(1H-benzoimidazol-2-yl)indan-2-ylamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (1H-benzoimidazol-2-yl)indan-2-ylamine
• 英文别名: N-(benzimidazol-2-yl)-2-indanylamine；N-(2,3-dihydro-1H-inden-2-yl)-1H-benzimidazol-2-amine
• 化学式: C₁₆H₁₅N₃
• 分子量: 249.315
• InChiKey: RHAYGDUMTNFDNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氯苯并咪唑 、 2-氨基茚 在 (1H-benzoimidazol-2-yl)indan-2-ylamine 作用下， 反应 0.25h， 以to give the title compound as the free base (white solid, mp 246-249° C.)的产率得到(1H-benzoimidazol-2-yl)indan-2-ylamine
  参考文献：
  名称：

  2-amino benzimidazole derivatives and their use as modulators of small-conductance calcium-activated potassium channels

  摘要：

  本发明涉及一种新型的2-氨基苯并咪唑衍生物，可用作小电导钙激活钾通道（SK通道）的调节剂。在其他方面，本发明涉及这些化合物在治疗方法中的使用，以及包含本发明化合物的制药组合物。

  公开号：

  US07737167B2
• 作为试剂：
  描述：

  2-氯苯并咪唑 、 2-氨基茚 在 (1H-benzoimidazol-2-yl)indan-2-ylamine 作用下， 反应 0.25h， 以to give the title compound as the free base (white solid, mp 246-249° C.)的产率得到(1H-benzoimidazol-2-yl)indan-2-ylamine
  参考文献：
  名称：

  Novel 2-amino benzimidazole derivatives and their use as modulators of small-conductance calcium-activated potassium channels

  摘要：

  本发明涉及一种新颖的2-氨基苯并咪唑衍生物，可用作小电导钙激活钾通道（SK通道）的调节剂。在其他方面，本发明涉及这些化合物在治疗方法中的使用，以及包含本发明化合物的制药组合物。

  公开号：

  US20070197618A1

文献信息

• 2-amino benzimidazole derivatives and their use as modulators of small-conductance calcium-activated potassium channels
  申请人：Neurosearch A/S

  公开号：US07737167B2

  公开（公告）日：2010-06-15

  This invention relates to novel 2-amino benzimidazole derivatives useful as modulators of small-conductance calcium-activated potassium channels (SK channels). In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions comprising the compounds of the invention.

  本发明涉及一种新型的2-氨基苯并咪唑衍生物，可用作小电导钙激活钾通道（SK通道）的调节剂。在其他方面，本发明涉及这些化合物在治疗方法中的使用，以及包含本发明化合物的制药组合物。
• 2-AMINO BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS MODULATORS OF SMALL-CONDUCTANCE CALCIUM-ACTIVATED POTASSIUM CHANNELS
  申请人：NEUROSEARCH A/S

  公开号：EP1776348A2

  公开（公告）日：2007-04-25
• US7737167B2
  申请人：——

  公开号：US7737167B2

  公开（公告）日：2010-06-15
• [EN] NOVEL 2-AMINO BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS MODULATORS OF SMALL-CONDUCTANCE CALCIUM-ACTIVATED POTASSIUM CHANNELS<br/>[FR] NOUVEAUX DERIVES 2-AMINO BENZIMIDAZOLE ET UTILISATION DE CEUX-CI COMME MODULATEURS DES CANAUX DE POTASSIUM ACTIVES PAR CALCIUM A FAIBLE CONDUCTANCE
  申请人：NEUROSEARCH AS

  公开号：WO2006013210A2

  公开（公告）日：2006-02-09

  This invention relates to novel 2-amino benzimidazole derivatives useful as modulators of small-conductance calcium-activated potassium channels (SK channels). In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions comprising the compounds of the invention.
• Synthesis and Structure−Activity Relationship Studies of 2-(N-Substituted)-aminobenzimidazoles as Potent Negative Gating Modulators of Small Conductance Ca²⁺-Activated K⁺ Channels
  作者：Ulrik S. Sørensen、Dorte Strøbæk、Palle Christophersen、Charlotte Hougaard、Marianne L. Jensen、Elsebet Ø. Nielsen、Dan Peters、Lene Teuber

  DOI：10.1021/jm800809f

  日期：2008.12.11

  Small conductance Ca2+-activated K+ channels (SK channels) participate in the control of neuronal excitability, in the shaping of action potential firing patterns, and in the regulation of synaptic transmission. SK channel inhibitors have the potential of becoming new drugs for treatment of various psychiatric and neurological diseases such as depression, cognition impairment, and Parkinson's disease. In the present study we describe the structure-activity relationship (SAR) of a class of 2-(N-substituted)-2-aminobenzimidazoles that constitute a novel class of selective SK channel inhibitors that, in contrast to classical SK inhibitors, do not block the pore of the channel. The pore blocker apamin is not displaced by these compounds in binding studies, and they still inhibit SK channels in which the apamin binding site has been abolished by point mutations. These novel SK inhibitors shift the concentration-response curve for Ca2+ toward higher values and represent the first example of negative gating modulation as a mode-of-action for inhibition of SK channels. The first described compound in this class is NS8593 (14), and the most potent analogue identified in this study is the racemic compound 39 (NS11757), which reversibly inhibits SK3-rnediated currents with a K-d value of 9 nM.