1,2-Bis-[4-(1-ethoxy-ethoxy)-phenyl]-butan-1-one | 104947-29-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-Bis-[4-(1-ethoxy-ethoxy)-phenyl]-butan-1-one
• 英文别名: 1,2-bis[4-(1-ethoxyethoxy)phenyl]butan-1-one
• CAS: 104947-29-7
• 化学式: C₂₄H₃₂O₅
• 分子量: 400.515
• InChiKey: KEJLPGSBCDQOKA-UHFFFAOYSA-N

物化性质

• 沸点：
  512.7±50.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.59
• 重原子数：
  29.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,2-Bis-[4-(1-ethoxy-ethoxy)-phenyl]-butan-1-one 在 palladium on activated charcoal sodium hydroxide 、 lithium aluminium tetrahydride 、 偶氮二甲酸二异丙酯 、 硼烷 、 氢气 、 双氧水 、 potassium hydride 、 对甲苯磺酸 、 三苯基膦 作用下， 以 溶剂黄146 为溶剂， 生成 4-Amino-2-{7-[(2S,3R)-2,3-bis-(4-hydroxy-phenyl)-pentylsulfanyl]-heptyl}-isoindole-1,3-dione
  参考文献：
  名称：

  Preparation, receptor binding, and fluorescence properties of hexestrol-fluorophore conjugates: evaluation of site of attachment, fluorophore structure, and fluorophore-ligand spacing

  摘要：

  We have undertaken a staged development of certain estrogen-fluorophore conjugates, in order to prepare a fluorescent estrogen suitable for determination of the estrogen receptor content of individual cells. Since non-steroidal estrogens with bulky substituents are often more readily bound by receptor than their steroidal counterparts, we have investigated fluorophore conjugates with derivatives of the non-steroidal estrogen hexestrol [3R*, 4S*)-3,4-bis(4-hydroxyphenyl)hexane). On the basis of the receptor-binding affinity of model compounds, we prepared a prototypical set of three ring- and side-chain-substituted fluorescent hexestrol derivatives, whose binding and fluorescence properties ultimately led to the preparation of a series of side-chain-substituted nitrobenzoxadiazole derivatives. The compounds prepared have binding affinities for the estrogen receptors that range from ca. 1% to 5% that of estradiol, and they have very favorable fluorescence characteristics, similar to those of fluorescein.

  DOI：

  10.1021/jm00384a026
• 作为产物：
  描述：

  6-甲氧基-2-(4-苯甲氧基)苯并噻吩 、 乙烯基乙醚 在 对甲苯磺酸 作用下， 生成 1,2-Bis-[4-(1-ethoxy-ethoxy)-phenyl]-butan-1-one
  参考文献：
  名称：

  Preparation, receptor binding, and fluorescence properties of hexestrol-fluorophore conjugates: evaluation of site of attachment, fluorophore structure, and fluorophore-ligand spacing

  摘要：

  We have undertaken a staged development of certain estrogen-fluorophore conjugates, in order to prepare a fluorescent estrogen suitable for determination of the estrogen receptor content of individual cells. Since non-steroidal estrogens with bulky substituents are often more readily bound by receptor than their steroidal counterparts, we have investigated fluorophore conjugates with derivatives of the non-steroidal estrogen hexestrol [3R*, 4S*)-3,4-bis(4-hydroxyphenyl)hexane). On the basis of the receptor-binding affinity of model compounds, we prepared a prototypical set of three ring- and side-chain-substituted fluorescent hexestrol derivatives, whose binding and fluorescence properties ultimately led to the preparation of a series of side-chain-substituted nitrobenzoxadiazole derivatives. The compounds prepared have binding affinities for the estrogen receptors that range from ca. 1% to 5% that of estradiol, and they have very favorable fluorescence characteristics, similar to those of fluorescein.

  DOI：

  10.1021/jm00384a026

文献信息

• FEVIG T. L.; LLOYD J. E.; ZABLOCKI J. A.; KATZENELLENBOGEN J. A., J. MED. CHEM., 30,(1987) N 1, 156-165
  作者：FEVIG T. L.、 LLOYD J. E.、 ZABLOCKI J. A.、 KATZENELLENBOGEN J. A.

  DOI：——

  日期：——