spiro[9,10-dihydroanthracene-9,5'-piperidin]-2'-one | 708262-81-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: spiro[9,10-dihydroanthracene-9,5'-piperidin]-2'-one
• CAS: 708262-81-1
• 化学式: C₁₈H₁₇NO
• 分子量: 263.339
• InChiKey: NAWSIEMIGOQVRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  20.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  spiro[9,10-dihydroanthracene-9,5'-piperidin]-2'-one 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 Spiro[9,10-dihydroanthracene-9,3''-(hexahydropyridine)]
  参考文献：
  名称：

  Structural determinants for high 5-HT 2A receptor affinity of spiro[9,10-dihydroanthracene]-9,3 ′ -pyrrolidine (SpAMDA)

  摘要：

  The synthesis and 5-HT2A receptor affinities of ring altered derivatives of spiro[9,10-dihydroanthracene]-9,3'-pyrrolidine (4), a structurally unique tetracyclic 5-HT2A receptor antagonist, are described. The characteristics of the parent compound prove to be necessary for optimal 5-HT2A receptor affinity. However, expansion of the size of the pyrrolidine and central rings produce compounds with reasonably high 5-HT2A receptor affinities. In addition, the parent compound is shown to have high 5-HT2 receptor selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.014
• 作为产物：
  描述：

  9-Cyano-9,10-dihydroanthracene 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium ethanolate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 79.0h， 生成 spiro[9,10-dihydroanthracene-9,5'-piperidin]-2'-one
  参考文献：
  名称：

  Structural determinants for high 5-HT 2A receptor affinity of spiro[9,10-dihydroanthracene]-9,3 ′ -pyrrolidine (SpAMDA)

  摘要：

  The synthesis and 5-HT2A receptor affinities of ring altered derivatives of spiro[9,10-dihydroanthracene]-9,3'-pyrrolidine (4), a structurally unique tetracyclic 5-HT2A receptor antagonist, are described. The characteristics of the parent compound prove to be necessary for optimal 5-HT2A receptor affinity. However, expansion of the size of the pyrrolidine and central rings produce compounds with reasonably high 5-HT2A receptor affinities. In addition, the parent compound is shown to have high 5-HT2 receptor selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.014