4-(2-cyanophenoxy)-N-(2,2,6,6-tetramethylpiperidin-4-yl)naphthalene-1-carboxamide | 1377999-40-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(2-cyanophenoxy)-N-(2,2,6,6-tetramethylpiperidin-4-yl)naphthalene-1-carboxamide
• CAS: 1377999-40-0
• 化学式: C₂₇H₂₉N₃O₂
• 分子量: 427.546
• InChiKey: PCWCVCXZCQLKDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氟-1-萘甲酸 在 氯化亚砜 、 lithium hydroxide monohydrate 、 水 、 potassium carbonate 、 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 四氢呋喃 、 甲醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 28.25h， 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

文献信息

• [EN] MODULATORS OF METHYL MODIFYING ENZYMES, COMPOSITIONS AND USES THEREOF<br/>[FR] MODULATEURS D'ENZYMES DE MODIFICATION PAR MÉTHYLATION, COMPOSITIONS ET UTILISATIONS ASSOCIÉES
  申请人：CONSTELLATION PHARMACEUTICALS

  公开号：WO2012068589A2

  公开（公告）日：2012-05-24

  Agents for modulating methyl modifying enzymes, compositions and uses thereof are provided herein.
• 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.