(2E,8Z)-deca-2,8-diene-4,6-diyne-1,10-diol | 71867-26-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,8Z)-deca-2,8-diene-4,6-diyne-1,10-diol
• 英文别名: (2Z,8E)-2,8-decadiene-4,6-diyne-1,10-diol；(2Z,8E)-deca-2,8-dien-4,6-diyne-1,10-diol
• CAS: 71867-26-0
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: VUBHWNWEHZFTFD-CGXWXWIYSA-N

物化性质

• 熔点：
  50-52 °C(Solvent: Ligroine)
• 沸点：
  380.1±42.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2E,8Z)-deca-2,8-diene-4,6-diyne-1,10-diol 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 acetic acid (2E,8Z)-10-acetoxydeca-2,8-diene-4,6-diyn-1-yl ester 、 acetic acid (2E,8E)-10-acetoxydeca-2,8-diene-4,6-diyn-1-yl ester
  参考文献：
  名称：

  Synthesis of isomeric polyacetylenes based on natural hydroxy matricaria esters

  摘要：

  The construction of a library of natural and related polyacetylenes using a convergent synthetic strategy based on a palladium mediated cross-coupling reaction is described. The systematic synthetic study led to all possible alkene isomers of the hydroxy matricaria esters 29-32, and the corresponding tiglates 1-4. The synthesis of many of these compounds is described for the first time. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.082
• 作为产物：
  描述：

  (2E,8Z)-deca-2,8-diene-4,6-diynedioic acid dimethyl ester 在 二异丁基氢化铝 、 盐酸 、 水 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 以99%的产率得到(2E,8Z)-deca-2,8-diene-4,6-diyne-1,10-diol
  参考文献：
  名称：

  Synthesis of isomeric polyacetylenes based on natural hydroxy matricaria esters

  摘要：

  The construction of a library of natural and related polyacetylenes using a convergent synthetic strategy based on a palladium mediated cross-coupling reaction is described. The systematic synthetic study led to all possible alkene isomers of the hydroxy matricaria esters 29-32, and the corresponding tiglates 1-4. The synthesis of many of these compounds is described for the first time. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.082

文献信息

• Discovery of 1,3-diyne compounds as novel and potent antidepressant agents: synthesis, cell-based assay and behavioral studies
  作者：Kai-Qing Ma、Yan-Hong Miao、Xiao Li、Yu-Zhi Zhou、Xiao-Xia Gao、Xiang Zhang、Jian-Bin Chao、Xue-Mei Qin

  DOI：10.1039/c7ra01268c

  日期：——

  1,3-Diynes compound 7a protected the corticosterone-injured PC12 cells through regulation of the apoptosis related proteins and exerted antidepressant effect in mice forced swim test in a concentration-dependent manner.

  1,3-二炔化合物 7a 通过调节与细胞凋亡相关的蛋白来保护皮质酮损伤的 PC12 细胞，并以浓度依赖的方式在小鼠强迫游泳试验中发挥抗抑郁作用。
• Synthesis of isomeric polyacetylenes based on natural hydroxy matricaria esters
  作者：Solange Garrais、Jennifer Turkington、William P.D. Goldring

  DOI：10.1016/j.tet.2009.07.082

  日期：2009.10

  The construction of a library of natural and related polyacetylenes using a convergent synthetic strategy based on a palladium mediated cross-coupling reaction is described. The systematic synthetic study led to all possible alkene isomers of the hydroxy matricaria esters 29-32, and the corresponding tiglates 1-4. The synthesis of many of these compounds is described for the first time. (C) 2009 Elsevier Ltd. All rights reserved.