2,8-Dihydroxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-benzo[c]phenanthridin-6-one | 188824-18-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,8-Dihydroxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-benzo[c]phenanthridin-6-one
• 英文别名: 2,8-Dihydroxy-5-[4-(2-piperidin-1-ylethoxy)phenyl]-11,12-dihydrobenzo[c]phenanthridin-6-one
• CAS: 188824-18-2
• 化学式: C₃₀H₃₀N₂O₄
• 分子量: 482.579
• InChiKey: WSROZOIOMLHLDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,8-Dihydroxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-benzo[c]phenanthridin-6-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 5-[4-(2-Piperidin-1-yl-ethoxy)-phenyl]-5,6,11,12-tetrahydro-benzo[c]phenanthridine-2,8-diol
  参考文献：
  名称：

  Photochemical Synthesis of N-Arylbenzophenanthridine Selective Estrogen Receptor Modulators (SERMs)

  摘要：

  Selective estrogen receptor modulators are an emerging class of pharmaceutically important molecules. Many compounds in this class contain an aminoethoxyaryl moiety attached to a polycyclic framework at an asymmetric carbon atom. To assess whether this carbon atom can be replaced by nitrogen, we have employed a Ninomiya enamide photocyclization for the rapid synthesis of a novel N-arylbenzophenanthridine framework, 4. Further elaboration of 4 into a new structural class of achiral, nonsteroidal estrogen receptor modulators is described.

  DOI：

  10.1021/jm0101601
• 作为产物：
  描述：

  6-methoxy-1-[(4-hydroxy)phenyl]imino-1,2,3,4-tetrahydronaphthalene 在 三氯化铝 、 氟化氢吡啶 、 三乙胺 、 三苯基膦 、 乙硫醇 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 、 苯 为溶剂， 反应 155.0h， 生成 2,8-Dihydroxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-benzo[c]phenanthridin-6-one
  参考文献：
  名称：

  Photochemical Synthesis of N-Arylbenzophenanthridine Selective Estrogen Receptor Modulators (SERMs)

  摘要：

  Selective estrogen receptor modulators are an emerging class of pharmaceutically important molecules. Many compounds in this class contain an aminoethoxyaryl moiety attached to a polycyclic framework at an asymmetric carbon atom. To assess whether this carbon atom can be replaced by nitrogen, we have employed a Ninomiya enamide photocyclization for the rapid synthesis of a novel N-arylbenzophenanthridine framework, 4. Further elaboration of 4 into a new structural class of achiral, nonsteroidal estrogen receptor modulators is described.

  DOI：

  10.1021/jm0101601

文献信息

• Photochemical Synthesis of <i>N</i>-Arylbenzophenanthridine Selective Estrogen Receptor Modulators (SERMs)
  作者：Timothy A. Grese、M. Dee Adrian、D. Lynn Phillips、Pamela K. Shetler、Lorri L. Short、Andrew L. Glasebrook、Henry U. Bryant

  DOI：10.1021/jm0101601

  日期：2001.8.1

  Selective estrogen receptor modulators are an emerging class of pharmaceutically important molecules. Many compounds in this class contain an aminoethoxyaryl moiety attached to a polycyclic framework at an asymmetric carbon atom. To assess whether this carbon atom can be replaced by nitrogen, we have employed a Ninomiya enamide photocyclization for the rapid synthesis of a novel N-arylbenzophenanthridine framework, 4. Further elaboration of 4 into a new structural class of achiral, nonsteroidal estrogen receptor modulators is described.