benzo[d][1,3]dioxol-5-yl 2-chlorobenzoate | 16386-48-4

• 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: benzo[d][1,3]dioxol-5-yl 2-chlorobenzoate
• 英文别名: 5-(2-chloro-benzoyloxy)-benzo[1,3]dioxole；5-(2-Chlor-benzoyloxy)-benzo[1,3]dioxol；1,3-Benzodioxol-5-yl 2-chlorobenzoate
• CAS: 16386-48-4
• 化学式: C₁₄H₉ClO₄
• 分子量: 276.676
• InChiKey: RNCUQUYXSSOJKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzo[d][1,3]dioxol-5-yl 2-chlorobenzoate 在 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 6.0h， 生成 C₁₄H₈O₄
  参考文献：
  名称：

  芝麻酚及其衍生物的制备及抗氧化活性

  摘要：

  抗氧化剂是一种可以有效抑制自由基氧化反应的物质。天然产物中有许多具有抗氧化活性的化学成分。芝麻酚是具有抗氧化活性的天然产物之一，通常在食品，医药等领域用作抗氧化剂。在本研究中，将芝麻用作提取和分离具有抗氧化活性的芝麻酚的提取原料。在此基础上，以芝麻酚为原料，通过两步反应合成了总共10个芝麻酚衍生物。测试了这些芝麻酚的衍生物的抗氧化活性，测试结果表明这些芝麻酚衍生物具有良好的抗氧化活性，其中化合物4d具有最佳的抗氧化活性。芝麻酚衍生物可在食品，医药和其他领域用作抗氧化剂，需要进一步研究。

  DOI：

  10.1016/j.bmcl.2020.127716
• 作为产物：
  描述：

  2-氯苯甲酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 benzo[d][1,3]dioxol-5-yl 2-chlorobenzoate
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel 7H-benzo [c] [1, 3] dioxolo [4, 5-f] chromen-7-one derivatives with potential anti-tumor activity

  摘要：

  In this study, a series of novel 7H-benzo [c] [1,3] dioxolo [4, 5-f] chromen-7-one derivatives were obtained by structural modification of the lead compounds with Fissitungfine B. A total 15 compounds were designed, synthesized and evaluated as inhibitors of tumor. These target compounds have the novel chemical structures that named three six-membered rings including one lactone six-membered ring. In vitro assay, the results showed that the target compounds have a broad spectrum and strong of anti-tumor activity. Such as the target compound 4n to MCF-7 was IC₅₀ = 0.35 ± 0.01 μM, to A-549 was IC₅₀ = 0.37 ± 0.01 μM, to Hela was IC₅₀ = 0.56 ± 0.02 μM, to MDC-803 was IC₅₀ = 0.53 ± 0.02 μM and COLO-205 was IC₅₀ = 0.50 ± 0.02 μM in vitro. At the same time, in vivo anti-tumor activity assay results showed that the target compounds had a good inhibitory effect on tumor growth. Among them, the target compound 4n had the best anti-tumor activity, it could inhibit tumor growth well at a low dose. The target compound 4n could be used as a candidate drug for further research and development, in order to be used as early as application in the clinical treatment of tumors.

  DOI：

  10.1016/j.bioorg.2020.104381

文献信息

• Insecticide Synergists, 3,4-Methylenedioxyphenoxy Compounds as Synergists for Natural and Synthetic Pyrethrins
  作者：Morton Beroza

  DOI：10.1021/jf60059a002

  日期：1956.1
• Synthesis, anti-oomycete activity of 1-sulfonyloxy/acyloxysesamol derivatives
  作者：Zhiping Che、Xiaolong Guo、Xiaobo Huang、Tiewei Wang、Lin Zhou、Shengming Liu、Genqiang Chen、Yuee Tian

  DOI：10.1016/j.molstruc.2023.135260

  日期：2023.7