octanedioic acid [4-(3-amino-phenyl)-thiazol-2-yl]-amide methyl ester | 1006872-51-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: octanedioic acid [4-(3-amino-phenyl)-thiazol-2-yl]-amide methyl ester
• 英文别名: methyl 8-[[4-(3-aminophenyl)-1,3-thiazol-2-yl]amino]-8-oxooctanoate
• CAS: 1006872-51-0
• 化学式: C₁₈H₂₃N₃O₃S
• 分子量: 361.465
• InChiKey: YQPXJULOPYJGTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  octanedioic acid [4-(3-amino-phenyl)-thiazol-2-yl]-amide methyl ester 在 溶剂黄146 、 sodium nitrite 、 sodium azide 作用下， 以 水 为溶剂， 反应 0.58h， 以73%的产率得到7-[4-(3-azidophenyl)thiazol-2-ylcarbamoyl]heptanoic acid methyl ester
  参考文献：
  名称：

  Binding Ensemble Profiling with Photoaffinity Labeling (BEProFL) Approach: Mapping the Binding Poses of HDAC8 Inhibitors

  摘要：

  A binding ensemble profiling with (f)photoaffinity labeling (BEProFL) approach that utilizes photo-labeling of HDAC8 with a probe containing a UV-activated aromatic azide, mapping of the covalent modifications by liquid chromatography-tandem mass spectrometry, and a computational method to characterize the multiple binding poses of the probe is described. By use of the BEProFL approach, two distinct binding poses of the HDAC8 probe were identified. The data also suggest that an "upside-down" pose with the Surface binding group of the probe bound in an alternative pocket near the catalytic site may contribute to the binding.

  DOI：

  10.1021/jm9005077
• 作为产物：
  描述：

  octanedioic acid [4-(3-nitro-phenyl)thiazol-2-yl]amide methyl ester 在 钯 氢气 、 crude material 、 乙酸乙酯 、 碳酸氢钠 、 Brine 、 Sodium sulfate-III 、 ethyl acetate n-hexane 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 2.0h， 以to give compound 20 (0.261 g, 72.4%)的产率得到octanedioic acid [4-(3-amino-phenyl)-thiazol-2-yl]-amide methyl ester
  参考文献：
  名称：

  Isoform Selective HDAC Inhibitors

  摘要：

  本发明的一个方面涉及选择性同工酶HDAC抑制剂。还提供了一种使癌细胞对放疗的细胞毒性效应敏感的方法。本发明还提供了治疗癌症、神经系统疾病和疟疾的方法。此外，本发明还提供包含本发明的HDAC抑制剂的制药组合物；以及包含本发明的HDAC抑制剂的试剂盒。

  公开号：

  US20100196502A1

文献信息

• Isoform Selective HDAC Inhibitors
  申请人：Kozikowski Alan P.

  公开号：US20100196502A1

  公开（公告）日：2010-08-05

  One aspect of the invention relates to isoform-selective HDAC inhibitors. Also provided are methods of sensitizing a cancer cell to the cytotoxic effects of radiotherapy. The invention also provides methods for treating cancer, methods for treating neurological diseases and methods for treating malaria. Additionally, the invention provides pharmaceutical compositions comprising an HDAC inhibitor of the invention; and kits comprising a an HDAC inhibitor of the invention.

  本发明的一个方面涉及选择性同工酶HDAC抑制剂。还提供了一种使癌细胞对放疗的细胞毒性效应敏感的方法。本发明还提供了治疗癌症、神经系统疾病和疟疾的方法。此外，本发明还提供包含本发明的HDAC抑制剂的制药组合物；以及包含本发明的HDAC抑制剂的试剂盒。
• Isoform selective HDAC inhibitors
  申请人：Kozikowski Alan P.

  公开号：US08653278B2

  公开（公告）日：2014-02-18

  One aspect of the invention relates to isoform-selective HDAC inhibitors. Also provided are methods of sensitizing a cancer cell to the cytotoxic effects of radiotherapy. The invention also provides methods for treating cancer, methods for treating neurological diseases and methods for treating malaria. Additionally, the invention provides pharmaceutical compositions comprising an HDAC inhibitor of the invention; and kits comprising an HDAC inhibitor of the invention.

  本发明的一个方面与同工酶选择性 HDAC 抑制剂有关。还提供了一种使癌细胞对放疗的细胞毒性效应敏感的方法。本发明还提供了治疗癌症、神经系统疾病和疟疾的方法。此外，本发明提供了含有本发明的 HDAC 抑制剂的药物组合物；以及包含本发明的 HDAC 抑制剂的试剂盒。
• WO2008/19025
  申请人：——

  公开号：——

  公开（公告）日：——
• US8653278B2
  申请人：——

  公开号：US8653278B2

  公开（公告）日：2014-02-18
• Binding Ensemble Profiling with Photoaffinity Labeling (BEProFL) Approach: Mapping the Binding Poses of HDAC8 Inhibitors
  作者：Bai He、Subash Velaparthi、Gilles Pieffet、Chris Pennington、Aruna Mahesh、Denise L. Holzle、Michael Brunsteiner、Richard van Breemen、Sylvie Y. Blond、Pavel A. Petukhov

  DOI：10.1021/jm9005077

  日期：2009.11.26

  A binding ensemble profiling with (f)photoaffinity labeling (BEProFL) approach that utilizes photo-labeling of HDAC8 with a probe containing a UV-activated aromatic azide, mapping of the covalent modifications by liquid chromatography-tandem mass spectrometry, and a computational method to characterize the multiple binding poses of the probe is described. By use of the BEProFL approach, two distinct binding poses of the HDAC8 probe were identified. The data also suggest that an "upside-down" pose with the Surface binding group of the probe bound in an alternative pocket near the catalytic site may contribute to the binding.