4-[(8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepin-5-yl)methyl]phenol | 651027-20-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 4-[(8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepin-5-yl)methyl]phenol
• 英文别名: 4-[(8-Methoxy-2,3,4,5-tetrahydro-1-benzoxepin-5-yl)methyl]phenol
• CAS: 651027-20-2
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: PCVCMYRIZPVTLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-氯乙基)哌啶盐酸盐 、 4-[(8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepin-5-yl)methyl]phenol 在 氢氧化钾 作用下， 反应 3.0h， 以26 mg的产率得到
  参考文献：
  名称：

  Structure-Based drug design: synthesis, crystal structure, biological evaluation and docking studies of mono- and bis-benzo[ b ]oxepines as non-steroidal estrogens

  摘要：

  Mono- and bis-benzo[b]oxepine derivatives have been rationally synthesized to meet the molecular requirement for interaction with estrogen receptor. Bis-benzo[b]oxepines (7 and 9) and mono-benzo[b]oxepine (10) acquire geometry with phenolic groups disposed in a fashion to stimulate estrogen receptor. Structure-based investigation, in vivo activity and docking studies have been described and correlated to demonstrate a practical approach for suitable ligand design. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.026
• 作为产物：
  描述：

  1-(3-溴丙氧基)-3-甲氧基苯 在 palladium on activated charcoal 氢氧化钾 、 PPA 、 硫酸 、 氢气 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 反应 75.0h， 生成 4-[(8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepin-5-yl)methyl]phenol
  参考文献：
  名称：

  Structure-Based drug design: synthesis, crystal structure, biological evaluation and docking studies of mono- and bis-benzo[ b ]oxepines as non-steroidal estrogens

  摘要：

  Mono- and bis-benzo[b]oxepine derivatives have been rationally synthesized to meet the molecular requirement for interaction with estrogen receptor. Bis-benzo[b]oxepines (7 and 9) and mono-benzo[b]oxepine (10) acquire geometry with phenolic groups disposed in a fashion to stimulate estrogen receptor. Structure-based investigation, in vivo activity and docking studies have been described and correlated to demonstrate a practical approach for suitable ligand design. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.026

文献信息

• Three-Component Coupling of Arynes and Organic Bromides
  作者：Hiroto Yoshida、Yuji Asatsu、Yasuhiro Mimura、Yu Ito、Joji Ohshita、Ken Takaki

  DOI：10.1002/anie.201104858

  日期：2011.10.4

  Magic trio: Arynes are easily coupled with neutral nucleophiles and organic bromides to afford functionalized bromoarenes depending upon the nucleophile (Nu). The three‐component coupling proceeds through the formation of bromine ate complexes, and can be applied to the synthesis of multisubstituted isoquinolines and benzo[b]oxepines having pharmacological activity.

  魔术三重奏：Arynes容易与中性亲核试剂和有机溴化物偶联，从而根据亲核试剂（Nu）提供官能化的溴代芳烃。三组分偶联通过形成溴酸盐配合物而进行，可用于合成具有药理活性的多取代异喹啉和苯并[ b ]氧杂环丁烷。
• Structure-Based drug design: synthesis, crystal structure, biological evaluation and docking studies of mono- and bis-benzo[ b ]oxepines as non-steroidal estrogens
  作者：Sanjay Sarkhel、Ashoke Sharon、Vishal Trivedi、Prakas R Maulik、Man Mohan Singh、Paloth Venugopalan、Suprabhat Ray

  DOI：10.1016/j.bmc.2003.08.026

  日期：2003.11

  Mono- and bis-benzo[b]oxepine derivatives have been rationally synthesized to meet the molecular requirement for interaction with estrogen receptor. Bis-benzo[b]oxepines (7 and 9) and mono-benzo[b]oxepine (10) acquire geometry with phenolic groups disposed in a fashion to stimulate estrogen receptor. Structure-based investigation, in vivo activity and docking studies have been described and correlated to demonstrate a practical approach for suitable ligand design. (C) 2003 Elsevier Ltd. All rights reserved.