ethyl 8-mesityl-2-methyl-7-oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-3-carboxylate | 1224479-99-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ethyl 8-mesityl-2-methyl-7-oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-3-carboxylate
• CAS: 1224479-99-5
• 化学式: C₁₉H₂₃N₃O₃
• 分子量: 341.41
• InChiKey: HTQQQTDRCUSNBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  64.43
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  吗啉 、 ethyl 8-mesityl-2-methyl-7-oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-3-carboxylate 在 三甲基铝 作用下， 以 甲苯 为溶剂， 生成 8-mesityl-2-methyl-3-(morpholine-4-carbonyl)-5,6-dihydroimidazo[1,2-a]pyrimidin-7(8H)-one
  参考文献：
  名称：

  Design, synthesis and evaluation of constrained tetrahydroimidazopyrimidine derivatives as antagonists of corticotropin-releasing factor type 1 receptor (CRF1R)

  摘要：

  Several tetrahydroimidazopyrimidines were prepared using silver assisted cyclization as the key step. The binding affinities of compounds thus prepared were evaluated in vitro toward hCRF(1)R. Initial lead compound 16 (K-i = 32 nM) demonstrated modest putative anxiolytic effects in the mouse canopy test. Further optimization using parallel synthesis provided compounds with K-i's <50 nM. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.127
• 作为产物：
  描述：

  3-(5-(ethoxycarbonyl)-2-(mesitylamino)-4-methyl-1H-imidazol-1-yl)propanoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以22%的产率得到ethyl 8-mesityl-2-methyl-7-oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-3-carboxylate
  参考文献：
  名称：

  Design, synthesis and evaluation of constrained tetrahydroimidazopyrimidine derivatives as antagonists of corticotropin-releasing factor type 1 receptor (CRF1R)

  摘要：

  Several tetrahydroimidazopyrimidines were prepared using silver assisted cyclization as the key step. The binding affinities of compounds thus prepared were evaluated in vitro toward hCRF(1)R. Initial lead compound 16 (K-i = 32 nM) demonstrated modest putative anxiolytic effects in the mouse canopy test. Further optimization using parallel synthesis provided compounds with K-i's <50 nM. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.127