3-hydroxy-N′-((naphthalen-2-yl)(phenyl)methylene)naphthalene-2-carbohydrazide | 1393656-37-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-hydroxy-N′-((naphthalen-2-yl)(phenyl)methylene)naphthalene-2-carbohydrazide
• 英文别名: MDG627；3-hydroxy-N-[[naphthalen-2-yl(phenyl)methylidene]amino]naphthalene-2-carboxamide
• CAS: 1393656-37-5
• 化学式: C₂₈H₂₀N₂O₂
• 分子量: 416.479
• InChiKey: YISUWAMOCVXDRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-羟基-2-萘甲酸甲酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.25h， 生成 3-hydroxy-N′-((naphthalen-2-yl)(phenyl)methylene)naphthalene-2-carbohydrazide
  参考文献：
  名称：

  Study of E/Z Isomerization in a Series of Novel Non-ligand Binding Pocket Androgen Receptor Antagonists

  摘要：

  We report the conformational analysis of a series of 3-hydroxy-N'-((naphthalen-2-yl)methylene)naphthalene-2-carbohydrazides. This class of compounds has recently been reported as androgen receptor (AR)-coactivator disruptors for potential application in prostate cancer therapy. Definition of the E/Z isomerism around the imine linker group (hydrazide) is significant from a mechanistic point of view. A detailed study using theoretical calculations coupled with experimental techniques has allowed us determine an initial preference for the E isomer. The biological activity of newly synthesized compounds at the androgen receptor, along with a series of structural analogs, was determined and provides the basis for preliminary qualitative structure-activity relationship analysis.

  DOI：

  10.1021/ci300299n