3-benzamido-5-ethoxycarbonyl-6-methyl-2(1H)-pyridone | 103910-14-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-benzamido-5-ethoxycarbonyl-6-methyl-2(1H)-pyridone
• 英文别名: ethyl 5-benzamido-2-methyl-6-oxo-1H-pyridine-3-carboxylate
• CAS: 103910-14-1
• 化学式: C₁₆H₁₆N₂O₄
• 分子量: 300.314
• InChiKey: AVWWOSHBWVMARJ-UHFFFAOYSA-N

物化性质

• 熔点：
  252-253 °C(Solv: methanol (67-56-1))
• 沸点：
  545.5±50.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  88.26
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-氨基巴豆酸乙酯 反应 6.08h， 生成 3-benzamido-5-ethoxycarbonyl-6-methyl-2(1H)-pyridone
  参考文献：
  名称：

  Chiba, Takuo; Takahashi, Takumi, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 7, p. 2731 - 2734

  摘要：

  DOI：

文献信息

• Microwave-Mediated Domino Reactions in Dry Medium. Preparation of Dihydropyridinones and Pyridinones Structurally Related to Hantzsch Esters.
  作者：Jean Jacques Vanden Eynde、Nadège Labuche、Yves Van Haverbeke

  DOI：10.1080/00397919708007288

  日期：1997.11

  Abstract Microwave irradiation of mixtures of 4-arylmethylene-2-phenyloxazol-5(4H)-ones and enaminocarbonyl compounds, in the absence of solvent, affords dihydropyridinone derivatives in quantitative yields. From 4-ethoxymethylene-2-phenyloxazol-5(4H)one and enaminocarbonyl compounds, pyridinone derivatives are obtained.

  摘要 4-芳基亚甲基-2-苯基恶唑-5(4H)-酮和烯氨基羰基化合物的混合物在没有溶剂的情况下进行微波照射，以定量产率提供二氢吡啶酮衍生物。从4-乙氧基亚甲基-2-苯基恶唑-5(4H)酮和烯氨基羰基化合物得到吡啶酮衍生物。
• Synthesis of multi-functionalized 1-azabicycles through MAOS acid catalyzed formal aza-[3+3] cycloaddition of heterocyclic enaminones with oxazolones
  作者：Silvio Cunha、Raimundo Francisco dos Santos Filho、Katharine Hodel Saraiva、Alene Vanessa Azevedo-Santos、Diego Menezes

  DOI：10.1016/j.tetlet.2013.04.055

  日期：2013.6

  This study describes the combination of microwave heating and green acid catalysis by Bi(NO3)(3)center dot 5H(2)O and AcOH as a practical one-pot diastereoselective synthetic route to alkaloid-like multi-functionalized 3,4-disubstituted indolizidinones and quinolizidinones from cyclic enaminones and Erlenmeyer-Plochl azalactone derivatives, as an alternative methodology to access these synthetically and biologically important classes of structural scaffolds in a simple way. The potential biological activity of some synthesized alkaloid-like derivatives was tested against the human tumor lineage hepatoma (HepG-2), and their inhibitory effect evaluated after 24 and 48 h. The indolizidine-like scaffold appears to be crucial to biological activity in the investigated compounds. (c) 2013 Elsevier Ltd. All rights reserved.
• Maquestiau, A.; Vanden Eynde, J.-J.; Papleux, P., Bulletin des Societes Chimiques Belges, 1985, vol. 94, # 11-12, p. 849 - 858
  作者：Maquestiau, A.、Vanden Eynde, J.-J.、Papleux, P.

  DOI：——

  日期：——
• CHIBA, TAKUO;TAKAHASHI, TAKUMI, CHEM. AND PHARM. BULL., 1985, 33, N 7, 2731-2734
  作者：CHIBA, TAKUO、TAKAHASHI, TAKUMI

  DOI：——

  日期：——
• MAQUESTIAU, A.;VANDEN, EYNDE, J. -J.;PAPLEUX, P., BULL. SOC. CHIM. BELG., 1985, 94, N 11-12, 849-857
  作者：MAQUESTIAU, A.、VANDEN, EYNDE, J. -J.、PAPLEUX, P.

  DOI：——

  日期：——