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
收藏
页码：377 / 385
页数：9
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