5-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-yl)-pentanal | 960012-99-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-yl)-pentanal
• CAS: 960012-99-1
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: MSCVHZZCJKJBPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-yl)-pentanal 在 1H-1,2,4-三唑 、 sodium tetrahydroborate 、 溶剂黄146 、 nickel dichloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (+/-)-8-hydroxy-8-phenylcarbamoyl octanoic acid methyl ester
  参考文献：
  名称：

  ω-Alkoxy analogues of SAHA (vorinostat) as inhibitors of HDAC: A study of chain-length and stereochemical dependence

  摘要：

  A series of omega-alkoxy ethers were prepared with variation of the length of the aliphatic chain of suberoylanilide hydroxamic acid (SAHA, vorinostat). Eight carbon long chain analogues showed the best activity, among which several substituted benzyl ether derivatives exhibited inhibitory activity on HDAC comparable to SAHA, and antiproliferative activity on three human cell lines (NB4, H460, and HCT-116) better than SAHA. However, no significant difference in antiproliferative activity was observed between two enantiomers bearing the benzyl ether moiety. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.09.014
• 作为产物：
  描述：

  (+/-)-5-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-pentanoic acid 在 草酰氯 、 dimethyl sulfide borane 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 5-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-yl)-pentanal
  参考文献：
  名称：

  WO2008/110583

  摘要：

  公开号：

文献信息

• Exploring alternative Zn-binding groups in the design of HDAC inhibitors: Squaric acid, N-hydroxyurea, and oxazoline analogues of SAHA
  作者：Stephen Hanessian、Valerio Vinci、Luciana Auzzas、Mauro Marzi、Giuseppe Giannini

  DOI：10.1016/j.bmcl.2006.06.090

  日期：2006.9

  Analogues of suberoylanilide hydroxamic acid (SAHA) were prepared by replacing the Zn-binding group with squaric acid, N-hydroxyurea, and 4-hydroxymethyl oxazoline units, also varying the length of the aliphatic chain. No inhibitory activity on HDAC was observed below 1.0 mu M and no cytotoxic activity on different tumor cell lines was seen below 20.0 mu M. (c) 2006 Elsevier Ltd. All rights reserved.