2-phenyl-3-[4-2-(1H-benzimidazolyl)-2-chlorophenyl]4(3H)-quinazolone | 1404067-31-7

• 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-phenyl-3-[4-2-(1H-benzimidazolyl)-2-chlorophenyl]4(3H)-quinazolone
• CAS: 1404067-31-7
• 化学式: C₂₉H₂₁ClN₄O
• 分子量: 476.965
• InChiKey: JRSSQEGEWKVOKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  35.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.57
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-phenyl-3-[4-2-(1H-benzimidazolyl)-2-chlorophenyl]4(3H)-quinazolone 、 苯甲醛 、 甲氧苯胺 反应 4.0h， 以50%的产率得到3-[2-[4-Chloro-3-[1-[(4-methoxyanilino)-phenylmethyl]benzimidazol-2-yl]phenyl]ethyl]-2-phenylquinazolin-4-one
  参考文献：
  名称：

  Novel Benzimidazole Analogs as Inhibitors of EGFR Tyrosine Kinase

  摘要：

  A series of new benzimidazole congeners were synthesized, and their structures were elucidated on the basis of elemental analyses and spectral studies (1H NMR, FT‐IR and EI‐MS). Preliminary pharmacokinetic studies showed a promising outlook for further in vivo evaluation. The newly synthesized compounds were tested in vitro on human breast carcinoma cell line (MCF‐7) in which EGFR is highly expressed. Most of the tested compounds exhibited antitumor activity with IC50 values in the micro to nano molar range.

  DOI：

  10.1111/j.1747-0285.2012.01407.x
• 作为产物：
  描述：

  2-phenyl-3-hydroxyethylquinazolin-4(3H)-one 在 吡啶 、 硫酸 作用下， 反应 31.0h， 生成 2-phenyl-3-[4-2-(1H-benzimidazolyl)-2-chlorophenyl]4(3H)-quinazolone
  参考文献：
  名称：

  Novel Benzimidazole Analogs as Inhibitors of EGFR Tyrosine Kinase

  摘要：

  A series of new benzimidazole congeners were synthesized, and their structures were elucidated on the basis of elemental analyses and spectral studies (1H NMR, FT‐IR and EI‐MS). Preliminary pharmacokinetic studies showed a promising outlook for further in vivo evaluation. The newly synthesized compounds were tested in vitro on human breast carcinoma cell line (MCF‐7) in which EGFR is highly expressed. Most of the tested compounds exhibited antitumor activity with IC50 values in the micro to nano molar range.

  DOI：

  10.1111/j.1747-0285.2012.01407.x