Synthesis and Biological Activity of 5-aryl-4-acyl-3-hydroxy-1-(2-piperazin-1-ylethyl)-2,5-dihydropyrrol-2-ones and their Derivatives

被引：2

作者：

Gein, V. L. ^{[1
]}

Syropyatov, B. Ya. ^{[1
]}

Kasimova, N. N. ^{[1
]}

Dozmorova, N. V. ^{[1
]}

Voronina, E. V. ^{[1
]}

Vakhrin, M. I. ^{[1
]}

机构：

[1] Perm State Pharmaceut Acad, Perm 614600, Russia

来源：

PHARMACEUTICAL CHEMISTRY JOURNAL | 2013年 / 47卷 / 09期

关键词：

5-aryl-4-acyl-3-hydroxy-1-(2-piperazin-1-ylethyl)-2,5-dihydropyrrol-2-ones; 3,4-diaryl-4,6dihydro-5-(2-piperazin-1-ylethyl) pyrrolo[ 3,4-c] pyrazol-6-ones; synthesis; antimicrobial activity; influence on blood coagulation; acute toxicity;

D O I：

10.1007/s11094-013-0986-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

5-Aryl-4-acyl-3-hydroxy-1-(2-piperazin-1-ylethyl)-2,5-dihydropyrrol-2-ones (I) were synthesized by reactions of acylpyruvate methyl esters with a mixture of aromatic aldehyde and 2-(1-piperazino)-1-ethylamine. Then, the corresponding hydrochlorides (II) were obtained. Compounds I were transformed into 3,4-diaryl-4,6-dihydro-5-(2-piperazin-1-ylethyl)pyrrolo[3,4-c]pyrazol-6-ones (III) by reaction with hydrazine hydrate. The antimicrobial activity of compounds I and the influence of compounds II and III on blood coagulation were studied. The acute toxicity of two compounds was evaluated.

引用

页码：485 / 489

页数：5

共 50 条

[21] Synthesis and pharmacological activity of 1-alkoxyaryl-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones
V. L. Gein
N. L. Fedorova
E. B. Levandovskaya
B. Ya. Syropyatov
E. V. Voronina
N. V. Danilova
M. Yu. Kovaleva
Pharmaceutical Chemistry Journal, 2011, 45 : 355 - 358
[22] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 1-ALKOXYARYL-5-ARYL-4-ACYL-3-HYDROXY-3-PYRROLIN-2-ONES
Gein, V. L.
Fedorova, N. L.
Levandovskaya, E. B.
Syropyatov, B. Ya.
Voronina, E. V.
Danilova, N. V.
Kovaleva, M. Yu.
PHARMACEUTICAL CHEMISTRY JOURNAL, 2011, 45 (06) : 355 - 358
[23] Efficient synthesis of functionalized 2-carbamoylpyran-4-ones by ring transformation of 5-alkylidene-2,5-dihydropyrrol-2-ones
Anders, JT
Nguyen, VTH
Langer, P
SYNLETT, 2004, (15) : 2779 - 2781
[24] 5-MEMBERED 2,3-DIOXOHETEROCYCLES .2. SYNTHESIS AND [1,5]-SIGMATROPIC REARRANGEMENT OF 4-ACYL-3-DIPHENYL-METHOXY-1,5-DIPHENYL-2,5-DIHYDROPYRROL-2-ONES
ANDREICHIKOV, YS
GEIN, VL
ANIKINA, IN
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1987, (05): : 625 - 628
[25] Synthesis and pharmacological activity of 1-substituted 5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones
Gein V.L.
Gein L.F.
Porseva N.Yu.
Voronina É.V.
Vakhrin M.I.
Potemkin K.D.
Kolla V.E.
Drovosekova L.P.
Milyutin A.V.
Shchuklina N.S.
Veikhman G.A.
Pharmaceutical Chemistry Journal, 1998, 32 (9) : 477 - 479
[26] Synthesis and antibacterial activity of 1-alkoxyalkyl-5-aryl-4-acyl-3- hydroxy-3-pyrrolin-2-ones
Gein V.L.
Mihalev V.A.
Kasimova N.N.
Voronina E.V.
Vakhrin M.I.
Babushkina E.B.
Pharmaceutical Chemistry Journal, 2007, 41 (4) : 208 - 210
[27] Synthesis and Antiinflammatory and Analgesic Activity of 1-(2-aminoethyl)-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones
V. L. Gein
V. V. Yushkov
N. N. Kasimova
N. S. Shuklina
M. Yu. Vasil'eva
M. V. Gubanova
Pharmaceutical Chemistry Journal, 2005, 39 : 484 - 487
[28] SYNTHESIS AND ANTIINFLAMMATORY AND ANALGESIC ACTIVITY OF 1-(2-AMINOETHYL)-5-ARYL-4-ACYL-3-HYDROXY-3-PYRROLIN-2-ONES
Gein, V. L.
Yushkov, V. V.
Kasimova, N. N.
Shuklina, N. S.
Vasil'eva, M. Yu
Gubanova, M. V.
PHARMACEUTICAL CHEMISTRY JOURNAL, 2005, 39 (09) : 484 - 487
[29] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 1-(4-HYDROXYPHENYL)-4-ACYL-5-ARYL-3-HYDROXY-3-PYRROLIN-2-ONES
Gein, V. L.
Armisheva, M. N.
Rassudikhina, N. A.
Vakhrin, M. I.
Voronina, E. V.
PHARMACEUTICAL CHEMISTRY JOURNAL, 2011, 45 (03) : 162 - 164
[30] Synthesis and antimicrobial activity of 1-(4-hydroxyphenyl)-4-acyl-5-aryl-3-hydroxy-3-pyrrolin-2-ones
V. L. Gein
M. N. Armisheva
N. A. Rassudikhina
M. I. Vakhrin
E. V. Voronina
Pharmaceutical Chemistry Journal, 2011, 45 : 162 - 164

← 1 2 3 4 5 →