6-nitro-N-(1-ethyl-2-pyrrolidinylmethyl)-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: 6-nitro-N-(1-ethyl-2-pyrrolidinylmethyl)-1,2-benzisoxazole-3-carboxamide
• 英文别名: N-[(1-ethylpyrrolidin-2-yl)methyl]-6-nitro-1,2-benzoxazole-3-carboxamide
• 化学式: C₁₅H₁₈N₄O₄
• 分子量: 318.332
• InChiKey: BIXKRZFGLSRDLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,4-二硝基苯乙酸 在 亚硝酸正戊酯 、 硫酸 作用下， 以 甲醇 为溶剂， 反应 17.0h， 生成 6-nitro-N-(1-ethyl-2-pyrrolidinylmethyl)-1,2-benzisoxazole-3-carboxamide
  参考文献：
  名称：

  Synthesis and binding affinities of a series of 1,2-benzisoxazole-3-carboxamides to dopamine and serotonin receptors

  摘要：

  A series of 1,2-benzisoxazole-3-carboxamides derived from tertiary cycloalkylamines was synthesized and evaluated for affinity for serotonergic (5-HT3 and 5-HT4) and dopaminergic (D-2) receptors using radioligand binding assays. The majority of compounds displayed a very weak affinity for the studied neurotransmitter receptors. Only amides containing a conformationally rigid system retained a relative 5-HT3 receptor affinity. The presence of a quinuclidine group affected receptor interaction more favorably than the tropane framework.

  DOI：

  10.1016/s0223-5234(97)86174-0

文献信息

• Synthesis and binding affinities of a series of 1,2-benzisoxazole-3-carboxamides to dopamine and serotonin receptors
  作者：A Nuhrich、M Varache-Lembège、J Vercauteren、R Dokhan、P Renard、G Devaux

  DOI：10.1016/s0223-5234(97)86174-0

  日期：1996.1

  A series of 1,2-benzisoxazole-3-carboxamides derived from tertiary cycloalkylamines was synthesized and evaluated for affinity for serotonergic (5-HT3 and 5-HT4) and dopaminergic (D-2) receptors using radioligand binding assays. The majority of compounds displayed a very weak affinity for the studied neurotransmitter receptors. Only amides containing a conformationally rigid system retained a relative 5-HT3 receptor affinity. The presence of a quinuclidine group affected receptor interaction more favorably than the tropane framework.