1-chloro-4-nitro-7-prop-2-enoxy-10H-acridin-9-one | 144346-86-1

• 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-chloro-4-nitro-7-prop-2-enoxy-10H-acridin-9-one
• CAS: 144346-86-1
• 化学式: C₁₆H₁₁ClN₂O₄
• 分子量: 330.727
• InChiKey: KYHSONSKQANMNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[2-(diethylamino)ethyl]hydrazine 、 1-chloro-4-nitro-7-prop-2-enoxy-10H-acridin-9-one 以 四氢呋喃 为溶剂， 反应 10.0h， 以52%的产率得到N,N-diethyl-2-(10-nitro-4-prop-2-enoxy-8,14,15-triazatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2(7),3,5,9,11,13(16)-heptaen-14-yl)ethanamine
  参考文献：
  名称：

  2-(Aminoalkyl)-5-nitropyrazolo[3,4,5-kl]acridines, a new class of anticancer agents

  摘要：

  2-(Aminoalkyl)-5-nitropyrazolo[3,4,5-kl]acridines were prepared from substituted anilines via the 1-chloro-4-nitroacridones followed by condensation with [(alkylamino)alkyl]hydrazines. Impressive activity was demonstrated for the 9-hydroxy, 9-alkoxy, and 9-acyloxy analogs in vitro on a L1210 leukemia line and in vivo against the P388 leukemia. Advanced studies led to the selection of 3bbb for clinical trial.

  DOI：

  10.1021/jm00104a001
• 作为产物：
  描述：

  4-(烯丙氧基)苯胺 在 N,N-二甲基苯胺 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 25.7h， 生成 1-chloro-4-nitro-7-prop-2-enoxy-10H-acridin-9-one
  参考文献：
  名称：

  2-(Aminoalkyl)-5-nitropyrazolo[3,4,5-kl]acridines, a new class of anticancer agents

  摘要：

  2-(Aminoalkyl)-5-nitropyrazolo[3,4,5-kl]acridines were prepared from substituted anilines via the 1-chloro-4-nitroacridones followed by condensation with [(alkylamino)alkyl]hydrazines. Impressive activity was demonstrated for the 9-hydroxy, 9-alkoxy, and 9-acyloxy analogs in vitro on a L1210 leukemia line and in vivo against the P388 leukemia. Advanced studies led to the selection of 3bbb for clinical trial.

  DOI：

  10.1021/jm00104a001

文献信息

• Capps David B., Dundar James, Kesten Suzanne R., Shillis Joan, Werbel Les+, J. Med. Chem., 35 (1992) N 26, S 4770-4778
  作者：Capps David B., Dundar James, Kesten Suzanne R., Shillis Joan, Werbel Les+

  DOI：——

  日期：——
• 2-(Aminoalkyl)-5-nitropyrazolo[3,4,5-kl]acridines, a new class of anticancer agents
  作者：David B. Capps、James Dunbar、Suzanne R. Kesten、Joan Shillis、Leslie M. Werbel、Jacqueline Plowman、Donald L. Ward

  DOI：10.1021/jm00104a001

  日期：1992.12

  2-(Aminoalkyl)-5-nitropyrazolo[3,4,5-kl]acridines were prepared from substituted anilines via the 1-chloro-4-nitroacridones followed by condensation with [(alkylamino)alkyl]hydrazines. Impressive activity was demonstrated for the 9-hydroxy, 9-alkoxy, and 9-acyloxy analogs in vitro on a L1210 leukemia line and in vivo against the P388 leukemia. Advanced studies led to the selection of 3bbb for clinical trial.