Synthesis, spectroscopic, and X-ray structural characterization of pharmacologically active substituted pyrazolyl-acetanilides

被引：2

作者：

Zalaru, Christina ^{[2
]}

Caira, Mino R. ^{[1
]}

Dumitrascu, Florea ^{[3
]}

Draghici, Constantin ^{[3
]}

Cristea, Elena ^{[4
]}

机构：

[1] Univ Cape Town, Dept Chem, ZA-7701 Rondebosch, South Africa

[2] Univ Bucharest, Fac Chem, Dept Organ Chem, Bucharest, Romania

[3] Acad Romana, Inst Organ Chem CD Nenitzescu, Bucharest, Romania

[4] Univ Med & Pharmaceut Carol Davila, Clin & Sanit Chem Labs, Bucharest, Romania

来源：

STRUCTURAL CHEMISTRY | 2009年 / 20卷 / 03期

关键词：

Local anesthetics; Synthesis; X-ray structures; Hydrogen bonding; Pharmacological activities; LIGANDS;

D O I：

10.1007/s11224-009-9407-2

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Five new pyrazole acetanilides were synthesized by N-alkylation of pyrazole and its derivatives with 4'-propionyl-2-iodoacetanilide. Compounds 1-5 were characterized by H-1 NMR, C-13 NMR, IR, UV-Vis, MS, and elemental analysis. X-ray structures of representative compounds 1, 3, and 5 established their conformations and solid-state hydrogen bonding preferences. Acute toxicity, local anesthetic, and antiarrhythmic activities were assessed for compounds 1-5 using established protocols. Lower potencies and lower acute toxicities were recorded relative to lidocaine. Enhanced anesthetic activity of compound 3 was attributed to the presence of the propionyl group in the molecule.

引用

页码：377 / 385

页数：9

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