2-[4-(3-hydroxy-propoxy)-phenyl]-1H-benzoimidazole-5-carboxylic acid | 1056998-49-2

• 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: 2-[4-(3-hydroxy-propoxy)-phenyl]-1H-benzoimidazole-5-carboxylic acid
• 英文别名: 2-[4-(3-hydroxypropoxy)phenyl]-3H-benzimidazole-5-carboxylic acid
• CAS: 1056998-49-2
• 化学式: C₁₇H₁₆N₂O₄
• 分子量: 312.325
• InChiKey: DGZYOPWXOVQGKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  95.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[4-(3-hydroxy-propoxy)-phenyl]-1H-benzoimidazole-5-carboxylic acid 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 、 Rink amide resin 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 生成 2-[4-(3-Hydroxy-propoxy)-phenyl]-1H-benzoimidazole-5-carboxylic acid amide
  参考文献：
  名称：

  2-Aryl benzimidazoles featuring alkyl-linked pendant alcohols and amines as inhibitors of checkpoint kinase Chk2

  摘要：

  A series of benzimidazole compounds containing pendant alcohol and amine moieties was found to be active against checkpoint kinase Chk2. These compounds were prepared to examine a potential hydrogen bond interaction with an active site residue and to investigate replacement of a biaryl linker with an aliphatic system in an effort to improve solubility. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.098
• 作为产物：
  描述：

  4-(3-羟基丙氧基)苯甲醛 、 3,4-二氨基苯甲酸 在 sodium disulfite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-[4-(3-hydroxy-propoxy)-phenyl]-1H-benzoimidazole-5-carboxylic acid
  参考文献：
  名称：

  Aryl-substituted benzimidazole and imidazopyridine ethers

  摘要：

  芳基取代的苯并咪唑和咪唑[4,5]吡啶醚被描述为Cds1的抑制剂，并在癌症治疗中作为化疗或放疗的辅助剂。

  公开号：

  US20060004039A1

文献信息

• Aryl-substituted benzimidazole and imidazopyridine ethers
  申请人：Breitenbucher Guy J.

  公开号：US20060004039A1

  公开（公告）日：2006-01-05

  Aryl substituted benzimidazole and imidazo[4,5]pyridine ethers are described as inhibitors of Cds1 and useful as adjuvants to chemotherapy or radiation therapy in the treatment of cancer.

  芳基取代的苯并咪唑和咪唑[4,5]吡啶醚被描述为Cds1的抑制剂，并在癌症治疗中作为化疗或放疗的辅助剂。
• ARYL-SUBSTITUTED BENZIMIDAZOLE AND IMIDAZOPYRIDINE ETHERS AS ANTI-CANCER AGENTS
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1824832A1

  公开（公告）日：2007-08-29
• US7250427B2
  申请人：——

  公开号：US7250427B2

  公开（公告）日：2007-07-31
• [EN] ARYL-SUBSTITUTED BENZIMIDAZOLE AND IMIDAZOPYRIDINE ETHERS AS ANTI-CANCER AGENTS<br/>[FR] ETHERS BENZIMIDAZOLE A SUBSTITUTION ARYLE ET IMIDAZOPYRIDINE, COMME ANTICANCEREUX
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006004791A1

  公开（公告）日：2006-01-12

  Aryl substituted benzimidazole and imidazo[4,5]Aryl substituted benzimidazole and imidazo[4,5]Aryl substituted benzimidazole and imidazo[4,5]pyridine ethers are described as inhibitors of Cds1 and useful as adjuvants to chemotherapy or radiation therapy in the treatment of cancer.
• 2-Aryl benzimidazoles featuring alkyl-linked pendant alcohols and amines as inhibitors of checkpoint kinase Chk2
  作者：Danielle K. Neff、Alice Lee-Dutra、Jonathan M. Blevitt、Frank U. Axe、Michael D. Hack、Johnathan C. Buma、Raymond Rynberg、Anders Brunmark、Lars Karlsson、J. Guy Breitenbucher

  DOI：10.1016/j.bmcl.2007.09.098

  日期：2007.12

  A series of benzimidazole compounds containing pendant alcohol and amine moieties was found to be active against checkpoint kinase Chk2. These compounds were prepared to examine a potential hydrogen bond interaction with an active site residue and to investigate replacement of a biaryl linker with an aliphatic system in an effort to improve solubility. (c) 2007 Elsevier Ltd. All rights reserved.