, Tatiana P.
    Tafeenko, Victor A.
    Borodkov, Alexey S.
    Proshin, Alexey N.
    Orlova, Marina A.
    [J]. MENDELEEV COMMUNICATIONS, 2021, 31 (04) : 552 - 554
  • [3] Complex 69mZnLigCl2 (Lig is N-(5,6-dihydro-4H-1,3-thiazin-2-yl)benzamide) as a potential radiopharmaceutical
    M. A. Orlova
    T. P. Trofimova
    A. P. Orlov
    I. A. Ivanov
    A. V. Severin
    G. Yu. Aleshin
    S. S. Belyshev
    A. N. Vasiliev
    S. N. Kalmykov
    [J]. Russian Chemical Bulletin, 2018, 67 : 774 - 778
  • [4] Complex 69mZnLigCl2 (Lig is N-(5,6-dihydro-4H-1,3-thiazin-2-yl)benzamide) as a potential radiopharmaceutical
    Orlova, M. A.
    Trofimova, T. P.
    Orlov, A. P.
    Ivanov, I. A.
    Severin, A. V.
    Aleshin, G. Yu.
    Belyshev, S. S.
    Vasiliev, A. N.
    Kalmykov, S. N.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2018, 67 (04) : 774 - 778
  • [5] 2-[3,5-Bis(5,6-dihydro-4H-1,3-thiazin-2yisulfanylmethyl)-2,4,6-trimethylbenzylsulfanyl]-5,6-dihydro-4H-1,3-thiazine
    Wei Wang
    Bing Zhao
    Dong Lianga
    Yu-Lai Feng
    Xiao-Yu Fan
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O3370 - U2158
  • [6] KINETICS OF SOLVOLYSIS OF 2-AMINO-5-CHLORO-5,6-DIHYDRO-4H-1,3-THIAZINE
    FEDOSEEV, VM
    CHIRULIN, VS
    TKACHENKO, SE
    LOPATIN, VA
    KAMAEV, AV
    [J]. DOKLADY AKADEMII NAUK SSSR, 1977, 235 (06): : 1327 - 1330
  • [7] SYNTHESIS AND CRYSTAL STRUCTURE OF β-N-(5-METHYL-4-OXO-5,6-DIHYDRO-4H-1,3-THIAZIN-2-YL)ISONICOTINOHYDRAZIDE
    Kulakov, I. V.
    Turdybekov, D. M.
    Nurkenov, O. A.
    Issabaeva, G. M.
    Makhmutova, A. S.
    Turdybekov, K. M.
    Fazylov, S. D.
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (09) : 1117 - 1120
  • [8] Synthesis and crystal structure of β-N-(5-methyl-4-oxo-5,6-dihydro-4H-1,3-thiazin-2-yl)isonicotinohydrazide
    I. V. Kulakov
    D. M. Turdybekov
    O. A. Nurkenov
    G. M. Issabaeva
    A. S. Makhmutova
    K. M. Turdybekov
    S. D. Fazylov
    [J]. Chemistry of Heterocyclic Compounds, 2009, 45 : 1117 - 1120
  • [9] A NEW SYNTHESIS OF 1,3-THIAZINE SYSTEM - 2-PHENYLAMINO-5,6-DIHYDRO-4H-1,3-THIAZINE-5-ONES
    KARTSEV, VG
    SIPYAGIN, AM
    SEPETOV, NF
    SIBELDINA, LA
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1980, (10): : 1327 - 1330
  • [10] 4-ethyl-4-hydroxy-2-phenyl-5,6-dihydro-4H-1,3-thiazine
    Koketsu, M
    Ebihara, M
    Ishihara, H
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O1666 - O1668
12345