3-methyl-2-(4'-chlorophenyl)-4H-benzopyran-4-one | 1233712-99-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3-methyl-2-(4'-chlorophenyl)-4H-benzopyran-4-one
• 英文别名: 2-(4-Chlorophenyl)-3-methylchromen-4-one；2-(4-chlorophenyl)-3-methylchromen-4-one
• CAS: 1233712-99-6
• 化学式: C₁₆H₁₁ClO₂
• 分子量: 270.715
• InChiKey: WGBFDGYDEUDJJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-2-(4'-chlorophenyl)-4H-benzopyran-4-one 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 甲苯 为溶剂， 反应 27.0h， 生成
  参考文献：
  名称：

  One-Pot Synthesis of 3-Methylflavones and Their Transformation into (E)-3-Styrylflavones via Wittig Reactions

  摘要：

  An efficient one-pot synthesis of 3-methylflavone derivatives is established. Furthermore, their transformation into phosphorus ylides, which are then used in the diastereoselective synthesis of (E)-styrylflavones through Wittig reactions, is also studied.

  DOI：

  10.1055/s-0033-1340013
• 作为产物：
  描述：

  4'-Chlor-2'-hydroxy-α-methyl-chalkon 在 碘 作用下， 以 二甲基亚砜 为溶剂， 以88%的产率得到3-methyl-2-(4'-chlorophenyl)-4H-benzopyran-4-one
  参考文献：
  名称：

  Jayashree; Alam, Afroze; Kumar, D. Vijay, Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 3, p. 237 - 240

  摘要：

  DOI：

文献信息

• Jayashree; Alam, Afroze; Kumar, D. Vijay, Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 3, p. 237 - 240
  作者：Jayashree、Alam, Afroze、Kumar, D. Vijay、Nayak, Yogendra

  DOI：——

  日期：——
• One-Pot Synthesis of 3-Methylflavones and Their Transformation into (E)-3-Styrylflavones via Wittig Reactions
  作者：Diana Pinto、Artur Silva、Djenisa Rocha

  DOI：10.1055/s-0033-1340013

  日期：——

  An efficient one-pot synthesis of 3-methylflavone derivatives is established. Furthermore, their transformation into phosphorus ylides, which are then used in the diastereoselective synthesis of (E)-styrylflavones through Wittig reactions, is also studied.
• Synthesis of 3-methylflavones and their antioxidant and antibacterial activities
  作者：B. S. Jayashree、Afroze Alam、Yogendra Nayak、D. Vijay Kumar

  DOI：10.1007/s00044-011-9725-y

  日期：2012.8

  An attempt was made to synthesise newer 3-methylflavones with various substitution on the ring A and B of 2-phenylchromen-4-one. They were evaluated for antioxidant activity and antibacterial activity against the Gram-positive and Gram-negative bacteria. Five test compounds exhibited DPPH radical scavenging activity with IC50 below 100 mu g/ml, and the same test compounds exhibited 50-100% growth inhibition in Gram-positive bacteria against standard Amoxicillin.