2-methoxy-7-(3-methoxyphenyl)naphthalene | 550998-01-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-7-(3-methoxyphenyl)naphthalene
• CAS: 550998-01-1
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: WSQGOLYLIJEHHD-UHFFFAOYSA-N

物化性质

• 沸点：
  414.2±25.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-7-(3-methoxyphenyl)naphthalene 在 C₆H₅N*HCl 作用下， 反应 2.0h， 以28%的产率得到7-(3-hydroxyphenyl)-2-naphthol
  参考文献：
  名称：

  ERβ Ligands. 3. Exploiting Two Binding Orientations of the 2-Phenylnaphthalene Scaffold To Achieve ERβ Selectivity

  摘要：

  The 2-phenylnaphthalene scaffold was explored as a simplified version of genistein in order to identify ER selective ligands. With the aid of docking studies, positions 1, 4, and 8 of the 2-phenylnaphthalene template were predicted to be the most potentially influential positions to enhance ER selectivity using two different binding orientations. Both orientations have the phenol moiety mimicking the A-ring of genistein. Several compounds predicted to adopt orientations similar to that of genistein when bound to ERbeta were observed to have slightly higher ER affinity and selectivity than genistein. The second orientation we exploited, which was different from that of genistein when bound to ERbeta, resulted in the discovery of several compounds that had superior ER selectivity and affinity versus genistein. X-ray structures of two ER selective compounds (i.e., 15 and 47) confirmed the alternate binding mode and suggested that substituents at positions 1 and 8 were responsible for inducing selectivity. One compound (i.e., 47, WAY-202196) was further examined and found to be effective in two models of inflammation, suggesting that targeting ER may be therapeutically useful in treating certain chronic inflammatory diseases.

  DOI：

  10.1021/jm058173s
• 作为产物：
  描述：

  7-甲氧基-2-萘 在 吡啶 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-methoxy-7-(3-methoxyphenyl)naphthalene
  参考文献：
  名称：

  ERβ Ligands. 3. Exploiting Two Binding Orientations of the 2-Phenylnaphthalene Scaffold To Achieve ERβ Selectivity

  摘要：

  The 2-phenylnaphthalene scaffold was explored as a simplified version of genistein in order to identify ER selective ligands. With the aid of docking studies, positions 1, 4, and 8 of the 2-phenylnaphthalene template were predicted to be the most potentially influential positions to enhance ER selectivity using two different binding orientations. Both orientations have the phenol moiety mimicking the A-ring of genistein. Several compounds predicted to adopt orientations similar to that of genistein when bound to ERbeta were observed to have slightly higher ER affinity and selectivity than genistein. The second orientation we exploited, which was different from that of genistein when bound to ERbeta, resulted in the discovery of several compounds that had superior ER selectivity and affinity versus genistein. X-ray structures of two ER selective compounds (i.e., 15 and 47) confirmed the alternate binding mode and suggested that substituents at positions 1 and 8 were responsible for inducing selectivity. One compound (i.e., 47, WAY-202196) was further examined and found to be effective in two models of inflammation, suggesting that targeting ER may be therapeutically useful in treating certain chronic inflammatory diseases.

  DOI：

  10.1021/jm058173s

文献信息

• Substituted phenyl naphthalenes as estrogenic agents
  申请人：Wyeth

  公开号：US20030181519A1

  公开（公告）日：2003-09-25

  This invention provides estrogen receptor modulators of formula I, having the structure 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 , are as defined in the specification, or a pharmaceutically acceptable salt thereof.

  这项发明提供了具有结构的式I的雌激素受体调节剂 1 其中 R 1 ，R 2 ，R 3 ，R 4 ，R 5 ，R 6 ，R 7 ，R 8 ，R 9 和R 10 如规范中所定义，或其药用可接受盐。
• Dual Nickel-/Palladium-Catalyzed Reductive Cross-Coupling Reactions between Two Phenol Derivatives
  作者：Baojian Xiong、Yue Li、Yin Wei、Søren Kramer、Zhong Lian

  DOI：10.1021/acs.orglett.0c02165

  日期：2020.8.21

  Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance of phenols. Here, we report a dual nickel-/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60

  可以容易地衍生自苯酚的底物之间的交叉偶联由于苯酚的含量高而极具吸引力。在这里，我们报道了芳基甲苯磺酸盐和芳基三氟甲磺酸酯之间双重的镍/钯催化的还原交叉偶联。可以从一个容易获得的苯酚中仅一步之遥就获得两种底物。该反应具有宽泛的官能团耐受性和底物范围（> 60个实例）。此外，它显示出对空间效应的低敏感性，这是通过合成2,2'-二取代的联芳基和完全取代的芳基产物证明的。天然产品和药品中苯酚的广泛存在使简单的后期功能化成为可能，例如ezetimibe和酪氨酸。
• SUBSTITUTED PHENYL NAPHTHALENES AS ESTROGENIC AGENTS
  申请人：Wyeth

  公开号：EP1453782A2

  公开（公告）日：2004-09-08
• US6914074B2
  申请人：——

  公开号：US6914074B2

  公开（公告）日：2005-07-05
• US7067524B2
  申请人：——

  公开号：US7067524B2

  公开（公告）日：2006-06-27