2-[(3,4-methylenedioxyphenyl)methylene]-1,4-butanediol | 186411-97-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: 2-[(3,4-methylenedioxyphenyl)methylene]-1,4-butanediol
• 英文别名: (2E)-2-(1,3-benzodioxol-5-ylmethylidene)butane-1,4-diol
• CAS: 186411-97-2
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: UQYRPPNNGZMKNH-BJMVGYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(3,4-methylenedioxyphenyl)methylene]-1,4-butanediol 在 三乙胺 作用下， 以 苯 为溶剂， 反应 16.0h， 生成 (3-{3-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-pyrrolidin-1-yl}-propyl)-diethyl-amine
  参考文献：
  名称：

  A New Class of Potential Chloroquine-Resistance Reversal Agents for Plasmodia:  Syntheses and Biological Evaluation of 1-(3‘-Diethylaminopropyl)-3-(substituted phenylmethylene)pyrrolidines

  摘要：

  1-(3'-Diethylaminopropyl)-3-(substituted phenylmethylene)pyrrolidines were synthesized and evaluated for CQ-resistant reversal activity. In general the compounds of the series elicit better biological response than their phenylmethyl analogues. The most active compound 4b has been evaluated in vivo in detail, and the results are presented. The possible mode of action of the compounds of this series is by inhibition of the enzyme heme oxygenase, thereby increasing the levels of heme and hemozoin, which are lethal to the parasite.

  DOI：

  10.1021/jm000083u
• 作为产物：
  描述：

  4-(3',4'-methylenedioxyphenyl)-3-methoxy-carbonyl-but-3-enoic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 5.0h， 生成 2-[(3,4-methylenedioxyphenyl)methylene]-1,4-butanediol
  参考文献：
  名称：

  Corral, Jose M. Miguel; Gordaliza, Marina; Castro, M. Angeles, Synthesis, 2000, # 1, p. 154 - 164

  摘要：

  DOI：

文献信息

• Corral, Jose M. Miguel; Gordaliza, Marina; Castro, M. Angeles, Synthesis, 2000, # 1, p. 154 - 164
  作者：Corral, Jose M. Miguel、Gordaliza, Marina、Castro, M. Angeles、Salinero, Miguel A.、Dorado, Jose M.、Feliciano, Arturo San

  DOI：——

  日期：——
• A New Class of Potential Chloroquine-Resistance Reversal Agents for Plasmodia:  Syntheses and Biological Evaluation of 1-(3‘-Diethylaminopropyl)-3-(substituted phenylmethylene)pyrrolidines
  作者：Sanjay Batra、Pratima Srivastava、Kamal Roy、V. C. Pandey、A. P. Bhaduri

  DOI：10.1021/jm000083u

  日期：2000.9.1

  1-(3'-Diethylaminopropyl)-3-(substituted phenylmethylene)pyrrolidines were synthesized and evaluated for CQ-resistant reversal activity. In general the compounds of the series elicit better biological response than their phenylmethyl analogues. The most active compound 4b has been evaluated in vivo in detail, and the results are presented. The possible mode of action of the compounds of this series is by inhibition of the enzyme heme oxygenase, thereby increasing the levels of heme and hemozoin, which are lethal to the parasite.