1,2,3,4,9,10-hexahydroacridine-1,9-dione | 80061-31-0

• 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: 1,2,3,4,9,10-hexahydroacridine-1,9-dione
• 英文别名: 3,4-dihydroacridine-1,9-(2H,10H)-dione；9-hydroxy-3,4-dihydro-2H-acridin-1-one
• CAS: 80061-31-0
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: YGMIHUBFTQHKJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2,3,4,9,10-hexahydroacridine-1,9-dione 在 sodium hydroxide 、 sodium azide 、 硫酸 、 苄基三甲基氯化铵 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 2.0h， 生成 4,5-dihydro-3H-isoxazolo<3,4,5-kl>acridine
  参考文献：
  名称：

  Synthesis of 1,2,3,4-Tetrahydroacridine and 5,6,7,8-Tetrahydroquinoline Derivatives as Potential Acetylcholinesterase Inhibitors

  摘要：

  This paper describes the synthesis of 1,3,4,5-tetrahydropyrazolo[3,4,5-kl]acridine (2) and 11-amino-1,3,4,5-tetrahydro-azepino[3,2-b]quinolin-2-one (3) obtained by Schmidt reaction of 9-amino-3,4-dihydroacridin-1(2H)-one (1) and the preparation of 4,5-dihydro-3H-isoxazolo[3,4,5-kl]acridine (7) obtained in the same manner starting f rom 3, 4-dihydroacridine-1, 9 (2H, 10H) -dione (6) . The corresponding pyrazolo[3,4,5-de]quinoline (20) and isoxazolo[5,4,3-de]quinoline (18) are also reported. The compounds have been prepared with the aim of studying their possible activity as acetylcholinesterase inhibitors.

  DOI：

  10.3987/com-92-5977
• 作为产物：
  描述：

  diethyl 3-anilinohept-2-enedioate 在 PPA 作用下， 以 paraffin 为溶剂， 反应 2.08h， 生成 1,2,3,4,9,10-hexahydroacridine-1,9-dione
  参考文献：
  名称：

  Deady, Leslie W.; Werden, Dianne M., Synthetic Communications, 1987, vol. 17, # 3, p. 319 - 328

  摘要：

  DOI：

文献信息

• Drewe, Jacqueline A.; Groundwater, Paul W., Journal of the Chemical Society. Perkin transactions I, 1997, # 5, p. 601 - 605
  作者：Drewe, Jacqueline A.、Groundwater, Paul W.

  DOI：——

  日期：——
• Suesse, Manfred; Johne, Siegfried, Zeitschrift fur Chemie, 1985, vol. 25, # 12, p. 432
  作者：Suesse, Manfred、Johne, Siegfried

  DOI：——

  日期：——
• SUSSE, M.;ZOHNE, S., Z. CHEM., 1985, 25, N 12, 432
  作者：SUSSE, M.、ZOHNE, S.

  DOI：——

  日期：——
• DEADY L. W.; WERDEN D. M., SYNTH. COMMUN., 1987, 17, N 3, 319-328
  作者：DEADY L. W.、 WERDEN D. M.

  DOI：——

  日期：——
• Synthesis of 1,2,3,4-Tetrahydroacridine and 5,6,7,8-Tetrahydroquinoline Derivatives as Potential Acetylcholinesterase Inhibitors
  作者：Franco Gatta、Maria Rosaria Del Giudice、Massimo Pomponi、Maurizio Marta

  DOI：10.3987/com-92-5977

  日期：——

  This paper describes the synthesis of 1,3,4,5-tetrahydropyrazolo[3,4,5-kl]acridine (2) and 11-amino-1,3,4,5-tetrahydro-azepino[3,2-b]quinolin-2-one (3) obtained by Schmidt reaction of 9-amino-3,4-dihydroacridin-1(2H)-one (1) and the preparation of 4,5-dihydro-3H-isoxazolo[3,4,5-kl]acridine (7) obtained in the same manner starting f rom 3, 4-dihydroacridine-1, 9 (2H, 10H) -dione (6) . The corresponding pyrazolo[3,4,5-de]quinoline (20) and isoxazolo[5,4,3-de]quinoline (18) are also reported. The compounds have been prepared with the aim of studying their possible activity as acetylcholinesterase inhibitors.