2-cyclopentyl-5-{[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]oxy}-6,7-dimethylindan-1-one | 866823-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-cyclopentyl-5-{[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]oxy}-6,7-dimethylindan-1-one
• 英文别名: 2-cyclopentyl-5-[[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]methoxy]-6,7-dimethyl-2,3-dihydroinden-1-one
• CAS: 866823-97-4
• 化学式: C₂₈H₃₅BO₄
• 分子量: 446.394
• InChiKey: QOXSARIPAPLGPO-UHFFFAOYSA-N

物化性质

• 沸点：
  622.9±55.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-cyclopentyl-5-{[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]oxy}-6,7-dimethylindan-1-one 、 5-溴烟腈 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 18.0h， 生成 5-(3-{[(2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]methyl}phenyl)nicotinonitrile
  参考文献：
  名称：

  Biphenyl-indanones: Allosteric potentiators of the metabotropic glutamate subtype 2 receptor

  摘要：

  We have identified and synthesized a series of biphenyl-carboxylic acid indanones as allosteric potentiators of the metabotropic glutamate receptor 2. Structure-activity relationship studies directed toward improving the potency and the brain to plasma ratio of the initial lead led to the discovery of 5 and 23 (EC50 = 111 and 5 nM, respectively). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.062
• 作为产物：
  描述：

  2-环戊基-5-羟基-6,7-二甲基-2,3-二氢-1H-茚-1-酮 、 3-溴甲基苯硼酸新戊二醇酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 2-cyclopentyl-5-{[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]oxy}-6,7-dimethylindan-1-one
  参考文献：
  名称：

  [EN] INDANONE POTENTIATORS OF METABOTROPIC GLUTAMATE RECEPTORS
  [FR] FACTEURS DE POTENTIALISATION D'INDANONE DE RÉCEPTEURS MÉTABOTROPIQUES DE GLUTAMATES

  摘要：

  本发明涉及一类潜在激活代谢型谷氨酸受体的化合物，包括mGluR2受体，这些化合物在治疗或预防与谷氨酸功能障碍相关的神经系统和精神疾病以及代谢型谷氨酸受体参与的疾病中具有用途。该发明还涉及包含这些化合物的药物组合物以及这些化合物和组合物在预防或治疗代谢型谷氨酸受体参与的疾病中的用途。

  公开号：

  WO2006015158A1

文献信息

• [EN] INDANONE POTENTIATORS OF METABOTROPIC GLUTAMATE RECEPTORS<br/>[FR] FACTEURS DE POTENTIALISATION D'INDANONE DE RÉCEPTEURS MÉTABOTROPIQUES DE GLUTAMATES
  申请人：MERCK & CO INC

  公开号：WO2006015158A1

  公开（公告）日：2006-02-09

  The present invention is directed to compounds which are potentiators of metabotropic glutamate receptors, including the mGluR2 receptor, and which are useful in the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which metabotropic glutamate receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which metabotropic glutamate receptors are involved.

  本发明涉及一类潜在激活代谢型谷氨酸受体的化合物，包括mGluR2受体，这些化合物在治疗或预防与谷氨酸功能障碍相关的神经系统和精神疾病以及代谢型谷氨酸受体参与的疾病中具有用途。该发明还涉及包含这些化合物的药物组合物以及这些化合物和组合物在预防或治疗代谢型谷氨酸受体参与的疾病中的用途。
• Indanone Potentiators of Metabotropic Glutamate Receptors
  申请人：Pinkerton Anthony B.

  公开号：US20080312286A1

  公开（公告）日：2008-12-18

  The present invention is directed to compounds which are potentiators of metabotropic glutamate receptors, including the mGluR2 receptor, and which are useful in the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which metabotropic glutamate receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which metabotropic glutamate receptors are involved.

  本发明涉及增强代谢型谷氨酸受体（包括mGluR2受体）的化合物，用于治疗或预防与谷氨酸功能障碍有关的神经和精神障碍以及涉及代谢型谷氨酸受体的疾病。本发明还涉及包含这些化合物的制药组合物以及在预防或治疗涉及代谢型谷氨酸受体的疾病中使用这些化合物和组合物。
• Biphenyl-indanones: Allosteric potentiators of the metabotropic glutamate subtype 2 receptor
  作者：Céline Bonnefous、Jean-Michel Vernier、John H. Hutchinson、Michael F. Gardner、Merryl Cramer、Joyce K. James、Blake A. Rowe、Lorrie P. Daggett、Hervé Schaffhauser、Theodore M. Kamenecka

  DOI：10.1016/j.bmcl.2005.06.062

  日期：2005.10

  We have identified and synthesized a series of biphenyl-carboxylic acid indanones as allosteric potentiators of the metabotropic glutamate receptor 2. Structure-activity relationship studies directed toward improving the potency and the brain to plasma ratio of the initial lead led to the discovery of 5 and 23 (EC50 = 111 and 5 nM, respectively). (c) 2005 Elsevier Ltd. All rights reserved.