N-羟基-1-环己烯-1-甲酰胺 | 422294-56-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-羟基-1-环己烯-1-甲酰胺
• 英文名称: cyclohex-1-ene-carboxylic acid hydroxyamide
• 英文别名: N-hydroxycyclohex-1-enecarboxamide；N-hydroxycyclohexene-1-carboxamide
• CAS: 422294-56-2
• 化学式: C₇H₁₁NO₂
• mdl: MFCD18806766
• 分子量: 141.17
• InChiKey: NMUKJRPCVOESRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-羟基-1-环己烯-1-甲酰胺 、 pivalic anhydride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 N-(pivaloyloxy)cyclohex-1-ene-1-carboxamide
  参考文献：
  名称：

  修饰的环戊二烯基RhIII配合物催化形式的Lossen重排/ [3 + 2]环空级联反应

  摘要：

  现已确定，具有两个苯基和一个侧基酰胺部分的环戊二烯基Rh III配合物催化N-新戊酰基苯甲酰胺和丙烯酰胺与炔烃的正式Lossen重排/ [3 + 2]环合级联反应，从而生成取代的吲哚和吡咯。机理研究表明，这种级联反应不是通过洛森重排形成苯胺或酰胺，而是通过CH键断裂，炔烃插入和形式上的洛森重排进行的。

  DOI：

  10.1002/chem.201801125
• 作为产物：
  描述：

  1-环己烯基-1-甲酸甲酯 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-羟基-1-环己烯-1-甲酰胺
  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

• CYCLOALKENYL HYDROXAMIC ACID DERIVATIVES AND THEIR USE AS HISTONE DEACETYLASE INHIBITORS
  申请人：THE BOARD INSTITUTE, INC.

  公开号：US20150368221A1

  公开（公告）日：2015-12-24

  The present invention provides compounds of formula (I) or a pharmaceutically acceptable salt, solvate, or prodrug thereof, wherein W, X, n, s, t, and Ra are as described herein. The present invention relates generally to selective inhibitors of histone deacetylase and to methods of making and using them.

  本发明提供了公式(I)的化合物或其药学上可接受的盐、溶剂或前药，其中W、X、n、s、t和Ra如本文所述。本发明通常涉及组织脱乙酰化酶的选择性抑制剂以及制备和使用它们的方法。
• Cycloalkenyl hydroxamic acid derivatives and their use as histone deacetylase inhibitors
  申请人：The Broad Institute, Inc.

  公开号：US10793538B2

  公开（公告）日：2020-10-06

  The present invention provides compounds of formula (I): or a pharmaceutically acceptable salt, solvate, or prodrug thereof, wherein W, X, n, s, t, and Ra are as described herein. The present invention relates generally to selective inhibitors of histone deacetylase and to methods of making and using them.

  本发明提供了式 (I) 的化合物： 或其药学上可接受的盐、溶液或原药，其中 W、X、n、s、t 和 Ra 如本文所述。本发明一般涉及组蛋白去乙酰化酶的选择性抑制剂及其制造和使用方法。
• US9914717B2
  申请人：——

  公开号：US9914717B2

  公开（公告）日：2018-03-13
• [EN] SMALL MOLECULE INHIBITORS OF HISTONE DEACTEYLASES<br/>[FR] INHIBITEURS À PETITE MOLÉCULE D'HISTONE DÉSACÉTYLASES
  申请人：NUPOTENTIAL INC

  公开号：WO2013059582A2

  公开（公告）日：2013-04-25

  The disclosure relates to small molecules and methods, compositions, and kits comprising these small molecules. In still another embodiment, the disclosure relates to small molecules that inhibit HDAC activity. In yet another embodiment, the disclosure relates to small molecules for inhibiting the growth of cancer cells. In still another embodiment, the disclosure relates to small molecules for reprogramming a cell.
• [EN] CYCLOALKENYL HYDROXAMIC ACID DERIVATIVES AND THEIR USE AS HISTONE DEACETYLASE INHIBITORS<br/>[FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE CYCLOALCÉNYLE ET LEURS UTILISATIONS EN TANT QU'INHIBITEURS DE L'HISTONE DÉSACÉTYLASE
  申请人：BROAD INST INC

  公开号：WO2014100438A1

  公开（公告）日：2014-06-26

  The present invention provides compounds of formula (I) or a pharmaceutically acceptable salt, solvate, or prodrug thereof, wherein W, X, n, s, t, and Ra are as described herein. The present invention relates generally to selective inhibitors of histone deacetylase and to methods of making and using them.