2-(1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-((2,2-difluoropropyl)carbamoyl)-1H-pyrazol-4-yl)ethyl methanesulfonate | 1149341-32-1

• 英文名称: 2-(1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-((2,2-difluoropropyl)carbamoyl)-1H-pyrazol-4-yl)ethyl methanesulfonate
• 英文别名: 2-[1-(2-Chlorophenyl)-5-(4-chlorophenyl)-3-(2,2-difluoropropylcarbamoyl)pyrazol-4-yl]ethyl methanesulfonate
• CAS: 1149341-32-1
• 化学式: C₂₂H₂₁Cl₂F₂N₃O₄S
• 分子量: 532.395
• InChiKey: SQDDRYSYWKYSCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  98.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-((2,2-difluoropropyl)carbamoyl)-1H-pyrazol-4-yl)ethyl methanesulfonate 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 3.53h， 以0.8 g的产率得到2-(2-chlorophenyl)-3-(4-chlorophenyl)-6-(2,2-difluoropropyl)-5,6-dihydro-2H-pyrazolo[3,4-c]pyridin-7(4H)-one
  参考文献：
  名称：

  Discovery of 2-(2-Chlorophenyl)-3-(4-chlorophenyl)-7-(2,2-difluoropropyl)-6,7-dihydro-2H-pyrazolo[3,4-f][1,4]oxazepin-8(5H)-one (PF-514273), a Novel, Bicyclic Lactam-Based Cannabinoid-1 Receptor Antagonist for the Treatment of Obesity

  摘要：

  We report the design, synthesis, and structure-activity relationships of novel bicyclic lactam-based cannabinoid type 1 (CB,) receptor antagonists. Members of these series are potent, selective antagonists in in vitro/in vivo efficacy models of CB, antagonism and exhibit robust oral activity in rodent models of food intake. These efforts led to the identification of 19d, which has been advanced to human clinical trials for weight management.

  DOI：

  10.1021/jm900255t
• 作为产物：
  描述：

  1-(2-chlorophenyl)-5-(4-chlorophenyl)-N-(2,2-difluoropropyl)-4-(2-hydroxyethyl)-1H-pyrazole-3-carboxamide 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-(1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-((2,2-difluoropropyl)carbamoyl)-1H-pyrazol-4-yl)ethyl methanesulfonate
  参考文献：
  名称：

  Discovery of 2-(2-Chlorophenyl)-3-(4-chlorophenyl)-7-(2,2-difluoropropyl)-6,7-dihydro-2H-pyrazolo[3,4-f][1,4]oxazepin-8(5H)-one (PF-514273), a Novel, Bicyclic Lactam-Based Cannabinoid-1 Receptor Antagonist for the Treatment of Obesity

  摘要：

  We report the design, synthesis, and structure-activity relationships of novel bicyclic lactam-based cannabinoid type 1 (CB,) receptor antagonists. Members of these series are potent, selective antagonists in in vitro/in vivo efficacy models of CB, antagonism and exhibit robust oral activity in rodent models of food intake. These efforts led to the identification of 19d, which has been advanced to human clinical trials for weight management.

  DOI：

  10.1021/jm900255t