4-[4-(5-Bromo-pentyloxy)-phenyl]-7-methoxy-3-phenyl-chromen-2-one | 812646-51-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 4-[4-(5-Bromo-pentyloxy)-phenyl]-7-methoxy-3-phenyl-chromen-2-one
• CAS: 812646-51-8
• 化学式: C₂₇H₂₅BrO₄
• 分子量: 493.397
• InChiKey: GAGNQOBDUSSNJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.08
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  48.67
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-[4-(5-Bromo-pentyloxy)-phenyl]-7-methoxy-3-phenyl-chromen-2-one 在 aluminum tri-bromide 、 乙二醇 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 7-Hydroxy-3-phenyl-4-[4-(5-piperidin-1-ylpentoxy)phenyl]chromen-2-one
  参考文献：
  名称：

  Lead identification of a potent benzopyranone selective estrogen receptor modulator

  摘要：

  Starting from a phenol screening hit (6), three series of benzopyranone selective estrogen receptor modulators (SERMs) have been designed, synthesized, and analyzed for both estrogen receptor alpha binding affinity and in vitro activity in two cell assays. The lead compound identified, SP500263 (13), was more potent than raloxifene and tamoxifen in a cell-based assay measuring inhibition of interleukin-6 release. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.081
• 作为产物：
  描述：

  (2-hydroxy-4-methoxyphenyl)-(4-hydroxyphenyl)-methanone 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 16.0h， 生成 4-[4-(5-Bromo-pentyloxy)-phenyl]-7-methoxy-3-phenyl-chromen-2-one
  参考文献：
  名称：

  Lead identification of a potent benzopyranone selective estrogen receptor modulator

  摘要：

  Starting from a phenol screening hit (6), three series of benzopyranone selective estrogen receptor modulators (SERMs) have been designed, synthesized, and analyzed for both estrogen receptor alpha binding affinity and in vitro activity in two cell assays. The lead compound identified, SP500263 (13), was more potent than raloxifene and tamoxifen in a cell-based assay measuring inhibition of interleukin-6 release. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.081