methyl 2-(4-methylthiophenyl)-3-oxo-3-phenylpropanoate | 691881-08-0

• 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: methyl 2-(4-methylthiophenyl)-3-oxo-3-phenylpropanoate
• CAS: 691881-08-0
• 化学式: C₁₇H₁₆O₃S
• 分子量: 300.378
• InChiKey: DFVQXUKVHVKXCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 2-(4-methylthiophenyl)-3-oxo-3-phenylpropanoate 在 Oxone 、 polymer supported triphenylphosphine 、 四溴化碳 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 99.0h， 生成 7-(4-Methylsulfonylphenyl)-6-phenyl-2,3-dihydropyrazolo[5,1-b][1,3]oxazole
  参考文献：
  名称：

  Synthesis and selective cyclooxygenase-2 (COX-2) inhibitory activity of a series of novel bicyclic pyrazoles

  摘要：

  Novel series of pyrazolo[5, 1-b] 1,3-oxazolidines, pyrazolo[5, 1-b] 1,3-oxazines and imidazolidino[1,2-d]pyrazoles were synthesized. These compounds were evaluated in vitro for their ability to inhibit cyclo oxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) in human whole blood (HWB). Several of the compounds were found to be novel and selective COX-2 inhibitors, the most potent and selective being 1-(5-cyclohexyl (2H, 3 H -pyrazolo [5, 1-b]-1, 3-oxazolidin-6-yl)-4-(methylsulfonyl)benzene, 7a (IC50 for COX-1 > 100 muM; for COX-2 = 1.3 M). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.01.012
• 作为产物：
  描述：

  4-甲硫基苯乙酸 在 硫酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 34.17h， 生成 methyl 2-(4-methylthiophenyl)-3-oxo-3-phenylpropanoate
  参考文献：
  名称：

  Synthesis and selective cyclooxygenase-2 (COX-2) inhibitory activity of a series of novel bicyclic pyrazoles

  摘要：

  Novel series of pyrazolo[5, 1-b] 1,3-oxazolidines, pyrazolo[5, 1-b] 1,3-oxazines and imidazolidino[1,2-d]pyrazoles were synthesized. These compounds were evaluated in vitro for their ability to inhibit cyclo oxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) in human whole blood (HWB). Several of the compounds were found to be novel and selective COX-2 inhibitors, the most potent and selective being 1-(5-cyclohexyl (2H, 3 H -pyrazolo [5, 1-b]-1, 3-oxazolidin-6-yl)-4-(methylsulfonyl)benzene, 7a (IC50 for COX-1 > 100 muM; for COX-2 = 1.3 M). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.01.012