11,11-di-3-furyl-5,10-ethano-5,10-dihydro-1-butylimidazol<1,2-b>isoquinolin-4-ium chloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 11,11-di-3-furyl-5,10-ethano-5,10-dihydro-1-butylimidazol<1,2-b>isoquinolin-4-ium chloride
• 英文别名: 11,11-di-3-furyl-5,10-ethano-5,10-dihydro-1-butylimidazol[1,2-b]isoquinolin-4-ium chloride；12-Butyl-14,14-bis(furan-3-yl)-9-aza-12-azoniatetracyclo[6.5.2.02,7.09,13]pentadeca-2,4,6,10,12-pentaene;chloride
• 化学式: C₂₅H₂₅N₂O₂*Cl
• 分子量: 420.939
• InChiKey: XVAXHZWJQJRQFI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-丁基咪唑-2-甲醛 在 六氟磷酸钾 、 Dowex 1*2-200(Cl^-) 、 氢溴酸 、 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 生成 11,11-di-3-furyl-5,10-ethano-5,10-dihydro-1-butylimidazol<1,2-b>isoquinolin-4-ium chloride
  参考文献：
  名称：

  Novel NMDA Antagonists: Replacement of the Pyridinium Ring of 6,11-Ethanobenzo[b]quinolizinium Cations with Heteroisoquinolinium Cations

  摘要：

  Replacement of the pyridinium ring of 6,11-ethanobenzo[b]quinolizinium cations with thiazolium (4a and 4b) and N-methylimidazolium (4c and 4d) resulted in equipotent compounds in the [H-3]TCP binding assay. The corresponding N-methyl-1,2,4-triazolium analogs were less potent in this assay. The thiazolium derivative 4b, with a K-i = 2.9 nM, is being evaluated as a possible neuroprotective N-methyl-D-aspartic acid (NMDA) antagonist.

  DOI：

  10.1021/jm00010a028

文献信息

• Novel NMDA Antagonists: Replacement of the Pyridinium Ring of 6,11-Ethanobenzo[b]quinolizinium Cations with Heteroisoquinolinium Cations
  作者：Virendra Kumar、Phil M. Carabateas、John A. Dority、William G. Earley、John P. Mallamo、Chakrapani Subramanyam、Lisa D. Aimone、Brian Ault、Diane L. DeHaven Hudkins、Matthew S. Miller

  DOI：10.1021/jm00010a028

  日期：1995.5

  Replacement of the pyridinium ring of 6,11-ethanobenzo[b]quinolizinium cations with thiazolium (4a and 4b) and N-methylimidazolium (4c and 4d) resulted in equipotent compounds in the [H-3]TCP binding assay. The corresponding N-methyl-1,2,4-triazolium analogs were less potent in this assay. The thiazolium derivative 4b, with a K-i = 2.9 nM, is being evaluated as a possible neuroprotective N-methyl-D-aspartic acid (NMDA) antagonist.