N-hydroxy-N'-phenethyl-terephthalamide | 487004-57-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-hydroxy-N'-phenethyl-terephthalamide
• 英文别名: 4-N-hydroxy-1-N-(2-phenylethyl)benzene-1,4-dicarboxamide
• CAS: 487004-57-9
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: UKIHJVNAWJGYAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 4-(phenethylcarbamoyl)benzoate 在 羟胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 N-hydroxy-N'-phenethyl-terephthalamide
  参考文献：
  名称：

  Potent and Selective Inhibition of Histone Deacetylase 6 (HDAC6) Does Not Require a Surface-Binding Motif

  摘要：

  Hydroxamic acids were designed, synthesized, and evaluated for their ability to selectively inhibit human histone deacetylase 6 (HDAC6). Several inhibitors, including compound 14 (BRD9757), exhibited excellent potency and selectivity despite the absence of a surface-binding motif. The binding of these highly efficient ligands for HDAC6 is rationalized via structure-activity relationships. These results demonstrate that high selectivity and potent inhibition of HDAC6 can be achieved through careful choice of linker element only.

  DOI：

  10.1021/jm301355j

文献信息

• Aromatic dicarboxylic acid derivatives
  申请人：——

  公开号：US20030013757A1

  公开（公告）日：2003-01-16

  Compounds of formula I 1 wherein A, R 1 and R 2 are defined in the specification. These compounds are useful as HDAC inhibitors. Also disclosed are methods of making and using said compounds.

  本公式中的化合物I1，其中A、R1和R2在规范中有定义。这些化合物可用作HDAC抑制剂。还揭示了制备和使用所述化合物的方法。
• AROMATIC HYDROXAMIC ACID DERIVATIVES USEFUL AS HDAC INHIBITORS
  申请人：F. Hoffman-la Roche AG

  公开号：EP1401824A2

  公开（公告）日：2004-03-31
• US6784173B2
  申请人：——

  公开号：US6784173B2

  公开（公告）日：2004-08-31
• [EN] AROMATIC DICARBOXYLIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDE DICARBOXYLIQUE AROMATIQUE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2003011851A2

  公开（公告）日：2003-02-13

  Compounds of formula (I) wherein A, R1 and R2 have the meanings defined in the specification, process of manufacturing these compounds and medicaments with HDAC inhibitor activity containing such a compound.
• Potent and Selective Inhibition of Histone Deacetylase 6 (HDAC6) Does Not Require a Surface-Binding Motif
  作者：Florence F. Wagner、David E. Olson、Jennifer P. Gale、Taner Kaya、Michel Weïwer、Nadia Aidoud、Méryl Thomas、Emeline L. Davoine、Bérénice C. Lemercier、Yan-Ling Zhang、Edward B. Holson

  DOI：10.1021/jm301355j

  日期：2013.2.28

  Hydroxamic acids were designed, synthesized, and evaluated for their ability to selectively inhibit human histone deacetylase 6 (HDAC6). Several inhibitors, including compound 14 (BRD9757), exhibited excellent potency and selectivity despite the absence of a surface-binding motif. The binding of these highly efficient ligands for HDAC6 is rationalized via structure-activity relationships. These results demonstrate that high selectivity and potent inhibition of HDAC6 can be achieved through careful choice of linker element only.