2,3-di(dec-1-yn-1-yl)-1,4-naphthoquinone | 1495773-47-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-di(dec-1-yn-1-yl)-1,4-naphthoquinone
• 英文别名: 2,3-Bis(dec-1-ynyl)naphthalene-1,4-dione；2,3-bis(dec-1-ynyl)naphthalene-1,4-dione
• CAS: 1495773-47-1
• 化学式: C₃₀H₃₈O₂
• 分子量: 430.631
• InChiKey: DNIPCWGCMWOCTI-UHFFFAOYSA-N

物化性质

• 沸点：
  528.4±50.0 °C(predicted)
• 密度：
  1.03±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  32
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-癸炔 、 2,3-二溴-1,4-萘醌 在 copper(l) iodide 、 三乙胺 、 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 2.03h， 以30%的产率得到2,3-di(dec-1-yn-1-yl)-1,4-naphthoquinone
  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.