9-氨基-N-(2-(二甲基氨基)乙基)-3-甲氧基-4-吖啶甲酰胺 | 100113-21-1

• 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
• 中文名称: 9-氨基-N-(2-(二甲基氨基)乙基)-3-甲氧基-4-吖啶甲酰胺
• 中文别名: 9-氨基-N-(2-(二甲氨基)乙基)-3-甲氧基-4-吖啶甲酰胺
• 英文名称: 9-Amino-N-(2-(dimethylamino)ethyl)-3-methoxy-4-acridinecarboxamide
• 英文别名: 9-amino-N-[2-(dimethylamino)ethyl]-3-methoxyacridine-4-carboxamide
• CAS: 100113-21-1
• 化学式: C₁₉H₂₂N₄O₂
• 分子量: 338.409
• InChiKey: QKHRSPSDCFQDNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  80.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-6-甲氧基苯甲酸甲酯 在 sodium hydroxide 、 氯化亚砜 、 polyphosphate ester 、 氨 、 copper diacetate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.25h， 生成 9-氨基-N-(2-(二甲基氨基)乙基)-3-甲氧基-4-吖啶甲酰胺
  参考文献：
  名称：

  Potential antitumor agents. 46. Structure-activity relationships for acridine monosubstituted derivatives of the antitumor agent N-[2-(dimethylamino)ethyl]-9-aminoacridine-4-carboxamide

  摘要：

  A series of monosubstituted derivatives of the new antitumor agent N-[2-(dimethylamino)ethyl]-9-aminoacridine-4-carboxamide has been prepared, bearing methyl, methoxy, and chloro groups at available acridine positions. The physicochemical properties and antitumor activity of these compounds varied more with the position than with the nature of the substituent groups. The highest levels of both in vitro and in vivo antileukemic activity were shown by 5-substituted derivatives, while 7- and 8-substituted derivatives possessed the highest selectivity toward the HCT-8 human colon carcinoma line compared to the L1210 mouse leukemia line in vitro.

  DOI：

  10.1021/jm00154a008

文献信息

• REWCASTLE, G. W.;ATWELL, G. J.;CHAMBERS, D.;BAGULEY, B. C.;DENNY, W. A., J. MED. CHEM., 1986, 29, N 4, 472-477
  作者：REWCASTLE, G. W.、ATWELL, G. J.、CHAMBERS, D.、BAGULEY, B. C.、DENNY, W. A.

  DOI：——

  日期：——
• Potential antitumor agents. 46. Structure-activity relationships for acridine monosubstituted derivatives of the antitumor agent N-[2-(dimethylamino)ethyl]-9-aminoacridine-4-carboxamide
  作者：Gordon W. Rewcastle、Graham J. Atwell、David Chambers、Bruce C. Baguley、William A. Denny

  DOI：10.1021/jm00154a008

  日期：1986.4

  A series of monosubstituted derivatives of the new antitumor agent N-[2-(dimethylamino)ethyl]-9-aminoacridine-4-carboxamide has been prepared, bearing methyl, methoxy, and chloro groups at available acridine positions. The physicochemical properties and antitumor activity of these compounds varied more with the position than with the nature of the substituent groups. The highest levels of both in vitro and in vivo antileukemic activity were shown by 5-substituted derivatives, while 7- and 8-substituted derivatives possessed the highest selectivity toward the HCT-8 human colon carcinoma line compared to the L1210 mouse leukemia line in vitro.