Herein we present the synthesis, structure and NMR and mass spectroscopic analyses of the antioxidant 2-(3,5-dimethoxyphenyl)-2,3-dihydroquinolin-4(1H)-one (1), a member of the 2-aryl-2,3-dihydroquinolin-4(1H)-one family of molecules that have been shown to display a range of potent biological properties. The title molecule, prepared by an alternative methodology to that recently reported, crystallizes in the centrosymmetric space group P2₁/c with unit cell dimensions a = 11.775(17) Å, b = 5.3592(8) Å, c = 22.462(3) Å and β = 96.576(11)°. Close analysis of the solid state structure reveals an array of weak N–H∙∙∙O hydrogen bonding as well as C–H∙∙∙O, and C–H∙∙∙π interactions between the neighboring molecules. The presence of 1 was also confirmed via NMR and mass spectroscopic analyses.

Graphic Abstract

Herein we present the solid state structure and results of mass spectroscopic and nuclear magnetic resonance analyses of the powerful antitumor compound 2-(3,5-dimethoxyphenyl)-2,3-dihydroquinolin-4(1H)-one prepared by an alternative synthetic avenue.

中文翻译：

---

抗氧化剂和抗肿瘤剂2-（3,5-二甲氧基苯基）-2,3-二氢喹啉-4（1 H）-的替代合成和结构分析

本文中，我们介绍了抗氧化剂2-（3,5-二甲氧基苯基）-2,3-二氢喹啉-4（1 H）-一（1）（2-芳基的成员）的合成，结构以及NMR和质谱分析-2,3-二氢喹啉-4（1 H）-一个分子家族，已显示出一系列有效的生物学特性。用最近报道的另一种方法制备的标题分子在中心对称空间群P2 ₁ / c中结晶，晶胞尺寸为a  = 11.775（17）Å，b  = 5.3592（8）Å，c  = 22.462（3） Å和β = 96.576（11）°。对固态结构的仔细分析揭示了一系列弱的N–H∙∙∙O氢键以及相邻分子之间的C–H∙∙∙O和C–H∙∙∙π相互作用。还通过NMR和质谱分析确认了1的存在。

图形摘要

本文中，我们介绍了通过另一种合成方法制备的强大的抗肿瘤化合物2-（3,5-二甲氧基苯基）-2,3-二氢喹啉-4（1 H）-的固态结构以及质谱和核磁共振分析的结果大街。