Immunoactive ionic liquids based on 2-hydroxyethylamines and 1-R-indol-3-ylsulfanylacetic acids. Crystal and molecular structure of immunodepressant tris-(2-hydroxyethyl)ammonium indol-3-ylsulfanylacetate

被引：12

作者：

Mirskova, Anna N. ^{[2
]}

Adamovich, Sergey N. ^{[2
]}

Mirskov, Rudolf G. ^{[2
]}

Kolesnikova, Olga P. ^{[3
]}

Schilde, Uwe ^{[1
]}

机构：

[1] Univ Potsdam, Inst Chem, D-14476 Golm, Germany

[2] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia

[3] Russian Acad Med Sci, Siberian Branch, Res Inst Clin Immunol, Novosibirsk 630099, Russia

来源：

OPEN CHEMISTRY | 2015年 / 13卷 / 01期

关键词：

Protic 2-hydroxyethylammonium ionic liquids; 2-Hydroxyethylammonium; 1-R-indol-3-ylsulfanylacetates; Crystal and molecular structure; Immunoactive properties; ACTIVE PHARMACEUTICAL INGREDIENTS; SALTS;

D O I：

10.1515/chem-2015-0018

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Immunoactive ionic liquids (2-hydroxyethyl) ammonium 1-R-indol-3-ylsulfanyl-acetates HN+R1R2(CH2CH2OH)center dot O-(O)CCH2S-Ind-R-3-1(1-5), were synthesized by the reaction of (2-hydroxyethyl)amines with indol-3-ylsulfanylacetic- or 1-benzylindol-3-ylsulfanylacetic acid. 1: R-1 = R-2 = CH2CH2OH, R-3 = H; 2: R-1 =CH3, R-2=CH2CH2OH, R3 = H; 3: R-1 = R-2 = CH3, R-3 = H; 4: R-1 = R-2 = CH2CH2OH, R-3 = CH2C6H5; 5: R-1 = CH3; R-2 = CH2CH2OH; R-3 = CH2C6H5. The structure of each compound was elucidated by IR, NMR H-1, C-13, and N-15 techniques and their composition was confirmed by elemental analysis. The crystal structure of tris-(2-hydroxyethyl) ammonium indol-3-ylsulfanylacetate was investigated by X-ray diffraction analysis. Immunoactive properties of the title compounds were screened.

引用

页码：149 / 155

页数：7

共 6 条

[1] Synthesis of Immunoactive Tris(2-hydroxyethyl)ammonium 1-R-Indol-3-ylsulfanyl(sulfonyl)acetates
Adamovich, S. N.
Mirskova, A. N.
RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2018, 91 (03) : 469 - 472
[2] Synthesis of Immunoactive Tris(2-hydroxyethyl)ammonium 1-R-Indol-3-ylsulfanyl(sulfonyl)acetates
S. N. Adamovich
A. N. Mirskova
Russian Journal of Applied Chemistry, 2018, 91 : 469 - 472
[3] Directed synthesis and immunoactive properties of (2-hydroxyethyl)ammonium salts of 1-R-indol-3-ylsulfanyl(sulfonyl)alkanecarboxylic acids
Mirskova, A. N.
Levkovskaya, G. G.
Kolesnikova, O. P.
Perminova, O. M.
Rudyakova, E. V.
Adamovich, S. N.
RUSSIAN CHEMICAL BULLETIN, 2010, 59 (12) : 2236 - 2246
[4] Directed synthesis and immunoactive properties of (2-hydroxyethyl)ammonium salts of 1-R-indol-3-ylsulfanyl(sulfonyl)alkanecarboxylic acids
A. N. Mirskova
G. G. Levkovskaya
O. P. Kolesnikova
O. M. Perminova
E. V. Rudyakova
S. N. Adamovich
Russian Chemical Bulletin, 2010, 59 : 2236 - 2246
[5] Biological Activity of Protic Ionic Liquids Based on Tris(2-hydroxyethyl)ammonium Salts and the Crystal Structure of Tris(2-hydroxyethyl)ammonium Malate
Kondratenko, Yu. A.
Gurzhii, V. V.
Panova, G. G.
Anikina, L. M.
Udalova, O. R.
Krutikov, V. I.
Ugolkov, V. L.
Kochina, T. A.
RUSSIAN JOURNAL OF INORGANIC CHEMISTRY, 2020, 65 (09) : 1407 - 1415
[6] Biological Activity of Protic Ionic Liquids Based on Tris(2-hydroxyethyl)ammonium Salts and the Crystal Structure of Tris(2-hydroxyethyl)ammonium Malate
Yu. A. Kondratenko
V. V. Gurzhii
G. G. Panova
L. M. Anikina
O. R. Udalova
V. I. Krutikov
V. L. Ugolkov
T. A. Kochina
Russian Journal of Inorganic Chemistry, 2020, 65 : 1407 - 1415

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