3-bromo-5-chloro-2-{4-(methylsulfonyl)phenyl}-(4H)-pyran-4-one | 708244-10-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-bromo-5-chloro-2-{4-(methylsulfonyl)phenyl}-(4H)-pyran-4-one
• CAS: 708244-10-4
• 化学式: C₁₂H₈BrClO₄S
• 分子量: 363.616
• InChiKey: NXPJJFKMAPKTHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  64.35
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-bromo-5-chloro-2-{4-(methylsulfonyl)phenyl}-(4H)-pyran-4-one 在 四(三苯基膦)钯 、 sodium carbonate 、 potassium iodide 、 锌 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 3-(4-氟苯基)-2-(4-甲基磺酰基苯基)吡喃-4-酮
  参考文献：
  名称：

  2,3-Diarylpyran-4-ones: a new series of selective cyclooxygenase-2 inhibitors

  摘要：

  A new series of cyclo oxygen a se-2 (COX-2) inhibitors with -gamma-pyrone as central scaffold unit has been synthesized and their biological activities were evaluated against cyclooxygenase inhibitory activity. The changes of physical properties of the molecules were performed according to the medicinal chemistry principles and moderate oral anti-inflammatory activity was obtained with this series of inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.028
• 作为产物：
  描述：

  5-chloro-2-{4-(methylsulfonyl)phenyl}-2,3-dihydro-(4H)-pyran-4-one 在 吡啶 、 溴 作用下， 反应 2.0h， 以75%的产率得到3-bromo-5-chloro-2-{4-(methylsulfonyl)phenyl}-(4H)-pyran-4-one
  参考文献：
  名称：

  2,3-Diarylpyran-4-ones: a new series of selective cyclooxygenase-2 inhibitors

  摘要：

  A new series of cyclo oxygen a se-2 (COX-2) inhibitors with -gamma-pyrone as central scaffold unit has been synthesized and their biological activities were evaluated against cyclooxygenase inhibitory activity. The changes of physical properties of the molecules were performed according to the medicinal chemistry principles and moderate oral anti-inflammatory activity was obtained with this series of inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.028