2-(furan-2-yl)-7-hydroxy-1H-benzo[d]imidazole-4-carboxylic acid | 1207429-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(furan-2-yl)-7-hydroxy-1H-benzo[d]imidazole-4-carboxylic acid
• 英文别名: 2-(furan-2-yl)-7-hydroxy-1H-benzimidazole-4-carboxylic acid
• CAS: 1207429-67-1
• 化学式: C₁₂H₈N₂O₄
• 分子量: 244.207
• InChiKey: QCQAZAFKSFCSIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  多巴胺 、 2-(furan-2-yl)-7-hydroxy-1H-benzo[d]imidazole-4-carboxylic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以6%的产率得到N-(3,4-dihydroxyphenethyl)-2-(furan-2-yl)-7-hydroxy-1H-benzo[d]imidazole-4-carboxamide
  参考文献：
  名称：

  [EN] BENZOIMIDAZOLE DERIVATIVES AND GLYCOGEN SYNTHASE KINASE-3 BETA INHIBITORS CONTAINING THE SAME
  [FR] DÉRIVÉS DE BENZIMIDAZOLE ET INHIBITEURS DE GLYCOGÈNE SYNTHASE KINASE-3-BÊTA CONTENANT CEUX-CI

  摘要：

  苯并咪唑衍生物已提供。本发明的化合物对于糖原合成酶激酶-3β抑制剂是有用的。

  公开号：

  WO2010014794A1
• 作为产物：
  描述：

  Methyl 3-[[amino(furan-2-yl)methylidene]amino]-4-methoxybenzoate 在 盐酸 、 aluminum (III) chloride 作用下， 以 甲苯 为溶剂， 生成 2-(furan-2-yl)-7-hydroxy-1H-benzo[d]imidazole-4-carboxylic acid
  参考文献：
  名称：

  Structure–activity relationship of the 7-hydroxy benzimidazole analogs as glycogen synthase kinase 3β inhibitor

  摘要：

  Design, synthesis and the GSK3 beta inhibitory activities of the 7-hydroxy benzimidazole analogs are described. The solid-phase synthetic route was also developed for preparation of the analogs consisting of the novel ATP competitive scaffold. In addition, the structure-activity relationship of the 7-hydroxy benzimidazole analogs and their biological activities are reported. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.065

文献信息

• Benzoimidazole Derivatives and Glycogen Synthase Kinase-3 Beta Inhibitors Containing the Same
  申请人：Ohtani Mitsuaki

  公开号：US20110190351A1

  公开（公告）日：2011-08-04

  Benzoimidazole Derivatives are provided. The compounds of the present invention are useful for Glycogen Synthase Kinase-3 Beta Inhibitors.

  本发明提供苯并咪唑衍生物。本发明的化合物可用作糖原合成酶激酶-3β抑制剂。
• BENZOIMIDAZOLE DERIVATIVES AND GLYCOGEN SYNTHASE KINASE-3 BETA INHIBITORS CONTAINING THE SAME
  申请人：Oncotherapy Science, Inc.

  公开号：EP2309855A1

  公开（公告）日：2011-04-20
• Structure–activity relationship of the 7-hydroxy benzimidazole analogs as glycogen synthase kinase 3β inhibitor
  作者：Seung-Chul Lee、Dongkyu Shin、Joong Myung Cho、Sunggu Ro、Young-Ger Suh

  DOI：10.1016/j.bmcl.2012.01.065

  日期：2012.3

  Design, synthesis and the GSK3 beta inhibitory activities of the 7-hydroxy benzimidazole analogs are described. The solid-phase synthetic route was also developed for preparation of the analogs consisting of the novel ATP competitive scaffold. In addition, the structure-activity relationship of the 7-hydroxy benzimidazole analogs and their biological activities are reported. (c) 2012 Elsevier Ltd. All rights reserved.
• [EN] BENZOIMIDAZOLE DERIVATIVES AND GLYCOGEN SYNTHASE KINASE-3 BETA INHIBITORS CONTAINING THE SAME<br/>[FR] DÉRIVÉS DE BENZIMIDAZOLE ET INHIBITEURS DE GLYCOGÈNE SYNTHASE KINASE-3-BÊTA CONTENANT CEUX-CI
  申请人：ONCOTHERAPY SCIENCE INC

  公开号：WO2010014794A1

  公开（公告）日：2010-02-04

  Benzoimidazole Derivatives are provided. The compounds of the present invention are useful for Glycogen Synthase Kinase-3 Beta Inhibitors.

  苯并咪唑衍生物已提供。本发明的化合物对于糖原合成酶激酶-3β抑制剂是有用的。