3-allyl-4-nitrophenol | 913687-01-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-allyl-4-nitrophenol
• 英文别名: 4-Nitro-3-prop-2-enylphenol
• CAS: 913687-01-1
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: JYVFHSGNHVOVQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-allyl-4-nitrophenol 、 2-甲氧基乙氧基甲基氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到2-allyl-4-((2-methoxyethoxy)methoxy)-1-nitrobenzene
  参考文献：
  名称：

  Building skeletally diverse architectures on the Indoline Scaffold: The discovery of a chemical probe of focal adhesion kinase signaling networks

  摘要：

  Inspired by bioactive indoline alkaloid natural products, here, we report a divergent synthesis approach that led to skeletally diverse indoline alkaloid-inspired compounds. The natural product-inspired compounds obtained were then subjected to a series of in vitro and cellular assays to examine their properties as modulators of focal adhesion kinase (FAK) activity. This study resulted in the identification of a promising lead inhibitor of FAK (42), which also showed activity in a wound healing and cell invasion assay. The in silico study of the lead compound (42) was also undertaken. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.025
• 作为产物：
  描述：

  亚甲基三苯基膦烷 、 2-(5-hydroxy-2-nitrophenyl)acetaldehyde 以 四氢呋喃 为溶剂， 反应 2.0h， 以86%的产率得到3-allyl-4-nitrophenol
  参考文献：
  名称：

  Building skeletally diverse architectures on the Indoline Scaffold: The discovery of a chemical probe of focal adhesion kinase signaling networks

  摘要：

  Inspired by bioactive indoline alkaloid natural products, here, we report a divergent synthesis approach that led to skeletally diverse indoline alkaloid-inspired compounds. The natural product-inspired compounds obtained were then subjected to a series of in vitro and cellular assays to examine their properties as modulators of focal adhesion kinase (FAK) activity. This study resulted in the identification of a promising lead inhibitor of FAK (42), which also showed activity in a wound healing and cell invasion assay. The in silico study of the lead compound (42) was also undertaken. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.025

文献信息

• Building skeletally diverse architectures on the Indoline Scaffold: The discovery of a chemical probe of focal adhesion kinase signaling networks
  作者：Michael Prakesch、Krikor Bijian、Valérie Campagna-Slater、Sophie Quevillon、Reni Joseph、Chang-Qing Wei、Esther Sesmilo、Ayub Reayi、Rajamohan R. Poondra、Michael L. Barnes、Donald M. Leek、Bin Xu、Caroline Lougheed、Matthieu Schapira、Moulay Alaoui-Jamali、Prabhat Arya

  DOI：10.1016/j.bmc.2008.09.025

  日期：2008.11

  Inspired by bioactive indoline alkaloid natural products, here, we report a divergent synthesis approach that led to skeletally diverse indoline alkaloid-inspired compounds. The natural product-inspired compounds obtained were then subjected to a series of in vitro and cellular assays to examine their properties as modulators of focal adhesion kinase (FAK) activity. This study resulted in the identification of a promising lead inhibitor of FAK (42), which also showed activity in a wound healing and cell invasion assay. The in silico study of the lead compound (42) was also undertaken. (C) 2008 Elsevier Ltd. All rights reserved.