2-(4-Dimethylaminomethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide

• 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-Dimethylaminomethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide
• 英文别名: 2-[4-[(dimethylamino)methyl]phenyl]-1H-benzimidazole-4-carboxamide
• 化学式: C₁₇H₁₈N₄O
• 分子量: 294.356
• InChiKey: XZBZQFNYQMZQTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  75
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-3-硝基苯甲酰胺 在 palladium on activated charcoal 盐酸 、 sodium tetrahydroborate 、 氯化亚砜 、 氢气 、 sodium hydrogensulfite 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 N,N-二甲基乙酰胺 、 乙腈 为溶剂， 反应 5.0h， 生成 2-(4-Dimethylaminomethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide
  参考文献：
  名称：

  Potentiation of cytotoxic drug activity in human tumour cell lines, by amine-substituted 2-arylbenzimidazole-4-carboxamide PARP-1 inhibitors

  摘要：

  The synthesis and biological evaluation of a new series of amine-substituted 2-arylbenzimidazole-4-carboxamide inhibitors of the DNA-repair enzyme poly(ADP-ribose) polymerase-1 (PARP-1) is reported. The introduction of an amine substituent at the 2-aryl position is not detrimental to activity, with most inhibitors exhibiting K-i values for PARP-1 inhibition in the low nanomolar range. Two compounds in this series were found to potentiate the cytotoxicity of the DNA-methylating agent temozolomide by 4-5-fold in a human colorectal cancer cell line. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.03.017

文献信息

• US6509365B1
  申请人：——

  公开号：US6509365B1

  公开（公告）日：2003-01-21
• Potentiation of cytotoxic drug activity in human tumour cell lines, by amine-substituted 2-arylbenzimidazole-4-carboxamide PARP-1 inhibitors
  作者：Alex W. White、Nicola J. Curtin、Brian W. Eastman、Bernard T. Golding、Zdenek Hostomsky、Suzanne Kyle、Jianke Li、Karen A. Maegley、Donald J. Skalitzky、Stephen E. Webber、Xiao-Hong Yu、Roger J. Griffin

  DOI：10.1016/j.bmcl.2004.03.017

  日期：2004.5

  The synthesis and biological evaluation of a new series of amine-substituted 2-arylbenzimidazole-4-carboxamide inhibitors of the DNA-repair enzyme poly(ADP-ribose) polymerase-1 (PARP-1) is reported. The introduction of an amine substituent at the 2-aryl position is not detrimental to activity, with most inhibitors exhibiting K-i values for PARP-1 inhibition in the low nanomolar range. Two compounds in this series were found to potentiate the cytotoxicity of the DNA-methylating agent temozolomide by 4-5-fold in a human colorectal cancer cell line. (C) 2004 Published by Elsevier Ltd.