N-(1-methylethyl)-N-<2-<1-(6-fluoro-1,2-benzisoxazol-3-yl)-4-piperidinyl>ethyl>-1,2-benzisoxazole-3-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 英文名称: N-(1-methylethyl)-N-<2-<1-(6-fluoro-1,2-benzisoxazol-3-yl)-4-piperidinyl>ethyl>-1,2-benzisoxazole-3-carboxamide
• 英文别名: N-[2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl]-N-propan-2-yl-1,2-benzoxazole-3-carboxamide
• 化学式: C₂₅H₂₇FN₄O₃
• 分子量: 450.513
• InChiKey: HEAHUWCNJIVAHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  75.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  ethyl 2-nitrophenyloxamate 在 sodium hydride 、 甲基磺酰氯 、 三乙胺 作用下， 以 二乙二醇二甲醚 、 甲苯 为溶剂， 反应 16.5h， 生成 N-(1-methylethyl)-N-<2-<1-(6-fluoro-1,2-benzisoxazol-3-yl)-4-piperidinyl>ethyl>-1,2-benzisoxazole-3-carboxamide
  参考文献：
  名称：

  Benzisoxazole- and Benzisothiazole-3-carboxamides as Potential Atypical Antipsychotic Agents

  摘要：

  A series of benzisoxazole- and benzisothiazole-3-carboxamides has been prepared and tested for potential antipsychotic activity. In general, the compounds showed an affinity for dopamine D-2 and serotonin 5HT(2A) and 5HT(1A) receptors. Several Members of this series have demonstrated activity in animal models predictive of potential antipsychotic activity. In addition, compounds 18, 19, 22, 27, 28, 43, and 44 have also shown a potential for reduced EPS liability as suggested by the ratio of activity seen in mesolimbic-mediated vs nigrostriatal-mediated behavioral assays.

  DOI：

  10.1021/jm00041a009

文献信息

• Benzisoxazole- and Benzisothiazole-3-carboxamides as Potential Atypical Antipsychotic Agents
  作者：Nicholas J. Hrib、John G. Jurcak、Kendra L. Burgher、Paul G. Conway、Harold B. Hartman、Lisa L. Kerman、Joachim E. Roehr、Ann T. Woods

  DOI：10.1021/jm00041a009

  日期：1994.7

  A series of benzisoxazole- and benzisothiazole-3-carboxamides has been prepared and tested for potential antipsychotic activity. In general, the compounds showed an affinity for dopamine D-2 and serotonin 5HT(2A) and 5HT(1A) receptors. Several Members of this series have demonstrated activity in animal models predictive of potential antipsychotic activity. In addition, compounds 18, 19, 22, 27, 28, 43, and 44 have also shown a potential for reduced EPS liability as suggested by the ratio of activity seen in mesolimbic-mediated vs nigrostriatal-mediated behavioral assays.