4-methylcoumarin-7-phenylcarbamate | 1242954-90-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-methylcoumarin-7-phenylcarbamate
• CAS: 1242954-90-0
• 化学式: C₁₇H₁₃NO₄
• 分子量: 295.295
• InChiKey: DCELIZAJRXUABT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68.54
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-methylcoumarin-7-phenylcarbamate 150.0 ℃ 、5.0 Pa 条件下， 反应 96.0h， 以56%的产率得到7-isocyanato-4-methylcoumarin
  参考文献：
  名称：

  Schiff bases derived from p-aminobenzyl alcohol as trigger groups for pH-dependent prodrug activation

  摘要：

  A number of novel acid-sensitive Schiff bases derived horn p-aminobenzyl alcohol and various benzaldehyde derivatives were synthesized and were subsequently shown to trigger benzyl elimination reactions The kinetics of acid-catalyzed hydiolysis at pH 50 as well as stability at pH 74 were studied using fluorogenic model compounds Two fluoro-substituted Schiff bases showed efficient hydrolysis at pH 5 0 combined with a long-term stability at pH 74 and are considered suitable candidates for the development of anticancer prodrugs (c) 2010 Elsevier Ltd All lights reserved

  DOI：

  10.1016/j.tetlet.2010.06.055
• 作为产物：
  描述：

  7-氨基-4-甲基香豆素 、 氯甲酸苯酯 在 三甲基氯硅烷 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以72%的产率得到4-methylcoumarin-7-phenylcarbamate
  参考文献：
  名称：

  Schiff bases derived from p-aminobenzyl alcohol as trigger groups for pH-dependent prodrug activation

  摘要：

  A number of novel acid-sensitive Schiff bases derived horn p-aminobenzyl alcohol and various benzaldehyde derivatives were synthesized and were subsequently shown to trigger benzyl elimination reactions The kinetics of acid-catalyzed hydiolysis at pH 50 as well as stability at pH 74 were studied using fluorogenic model compounds Two fluoro-substituted Schiff bases showed efficient hydrolysis at pH 5 0 combined with a long-term stability at pH 74 and are considered suitable candidates for the development of anticancer prodrugs (c) 2010 Elsevier Ltd All lights reserved

  DOI：

  10.1016/j.tetlet.2010.06.055