1-(4-Isocyanatophenyl)-4-pyridin-3-ylpiperazine | 1027594-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(4-Isocyanatophenyl)-4-pyridin-3-ylpiperazine
• CAS: 1027594-43-9
• 化学式: C₁₆H₁₆N₄O
• 分子量: 280.329
• InChiKey: QHAWWMSGVRXODO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  48.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-Isocyanatophenyl)-4-pyridin-3-ylpiperazine 、 3(R,S)-amino-5-cyclohexyl-1,3-dihydro-1-propyl-2H-1,4-benzodiazepin-2-one 生成 1-(5-cyclohexyl-2-oxo-1-propyl-3H-1,4-benzodiazepin-3-yl)-3-[4-(4-pyridin-3-ylpiperazin-1-yl)phenyl]urea
  参考文献：
  名称：

  Benzodiazepines as Potent and Selective Bradykinin B₁ Antagonists

  摘要：

  Antagonism of the bradykinin B-1 receptor was demonstrated to be a potential treatment for chronic pain and inflammation. Novel benzodiazepines were designed that display subnanomolar affinity for the bradykinin B, receptor (K-i = 0.59 nM) and high selectivity against the bradykinin B-2 receptor (K-i > 10 muM). In vivo efficacy, comparable to morphine, was demonstrated for lead compounds in a rodent hyperalgesia model.

  DOI：

  10.1021/jm034020y
• 作为产物：
  描述：

  1-(3-吡啶基)哌嗪 在 palladium on activated charcoal TEA 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(4-Isocyanatophenyl)-4-pyridin-3-ylpiperazine
  参考文献：
  名称：

  Benzodiazepines as Potent and Selective Bradykinin B₁ Antagonists

  摘要：

  Antagonism of the bradykinin B-1 receptor was demonstrated to be a potential treatment for chronic pain and inflammation. Novel benzodiazepines were designed that display subnanomolar affinity for the bradykinin B, receptor (K-i = 0.59 nM) and high selectivity against the bradykinin B-2 receptor (K-i > 10 muM). In vivo efficacy, comparable to morphine, was demonstrated for lead compounds in a rodent hyperalgesia model.

  DOI：

  10.1021/jm034020y

文献信息

• Benzodiazepines as Potent and Selective Bradykinin B₁ Antagonists
  作者：Michael R. Wood、June J. Kim、Wei Han、Bruce D. Dorsey、Carl F. Homnick、Robert M. DiPardo、Scott D. Kuduk、Tanya MacNeil、Kathy L. Murphy、Edward V. Lis、Richard W. Ransom、Gary L. Stump、Joseph J. Lynch、Stacey S. O'Malley、Patricia J. Miller、Tsing-Bau Chen、Charles M. Harrell、Raymond S. L. Chang、Punam Sandhu、Joan D. Ellis、Peter J. Bondiskey、Douglas J. Pettibone、Roger M. Freidinger、Mark G. Bock

  DOI：10.1021/jm034020y

  日期：2003.5.1

  Antagonism of the bradykinin B-1 receptor was demonstrated to be a potential treatment for chronic pain and inflammation. Novel benzodiazepines were designed that display subnanomolar affinity for the bradykinin B, receptor (K-i = 0.59 nM) and high selectivity against the bradykinin B-2 receptor (K-i > 10 muM). In vivo efficacy, comparable to morphine, was demonstrated for lead compounds in a rodent hyperalgesia model.