2-methyl-4-oxo-5-phenyl-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-8-yl acetate | 438623-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-methyl-4-oxo-5-phenyl-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-8-yl acetate
• 英文别名: 8-acetoxy-2-methyl-5-phenyl-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-4-one；(4-hydroxy-2-methyl-5-phenyl-5H-chromeno[2,3-d]pyrimidin-8-yl) acetate
• CAS: 438623-24-6
• 化学式: C₂₀H₁₆N₂O₄
• 分子量: 348.358
• InChiKey: IFYDAYLTHXMDFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methyl-4-oxo-5-phenyl-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-8-yl acetate 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以76%的产率得到8-hydroxy-2-methyl-5-phenyl-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-4-one
  参考文献：
  名称：

  El-Wahab, Ashraf H.F.Abd; Khfsha, Mosa H.M.; Abdali, Ali H.H., Indian Journal of Heterocyclic Chemistry, 2020, vol. 30, # 3, p. 369 - 379

  摘要：

  DOI：
• 作为产物：
  描述：

  间苯二酚 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 2-methyl-4-oxo-5-phenyl-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-8-yl acetate
  参考文献：
  名称：

  El-Wahab, Ashraf H.F.Abd; Khfsha, Mosa H.M.; Abdali, Ali H.H., Indian Journal of Heterocyclic Chemistry, 2020, vol. 30, # 3, p. 369 - 379

  摘要：

  DOI：

文献信息

• Convenient selective synthesis of pyrano[2,3-d]pyrimidines
  作者：Yu. M. Litvinov、A. M. Shestopalov

  DOI：10.1007/s11172-008-0308-0

  日期：2008.10

  A selective method for the synthesis of substituted and annulated pyrano[2,3-d]pyrimidines consisting in acylation of 2-amino-3-cyano-4H-pyrans with acetic anhydride has been developed. It was shown for the first time that acid catalysis is more efficient in this reaction, rather than base catalysis as it has been believed earlier.

  研究人员开发了一种选择性合成取代和环化吡喃并[2,3-d]嘧啶的方法，该方法包括用乙酸酐对 2-氨基-3-氰基-4H-吡喃进行酰化。研究首次证明，在这一反应中，酸催化比碱催化更有效。
• Anti-cancerous Properties of the Synthesized Substituted Chromene Compounds and their Pharmacological Activities
  作者：Ashraf Hassan Fekry Abdelwahab、Salma Ashraf Hassan Fekry

  DOI：10.2174/1570180819666220811102040

  日期：2023.8

  solution. Methods: Synthesis of several new 4H-chromenes (5-14) has been achieved involving various reactions. The structure of these new compounds was confirmed using IR, 1H NMR and 13C NMR, as well as MS spectroscopy. Results and Conclusion: All newly substituted chromene derivatives displayed potential analgesic and anticonvulsant activities. The structure-activity relationship study revealed that

  简介： 2-Amino-7-hydroxy-4-phenyl-4H-chromene-3-carbonitrile (4) 在乙醇/哌啶溶液中通过三组分反应合成。方法：通过各种反应合成了几种新的 4H-色烯 (5-14)。这些新化合物的结构已通过 IR、1H NMR 和 13C NMR 以及 MS 光谱进行了确认。结果和结论：所有新取代的色烯衍生物都显示出潜在的镇痛和抗惊厥活性。构效关系研究表明，2-amino-4-phenyl-3-(1Htetrazol- 5-yl)-4H-chromen-7-ol (13) 比 8-hydroxy-2-methyl-5- 更有益phenyl-3,5-dihydro- 4H-chromeno[2,3-d]pyrimidin-4-one (11), 8-hydroxy-2,5-diphenyl-3,5-dihydro-4H-chromeno[2,3] -d]pyrimidin-