2-(4-Methanesulfonyl-phenyl)-chromen-4-one | 215999-36-3

• 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: 2-(4-Methanesulfonyl-phenyl)-chromen-4-one
• 英文别名: 2-(4-Methylsulfonylphenyl)chromen-4-one
• CAS: 215999-36-3
• 化学式: C₁₆H₁₂O₄S
• 分子量: 300.335
• InChiKey: PMZKJUZHBCBTQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-Methanesulfonyl-phenyl)-chromen-4-one 在 pyridinium hydrobromide perbromide 作用下， 以 吡啶 、 氯仿 为溶剂， 反应 6.0h， 以40%的产率得到3-bromo-2-(4-(methylsulfonyl)phenyl)-4H-1-benzopyran-4-one
  参考文献：
  名称：

  一种简便的3-溴黄酮合成方法

  摘要：

  摘要 描述了使用溴化吡啶鎓过溴化物通过溴化-脱溴合成 3-溴黄酮。

  DOI：

  10.1080/00397919809458710
• 作为产物：
  描述：

  (4-(methylthio)phenyl)-4H-1-benzopyran-4-one 在 Oxone 作用下， 生成 2-(4-Methanesulfonyl-phenyl)-chromen-4-one
  参考文献：
  名称：

  2,3-Diarylbenzopyran derivatives as a novel class of selective cyclooxygenase-2 inhibitors

  摘要：

  A new series of cyclooxygenase-2(COX-2) inhibitors with naturally occurring flavone as the main skeleton has been synthesized and their biological activities were evaluated for cyclooxygenase inhibitory activity. Rational structural modifications were applied to potent COX-2 inhibitors to obtain the desired pharmacokinetic profiles for improved oral anti-inflammatory activity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00952-6

文献信息

• A Facile Synthetic Method of 3-Bromoflavones
  作者：Yung Hyup Joo、Jin Kwan Kim

  DOI：10.1080/00397919809458710

  日期：1998.11

  Abstract The synthesis of 3-bromoflavones by bromination-debromination using pyridinium bromide perbromide is described.

  摘要 描述了使用溴化吡啶鎓过溴化物通过溴化-脱溴合成 3-溴黄酮。
• A CONVENIENT SYNTHESIS OF 3-BROMOFLAVONES
  作者：Yung Hyup Joo、Jin Kwan Kim、Seon-Hwa Kang

  DOI：10.1081/scc-120004255

  日期：2002.1
• 2,3-Diarylbenzopyran derivatives as a novel class of selective cyclooxygenase-2 inhibitors
  作者：Yung Hyup Joo、Jin Kwan Kim、Seon-Hwa Kang、Min-Soo Noh、Jun-Yong Ha、Jin Kyu Choi、Kyung Min Lim、Chang Hoon Lee、Shin Chung

  DOI：10.1016/s0960-894x(02)00952-6

  日期：2003.2

  A new series of cyclooxygenase-2(COX-2) inhibitors with naturally occurring flavone as the main skeleton has been synthesized and their biological activities were evaluated for cyclooxygenase inhibitory activity. Rational structural modifications were applied to potent COX-2 inhibitors to obtain the desired pharmacokinetic profiles for improved oral anti-inflammatory activity. (C) 2002 Elsevier Science Ltd. All rights reserved.