6-methyl-8β-(3-phenyl-acryloyl)aminomethyl-13-tert-butyl-ergoline

• 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: 6-methyl-8β-(3-phenyl-acryloyl)aminomethyl-13-tert-butyl-ergoline
• 英文别名: (E)-N-[[(6aR,9S,10aR)-2-tert-butyl-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]methyl]-3-phenylprop-2-enamide
• 化学式: C₂₉H₃₅N₃O
• 分子量: 441.616
• InChiKey: ANDQYFCTVPHKEW-FDUMUMHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  48.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9,10-dihydrolysergic acid methyl ester 在 镍 sodium tetrahydroborate 、 磺酰氯 、 一水合肼 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 乙醇 、 二氯甲烷 、 三氟乙酸 为溶剂， 反应 11.42h， 生成 6-methyl-8β-(3-phenyl-acryloyl)aminomethyl-13-tert-butyl-ergoline
  参考文献：
  名称：

  Synthesis and in vitro structure-activity relationship of 13-tert-butyl-ergoline derivatives as 5-HT1A receptor ligands

  摘要：

  A series of novel 13-tert-butyl-ergoline derivatives was prepared and evaluated for affinity to adrenergic, dopaminergic and serotonergic receptor sites. Selectivity for 5-HT1A receptors versus alpha(1), alpha(2), D-1, D-2, and 5-HT2 appears to be influenced by the presence of the tert-butyl moiety at position 13 of the ergoline skeleton. Some compounds within this series display nanomolar 5-HT1A affinity and hundred-fold selectivity versus the other receptors considered.

  DOI：

  10.1016/s0223-5234(99)80065-8

文献信息

• Synthesis and in vitro structure-activity relationship of 13-tert-butyl-ergoline derivatives as 5-HT1A receptor ligands
  作者：S Mantegani、E Brambilla、C Caccia、MG Fornaretto、RA Mc Arthur、M Varasi

  DOI：10.1016/s0223-5234(99)80065-8

  日期：1997.10

  A series of novel 13-tert-butyl-ergoline derivatives was prepared and evaluated for affinity to adrenergic, dopaminergic and serotonergic receptor sites. Selectivity for 5-HT1A receptors versus alpha(1), alpha(2), D-1, D-2, and 5-HT2 appears to be influenced by the presence of the tert-butyl moiety at position 13 of the ergoline skeleton. Some compounds within this series display nanomolar 5-HT1A affinity and hundred-fold selectivity versus the other receptors considered.