2-(4-chlorophenylmethylene)-3-(2-morpholinoethoxy)phenyl-6-methoxy-2,3-dihydrobenzofuran-3-ol | 151825-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 2-(4-chlorophenylmethylene)-3-(2-morpholinoethoxy)phenyl-6-methoxy-2,3-dihydrobenzofuran-3-ol
• 英文别名: 2-(p-Chorophenylmethylene)-3-[p-(2-morpholinoethoxy)phenyl]-6-methoxy-2,3-dihydrobenzo[b]furan-3-ol；2-(p-Chlorophenylmethylene)-3-[p-(2-morpholinoethoxy)phenyl]-6-methoxy-2,3-dihydrobenzo[b]furan-3-ol；2-[(4-chlorophenyl)methylidene]-6-methoxy-3-[4-(2-morpholin-4-ylethoxy)phenyl]-1-benzofuran-3-ol
• CAS: 151825-62-6
• 化学式: C₂₈H₂₈ClNO₅
• 分子量: 493.987
• InChiKey: AEHVBGNEEZRKHC-UHFFFAOYSA-N

物化性质

• 沸点：
  675.7±55.0 °C(predicted)
• 密度：
  1.306±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenylmethylene)-3-(2-morpholinoethoxy)phenyl-6-methoxy-2,3-dihydrobenzofuran-3-ol 在 lithium aluminium tetrahydride 、 magnesium bromide 作用下， 生成 2-(p-Chlorobenzyl)-3-[p-(2-morpholinoethoxy)phenyl]-6-methoxy-benzo[b]furan
  参考文献：
  名称：

  An Improved Method for the Synthesis of 2-(p-Halobenzyl)-3-aryl-6-methoxybenzofurans as Selective Ligands for the Antiestrogen-Binding Sites

  摘要：

  A series of 2-(p-fluorobenzyl)-3-aryl-6-methoxybenzofurans has been prepared in good yields in a two-step sequence from the corresponding benzylidencoumaranones (aurones).

  DOI：

  10.1080/00397919308011285
• 作为产物：
  描述：

  2--6-methoxybenzofuranone 、 4-[2-(4-溴苯氧基)乙基]吗啉 在 正丁基锂 作用下， 生成 2-(4-chlorophenylmethylene)-3-(2-morpholinoethoxy)phenyl-6-methoxy-2,3-dihydrobenzofuran-3-ol
  参考文献：
  名称：

  An Improved Method for the Synthesis of 2-(p-Halobenzyl)-3-aryl-6-methoxybenzofurans as Selective Ligands for the Antiestrogen-Binding Sites

  摘要：

  A series of 2-(p-fluorobenzyl)-3-aryl-6-methoxybenzofurans has been prepared in good yields in a two-step sequence from the corresponding benzylidencoumaranones (aurones).

  DOI：

  10.1080/00397919308011285

文献信息

• 2-(benzyl)-3-arylbenzofurans as antitumour and hypocholesterolemic agents
  申请人：National University of Singapore

  公开号：US05354861A1

  公开（公告）日：1994-10-11

  The synthesis and the biological evaluation of a series of basic ethers of 2-benzyl-3-arylbenzofurans as antitumor agents is described. These compounds bind significantly to the antiestrogen-binding sites but only poorly to the estrogen receptor sites and are cytotoxic to tumor cells. Some of these compounds also significantly inhibited de novo cholesterol biosynthesis in an estrogen receptor negative lymphoma cell line rich in antiestrogen-binding sites.

  描述了一系列2-苄基-3-芳基苯并呋喃的碱性醚类化合物的合成和生物评价作为抗肿瘤药物。这些化合物显著结合到抗雌激素结合位点，但对雌激素受体位点的结合较弱，并且对肿瘤细胞具有细胞毒性。其中一些化合物还显著抑制了富含抗雌激素结合位点的雌激素受体阴性淋巴瘤细胞系中的新生胆固醇生物合成。
• An Improved Method for the Synthesis of 2-(p-Halobenzyl)-3-aryl-6-methoxybenzofurans as Selective Ligands for the Antiestrogen-Binding Sites
  作者：Siu-Cchoon Ng、Oi-Lian Kon、Keng-Yeow Sim、Natarajan Srikanth

  DOI：10.1080/00397919308011285

  日期：1993.7

  A series of 2-(p-fluorobenzyl)-3-aryl-6-methoxybenzofurans has been prepared in good yields in a two-step sequence from the corresponding benzylidencoumaranones (aurones).