Methyl 2-methoxy-5-methyl-6-oxo-7,8-dihydroquinoline-5-carboxylate | 137720-02-6

• 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: Methyl 2-methoxy-5-methyl-6-oxo-7,8-dihydroquinoline-5-carboxylate
• CAS: 137720-02-6
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: FEXKEYUTWUELEW-UHFFFAOYSA-N

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：
  0.46
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-methoxy-5-methyl-6-oxo-7,8-dihydroquinoline-5-carboxylate 在 sodium hydroxide 、 偶氮二异丁腈 、 叠氮磷酸二苯酯 、 potassium tert-butylate 、 苯硫酚 、 三乙胺 作用下， 反应 73.0h， 生成 methyl N-[(6E)-6-ethylidene-2-methoxy-5-methyl-7,8-dihydroquinolin-5-yl]carbamate
  参考文献：
  名称：

  描绘石杉碱甲的药效学元素：不饱和三碳桥对其AChE抑制活性的重要性。

  摘要：

  DOI：

  10.1021/jm00116a010
• 作为产物：
  描述：

  6-羟基-2-甲氧基-7,8-二氢喹啉-5-羧酸甲酯 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以68%的产率得到Methyl 2-methoxy-5-methyl-6-oxo-7,8-dihydroquinoline-5-carboxylate
  参考文献：
  名称：

  描绘石杉碱甲的药效学元素：不饱和三碳桥对其AChE抑制活性的重要性。

  摘要：

  DOI：

  10.1021/jm00116a010

文献信息

• Synthesis and acetylcholinesterase inhibitory activity of huperzine A—E2020 combined compound
  作者：Fanxing Zeng、Hualiang Jiang、Yufeng Zhai、Haiyan Zhang、Kaixian Chen、Ruyun Ji

  DOI：10.1016/s0960-894x(99)00597-1

  日期：1999.12

  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.
• Delineating the pharmacophoric elements of huperzine A: importance of the unsaturated three-carbon bridge to its AChE inhibitory activity
  作者：Alan P. Kozikowski、Chris P. Miller、Fumio Yamada、Yuan Ping Pang、Jacqueline H. Miller、Michael McKinney、Richard G. Ball

  DOI：10.1021/jm00116a010

  日期：1991.12