2-[3-(dimethylamino)phenyl]-6-pyrrolidin-1-yl-1H-quinolin-4-one | 1421446-96-9

• 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: 2-[3-(dimethylamino)phenyl]-6-pyrrolidin-1-yl-1H-quinolin-4-one
• CAS: 1421446-96-9
• 化学式: C₂₁H₂₃N₃O
• 分子量: 333.433
• InChiKey: DHRARBBNRADNIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(2-acetyl-4-(pyrrolidin-1-yl)phenyl)-3-(dimethylamino)benzamide 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以35%的产率得到2-[3-(dimethylamino)phenyl]-6-pyrrolidin-1-yl-1H-quinolin-4-one
  参考文献：
  名称：

  Design and synthesis of 2-(3-alkylaminophenyl)-6-(pyrrolidin-1-yl)quinolin-4-ones as potent antitumor agents

  摘要：

  2-(3-Alkylaminophenyl)-6-(pyrrolidin-1-yl)quinolin-4-ones 1-3 were synthesized and screened for anti-proliferative activity against three human cancer cell lines, as well as the normal cell line Detroit 551. All of the synthesized target compounds 1-3 demonstrated potent cytotoxic activity against the cancer cell lines, but weak inhibitory activity toward the normal cell line. 2-(3-Methyl aminophenyl)-6-(pyrrolidin-1-yl)quinolin-4-one (1), one of the potent compounds in vitro, was also tested in an in vivo Hep3B xenograft nude mice model, and its significant anticancer activity was reconfirmed. Therefore, compound 1 merits further investigation as an antitumor clinical trial candidate and potential anticancer agent. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.105