3-methylbenzyl 4'-methoxybenzoate | 602314-39-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-methylbenzyl 4'-methoxybenzoate
• 英文别名: (3-methylphenyl)methyl 4-methoxybenzoate
• CAS: 602314-39-6
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: UPRBRUKJOLRRQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲基苄醇 、 对甲氧基苯甲酰氯 在 吡啶 作用下， 反应 1.5h， 以86%的产率得到3-methylbenzyl 4'-methoxybenzoate
  参考文献：
  名称：

  Inhibitory effects of benzyl benzoate and its derivatives on angiotensin II-induced hypertension

  摘要：

  Hypertension is a lifestyle-related disease which often leads to serious conditions such as heart disease and cerebral hemorrhage. Angiotensin II (Ang II) plays an important role in regulating cardiovascular homeostasis. Consequently, antagonists that block the interaction of Ang II with its receptors are thought to be effective in the suppression of hypertension. In this study, we searched for plant compounds that had antagonist-like activity toward Ang II receptors. From among 435 plant samples, we found that EtOH extract from the resin of sweet gum Liquidambar styraciflua strongly inhibited Ang II signaling. We isolated benzyl benzoate and benzyl cinnamate from this extract and found that those compounds inhibited the function of Ang II in a dose-dependent manner without cytotoxicity. An in vivo study showed that benzyl benzoate significantly suppressed Ang II-induced hypertension in mice. In addition, we synthesized more than 40 derivatives of benzyl benzoate and found that the meta-methyl and 3-methylbenzyl 2'-nitrobenzoate derivatives showed about 10-fold higher activity than benzyl benzoate itself. Thus, benzyl benzoate, its derivatives, and benzyl cinnamate may be useful for reducing hypertension. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.056

文献信息

• A Visible‐Light Driven Esterification of Aldehydes Catalyzed by VOSO ₄
  作者：Silvia Gaspa、Luca Ledda、David d'Atri、Andrea Porcheddu、Luisa Pisano、Massimo Carraro、Lidia De Luca

  DOI：10.1002/adsc.202201134

  日期：2023.2.21

  An esterification of the C−H bond of aldehydes promoted by oxidovanadium(IV) sulfate, VIVOSO4, is reported. The process is mediated by visible-light, is carried out at room temperature, in absence of additives and using H2O2 as a benign oxidant. VOSO4 is a commercially available, earth-abundant metal (EAMs) salt, that does not require to be prepared. This report opens intriguing perspectives for the

  据报道，硫酸氧钒 (IV) 促进了醛的 C-H 键酯化，V IV OSO 4。该过程以可见光为媒介，在室温下进行，没有添加剂，使用 H 2 O 2作为良性氧化剂。VOSO 4是一种市售的地球储量丰富的金属 (EAM s ) 盐，无需制备。该报告为钒盐在卤化过程以及 C−H 活化中的扩展应用开辟了有趣的视角，并在地球丰富的金属基催化领域做出了贡献。