6-(1-Methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-hexanoic acid | 868247-30-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-(1-Methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-hexanoic acid
• CAS: 868247-30-7
• 化学式: C₁₅H₁₈N₂O₄
• 分子量: 290.319
• InChiKey: RWAWKMPDFNUNQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  81.3
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 6-(1-Methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-hexanoic acid 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到N-(2-aminophenyl)-6-(1-methyl-2,4-dioxoquinazolin-3-yl)hexanamide
  参考文献：
  名称：

  (2-Amino-phenyl)-amides of ω-substituted alkanoic acids as new histone deacetylase inhibitors

  摘要：

  A variety of omega-substituted alkanoic acid (2-amino-phenyl)-amides were designed and synthesized. These compounds were shown to inhibit recombinant human histone deacetylases (HDACs) with IC50 values in the low micromolar range and induce hyperacetylation of histones in whole cells. They induced expression of p21WAFl/Cip1 and caused cell-cycle arrest in human cancer cells. Compounds in this class showed efficacy in human tumor xenograft models. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.083
• 作为产物：
  描述：

  6-氨基己酸 在 potassium carbonate 、 三乙胺 作用下， 生成 6-(1-Methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-hexanoic acid
  参考文献：
  名称：

  (2-Amino-phenyl)-amides of ω-substituted alkanoic acids as new histone deacetylase inhibitors

  摘要：

  A variety of omega-substituted alkanoic acid (2-amino-phenyl)-amides were designed and synthesized. These compounds were shown to inhibit recombinant human histone deacetylases (HDACs) with IC50 values in the low micromolar range and induce hyperacetylation of histones in whole cells. They induced expression of p21WAFl/Cip1 and caused cell-cycle arrest in human cancer cells. Compounds in this class showed efficacy in human tumor xenograft models. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.083