5-(Bicyclo[2.2.1]hept-2-ylamino)-3-difluoromethyl-1-(5-methanesulfonyl-pyridin-2-yl)-1H-pyrazole-4-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-(Bicyclo[2.2.1]hept-2-ylamino)-3-difluoromethyl-1-(5-methanesulfonyl-pyridin-2-yl)-1H-pyrazole-4-carbonitrile
• 英文别名: 5-(bicyclo[2.2.1]heptan-2-ylamino)-3-(difluoromethyl)-1-(5-(methylsulfonyl)pyridin-2-yl)-1H-pyrazole-4-carbonitrile；5-(2-bicyclo[2.2.1]heptanylamino)-3-(difluoromethyl)-1-(5-methylsulfonylpyridin-2-yl)pyrazole-4-carbonitrile
• 化学式: C₁₈H₁₉F₂N₅O₂S
• 分子量: 407.444
• InChiKey: BITIDZWJAWDFKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-Chloro-3-difluoromethyl-1-(5-methanesulfonyl-pyridin-2-yl)-1H-pyrazole-4-carbaldehyde oxime 在 三乙胺 、 三氯乙酰氯 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 5-(Bicyclo[2.2.1]hept-2-ylamino)-3-difluoromethyl-1-(5-methanesulfonyl-pyridin-2-yl)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  5-Heteroatom substituted pyrazoles as canine COX-2 inhibitors. Part 1: Structure–activity relationship studies of 5-alkylamino pyrazoles and discovery of a potent, selective, and orally active analog

  摘要：

  Structure-activity relationship (SAR) studies of the novel 2-[3-di and trifluoromethyl-5-alkylamino pyrazo-1-yl]-5-methanesulfonyl (SO2Me)/sulfamoyl (SO2NH2)-pyridine derivatives for canine COX enzymes are described. The studies led to the identification of 2e as lead with potent in vitro activity, selectivity, and in vivo activity in dogs and cats. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.006

文献信息

• 5-Heteroatom substituted pyrazoles as canine COX-2 inhibitors. Part 1: Structure–activity relationship studies of 5-alkylamino pyrazoles and discovery of a potent, selective, and orally active analog
  作者：Subas M. Sakya、Kristin M. Lundy DeMello、Martha L. Minich、Bryson Rast、Andrei Shavnya、Robert J. Rafka、David A. Koss、Hengmiao Cheng、Jin Li、Burton H. Jaynes、Carl B. Ziegler、Donald W. Mann、Carol F. Petras、Scott B. Seibel、Annette M. Silvia、David M. George、Lisa A. Lund、Suzanne St. Denis、Anne Hickman、Michelle L. Haven、Michael P. Lynch

  DOI：10.1016/j.bmcl.2005.10.006

  日期：2006.1

  Structure-activity relationship (SAR) studies of the novel 2-[3-di and trifluoromethyl-5-alkylamino pyrazo-1-yl]-5-methanesulfonyl (SO2Me)/sulfamoyl (SO2NH2)-pyridine derivatives for canine COX enzymes are described. The studies led to the identification of 2e as lead with potent in vitro activity, selectivity, and in vivo activity in dogs and cats. (c) 2005 Elsevier Ltd. All rights reserved.