3-(3-methoxyphenyl)-4-(4-methylthiophenyl)-2(5H)furanone | 499784-02-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3-(3-methoxyphenyl)-4-(4-methylthiophenyl)-2(5H)furanone
• 英文别名: 4-(3-methoxyphenyl)-3-(4-methylsulfanylphenyl)-2H-furan-5-one
• CAS: 499784-02-0
• 化学式: C₁₈H₁₆O₃S
• 分子量: 312.389
• InChiKey: JWSATYTXMKWGSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-methoxyphenyl)-4-(4-methylthiophenyl)-2(5H)furanone 在 Oxone 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.0h， 生成 4-(3-methoxyphenyl)-3-(4-methylsulfonylphenyl)-2H-furan-5-one
  参考文献：
  名称：

  Isomeric acetoxy analogues of rofecoxib: A novel class of highly potent and selective cyclooxygenase-2 inhibitors

  摘要：

  A group of isomers possessing a 2-, 3-, or 4-acetoxy moiety on the 3-phenyl substituent of rofecoxib were synthesized that exhibit highly potent, and selective, COX-2 inhibitory activity that have the potential to acetylate the COX-2 isozyme.

  DOI：

  10.1016/s0960-894x(02)00537-1
• 作为产物：
  描述：

  4-甲硫基苯乙酮 在 溴 、 sodium hydride 、 二甲基亚砜 、 三乙胺 、 乙腈 作用下， 以 氯仿 为溶剂， 反应 2.5h， 生成 3-(3-methoxyphenyl)-4-(4-methylthiophenyl)-2(5H)furanone
  参考文献：
  名称：

  Isomeric acetoxy analogues of rofecoxib: A novel class of highly potent and selective cyclooxygenase-2 inhibitors

  摘要：

  A group of isomers possessing a 2-, 3-, or 4-acetoxy moiety on the 3-phenyl substituent of rofecoxib were synthesized that exhibit highly potent, and selective, COX-2 inhibitory activity that have the potential to acetylate the COX-2 isozyme.

  DOI：

  10.1016/s0960-894x(02)00537-1

文献信息

• Isomeric acetoxy analogues of rofecoxib: A novel class of highly potent and selective cyclooxygenase-2 inhibitors
  作者：M Abdur Rahim、P.N Praveen Rao、Edward E Knaus

  DOI：10.1016/s0960-894x(02)00537-1

  日期：2002.10

  A group of isomers possessing a 2-, 3-, or 4-acetoxy moiety on the 3-phenyl substituent of rofecoxib were synthesized that exhibit highly potent, and selective, COX-2 inhibitory activity that have the potential to acetylate the COX-2 isozyme.