methyl 3-cyclohexyl-2-(4-methylthiophenyl)-3-oxo-propanoate | 691881-03-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: methyl 3-cyclohexyl-2-(4-methylthiophenyl)-3-oxo-propanoate
• CAS: 691881-03-5
• 化学式: C₁₇H₂₂O₃S
• 分子量: 306.426
• InChiKey: JOMDVQGMHIQGGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 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：
  0.53
• 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 3-cyclohexyl-2-(4-methylthiophenyl)-3-oxo-propanoate 在 polymer supported triphenylphosphine 、 四溴化碳 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 121.0h， 生成 1-(2-cyclohexyl-(5H,6H,7H-pyrazolo[5,1-b]1,3-oxazaperhydroin-3-yl))-4-methylthiobenzene
  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 19.17h， 生成 methyl 3-cyclohexyl-2-(4-methylthiophenyl)-3-oxo-propanoate
  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