5-benzo[1,3]dioxol-5-yl-pent-4-enoic acid | 861595-79-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-benzo[1,3]dioxol-5-yl-pent-4-enoic acid
• 英文别名: 5-(1,3-Benzodioxol-5-yl)pent-4-enoic acid；5-(1,3-benzodioxol-5-yl)pent-4-enoic acid
• CAS: 861595-79-1
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: LUDPKTXQYCHEOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-benzo[1,3]dioxol-5-yl-pent-4-enoic acid 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (E)-5-(benzo[d][1,3]dioxol-5-yl)pent-4-enoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors

  摘要：

  Two natural piperamides (piperlonguminine and refrofractamide A) and their derivatives were synthesized and evaluated for inhibitory activity against histone deacetylases, as well as the HCT-116 human colon cancer cell line. The preliminary structure activity relationship was discussed. Compounds featuring a hydroxamic acid moiety exhibited moderate HDAC activity and in vitro cytotoxicity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.046
• 作为产物：
  描述：

  胡椒醛 、 (3-丙羧基)三苯基溴化膦 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 4.5h， 生成 5-benzo[1,3]dioxol-5-yl-pent-4-enoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors

  摘要：

  Two natural piperamides (piperlonguminine and refrofractamide A) and their derivatives were synthesized and evaluated for inhibitory activity against histone deacetylases, as well as the HCT-116 human colon cancer cell line. The preliminary structure activity relationship was discussed. Compounds featuring a hydroxamic acid moiety exhibited moderate HDAC activity and in vitro cytotoxicity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.046

文献信息

• Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors
  作者：Yu Luo、Hao-Min Liu、Ming-Bo Su、Li Sheng、Yu-Bo Zhou、Jia Li、Wei Lu

  DOI：10.1016/j.bmcl.2011.06.046

  日期：2011.8

  Two natural piperamides (piperlonguminine and refrofractamide A) and their derivatives were synthesized and evaluated for inhibitory activity against histone deacetylases, as well as the HCT-116 human colon cancer cell line. The preliminary structure activity relationship was discussed. Compounds featuring a hydroxamic acid moiety exhibited moderate HDAC activity and in vitro cytotoxicity. (C) 2011 Elsevier Ltd. All rights reserved.