3-acetyl-1,4-dimethylquinolin-2(1H)-one | 1360567-00-5

• 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: 3-acetyl-1,4-dimethylquinolin-2(1H)-one
• 英文别名: 3-acetyl-1,4-dimethylquinolin-2-one
• CAS: 1360567-00-5
• 化学式: C₁₃H₁₃NO₂
• 分子量: 215.252
• InChiKey: JAMFNEYYABBPSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻氨基苯乙酮 在 Amberlite Na sr1L 作用下， 反应 0.16h， 生成 3-acetyl-1,4-dimethylquinolin-2(1H)-one
  参考文献：
  名称：

  Solvent-free synthesis and antibacterial studies of some quinolinones

  摘要：

  Solvent-free, microwave-induced condensation of 2-aminoaryl alkyl ketones and ethyl 3-oxobutanoate in the presence of amberlite Na sr1L gave quinolinones in high yield when compared to other catalysts. Further, N-alkylation of the quinolinones was carried out effectively with various halides using amberlite Na sr1L. An N-alkylated quinolinone exhibited enhanced activities against B. subtilis, E. coli, and P. aeruginosa, similar to standard drug ampicillin. Two compounds showed effective activity against S. aureus, and one resulted in moderate activity against E. coli.

  DOI：

  10.1007/s00706-011-0608-1

文献信息

• N-Acylated lipophilic amino acid derivatives
  申请人：Funamizu HIdenori

  公开号：US20080027038A1

  公开（公告）日：2008-01-31

  Compounds of structural formula (I) where A is a lipophilic group including an aliphatic bridging group, B is a lipophilic group, D is a group having at least one amino or substituted amino group and R is hydrogen, alkyl or cycloalkyl, and pharmaceutically acceptable salts and individual isomers thereof, which have growth hormone releasing activity in humans or animals.

  结构式(I)中，A是一个包括脂溶性桥接基团的亲脂基团，B是一个亲脂基团，D是一个至少有一个氨基或取代氨基的基团，R是氢、烷基或环烷基，以及其药学上可接受的盐和单体异构体，具有在人或动物体内释放生长激素的活性的化合物。
• Selective C–H acylation of quinolin-2(1H)-one with α-oxocarboxylic acids at the C3 position by sliver catalysis and its application in the synthesis of palbociclib
  作者：Jingwen He、Lixi Zhang、Hao Xu、Dancheng Zhu、Chao Shen

  DOI：10.1016/j.tetlet.2024.154913

  日期：2024.2

  An efficient and selective method C3-H acylation of quinolin-2(1H)-one with at the C3 position has been developed. Active molecules containing acylquinolones were synthesized by silver-catalyzed decarboxylation of α-oxycarboxylic acids with quinolin-2(1H)-one in moderate to good yields. This reaction affords a broad substrate scope and good tolerance of functional groups. In addition, using this protocol

  开发了一种在 C3 位对 quinolin-2(1 H )-one 进行有效且选择性的 C3-H 酰化方法。通过银催化 α-羟基羧酸与喹啉-2(1 H )-酮的脱羧反应合成了含有酰基喹诺酮的活性分子，产率中等至良好。该反应提供了广泛的底物范围和良好的官能团耐受性。此外，利用该方案，可以轻松合成市售药物Palbociclib。
• US7279573B2
  申请人：——

  公开号：US7279573B2

  公开（公告）日：2007-10-09