5-(3-Diethylamino-propylamino)-8-methoxy-2,10b-diaza-aceanthrylen-6-one; hydrochloride | 138154-51-5

• 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: 5-(3-Diethylamino-propylamino)-8-methoxy-2,10b-diaza-aceanthrylen-6-one; hydrochloride
• CAS: 138154-51-5
• 化学式: 2C₂₂H₂₆N₄O₂*3ClH
• 分子量: 866.331
• InChiKey: PFJRRJOCIHRGGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.87
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  甲酸 、 4-Amino-1-(3-diethylamino-propylamino)-7-methoxy-10H-acridin-9-one; hydrochloride 反应 6.0h， 以72%的产率得到5-(3-Diethylamino-propylamino)-8-methoxy-2,10b-diaza-aceanthrylen-6-one; hydrochloride
  参考文献：
  名称：

  Chromophore-modified antineoplastic imidazoacridinones. Synthesis and activity against murine leukemias

  摘要：

  The synthesis of 8-hydroxy and 8-methoxy analogues of some substituted 5-aminoimidazoacridinones (4) is described. The synthesis was carried out by a three-step sequence from the corresponding 1-chloro-4-nitro-9(10H)-acridinone precursors (1). The annulation of the imidazolo ring onto the aminoacridinone chromophore was accomplished by heating the required aminoacridinone (3) with formic acid or, in the case of 1-methyl derivatives, with N,N-dimethylacetamide. Potent cytotoxic activity against L1210 leukemia, as well as antitumor activity against P388 leukemia in mice, was demonstrated for the 8-hydroxy analogues. The corresponding 8-methoxy derivatives were not cytotoxic. However, in some cases, they showed significant in vivo antileukemic activity.

  DOI：

  10.1021/jm00080a026