(E)-3-[(6aR,9S,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]-N-(1,3-thiazol-2-yl)prop-2-enamide | 107185-03-5

• 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: (E)-3-[(6aR,9S,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]-N-(1,3-thiazol-2-yl)prop-2-enamide
• CAS: 107185-03-5
• 化学式: C₂₁H₂₂N₄OS
• 分子量: 378.498
• InChiKey: KIVPJPSJVCNGCH-SCRXENRVSA-N

物化性质

• 密度：
  1.383±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-[(6aR,9S,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]-N-(1,3-thiazol-2-yl)prop-2-enamide 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 生成 3-[(6aR,9R,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]-N-(1,3-thiazol-2-yl)propanamide
  参考文献：
  名称：

  Synthesis and in vitro and in vivo evaluation of dopaminergic ergoline derivatives

  摘要：

  A series of ergoline-amides was synthesised in the discovery of new dopaminomimetic agents. Several compounds exhibited in vivo high prolactin lowering activity (indirectly measured by the nidation test) in rats. For the most active, the potential anti-Parkinson activity was evaluated by observation of the contralateral turning behaviour in 6-OH-DA lesioned rats. The acute toxicity by oral route in mice was also studied. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0014-827x(97)00009-8
• 作为产物：
  描述：

  6-甲基麦角灵-8β-甲醇 在 吡啶 、 sodium hydroxide 、 TEA*SO₃ 、 TEA 、 水 、 sodium hydride 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 乙醇 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 (E)-3-[(6aR,9S,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]-N-(1,3-thiazol-2-yl)prop-2-enamide
  参考文献：
  名称：

  Synthesis and in vitro and in vivo evaluation of dopaminergic ergoline derivatives

  摘要：

  A series of ergoline-amides was synthesised in the discovery of new dopaminomimetic agents. Several compounds exhibited in vivo high prolactin lowering activity (indirectly measured by the nidation test) in rats. For the most active, the potential anti-Parkinson activity was evaluated by observation of the contralateral turning behaviour in 6-OH-DA lesioned rats. The acute toxicity by oral route in mice was also studied. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0014-827x(97)00009-8