1-(3-phenylpropyl)imidazole-2-carbaldehyde | 169378-51-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-phenylpropyl)imidazole-2-carbaldehyde
• 英文别名: 1-(3-phenylpropyl)-2-imidazolylcarboxaldehyde
• CAS: 169378-51-2
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: XKYZRWXKPNBEAK-UHFFFAOYSA-N

物化性质

• 沸点：
  396.9±35.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-phenylpropyl)imidazole-2-carbaldehyde 在 对甲苯磺酸一水合物 、 sodium carbonate 作用下， 以 乙二醇 、 甲苯 为溶剂， 生成 1-(3-phenylpropyl)-2-(1,3-dioxolan-2-yl)imidazole
  参考文献：
  名称：

  Substituted heterocyclylisoquinolinium salts and compositions and method

  摘要：

  取代杂环异喹啉盐，含有它们的药物组合物以及利用它们治疗或预防神经退行性疾病或神经毒性损伤的方法。

  公开号：

  US05569655A1
• 作为产物：
  描述：

  1-(3-phenylpropyl)-1H-imidazole 在 正丁基锂 作用下， 以 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 以15 g (81%)的产率得到1-(3-phenylpropyl)imidazole-2-carbaldehyde
  参考文献：
  名称：

  Substituted heterocyclylisoquinolinium salts and compositions and method

  摘要：

  取代杂环异喹啉盐，含有它们的药物组合物以及利用它们治疗或预防神经退行性疾病或神经毒性损伤的方法。

  公开号：

  US05569655A1

文献信息

• [EN] CATALYTIC SCAVENGERS OF ORGANOPHOSPHATES TO POTENTIATE BUTYRYLCHOLINESTERASE (BCHE) AS A CATALYTIC BIOSCAVENGER AND METHODS FOR MAKING AND USING THEM<br/>[FR] PIÉGEURS CATALYTIQUES D'ORGANOPHOSPHATES POUR POTENTIALISER LA BUTYRYLCHOLINESTÉRASE (HBCHE)
  申请人：UNIV CALIFORNIA

  公开号：WO2015057822A1

  公开（公告）日：2015-04-23

  Provided are N-alkyl imidazole 2-aldoximes, including cationic imidazolium and uncharged tertiary imidazole aldoximes, and compositions and methods for making and using them, including methods for reactivating human butyrylcholinesterase (hBChE) or acetylcholinesterase (hAChE ) inhibited by organophosphate (OP). By administration of a composition of the invention, the inactive or conjugated hBChE-OP or hAChE-OP is reactivated and the catalytic cycle of turnover and inactivation of the OP is completed; and in alternative embodiments, secondary mechanisms of reversible protection of hBChE and hAChE from irreversible inactivation by OPs and reactivation of tissue AChE also contribute to overall efficacy.

  提供了N-烷基咪唑-2-醛肟，包括阳离子咪唑盐和不带电的三级咪唑醛肟，以及制备和使用它们的组合物和方法，包括重新激活被有机磷酸酯（OP）抑制的人丁酰胆碱酯酶（hBChE）或乙酰胆碱酯酶（hAChE）的方法。通过给予本发明的组合物，不活性或结合的hBChE-OP或hAChE-OP被重新激活，完成了OP的催化周转和失活循环；在替代实施方案中，可逆保护hBChE和hAChE免受OP不可逆失活的次要机制以及再激活组织AChE也有助于整体功效。
• CATALYTIC SCAVENGERS OF ORGANOPHOSPHATES TO POTENTIATE BUTYRYLCHOLINESTERASE (hBChE) AS A CATALYTIC BIOSCAVENGER AND METHODS FOR MAKING AND USING THEM
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20160256438A1

  公开（公告）日：2016-09-08

  Provided are N-alkyl imidazole 2-aldoximes, including cationic imidazolium and uncharged tertiary imidazole aldoximes, and compositions and methods for making and using them, including methods for reactivating human butyrylcholinesterase (hBChE) or acetylcholinesterase (hAChE) inhibited by organophosphate (OP). By administration of a composition of the invention, the inactive or conjugated hBChE-OP or hAChE-OP is reactivated and the catalytic cycle of turnover and inactivation of the OP is completed; and in alternative embodiments, secondary mechanisms of reversible protection of hBChE and hAChE from irreversible inactivation by OPs and reactivation of tissue AChE also contribute to overall efficacy.

  提供了N-烷基咪唑-2-醛肟，包括阳离子咪唑和不带电的三级咪唑醛肟，以及制备和使用它们的组合物和方法，包括重新激活被有机磷酸酯（OP）抑制的人丁酰胆碱酯酶（hBChE）或乙酰胆碱酯酶（hAChE）的方法。通过使用本发明的组合物，不活性或结合的hBChE-OP或hAChE-OP被重新激活，完成OP的催化循环和失活；在替代实施方案中，可逆保护hBChE和hAChE免受OP不可逆失活的次要机制以及组织AChE的重新激活也有助于总体功效。
• Substituted heterocyclylisoquinolinium salts and compositions and methods of usethereof
  申请人：STERLING WINTHROP INC.

  公开号：EP0647641A1

  公开（公告）日：1995-04-12

  Substitutued heterocyclylisoquinolinium salts of Formula pharmaceutical compositions containing them and methods for the treatment or prevention of neurodegenerative disorders or neurotoxic injuries utilizing them.

  式的取代杂环异喹啉盐 含有它们的药物组合物，以及利用它们治疗或预防神经退行性疾病或神经毒性损伤的方法。
• Catalytic scavengers of organophosphates to potentiate butyrylcholinesterase (hBChE) as a catalytic bioscavenger and methods for making and using them
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US10172831B2

  公开（公告）日：2019-01-08

  Provided are N-alkyl imidazole 2-aldoximes, including cationic imidazolium and uncharged tertiary imidazole aldoximes, and compositions and methods for making and using them, including methods for reactivating human butyrylcholinesterase (hBChE) or acetylcholinesterase (hAChE) inhibited by organophosphate (OP). By administration of a composition of the invention, the inactive or conjugated hBChE-OP or hAChE-OP is reactivated and the catalytic cycle of turnover and inactivation of the OP is completed; and in alternative embodiments, secondary mechanisms of reversible protection of hBChE and hAChE from irreversible inactivation by OPs and reactivation of tissue AChE also contribute to overall efficacy.

  本发明提供了N-烷基咪唑2-醛肟，包括阳离子咪唑鎓和不带电的叔咪唑醛肟，以及制造和使用它们的组合物和方法，包括重新激活被有机磷（OP）抑制的人丁酰胆碱酯酶（hBChE）或乙酰胆碱酯酶（hAChE）的方法。通过施用本发明的组合物，无活性或共轭的 hBChE-OP 或 hAChE-OP 被重新激活，OP 的周转和失活催化循环完成；在另一个实施方案中，可逆保护 hBChE 和 hAChE 免受 OP 的不可逆失活以及重新激活组织 AChE 的次级机制也有助于提高整体疗效。
• 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.