N-(2-acetyl-4-(pyrrolidin-1-yl)phenyl)-3-(ethylamino)benzamide | 1421447-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-acetyl-4-(pyrrolidin-1-yl)phenyl)-3-(ethylamino)benzamide
• 英文别名: N-(2-acetyl-4-pyrrolidin-1-ylphenyl)-3-(ethylamino)benzamide
• CAS: 1421447-00-8
• 化学式: C₂₁H₂₅N₃O₂
• 分子量: 351.448
• InChiKey: YUFCPICCPCLVGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-acetyl-4-(pyrrolidin-1-yl)phenyl)-3-(ethylamino)benzamide 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以56%的产率得到2-[3-(ethylamino)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
• 作为产物：
  描述：

  N-(2-acetyl-4-(pyrrolidin-1-yl)phenyl)-3-nitrobenzamide 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 N-(2-acetyl-4-(pyrrolidin-1-yl)phenyl)-3-(ethylamino)benzamide
  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