4'-methoxy-2-pyrrolidin-2-ylacetophenone | 84382-45-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4'-methoxy-2-pyrrolidin-2-ylacetophenone
• 英文别名: 1-(4-methoxyphenyl)-2-(pyrrolidin-2-yl)ethan-1-one；1-(4-Methoxyphenyl)-2-pyrrolidin-2-ylethanone；1-(4-methoxyphenyl)-2-pyrrolidin-2-ylethanone
• CAS: 84382-45-6
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: GCAKTIPXBKGHEF-UHFFFAOYSA-N

物化性质

• 沸点：
  370.3±12.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-methoxy-2-pyrrolidin-2-ylacetophenone 在 氢氧化钾 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 6-(2-chlorophenyl)-7-(4-methoxyphenyl)-2,3,8,8a-tetrahydro-1H-indolizin-5-one
  参考文献：
  名称：

  Synthesis, in vitro and in vivo cytotoxicity of 6,7-diaryl-2,3,8,8a-tetrahydroindolizin-5(1H)-ones

  摘要：

  A 6.7-diaryl-2,3.8.8a-tetrahydroindolizin-5(1H)-one library was constructed and tested against the colon cancer cell line HCT-116 as an initial screen for cytotoxic properties. Of this library, the parent compound, in which the southern aromatic ring remains unsubstituted, and the northern aromatic ring carries a 4-methoxy group, exhibited the most potent cytotoxicity with an IC50 value of 0.39 mu M and displayed promising activity in vivo in the NCI's mouse hollow fiber assay.(c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.103
• 作为产物：
  描述：

  对甲氧基苯甲酰氯 在 氢氧化钾 、 diamine oxidase 、 sodium acetate 、 sodium 、 catalase 作用下， 以 乙醇 为溶剂， 反应 75.0h， 生成 4'-methoxy-2-pyrrolidin-2-ylacetophenone
  参考文献：
  名称：

  Cragg, John E.; Herbert, Richard B.; Jackson, Frederick B., Journal of the Chemical Society. Perkin transactions I, 1982, # 10, p. 2477 - 2486

  摘要：

  DOI：

文献信息

• Biomimetic synthesis of 2-substituted N-heterocycle alkaloids by one-pot hydrolysis, transamination and decarboxylative Mannich reaction
  作者：James L. Galman、Iustina Slabu、Fabio Parmeggiani、Nicholas J. Turner

  DOI：10.1039/c8cc06759g

  日期：——

  moieties in natural products and pharmaceutically active molecules. A novel multi-enzymatic approach based on the combination of a lipase with an α,ω-diamine transaminase is reported, opening up the synthesis, isolation and characterisation of a broad range of 2-substituted N-heterocycle alkaloids.

  基于哌啶和吡咯烷的杂环是天然产物和药物活性分子中的关键部分。报道了一种基于脂肪酶与 α,ω-二胺转氨酶组合的新型多酶方法，开辟了广泛的 2-取代 N-杂环生物碱的合成、分离和表征。
• Cragg, John E.; Herbert, Richard B.; Jackson, Frederick B., Journal of the Chemical Society. Perkin transactions I, 1982, # 10, p. 2477 - 2486
  作者：Cragg, John E.、Herbert, Richard B.、Jackson, Frederick B.、Moody, Christopher J.、Nicolson, Ian T.

  DOI：——

  日期：——
• Synthesis, in vitro and in vivo cytotoxicity of 6,7-diaryl-2,3,8,8a-tetrahydroindolizin-5(1H)-ones
  作者：F. Scott Kimball、Ashok Rao Tunoori、Samuel F. Victory、Dinah Dutta、Jonathan M. White、Richard H. Himes、Gunda I. Georg

  DOI：10.1016/j.bmcl.2007.05.103

  日期：2007.8

  A 6.7-diaryl-2,3.8.8a-tetrahydroindolizin-5(1H)-one library was constructed and tested against the colon cancer cell line HCT-116 as an initial screen for cytotoxic properties. Of this library, the parent compound, in which the southern aromatic ring remains unsubstituted, and the northern aromatic ring carries a 4-methoxy group, exhibited the most potent cytotoxicity with an IC50 value of 0.39 mu M and displayed promising activity in vivo in the NCI's mouse hollow fiber assay.(c) 2007 Elsevier Ltd. All rights reserved.