6-[5-Hydroxy-1,3-dioxo-6-(piperidin-1-ylmethyl)benzo[de]isoquinolin-2-yl]hexanoic acid | 362672-19-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-[5-Hydroxy-1,3-dioxo-6-(piperidin-1-ylmethyl)benzo[de]isoquinolin-2-yl]hexanoic acid
• CAS: 362672-19-3
• 化学式: C₂₄H₂₈N₂O₅
• 分子量: 424.497
• InChiKey: DTKALKWSIGXICN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  98.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 6-[5-Hydroxy-1,3-dioxo-6-(piperidin-1-ylmethyl)benzo[de]isoquinolin-2-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， 生成 6-(5-Hydroxy-1,3-dioxo-6-piperidin-1-ylmethyl-1H,3H-benzo[de]isoquinolin-2-yl)-hexanoic acid (2-amino-phenyl)-amide
  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：

  3-羟基-1,8-萘二甲酸酐 在 溶剂黄146 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-[5-Hydroxy-1,3-dioxo-6-(piperidin-1-ylmethyl)benzo[de]isoquinolin-2-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

文献信息

• Inhibitors of Histone Deacetylase
  申请人：Delorme Daniel

  公开号：US20090181971A1

  公开（公告）日：2009-07-16

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  本发明涉及抑制组蛋白去乙酰化酶的技术。本发明提供了抑制组蛋白去乙酰化酶酶活性的化合物和方法。本发明还提供了治疗细胞增殖性疾病和病状的组合物和方法。
• US7288567B2
  申请人：——

  公开号：US7288567B2

  公开（公告）日：2007-10-30
• (2-Amino-phenyl)-amides of ω-substituted alkanoic acids as new histone deacetylase inhibitors
  作者：Arkadii Vaisburg、Naomy Bernstein、Sylvie Frechette、Martin Allan、Elie Abou-Khalil、Silvana Leit、Oscar Moradei、Giliane Bouchain、James Wang、Soon Hyung Woo、Marielle Fournel、Pu T. Yan、Marie-Claude Trachy-Bourget、Ann Kalita、Carole Beaulieu、Zuomei Li、A.Robert MacLeod、Jeffrey M. Besterman、Daniel Delorme

  DOI：10.1016/j.bmcl.2003.08.083

  日期：2004.1

  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.