2-(N-烯丙基氨基)苯甲酸烯丙酯 | 1023287-68-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(N-烯丙基氨基)苯甲酸烯丙酯
• 英文名称: allyl 2-(N-allylamino)benzoate
• 英文别名: allyl 2-(allylamino)benzoate；Prop-2-enyl 2-(prop-2-enylamino)benzoate
• CAS: 1023287-68-4
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: WMMDOCFDHJSRCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-溴丙烯 、 indirubin 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以7%的产率得到2-(N-烯丙基氨基)苯甲酸烯丙酯
  参考文献：
  名称：

  A cascade synthetic route to new bioactive spiroindolinepyrido[1,2-a]indolediones from indirubin

  摘要：

  The allylation of indirubin produced the expected indolic N'-allylindirubin and N,N'-diallylindirubin derivatives in moderate yields, together with the corresponding N-substituted isatin products. At higher temperatures, the base-initiated reaction with allylic halides yielded spiroindolinepyrido[1,2-a]indolediones in a one-pot cascade reaction sequence with yields of up to 70%. These readily accessed, new Spiro compounds represent the first reported examples of indirubin participating in cascade reactions. Preliminary in vitro biological testing of some of the products indicated promising activity against some cancer cell lines and against Plasmodium falciparum for two spiro derivatives. Computational methods were used to gain a greater understanding of the UV/Vis spectroscopic data for the N'-substituted and N,N'-disubstituted indirubin derivatives. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.08.012

文献信息

• Synthesis of novel aromatic macrolactones via ring closing metathesis of substituted phenylalkanoic acid allylic esters
  作者：David P. Brown、Hoan Q. Duong

  DOI：10.1002/jhet.5570450222

  日期：2008.3

  Stable aromatic macrolactones have been synthesized and characterized from 2- and 3-substituted phenylalkanoic acid systems in modest yields.

  从2-和3-取代的苯基链烷酸体系以适度的产率合成并表征了稳定的芳族大内酯。
• [EN] FUNCTIONAL SKIN COATING POLYMER<br/>[FR] POLYMÈRE FONCTIONNEL POUR APPLICATION CUTANÉE
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2021242976A1

  公开（公告）日：2021-12-02

  Film-forming polymers that contain covalently-attached or non-covalently bound light-filtering, e.g., UV-absorbing, compounds and their use as a skin-protectant coating, such as a sunscreen, are disclosed.

  本发明涉及一种含有共价连接或非共价结合的光过滤化合物（例如UV吸收剂）的成膜聚合物，并其作为皮肤保护涂层（例如防晒霜）的用途。