Trimethyl-[2-[[5-[1-[2-(2-trimethylsilylethoxymethyl)pyrazol-3-yl]ethenyl]pyrazol-1-yl]methoxy]ethyl]silane | 161227-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Trimethyl-[2-[[5-[1-[2-(2-trimethylsilylethoxymethyl)pyrazol-3-yl]ethenyl]pyrazol-1-yl]methoxy]ethyl]silane
• CAS: 161227-61-8
• 化学式: C₂₀H₃₆N₄O₂Si₂
• 分子量: 420.702
• InChiKey: LWOPJUVXIZBNHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  54.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Trimethyl-[2-[[5-[1-[2-(2-trimethylsilylethoxymethyl)pyrazol-3-yl]ethenyl]pyrazol-1-yl]methoxy]ethyl]silane 在 盐酸 、 Dowex 1X 2-200 ion exchange resin 、 三氟乙酸 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 6,11-ethano-12,12-di(3'-pyrazolyl)-6,11-dihydrobenzo[b]quinolizinium chloride
  参考文献：
  名称：

  Discovery of 6,11-Ethano-12,12-diaryl-6,11-dihydrobenzo[b]quinolizinium Cations, a Novel Class of N-Methyl-D-aspartate Antagonists

  摘要：

  6,11-Ethano-12,12-diaryl-6,11-dihydrobenzo[b]quinolizinium cations 8, a novel class of N-methyl-D-aspartate (NMDA) antagonists acting at the phencyclidine site, have been identified. Structure-activity relationship studies around the lead compound 8a led to the identification of 12g (WIN 67870-2), one of the most potent compounds in this series. Compound 12g has a K-i = 1.8 +/- 0.2 nM vs [H-3]TCP binding, has 700-fold selectivity for binding to the open state of the NMDA receptor-ionophore, and was devoid of MK-801- and PCP-like behavioral effects in rats. Compound 12g was neuroprotective in cultured mouse cortical neurons and exhibited antiischemic activity in a rat middle cerebral artery occlusion/reperfusion model of focal ischemia.

  DOI：

  10.1021/jm00001a006
• 作为产物：
  描述：

  三甲基-[2-(吡唑-1-基甲氧基)乙基]硅烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 21.5h， 生成 Trimethyl-[2-[[5-[1-[2-(2-trimethylsilylethoxymethyl)pyrazol-3-yl]ethenyl]pyrazol-1-yl]methoxy]ethyl]silane
  参考文献：
  名称：

  Discovery of 6,11-Ethano-12,12-diaryl-6,11-dihydrobenzo[b]quinolizinium Cations, a Novel Class of N-Methyl-D-aspartate Antagonists

  摘要：

  6,11-Ethano-12,12-diaryl-6,11-dihydrobenzo[b]quinolizinium cations 8, a novel class of N-methyl-D-aspartate (NMDA) antagonists acting at the phencyclidine site, have been identified. Structure-activity relationship studies around the lead compound 8a led to the identification of 12g (WIN 67870-2), one of the most potent compounds in this series. Compound 12g has a K-i = 1.8 +/- 0.2 nM vs [H-3]TCP binding, has 700-fold selectivity for binding to the open state of the NMDA receptor-ionophore, and was devoid of MK-801- and PCP-like behavioral effects in rats. Compound 12g was neuroprotective in cultured mouse cortical neurons and exhibited antiischemic activity in a rat middle cerebral artery occlusion/reperfusion model of focal ischemia.

  DOI：

  10.1021/jm00001a006