(4-甲酰基-2-甲氧基苯基)庚酸酯 | 765298-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: (4-甲酰基-2-甲氧基苯基)庚酸酯
• 英文名称: 4-formyl-2-methoxyphenyl heptanoate
• 英文别名: Heptanoic acid, 4-formyl-2-methoxyphenyl ester；(4-formyl-2-methoxyphenyl) heptanoate
• CAS: 765298-69-9
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: ZLONHCJFWITOAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-甲酰基-2-甲氧基苯基)庚酸酯 在 盐酸 、 三乙胺 作用下， 以 氯仿 、 水 为溶剂， 反应 52.0h， 生成 3,5-bis(4-heptanoyloxy-3-methoxybenzylidene)-N-acetylpiperidin-4-one
  参考文献：
  名称：

  Newly Designed and Synthesized Curcumin Analogs within vitroCytotoxicity and Tubulin Polymerization Activity

  摘要：

  Novel curcumin analogs with 4‐piperidone ring were designed, synthesized, and evaluated for their cytotoxic activities against five different cancer cell lines. 3,5‐bis(4‐Hydroxy‐3‐methoxybenzylidene)‐4‐oxo‐N‐phenylpiperidine‐1‐carbothioamide (XIIe) exhibited considerable cytotoxic activity with IC50 values in 1–2.5 μm range. In silico and in vitro, studies were also performed to predict the binding affinity of the target compounds to the β‐chain of tubulin receptor (PDB code 1SA1) and their abilities to affect microtubules polymerization cycle. 3,5‐bis(3‐Iodo‐5‐methoxy‐4‐propoxybenzylidene)‐N‐acetylpiperidin‐4‐one (VIIa) was found to exert 93.3% inhibition of tubulin and destabilization of microtubules in vitro compared to vincristine while, 3,5‐bis(3,4,5‐trimethoxybenzylidene)‐N‐benzoylpiperidin‐4‐one (XIIc) showed high potency in a different way where it exerted 94.8% stabilization of microtubules in vitro compared to positive control paclitaxel.

  DOI：

  10.1111/cbdd.12464
• 作为产物：
  描述：

  庚酸 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 1.0h， 生成 (4-甲酰基-2-甲氧基苯基)庚酸酯
  参考文献：
  名称：

  Preparative Synthesis of Vanillin and Vanillal Alkanoates

  摘要：

  制备香草醛及其烷酸酯的工艺流程被开发出来。

  DOI：

  10.1007/s11167-005-0242-y

文献信息

• Synthesis of water-soluble azomethines based on the substituted benzaldehydes of vanillin series and D-(+)-glucosamine hydrochloride
  作者：E. A. Dikusar、V. I. Potkin、N. G. Kozlov

  DOI：10.1134/s1070363209120160

  日期：2009.12

  A preparative method for the synthesis of water-soluble azomethines by the reaction of substituted benzaldehydes of vanillin series with D-(+)-glucosamine hydrochloride in the presence of potassium hydrogen carbonate in methanol was developed.

  研制了在甲醇中碳酸氢钾存在下，香草醛系列取代苯甲醛与D-（+）-氨基葡萄糖盐酸盐反应合成水溶性偶氮甲胺的制备方法。
• Vanillin Esters of Aliphatic Acids in the Synthesis of 4,7-Phenanthroline Derivatives
  作者：N. G. Kozlov、K. N. Gusak、A. B. Tereshko、E. A. Dikusar

  DOI：10.1023/b:rujo.0000043718.23826.ac

  日期：2004.5

  Condensation of vanillin esters of aliphatic acids with 6-aminoquinoline and cyclic c-diketones (1,3-cyclohexanedione and dimedone) afforded new 2-methoxy-4-(11-oxo-7,8,9,10,11,12-hexahydrobenzo[b][4,7]phenanthrolin-12-yl)phenyl esters of carboxylic acids.
• Vanillin esters in reactions with indan-1,3-dione
  作者：N. G. Kozlov、L. I. Basalaeva

  DOI：10.1007/s10593-006-0229-5

  日期：2006.9
• Synthesis of 2-R-1,3-dioxanes, derivatives of functionally substituted aldehydes of vanillin series
  作者：E. A. Dikusar、V. I. Potkin、T. D. Zvereva、N. A. Zhukovskaya、S. K. Petkevich、A. S. Pavlyuchenkova、M. Yu. Murashova、A. P. Polikarpov、A. A. Shunkevich、A. P. Yuvchenko、R. M. Zolotar’

  DOI：10.1134/s1070428013020085

  日期：2013.2

  By the condensation of substituted aldehydes of vanillin series with 1,3-propanediol in boiling benzene in the presence of sulfo cation exchanger FIBAN K-1 as catalyst functionally 2-R-substituted 1,3-dioxanes were synthesized.
• Reaction of Long-Chain Vanillyl Esters with CH-Acids and 2-Naphthylamine
  作者：N. G. Kozlov、L. I. Basalaeva、E. A. Dikusar

  DOI：10.1023/b:conc.0000025473.93772.9e

  日期：2004.1

  The previously unknown 4-(alkyl-1-oxo-7,8,9,10,11,12-hexahydrobenzo[a]actidin-12-yl)- and 4-(alk-yl-],8'-dioxo-2,3,4,5,6,7,8,9-octahydro-]1H-xanthen-9-yl)-2-methoxyphenyl esters of aliphatic (C-5-C-7, C-12) carboxylic acids were synthesized via cascade heterocyclization of cyclohexane-1,3-dione and dimedone with 2-naphthylamine and long-chain vanillyl esters.