N-(5-tert-butyl-1H-pyrazol-3-yl)-2-(azepan-1-yl)-6,7-dihydro-5h-cyclopenta[d]pyrimidin-4-amine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(5-tert-butyl-1H-pyrazol-3-yl)-2-(azepan-1-yl)-6,7-dihydro-5h-cyclopenta[d]pyrimidin-4-amine
• 英文别名: 2-(azepan-1-yl)-N-(5-tert-butyl-1H-pyrazol-3-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine
• 化学式: C₂₀H₃₀N₆
• 分子量: 354.498
• InChiKey: HOYIGXCRCXIECG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  69.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-chloro-2-(methylsulfonyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine 在 三乙胺 、 sodium iodide 作用下， 以 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.33h， 生成 N-(5-tert-butyl-1H-pyrazol-3-yl)-2-(azepan-1-yl)-6,7-dihydro-5h-cyclopenta[d]pyrimidin-4-amine
  参考文献：
  名称：

  Cyclopentyl-pyrimidine based analogues as novel and potent IGF-1R inhibitor

  摘要：

  A series of novel 2-amino-4-pyrazolecyclopentylpyrimidines have been prepared and evaluated as IGF-1R tyrosin kinase inhibitors. The in vitro activity was found to depend strongly on the substitution pattern in the 2- amino ring, 4-pyrazolo moieties and size of fused saturated ring with the central pyrimidine core. A stepwise optimization by combination of active fragments led to discovery of compound 6f and 6k, two structures with IGF-1R IC50 of 20 nM and 10 nM, respectively. 6f was further profiled for its anti cancer activity across various cell lines and pharmacokinetic studies in Sprague Dawley rats. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.12.053

文献信息

• Cyclopentyl-pyrimidine based analogues as novel and potent IGF-1R inhibitor
  作者：Valmik Aware、Nitin Gaikwad、Sambhaji Chavan、Sonal Manohar、Julie Bose、Smriti Khanna、Chandrika B-Rao、Neeta Dixit、Kishori Sharan Singh、Anagha Damre、Rajiv Sharma、Sambhaji Patil、Abhijit Roychowdhury

  DOI：10.1016/j.ejmech.2014.12.053

  日期：2015.3

  A series of novel 2-amino-4-pyrazolecyclopentylpyrimidines have been prepared and evaluated as IGF-1R tyrosin kinase inhibitors. The in vitro activity was found to depend strongly on the substitution pattern in the 2- amino ring, 4-pyrazolo moieties and size of fused saturated ring with the central pyrimidine core. A stepwise optimization by combination of active fragments led to discovery of compound 6f and 6k, two structures with IGF-1R IC50 of 20 nM and 10 nM, respectively. 6f was further profiled for its anti cancer activity across various cell lines and pharmacokinetic studies in Sprague Dawley rats. (C) 2015 Elsevier Masson SAS. All rights reserved.