Synthesis and Analgesic Activity of N-(1-Aryl-3-oxo-2-azaspiro[3.5]nonan-2-yl)benzamides

被引：2

作者：

Nikiforova, E. A. ^{[1
]}

Makhmudov, R. R. ^{[1
,2
]}

Zverev, D. P. ^{[1
]}

Dmitriev, M. V. ^{[1
]}

Shurov, S. N. ^{[1
]}

Kirillov, N. F. ^{[1
]}

机构：

[1] Perm State Natl Res Univ, Perm 614990, Russia

[2] Fed Sci Ctr Med & Prevent Hlth Risk Management Tec, Perm 614045, Russia

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2023年 / 93卷 / 08期

关键词：

Reformatsky reaction; alicyclic Reformatsky reagents; azetidinone; benzoyl hydrazide; aryl methylidene hydrazide; antinociceptive activity; REFORMATSKY REACTION; BETA-LACTAMS;

D O I：

10.1134/S1070363223080029

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Reformatsky reagent, derived from the methyl 1-bromocyclohexanecarboxylate and zinc, reacts with N'-(arylmethylidene)benzohydrazides, to form N-(1-aryl-3-oxo-2-azaspiro[3.5]nonan-2-yl)benzamides as a result of intramolecular cyclization of the initial addition products. Structure of the prepared benzamides was proved by single crystal X-ray diffraction analysis. In the case of p-tolualdehyde benzoylhydrazone, the adduct of the Reformatsky reagent to the double carbon-nitrogen bond of the substrate, which not underwent cyclization, was predominantly isolated. The resulting spiroazetidin-2-ones exhibit antinociceptive activity.

引用

页码：1941 / 1950

页数：10

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