octane-1,8-dithiol diacetate | 351003-17-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: octane-1,8-dithiol diacetate
• 英文别名: 1,8-Octanedithiol diacetate；S-(8-acetylsulfanyloctyl) ethanethioate
• CAS: 351003-17-3
• 化学式: C₁₂H₂₂O₂S₂
• 分子量: 262.437
• InChiKey: QJAYCBKJPCEYSJ-UHFFFAOYSA-N

物化性质

• 熔点：
  37-41 °C(lit.)
• 闪点：
  >230 °F

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,8-辛二硫醇 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以98%的产率得到octane-1,8-dithiol diacetate
  参考文献：
  名称：

  通过结构 Zn(II) 的喷射抑制组蛋白赖氨酸脱甲基酶 JMJD2A。

  摘要：

  JMJD2A 是一种依赖于 2-酮戊二酸的 N(ε)-甲基赖氨酸组蛋白脱甲基酶，可通过排锌化合物（包括双硫仑和依布硒啉）破坏其 Zn 结合位点而受到抑制；这一观察结果可能有助于开发对这种 2OG 依赖性加氧酶亚家族有选择性的抑制剂，它们不依赖于与高度保守的含 Fe(ii) 活性位点的结合。

  DOI：

  10.1039/b916357c

文献信息

• The preparation of three new partially deuterated hexadecanethiols for applications in surface chemistry
  作者：Erin E. Sheepwash、Paul A. Rowntree、Adrian L. Schwan

  DOI：10.1002/jlcr.1541

  日期：2008.10.30

  The synthesis of three partially deuterated hexadecanethiols has been achieved. Thiols CH3(CH2)7(CD2)8SH, CD3(CD2)7(CH2)8SH and CD3(CH2)15SH were targeted, as these compounds, after formation of self-assembled monolayers on Au(1 1 1) or Au nanoparticles, can provide mechanistic information pertaining to reactive atom migrations within the assembly. The syntheses of each of these compounds called upon Grignard coupling chemistry, which was activated by Li2CuCl4. Applicable deuterium containing fragments were either commercially obtained or constructed from by way of an inexpensive and efficient ring opening, protection and dimerization of THF-d8. Sulfur incorporation was by thiolacetate substitution or addition reactions. The protocols presented possess general applicability in a number of syntheses requiring block-deuterated fattyalkyl sections. Copyright © 2008 John Wiley & Sons, Ltd.

  已经实现了三种部分氘代十六烷基硫醇的合成。这些目标化合物包括CH3(CH2)7(CD2)8SH、CD3(CD2)7(CH2)8SH和CD3(CH2)15SH，它们在Au(111)面或金纳米颗粒上形成自组装单层后，可以提供有关组装体内反应性原子迁移机制的信息。每种化合物的合成都采用了格氏偶联化学作为关键步骤，并由Li2CuCl4激活。适用的含氘片段或从市场上获得，或通过THF-d8的开环、保护和二聚化这一成本低廉且高效的方法构建。硫的引入则通过硫醇乙酸酯的取代或加成反应完成。本文介绍的合成方案具有普遍适用性，可应用于需要块状氘代脂肪烷基段的一系列合成中。版权所有 © 2008 John Wiley & Sons, Ltd.
• Modular Toolkit of Multifunctional Block Copoly(2‐oxazoline)s for the Synthesis of Nanoparticles
  作者：Philipp Keckeis、Enriko Zeller、Carina Jung、Patricia Besirske、Felizitas Kirner、Cristina Ruiz‐Agudo、Helmut Schlaad、Helmut Cölfen

  DOI：10.1002/chem.202101327

  日期：2021.6.4

  to well-defined block copolymers of the poly(2-oxazoline) family and demonstrated the large potential of these macromolecules as universal toolkit for numerous applications. Triblock copolymers with separated water-soluble, alkyne- and alkene-containing segments were synthesized and orthogonally modified with various low-molecular weight functional molecules by copper(I)-catalyzed azide-alkyne cycloaddition

  聚合后改性提供了一种将化学官能团引入大分子以生产具有优异性能的定制材料的优雅方式。这一概念适用于定义明确的聚（2-恶唑啉）系列嵌段共聚物，并证明了这些大分子作为众多应用的通用工具包的巨大潜力。合成了具有分离的水溶性、炔烃和烯烃链段的三嵌段共聚物，并通过铜（I）催化的叠氮化物 - 炔烃环加成（CuAAC）和硫醇 - 烯（TE）点击用各种低分子量功能分子正交改性反应，分别。代表性的工具包聚合物用于合成金、氧化铁和二氧化硅纳米粒子。
• [EN] JMJD2 DEMETHYLASE INHIBITORS<br/>[FR] INHIBITEURS DE DÉMÉTHYLASES JMJD2
  申请人：ISIS INNOVATION

  公开号：WO2011030108A1

  公开（公告）日：2011-03-17

  The present invention relates to inhibitors of JMJD2 subfamily histone lysyl demethylase enzymes. In particular, the invention relates to compounds that are capable of inhibiting a JMJD2 subfamily histone lysyl demethylase without also inhibiting a 2-oxoglutarate dependent oxygenase that is not a JMJD2 subfamily histone lysyl demethylase, and to assays for the identification of inhibitors of JMJD2 subfamily histone lysyl demethylase enzymes.
• Inhibition of the histone lysine demethylase JMJD2A by ejection of structural Zn(ii)
  作者：Rok Sekirnik、Nathan R. Rose、Armin Thalhammer、Peter T. Seden、Jasmin Mecinović、Christopher J. Schofield

  DOI：10.1039/b916357c

  日期：——

  JMJD2A, a 2-oxoglutarate dependent N(epsilon)-methyl lysine histone demethylase, is inhibited by disruption of its Zn-binding site by Zn-ejecting compounds including disulfiram and ebselen; this observation may enable the development of inhibitors selective for this subfamily of 2OG dependent oxygenases that do not rely on binding to the highly-conserved Fe(ii)-containing active site.

  JMJD2A 是一种依赖于 2-酮戊二酸的 N(ε)-甲基赖氨酸组蛋白脱甲基酶，可通过排锌化合物（包括双硫仑和依布硒啉）破坏其 Zn 结合位点而受到抑制；这一观察结果可能有助于开发对这种 2OG 依赖性加氧酶亚家族有选择性的抑制剂，它们不依赖于与高度保守的含 Fe(ii) 活性位点的结合。