N-(6-Chloro-pyridazin-3-yl)-3-(6-methyl-ergolin-8β-yl)propionamide

• 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: N-(6-Chloro-pyridazin-3-yl)-3-(6-methyl-ergolin-8β-yl)propionamide
• 英文别名: 3-[(6aR,9R,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]-N-(6-chloropyridazin-3-yl)propanamide
• 化学式: C₂₂H₂₄ClN₅O
• 分子量: 409.918
• InChiKey: QNNFIOBCDADIKU-MZMPZRCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  73.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-甲基麦角灵-8β-甲醇 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 TEA*SO₃ 、 TEA 、 水 、 氢气 、 sodium hydride 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 乙醇 、 溶剂黄146 、 二甲基亚砜 为溶剂， 反应 7.42h， 生成 N-(6-Chloro-pyridazin-3-yl)-3-(6-methyl-ergolin-8β-yl)propionamide
  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

文献信息

• Ergoline derivatives, processes for their preparation and pharmaceutical compositions containing them
  申请人：FARMITALIA CARLO ERBA S.p.A.

  公开号：EP0070562A1

  公开（公告）日：1983-01-26

  Ergoline derivatives of the formula wherein n = 0, 1, 2; R, = H, CH3; R2 = H, CH3, halogen; R3 = H, OCH3; R4 = hydrocarbon group and R5 is a residue of the general formula (II), (III), (IV), (V), (VI), (VII) wherein R6 = H, Cl, OCH3, NR11H12, wherein R11 and R12 = H, lower alkyl; phenyl or are bonded together to form a heterocyclic ring, R7, R8, R9 and R10 = H or C1-3 alkyl, with the proviso that if R5 is of formula (II) and R2=R7=R8=H, then R4 is not methyl or n is not 0; pharmaceutically acceptable acid addition salts of said ergoline derivatives and a method for their preparation are provided. The compounds exhibit in the form of pharmaceutical preparations anti-depressive, anti-hypertensive and anti-prolactin activity.

  式中的麦角啉衍生物 其中 n = 0、1、2；R, = H、CH3；R2 = H、CH3、卤素；R3 = H、OCH3；R4 = 烃基和 R5 是通式（II）、（III）、（IV）、（V）、（VI）、（VII）的残基 其中 R6 = H、Cl、OCH3、NR11H12，其中 R11 和 R12 = H、低级烷基；苯基或键合在一起形成杂环，R7、R8、R9 和 R10 = H 或 C1-3 烷基，但如果 R5 为式（II）且 R2=R7=R8=H 时，则 R4 不是甲基或 n 不是 0；提供了所述麦角啉衍生物的药学上可接受的酸加成盐及其制备方法。 这些化合物以药物制剂的形式表现出抗抑郁、抗高血压和抗催乳素活性。
• Synthesis and in vitro and in vivo evaluation of dopaminergic ergoline derivatives
  作者：Sergio Mantegani、Enzo Brambilla、Carla Caccia、Enrico Di Salle、Maria Antonietta Cervini、Robert A. McArthur、Gabriella Traquandi、Mario Varasi

  DOI：10.1016/s0014-827x(97)00009-8

  日期：1998.1

  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.