2-[4-(hydrazinecarbonyl)phenoxy]-N-hydroxyacetamide | 1137253-44-1

• 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: 2-[4-(hydrazinecarbonyl)phenoxy]-N-hydroxyacetamide
• CAS: 1137253-44-1
• 化学式: C₉H₁₁N₃O₄
• 分子量: 225.204
• InChiKey: DXUBPKPLMCLIEK-UHFFFAOYSA-N

物化性质

• 密度：
  1.399±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  114
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[4-(hydrazinecarbonyl)phenoxy]-N-hydroxyacetamide 、 苯甲醛 以 二甲基亚砜 为溶剂， 反应 24.0h， 生成 N-[(E)-benzylideneamino]-4-[2-(hydroxyamino)-2-oxoethoxy]benzamide
  参考文献：
  名称：

  基于荧光的小分子微阵列，用于发现组蛋白脱乙酰基酶抑制剂。

  摘要：

  DOI：

  10.1002/anie.200703198
• 作为产物：
  描述：

  4-(2-methoxy-2-oxoethoxy)benzoic acid 在 N-甲基吗啉 、 盐酸羟胺 、 sodium hydroxide 、 肼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-[4-(hydrazinecarbonyl)phenoxy]-N-hydroxyacetamide
  参考文献：
  名称：

  Discovery of histone deacetylase 8 selective inhibitors

  摘要：

  We have developed an efficient method for synthesizing candidate histone deacetylase ( HDAC) inhibitors in 96-well plates, which are used directly in high-throughput screening. We selected building blocks having hydrazide, aldehyde and hydroxamic acid functionalities. The hydrazides were coupled with different aldehydes in DMSO. The resulting products have the previously identified 'cap/linker/biasing element' structure known to favor inhibition of HDACs. These compounds were assayed without further purification. HDAC8-selective inhibitors were discovered from this novel collection of compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.134

文献信息

• Discovery of histone deacetylase 8 selective inhibitors
  作者：Weiping Tang、Tuoping Luo、Edward F. Greenberg、James E. Bradner、Stuart L. Schreiber

  DOI：10.1016/j.bmcl.2011.01.134

  日期：2011.5

  We have developed an efficient method for synthesizing candidate histone deacetylase ( HDAC) inhibitors in 96-well plates, which are used directly in high-throughput screening. We selected building blocks having hydrazide, aldehyde and hydroxamic acid functionalities. The hydrazides were coupled with different aldehydes in DMSO. The resulting products have the previously identified 'cap/linker/biasing element' structure known to favor inhibition of HDACs. These compounds were assayed without further purification. HDAC8-selective inhibitors were discovered from this novel collection of compounds. (C) 2011 Elsevier Ltd. All rights reserved.
• Fluorous-Based Small-Molecule Microarrays for the Discovery of Histone Deacetylase Inhibitors
  作者：Arturo J. Vegas、James E. Bradner、Weiping Tang、Olivia M. McPherson、Edward F. Greenberg、Angela N. Koehler、Stuart L. Schreiber

  DOI：10.1002/anie.200703198

  日期：2007.10.22