N-((2S,3R)-3-hydroxy-4-(methylamino)-4-oxo-1-phenylbutan-2-yl)-3-methyl-4-oxo-1,4-dihydroquinoline-2-carboxamide | 1007566-99-5

• 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: N-((2S,3R)-3-hydroxy-4-(methylamino)-4-oxo-1-phenylbutan-2-yl)-3-methyl-4-oxo-1,4-dihydroquinoline-2-carboxamide
• 英文别名: N-[(2S,3R)-3-hydroxy-4-(methylamino)-4-oxo-1-phenylbutan-2-yl]-3-methyl-4-oxo-1H-quinoline-2-carboxamide
• CAS: 1007566-99-5
• 化学式: C₂₂H₂₃N₃O₄
• 分子量: 393.442
• InChiKey: TZSWIEDALYXJQJ-FXAWDEMLSA-N

反应信息

• 作为反应物：
  描述：

  N-((2S,3R)-3-hydroxy-4-(methylamino)-4-oxo-1-phenylbutan-2-yl)-3-methyl-4-oxo-1,4-dihydroquinoline-2-carboxamide 在 戴斯-马丁氧化剂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85 %的产率得到(S)-3-methyl-N-(4-(methylamino)-3,4-dioxo-1-phenylbutan-2-yl)-4-oxo-1,4-dihydroquinoline-2-carboxamide
  参考文献：
  名称：

  Bestatin analogs-4-quinolinone hybrids as antileishmanial hits: Design, repurposing rational, synthesis, in vitro and in silico studies

  摘要：

  their different molecular targets. Amongst type 1 bestatin analog-4-quinolone hybrids, hybrid 1e was identified as potential hit inhibiting growth of L. donovani promastigotes by 91 and 53% at 50 and 25 μM concentrations, respectively. Meanwhile, hybrid 2j was identified amongst type 2 bestatin analog-4-quinolone hybrids as potential hit compound inhibiting growth of L. donovani promastigotes by 50 and

  DOI：

  10.1016/j.ejmech.2023.115211
• 作为产物：
  描述：

  3-Methyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid 、 N-methyl-β-amino-α-hydroxy-amide 在 TEA 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以73%的产率得到N-((2S,3R)-3-hydroxy-4-(methylamino)-4-oxo-1-phenylbutan-2-yl)-3-methyl-4-oxo-1,4-dihydroquinoline-2-carboxamide
  参考文献：
  名称：

  Design and synthesis of 4-quinolinone 2-carboxamides as calpain inhibitors

  摘要：

  Calpains are involved in a variety of calcium-regulated cellular processes, such as signal transduction, cell proliferation, differentiation, and apoptosis. Excessive calpain activation contributes to serious cellular damage and has been reported in many pathological conditions. 4-Quinolinone 2-carboxamide derivatives were prepared and evaluated for mu-calpain inhibitory activities. Of the compounds synthesized, 3a and 3k, which possess a primary amide and 4-methoxyphenethyl amide at P-1' region, were found to most potently inhibit mu-calpain with IC50 values of 0.71 +/- 0.07 and 0.73 +/- 0.23 mu M, respectively. On the other hand, the incorporation of pyridine-containing amides decreased inhibitory activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.097