4-formyl-2-methoxyphenyl 3,5-dinitrobenzoate | 933675-31-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-formyl-2-methoxyphenyl 3,5-dinitrobenzoate
• 英文别名: (4-Formyl-2-methoxyphenyl) 3,5-dinitrobenzoate
• CAS: 933675-31-1
• 化学式: C₁₅H₁₀N₂O₈
• 分子量: 346.253
• InChiKey: CWUQZBHRBQRLOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-formyl-2-methoxyphenyl 3,5-dinitrobenzoate 、 苯胺 以 甲醇 为溶剂， 反应 0.25h， 以95%的产率得到(E)-2-methoxy-4-((phenylimino)methyl)phenyl 3,5-dinitrobenzoate
  参考文献：
  名称：

  Synthesis of 3-alkoxy-4-acyloxyphenylmethylene(phenyl)amines

  摘要：

  Previously unknown E isomers of azomethines (Schiff bases) were synthesized from the vanillin and vanillal esters by the reaction with aniline.

  DOI：

  10.1134/s107036320804018x
• 作为产物：
  描述：

  3,5-二硝基苯甲酸 在 吡啶 、 氯化亚砜 作用下， 以 苯 为溶剂， 生成 4-formyl-2-methoxyphenyl 3,5-dinitrobenzoate
  参考文献：
  名称：

  New esters of vanillin and vanillal with some alkane-and arenecarboxylic acids

  摘要：

  Previously unknown esters were synthesized by the reaction of vanillin and vanillal with carboxylic acid chlorides.

  DOI：

  10.1134/s1070427206060322

文献信息

• Synthesis, film-forming properties, and thermal and light sensitivity of N,N′-bis[4-hydroxy(alkoxy, acyloxy)-3-alkoxyphenylmethylidene]benzene-1,4-diamines
  作者：E. A. Dikusar、N. G. Kozlov、V. I. Potkin、V. A. Azarko、A. P. Yuvchenko

  DOI：10.1134/s1070363208020175

  日期：2008.2

  Previously unknown E,E-isomeric Schiff bases were synthesized by reaction of p-phenylenediamine with 4-hydroxy-3-methoxybenzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, and their O-alkyl and O-acyl derivatives in anhydrous methanol. Film-forming properties and thermal and light sensitivity of the products were studied.

  之前未知的E,E-异构Schiff碱是通过在无水甲醇中将对苯二胺与4-羟基-3-甲氧基苯甲醛、3-乙氧基-4-羟基苯甲醛及其O-烷基和O-酰基衍生物反应合成的。对产物的成膜性能以及热稳定性和光敏感性进行了研究。
• Heterocyclic Schiff base derivatives containing pyrazolone moiety: Synthesis, characterization, and in vitro biological studies
  作者：Ercan Çınar、Eyüp Başaran、Ömer Erdoğan、Reşit Çakmak、Mehmet Boğa、Özge Çevik

  DOI：10.1002/jccs.202100357

  日期：2021.12

  In this study, some pyrazolone-based Schiff base derivatives 2a-e (except 2a) were synthesized for the first time and structurally illuminated by some spectroscopic techniques (1H, 13C NMR, FT-IR) and elemental analysis. All synthesized molecules were screened for their anticancer and antioxidant activities, as well as AChE, BChE, and tyrosinase inhibitory properties. The obtained results exhibited

  本研究首次合成了一些基于吡唑啉酮的席夫碱衍生物2a-e（2a除外），并通过一些光谱技术（1 H, 13 C NMR, FT-IR）和元素分析进行了结构阐明。筛选所有合成分子的抗癌和抗氧化活性，以及​​ AChE、BChE 和酪氨酸酶抑制特性。所得结果表明化合物1b (IC 50  = 9.497 μM)和2a (IC 50 = 30.49 μM) 显着降低 HeLa 细胞的增殖。另一方面，用吖啶橙/碘化丙啶双染色研究了这两种化合物的细胞凋亡作用。用这两种化合物处理的分子的凋亡细胞比率确定为 60% 和 64%。化合物2b (IC 50  = 17.95 ± 0.47 μM)在ABTS测定中被确定为非常有活性的物质。 在铜还原抗氧化能力 (CUPRAC) 测定中，化合物2e (A 0.5  = 43.75 ± 0.62 μM) 表明与标准化合物α -TOC (A 0.5 = 50.58 ± 0
• 2-[3-Alkoxy-4-(hydroxy, alkoxy, acyloxy)phenyl]-2,3-dihydro-1H-benzimidazoles on the basis of vanillin and vanillal derivatives
  作者：E. A. Dikusar、N. G. Kozlov、V. I. Potkin

  DOI：10.1134/s1070363207110138

  日期：2007.11

  Previously unknown 2-[3-alkoxy-4-(hydroxy, alkoxy, acyloxy)phenyl]-2,3-dihydro-1H-benzimidazoles were prepared by the reaction of aldehydes of the vanillin series and their ethers and esters with 1,2-phenylenediamine in absolute methanol.
• Synthesis and study of film-forming properties and light sensitivity of 4-acyloxy-3-methoxy(ethoxy)phenylmethylidene-(chrysen-2-yl)amines
  作者：E. A. Dikusar、N. G. Kozlov、V. I. Potkin、V. A. Azarko、A. P. Yuvchenko

  DOI：10.1134/s1070363207020144

  日期：2007.2

  Reactions of chrysen-2-amine with esters derived from vanillin and vanillal in methanol gave previously unknown Schiff bases of the chrysene series as E isomers, and their film-forming and light-sensitive properties were examined.
• Synthesis, film-forming properties, and photosensitivity of 4-alkoxy(acyloxy)-3-alkoxyphenylmethylene-(biphenyl-4-yl)amines
  作者：E. A. Dikusar、N. G. Kozlov、V. I. Potkin、V. A. Azarko、A. P. Yuvchenko

  DOI：10.1134/s1070363207100167

  日期：2007.10

  The reactions of ethers and esters of the vanillin series with biphenyl-4-ylamine in absolute methanol yielded previously unknown E isomers of biphenyl-substituted azomethines (Schiff bases). The film properties and photosensitivity of the new compounds were examined.