7-methoxy-2-methylsulfonyl-3-phenyl-4H-1-benzopyran-4-one | 658040-87-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-methoxy-2-methylsulfonyl-3-phenyl-4H-1-benzopyran-4-one
• 英文别名: 7-methoxy-2-methylsulfonyl-3-phenylchromen-4-one
• CAS: 658040-87-0
• 化学式: C₁₇H₁₄O₅S
• 分子量: 330.361
• InChiKey: OKRHQYPPJBFTAO-UHFFFAOYSA-N

物化性质

• 沸点：
  549.6±50.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  73.58
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  7-methoxy-2-methylsulfonyl-3-phenyl-4H-1-benzopyran-4-one 、 甲巯咪唑 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以96%的产率得到7-methoxy-2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-3-phenyl-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis and characterization of azole isoflavone inhibitors of aromatase

  摘要：

  The synthesis and biological evaluation of a series of 2-azole and 2-thioazole isoflavones as potential aromatase inhibitors are described. Differences in inhibitory activity of triazole and imidazole inhibitors are rationalized with density functional theory to expose a key difference in the electronic structure of these molecules. In addition, difference binding spectra of inhibitors to immuno-affinity-purified aromatase produces classical Type II spectra consistent with coordination of the nitrogen lone pair electrons to the aromatase P450 heme. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.050
• 作为产物：
  描述：

  7-methoxy-2-methylthio-3-phenyl-4H-1-benzopyran-4-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以98%的产率得到7-methoxy-2-methylsulfonyl-3-phenyl-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Synthesis and characterization of azole isoflavone inhibitors of aromatase

  摘要：

  The synthesis and biological evaluation of a series of 2-azole and 2-thioazole isoflavones as potential aromatase inhibitors are described. Differences in inhibitory activity of triazole and imidazole inhibitors are rationalized with density functional theory to expose a key difference in the electronic structure of these molecules. In addition, difference binding spectra of inhibitors to immuno-affinity-purified aromatase produces classical Type II spectra consistent with coordination of the nitrogen lone pair electrons to the aromatase P450 heme. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.050