1-((7R,9aR,10aS)-7,9-Dimethyl-5-nitro-7,8,9,9a,10,10a-hexahydro-1H-pyrrolo[3',2':5,6]cyclohepta[1,2,3-cd]indol-2-yl)-ethanone | 210821-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-((7R,9aR,10aS)-7,9-Dimethyl-5-nitro-7,8,9,9a,10,10a-hexahydro-1H-pyrrolo[3',2':5,6]cyclohepta[1,2,3-cd]indol-2-yl)-ethanone
• 英文别名: 1-[(4R,7R,9S)-4,6-dimethyl-15-nitro-6,11-diazatetracyclo[7.6.1.03,7.012,16]hexadeca-1(15),2,12(16),13-tetraen-11-yl]ethanone
• CAS: 210821-16-2
• 化学式: C₁₈H₂₁N₃O₃
• 分子量: 327.383
• InChiKey: KWMHQULYYNHKMW-GSDQYQHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-((7R,9aR,10aS)-7,9-Dimethyl-5-nitro-7,8,9,9a,10,10a-hexahydro-1H-pyrrolo[3',2':5,6]cyclohepta[1,2,3-cd]indol-2-yl)-ethanone 在 nitrosonium tetrafluoroborate 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 、 邻二氯苯 为溶剂， 反应 10.0h， 生成 1-((7R,9aR,10aS)-5-Fluoro-7,9-dimethyl-7,8,9,9a,10,10a-hexahydro-1H-pyrrolo[3',2':5,6]cyclohepta[1,2,3-cd]indol-2-yl)-ethanone
  参考文献：
  名称：

  5(10→9)Abeo-ergoline derivatives: Synthesis, 5-HT1A-receptor affinity and selectivity

  摘要：

  The synthesis and the structure-affinity relationship (S.A.F.I.R.) study for the 5-HT1A receptor sites of a novel series of 5(10-->9)abeo-ergoline derivatives are presented. Most derivatives showed moderate to high affinity and selectivity for 5-HT1A receptor sites. The structure-affinity relationship pointed out the role of the substituent at position 8, and the outstanding importance of the reduction of the indole 2,3-double bond for achieving the highest 5-HT1A affinity and selectivity within the compounds presented. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80062-7
• 作为产物：
  描述：

  D-麦角酸甲酯 在 sodium hydroxide 、 sodium tetrahydroborate 、 硝酸 、 吡啶盐酸盐 、 三氯氧磷 作用下， 以 吡啶 、 甲醇 、 溶剂黄146 、 二甲基亚砜 、 三氟乙酸 为溶剂， 反应 17.0h， 生成 1-((7R,9aR,10aS)-7,9-Dimethyl-5-nitro-7,8,9,9a,10,10a-hexahydro-1H-pyrrolo[3',2':5,6]cyclohepta[1,2,3-cd]indol-2-yl)-ethanone
  参考文献：
  名称：

  5(10→9)Abeo-ergoline derivatives: Synthesis, 5-HT1A-receptor affinity and selectivity

  摘要：

  The synthesis and the structure-affinity relationship (S.A.F.I.R.) study for the 5-HT1A receptor sites of a novel series of 5(10-->9)abeo-ergoline derivatives are presented. Most derivatives showed moderate to high affinity and selectivity for 5-HT1A receptor sites. The structure-affinity relationship pointed out the role of the substituent at position 8, and the outstanding importance of the reduction of the indole 2,3-double bond for achieving the highest 5-HT1A affinity and selectivity within the compounds presented. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80062-7

文献信息

• 5(10→9)Abeo-ergoline derivatives: Synthesis, 5-HT1A-receptor affinity and selectivity
  作者：Sergio Mantegani、Luca Baumer、Enzo Brambilla、Carla Caccia、Maria Cioia Fornaretto、Robert Albert McArthur、Mario Varasi

  DOI：10.1016/s0223-5234(98)80062-7

  日期：1998.4

  The synthesis and the structure-affinity relationship (S.A.F.I.R.) study for the 5-HT1A receptor sites of a novel series of 5(10-->9)abeo-ergoline derivatives are presented. Most derivatives showed moderate to high affinity and selectivity for 5-HT1A receptor sites. The structure-affinity relationship pointed out the role of the substituent at position 8, and the outstanding importance of the reduction of the indole 2,3-double bond for achieving the highest 5-HT1A affinity and selectivity within the compounds presented. (C) Elsevier, Paris.