sodium 2-chloro-5-methoxybenzoate | 118537-89-6

• 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: sodium 2-chloro-5-methoxybenzoate
• CAS: 118537-89-6
• 化学式: C₈H₆ClO₃*Na
• 分子量: 208.577
• InChiKey: WNGCDTDQWXXBOX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.28
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.36
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  sodium 2-chloro-5-methoxybenzoate 在 polyphosphate ester 、 三(3,6-二氧杂庚基)胺 、 copper(l) chloride 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-methoxy-5-methyl-9H-xanthen-9-one
  参考文献：
  名称：

  Potential antitumor agents. 58. Synthesis and structure-activity relationships of substituted xanthenone-4-acetic acids active against the colon 38 tumor in vivo

  摘要：

  In a search for compounds related to flavoneacetic acid with activity against solid tumors, a series of methyl-, methoxy-, chloro-, nitro-, and hydroxy-substituted xanthenone-4-acetic acids have been synthesized and evaluated against subcutaneously implanted colon adenocarcinoma 38 in vivo, using a short-term histology assay as a primary screening system. A major goal of this work was to identify compounds with similar profiles of activity to that of flavoneacetic acid but of higher potency. The level of activity of the compounds appeared to depend more on the nature of the substituent than its positioning, in the order Cl greater than Me, OMe greater than NO2, OH. However, the potency of the compounds was related much more to the position rather than the nature of the substitution, with 5-substituted compounds being clearly the most dose potent. 5-Methylxanthenone-4-acetic acid has a similar level of activity to that of flavoneacetic acid in the test systems employed but is more than 7-fold as dose potent.

  DOI：

  10.1021/jm00124a012

文献信息

• Nickel-Catalyzed Oxidative Decarboxylative (Hetero)Arylation of Unactivated C–H Bonds: Ni and Ag Synergy
  作者：Aaron P. Honeycutt、Jessica M. Hoover

  DOI：10.1021/acscatal.7b01683

  日期：2017.7.7

  Oxidative decarboxylative arylation reactions are potentially attractive routes to generate biaryl structures from simple and readily available precursors; yet, they are underutilized, because of limitations in the carboxylic acid scope. Here, we report a nickel catalyst system that enables the selective decarboxylative arylation of unactivated C–H bonds with a broad scope of (hetero)aromatic carboxylate

  氧化脱羧芳基化反应是从简单易得的前体生成联芳基结构的潜在诱人途径。然而，由于羧酸范围的限制，它们没有得到充分利用。在这里，我们报告了一种镍催化剂体系，该体系能够使未活化的CH键与广泛的（杂）芳族羧酸酯偶联伙伴进行选择性脱羧芳基化。初步的力学见解表明，该协议的效率和选择性源自Ni和Ag之间的合作。