4-(2-cyanophenoxy)-1-naphthoic acid | 1542224-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(2-cyanophenoxy)-1-naphthoic acid
• 英文别名: 4-(2-Cyanophenoxy)naphthalene-1-carboxylic acid；4-(2-cyanophenoxy)naphthalene-1-carboxylic acid
• CAS: 1542224-30-5
• 化学式: C₁₈H₁₁NO₃
• 分子量: 289.29
• InChiKey: KRTLVPXISLAGEI-UHFFFAOYSA-N

物化性质

• 沸点：
  513.2±35.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2,6,6-四甲基哌啶胺 、 4-(2-cyanophenoxy)-1-naphthoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-(2-cyanophenoxy)-N-(2,2,6,6-tetramethylpiperidin-4-yl)naphthalene-1-carboxamide
  参考文献：
  名称：

  Discovery and Optimization of Tetramethylpiperidinyl Benzamides as Inhibitors of EZH2

  摘要：

  The identification and development of a novel series of small molecule Enhancer of Zeste Homologue 2 (EZH2) inhibitors is described. A concise and modular synthesis enabled the rapid development of structure activity relationships, which led to the identification of 44 as a potent, SAM-competitive inhibitor of EZH2 that dose-dependently decreased global H3K27me3 in KARPAS-422 lymphoma cells.

  DOI：

  10.1021/ml400494b
• 作为产物：
  描述：

  4-氟-1-萘甲酸 在 氯化亚砜 、 lithium hydroxide monohydrate 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 反应 16.25h， 生成 4-(2-cyanophenoxy)-1-naphthoic acid
  参考文献：
  名称：

  Discovery and Optimization of Tetramethylpiperidinyl Benzamides as Inhibitors of EZH2

  摘要：

  The identification and development of a novel series of small molecule Enhancer of Zeste Homologue 2 (EZH2) inhibitors is described. A concise and modular synthesis enabled the rapid development of structure activity relationships, which led to the identification of 44 as a potent, SAM-competitive inhibitor of EZH2 that dose-dependently decreased global H3K27me3 in KARPAS-422 lymphoma cells.

  DOI：

  10.1021/ml400494b

文献信息

• Discovery and Optimization of Tetramethylpiperidinyl Benzamides as Inhibitors of EZH2
  作者：Christopher G. Nasveschuk、Alexandre Gagnon、Shivani Garapaty-Rao、Srividya Balasubramanian、Robert Campbell、Christina Lee、Feng Zhao、Louise Bergeron、Richard Cummings、Patrick Trojer、James E. Audia、Brian K. Albrecht、Jean-Christophe P. Harmange

  DOI：10.1021/ml400494b

  日期：2014.4.10

  The identification and development of a novel series of small molecule Enhancer of Zeste Homologue 2 (EZH2) inhibitors is described. A concise and modular synthesis enabled the rapid development of structure activity relationships, which led to the identification of 44 as a potent, SAM-competitive inhibitor of EZH2 that dose-dependently decreased global H3K27me3 in KARPAS-422 lymphoma cells.