2,6-Dimethoxy-5-methyl-5,6,7,8-tetrahydro-quinoline-5-carboxylic acid | 259653-56-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-Dimethoxy-5-methyl-5,6,7,8-tetrahydro-quinoline-5-carboxylic acid
• 英文别名: 2,6-dimethoxy-5-methyl-7,8-dihydro-6H-quinoline-5-carboxylic acid
• CAS: 259653-56-0
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: LBPVWYDHUURGGB-UHFFFAOYSA-N

物化性质

• 沸点：
  388.6±42.0 °C(predicted)
• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-Dimethoxy-5-methyl-5,6,7,8-tetrahydro-quinoline-5-carboxylic acid 在 氢氧化钾 、 lithium aluminium tetrahydride 、 18-冠醚-6 、 二苯基磷酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 生成 (1-Benzyl-piperidin-4-ylmethyl)-(2,6-dimethoxy-5-methyl-5,6,7,8-tetrahydro-quinolin-5-yl)-amine
  参考文献：
  名称：

  Synthesis and acetylcholinesterase inhibitory activity of huperzine A—E2020 combined compound

  摘要：

  The synthesis of huperzine-E2020 combined compound (3) has been accomplished and the activities of 3 and the intermediates 12 and 13 to inhibit the activity of acetylcholinesterase have been measured. Conformation analyses and molecular docking studies of E2020 and the eight isomers of 12 were carried out. The results indicated that binding energies of all isomers of 12 with AChE was much lowe; than E2020 except for isomer RRZ, which might be the reason that the activity of 12 was lower than that of E2020. Interaction pattern of RRZ in AChE was also studied. Both binding energy and interaction pattern shows that the biological activity of RRZ might be higher than that of E2020. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0960-894x(99)00597-1
• 作为产物：
  描述：

  2,6-Dimethoxy-5-methyl-5,6,7,8-tetrahydro-quinoline-5-carboxylic acid methyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以93%的产率得到2,6-Dimethoxy-5-methyl-5,6,7,8-tetrahydro-quinoline-5-carboxylic acid
  参考文献：
  名称：

  Synthesis and acetylcholinesterase inhibitory activity of huperzine A—E2020 combined compound

  摘要：

  The synthesis of huperzine-E2020 combined compound (3) has been accomplished and the activities of 3 and the intermediates 12 and 13 to inhibit the activity of acetylcholinesterase have been measured. Conformation analyses and molecular docking studies of E2020 and the eight isomers of 12 were carried out. The results indicated that binding energies of all isomers of 12 with AChE was much lowe; than E2020 except for isomer RRZ, which might be the reason that the activity of 12 was lower than that of E2020. Interaction pattern of RRZ in AChE was also studied. Both binding energy and interaction pattern shows that the biological activity of RRZ might be higher than that of E2020. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0960-894x(99)00597-1