4-methylthiophenacyl 3-methoxyphenylacetate | 499783-98-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methylthiophenacyl 3-methoxyphenylacetate
• 英文别名: [2-(4-Methylsulfanylphenyl)-2-oxoethyl] 2-(3-methoxyphenyl)acetate；[2-(4-methylsulfanylphenyl)-2-oxoethyl] 2-(3-methoxyphenyl)acetate
• CAS: 499783-98-1
• 化学式: C₁₈H₁₈O₄S
• 分子量: 330.405
• InChiKey: DPPZRYZUCCOPJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methylthiophenacyl 3-methoxyphenylacetate 在 吡啶盐酸盐 、 sodium hydride 、 二甲基亚砜 作用下， 反应 2.0h， 生成 3-(3-Hydroxy-phenyl)-4-(4-methylsulfanyl-phenyl)-5H-furan-2-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 、 三乙胺 、 乙腈 作用下， 以 氯仿 为溶剂， 反应 1.5h， 生成 4-methylthiophenacyl 3-methoxyphenylacetate
  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.