[4-[3-(3-Acetyloxy-3-methylbut-1-ynyl)-1,4-dioxonaphthalen-2-yl]-2-methylbut-3-yn-2-yl] acetate | 1495773-48-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [4-[3-(3-Acetyloxy-3-methylbut-1-ynyl)-1,4-dioxonaphthalen-2-yl]-2-methylbut-3-yn-2-yl] acetate
• 英文别名: [4-[3-(3-acetyloxy-3-methylbut-1-ynyl)-1,4-dioxonaphthalen-2-yl]-2-methylbut-3-yn-2-yl] acetate
• CAS: 1495773-48-2
• 化学式: C₂₄H₂₂O₆
• 分子量: 406.435
• InChiKey: UWIVJCVOJBBUPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二溴-1,4-萘醌 、 2-甲基-3-丁炔-2-醇 在 copper(l) iodide 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 5.03h， 生成 [4-[3-(3-Acetyloxy-3-methylbut-1-ynyl)-1,4-dioxonaphthalen-2-yl]-2-methylbut-3-yn-2-yl] acetate
  参考文献：
  名称：

  Synthesis of 2,3-Diyne-1,4-naphthoquinone Derivatives and Evaluation of Cytotoxic Activity against Tumor Cell Lines

  摘要：

  A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth.

  DOI：

  10.5935/0103-5053.20130180

文献信息

• Synthesis of 2,3-Diyne-1,4-naphthoquinone Derivatives and Evaluation of Cytotoxic Activity against Tumor Cell Lines
  作者：Mauro G. Silva、Celso A. Camara、Tania M. S. Silva、Anderson C. S. Feitosa、Assuero S. Meira、Cláudia Pessoa

  DOI：10.5935/0103-5053.20130180

  日期：——

  A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth.