N-allyl-N-cyclohexyl-2-(3-pyren-1-ylureido)acetamide | 1452576-99-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-allyl-N-cyclohexyl-2-(3-pyren-1-ylureido)acetamide
• CAS: 1452576-99-6
• 化学式: C₂₈H₂₉N₃O₂
• 分子量: 439.557
• InChiKey: OBHJZEHTJKAXSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.44
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-allyl-N-cyclohexyl-2-(3-pyren-1-ylureido)acetamide 在 双(乙腈)氯化钯(II) 、 copper dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以65%的产率得到7-cyclohexyl-3-(pyrenyl-1-ylimino)-1,7,8,8a-tetrahydro-3H-oxazolo[3,4-a]pyrazin-6(5H)-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 1,7,8,8a-tetrahydro-3H-oxazolo[3,4-a]pyrazin-6(5H)-ones as antitumoral agents

  摘要：

  A series of 1,7,8,8a-tetrahydro-3H-oxazolo[3,4-a]pyrazin-6(5H)-ones has been synthesized by an intramolecular, palladium(II) catalyzed, aminooxygenation of alkenyl ureas, readily available from glycine allylamides as starting materials. Biological tests showed that the obtained compounds are endowed with an interesting antitumoral activity against two human thyroid cancer cell lines, namely FTC-133 and 8305C, by promoting the apoptotic pathway and DNA fragmentation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.07.019
• 作为产物：
  描述：

  1-芘甲酸 在 草酰氯 、 叠氮基三甲基硅烷 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 48.0h， 生成 N-allyl-N-cyclohexyl-2-(3-pyren-1-ylureido)acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 1,7,8,8a-tetrahydro-3H-oxazolo[3,4-a]pyrazin-6(5H)-ones as antitumoral agents

  摘要：

  A series of 1,7,8,8a-tetrahydro-3H-oxazolo[3,4-a]pyrazin-6(5H)-ones has been synthesized by an intramolecular, palladium(II) catalyzed, aminooxygenation of alkenyl ureas, readily available from glycine allylamides as starting materials. Biological tests showed that the obtained compounds are endowed with an interesting antitumoral activity against two human thyroid cancer cell lines, namely FTC-133 and 8305C, by promoting the apoptotic pathway and DNA fragmentation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.07.019