3-[[(2R,8E)-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododec-8-en-4-yl]methyl]benzaldehyde | 1136534-11-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 3-[[(2R,8E)-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododec-8-en-4-yl]methyl]benzaldehyde
• CAS: 1136534-11-6
• 化学式: C₂₄H₂₅NO₄
• 分子量: 391.467
• InChiKey: HVWBEMHLAZXUAZ-BIWRPXHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(hydrazinecarbonyl)-N-hydroxybenzamide 、 3-[[(2R,8E)-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododec-8-en-4-yl]methyl]benzaldehyde 以 二甲基亚砜 为溶剂， 反应 24.0h， 生成 3-(2-(3-(((R,E)-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododec-8-en-4-yl)methyl)benzylidene)hydrazine-1-carbonyl)-N-hydroxybenzamide
  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.