1-烯丙基-3-溴-2-甲氧基甲氧基苯 | 413599-93-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-烯丙基-3-溴-2-甲氧基甲氧基苯
• 英文名称: 1-allyl-3-bromo-2-methoxymethoxybenzene
• 英文别名: 1-Bromo-2-(methoxymethoxy)-3-prop-2-enylbenzene
• CAS: 413599-93-6
• 化学式: C₁₁H₁₃BrO₂
• 分子量: 257.127
• InChiKey: XJKFZGVNTVLMCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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-烯丙基-3-溴-2-甲氧基甲氧基苯 在 盐酸 、 四(三苯基膦)钯 、 正丁基锂 、 水 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 水 为溶剂， 反应 2.83h， 生成
  参考文献：
  名称：

  In vitro growth inhibition of human cancer cells by novel honokiol analogs

  摘要：

  Honokiol possesses many pharmacological activities including anti-cancer properties. Here in, we designed and synthesized honokiol analogs that block major honokiol metabolic pathway which may enhance their effectiveness. We studied their cytotoxicity in human cancer cells and evaluated possible mechanism of cell cycle arrest. Two analogs, namely 2 and 4, showed much higher growth inhibitory activity in A549 human lung cancer cells and significant increase of cell population in the G0-G1 phase. Further elucidation of the inhibition mechanism on cell cycle showed that analogs 2 and 4 inhibit both CDK1 and cyclin B1 protein levels in A549 cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.062
• 作为产物：
  描述：

  2,6-二溴苯酚 在 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 乙酸甲酯 、 正戊烷 为溶剂， 反应 3.0h， 生成 1-烯丙基-3-溴-2-甲氧基甲氧基苯
  参考文献：
  名称：

  A highly efficient strategy for the synthesis of 3-substituted salicylic acids by either directed <i>ortho</i>-lithiation or halogen–metal exchange of substituted MOM protected phenols followed by carboxylation.

  摘要：

  A highly efficient synthesis of various 3-substituted salicylic acids is described starting from inexpensive starting materials and requiring no special apparatus.

  DOI：

  10.1139/cjc-79-11-1541

文献信息

• A highly efficient strategy for the synthesis of 3-substituted salicylic acids by either directed &lt;i&gt;ortho&lt;/i&gt;-lithiation or halogen–metal exchange of substituted MOM protected phenols followed by carboxylation.
  作者：Stephen Y.W. Lau、Brian A. Keay

  DOI：10.1139/cjc-79-11-1541

  日期：——

  A highly efficient synthesis of various 3-substituted salicylic acids is described starting from inexpensive starting materials and requiring no special apparatus.
• In vitro growth inhibition of human cancer cells by novel honokiol analogs
  作者：Jyh Ming Lin、A.S. Prakasha Gowda、Arun K. Sharma、Shantu Amin

  DOI：10.1016/j.bmc.2012.03.062

  日期：2012.5

  Honokiol possesses many pharmacological activities including anti-cancer properties. Here in, we designed and synthesized honokiol analogs that block major honokiol metabolic pathway which may enhance their effectiveness. We studied their cytotoxicity in human cancer cells and evaluated possible mechanism of cell cycle arrest. Two analogs, namely 2 and 4, showed much higher growth inhibitory activity in A549 human lung cancer cells and significant increase of cell population in the G0-G1 phase. Further elucidation of the inhibition mechanism on cell cycle showed that analogs 2 and 4 inhibit both CDK1 and cyclin B1 protein levels in A549 cells. (C) 2012 Elsevier Ltd. All rights reserved.