2,3-bis(N,N-diethylamino)-6-<4-(tertbutyloxy)piperazin-1-yl>pyridine | 125173-57-1

• 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: 2,3-bis(N,N-diethylamino)-6-<4-(tertbutyloxy)piperazin-1-yl>pyridine
• 英文别名: tert-butyl 4-[5,6-bis(diethylamino)pyridin-2-yl]piperazine-1-carboxylate
• CAS: 125173-57-1
• 化学式: C₂₂H₃₉N₅O₂
• 分子量: 405.584
• InChiKey: KWELXPXUURTCIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  52.15
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,3-bis(N,N-diethylamino)-6-<4-(tertbutyloxy)piperazin-1-yl>pyridine 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 以100%的产率得到2,3-bis(N,N-diethylamino)-6-(1-piperazinyl)pyridine
  参考文献：
  名称：

  Novel 21-aminosteroids that inhibit iron-dependent lipid peroxidation and protect against central nervous system trauma

  摘要：

  A novel class of 21-aminosteroids has been developed. Compounds within this series are potent inhibitors of iron-dependent lipid peroxidation in rat brain homogenates with IC50's as low as 3 microM. Furthermore, selected members enhance early neurological recovery and survival in a mouse head injury model. Significant improvement in the 1 h post-head-injury neurological status (grip test score) by as much as 168.6% of the control has been observed. The most efficacious compound in this assay (30) showed an increase in the 1-week survival of 78.6% as compared to 27.3% for the vehicle-treated mice in the head-injury model. Based on its biological profile, 21-[4-(2,6-di-1-pyrrolidinyl-4-pyrimidinyl)-1-piperazinyl]-16 alpha- methylpregna-1,4,9(11)-triene-3,20-dione monomethanesulfonate (30) was selected for further evaluation and is currently entering phase I clinical trials for the treatment of head and spinal trauma.

  DOI：

  10.1021/jm00166a010
• 作为产物：
  描述：

  3-amino-2-(N,N-dimethylamino)-6-(1-piperazinyl)pyridine 在 sodium cyanoborohydride 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 64.0h， 生成 2,3-bis(N,N-diethylamino)-6-<4-(tertbutyloxy)piperazin-1-yl>pyridine
  参考文献：
  名称：

  Novel 21-aminosteroids that inhibit iron-dependent lipid peroxidation and protect against central nervous system trauma

  摘要：

  A novel class of 21-aminosteroids has been developed. Compounds within this series are potent inhibitors of iron-dependent lipid peroxidation in rat brain homogenates with IC50's as low as 3 microM. Furthermore, selected members enhance early neurological recovery and survival in a mouse head injury model. Significant improvement in the 1 h post-head-injury neurological status (grip test score) by as much as 168.6% of the control has been observed. The most efficacious compound in this assay (30) showed an increase in the 1-week survival of 78.6% as compared to 27.3% for the vehicle-treated mice in the head-injury model. Based on its biological profile, 21-[4-(2,6-di-1-pyrrolidinyl-4-pyrimidinyl)-1-piperazinyl]-16 alpha- methylpregna-1,4,9(11)-triene-3,20-dione monomethanesulfonate (30) was selected for further evaluation and is currently entering phase I clinical trials for the treatment of head and spinal trauma.

  DOI：

  10.1021/jm00166a010

文献信息

• JACOBSEN, E. JON;MCCALL, JOHN M.;AYER, DONALD E.;VAN, DOORNIK FRED J.;PAL+, J. MED. CHEM., 33,(1990) N, C. 1145-1151
  作者：JACOBSEN, E. JON、MCCALL, JOHN M.、AYER, DONALD E.、VAN, DOORNIK FRED J.、PAL+

  DOI：——

  日期：——