epi-Lupinine hydrochloride | 86560-63-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 羽扇豆生物碱
• 英文名称: epi-Lupinine hydrochloride
• 英文别名: ((9aR)-(9ar)-octahydro-quinolizin-1c-yl)-methanol; hydrochloride；((9aR)-(9ar)-Octahydro-chinolizin-1c-yl)-methanol; Hydrochlorid
• CAS: 86560-63-6
• 化学式: C₁₀H₁₉NO*ClH
• 分子量: 205.728
• InChiKey: ZKXVUMSVQBQBCR-DHTOPLTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.47
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  epi-Lupinine hydrochloride 、 (9ci)-2,3-二氢-2-氧代-1H-苯并咪唑-1-羰酰氯 以 邻二氯苯 为溶剂， 反应 4.0h， 以34%的产率得到[(1S,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methyl 2-oxo-3H-benzimidazole-1-carboxylate
  参考文献：
  名称：

  Quinolizidinyl derivatives of 2,3-dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid and 1-homolupinanoyl benzimidazolones as ligands for 5-HT3 and 5-HT4 receptors

  摘要：

  Five 2,3-dihydro-2-oxo-1 H-benzimidazole-1 -carboxylic acid derivatives of lupinine, epi-lupinine and lupinylamine, together with two 1-homolupinanoyl benzimidazolones were prepared and investigated for their ability to displace specific radioligands from 5-HT3 and 5-HT4 receptors. The synthesized compounds were only moderately active, with IC,, in the micromolar range. The compound with the highest affinity for 5-HT4 receptor was tested for the enhancement of intestinal transit rate but was inactive at the oral dose of 100 mg/kg. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00025-7