1,5-bis(4-ethynylphenoxy)pentane | 97432-27-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,5-bis(4-ethynylphenoxy)pentane
• 英文别名: 1,5-Bis-(4-ethinyl-phenoxy)-pentan；1-Ethynyl-4-[5-(4-ethynylphenoxy)pentoxy]benzene
• CAS: 97432-27-4
• 化学式: C₂₁H₂₀O₂
• 分子量: 304.389
• InChiKey: FWNJDZTWLBNRAR-UHFFFAOYSA-N

物化性质

• 熔点：
  92-94 °C
• 沸点：
  459.0±40.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-iodo-2-((2-anilinyl)ethynyl)benzene 、 1,5-bis(4-ethynylphenoxy)pentane 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁胺 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 6.0h， 以51%的产率得到1,5-bis(4-((2-((2-anilinyl)ethynyl)phenyl)ethynyl)phenoxy)pentane
  参考文献：
  名称：

  Synthesis and biological evaluation of novel symmetry bis-enediynes

  摘要：

  A series of acyclic symmetry bis-enediynes have been synthesized successfully and their bioactivities were evaluated. Among them, 1,6-bis(4-((2-(pyridin-2-ylethynyl)phenyl)ethynyl)phenoxy)hexane 8g showed good inhibition activity against the CCRF-CEM (GI(50) = 0.04 mu M) and HL-60 (GI(50) = 0.09 mu M) Cell lines of human leukemia. The cell cycle analysis shows that compound 8g arrests cell cycle via inhibiting Cyclin A and Cyclin B expressions in low concentration and induces a significant apoptosis progress in high concentration. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.005
• 作为产物：
  描述：

  1,1’-((pentane-1,5-diylbis(oxy))bis(4,1-phenylene))diethanone 生成 1,5-bis(4-ethynylphenoxy)pentane
  参考文献：
  名称：

  Oligomers and Polymers Containing Triple Bonds. III. Derivatives of α,ω-Bis(4-ethynylphenoxy)alkane

  摘要：

  DOI：

  10.1246/bcsj.37.919

文献信息

• Synthesis of acetylene-terminated .alpha.,.omega.-bisphenoxy alkanes
  作者：Stephan A. Babirad、William A. Feld

  DOI：10.1021/je00055a040

  日期：1989.1
• BABIRAD, STEPHEN A.;FELD, WILLIAM A., J. CHEM. AND ENG. DATA, 34,(1989) N, C. 140-141
  作者：BABIRAD, STEPHEN A.、FELD, WILLIAM A.

  DOI：——

  日期：——
• Synthesis and biological evaluation of novel symmetry bis-enediynes
  作者：Kuo-Feng Tseng、Chi-Fong Lin、Yu-Hsiang Lo、Yi-Ling Hu、Li-Yi Chen、Sheng-Huei Yang、Shinne-Ren Lin、Long-Sen Chang、Ming-Jung Wu

  DOI：10.1016/j.ejmech.2008.03.005

  日期：2009.1

  A series of acyclic symmetry bis-enediynes have been synthesized successfully and their bioactivities were evaluated. Among them, 1,6-bis(4-((2-(pyridin-2-ylethynyl)phenyl)ethynyl)phenoxy)hexane 8g showed good inhibition activity against the CCRF-CEM (GI(50) = 0.04 mu M) and HL-60 (GI(50) = 0.09 mu M) Cell lines of human leukemia. The cell cycle analysis shows that compound 8g arrests cell cycle via inhibiting Cyclin A and Cyclin B expressions in low concentration and induces a significant apoptosis progress in high concentration. (C) 2008 Elsevier Ltd. All rights reserved.
• Oligomers and Polymers Containing Triple Bonds. III. Derivatives of α,ω-Bis(4-ethynylphenoxy)alkane
  作者：Hisaya Tani、Ken Murayama、Fumio Toda

  DOI：10.1246/bcsj.37.919

  日期：1964.7