2-{[4,6-di(tert-butyl)-2,3-dihydroxyphenyl]sulfanyl}acetic acid | 94300-08-0

• 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-{[4,6-di(tert-butyl)-2,3-dihydroxyphenyl]sulfanyl}acetic acid
• 英文别名: 2-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfanyl]acetic acid；2-(4,6-di-tert-butyl-2,3-dihydroxyphenylsulfanyl)acetic acid；2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]acetic acid；Acetic acid, [[4,6-bis(1,1-dimethylethyl)-2,3-dihydroxyphenyl]thio]-；2-(4,6-ditert-butyl-2,3-dihydroxyphenyl)sulfanylacetic acid
• CAS: 94300-08-0
• 化学式: C₁₆H₂₄O₄S
• 分子量: 312.43
• InChiKey: CUAQMTCERYMEQW-UHFFFAOYSA-N

物化性质

• 沸点：
  427.2±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-{[4,6-di(tert-butyl)-2,3-dihydroxyphenyl]sulfanyl}acetic acid 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 以59%的产率得到2-{[4,6-di(tert-butyl)-2,3-dihydroxyphenyl]sulfinyl}acetic acid
  参考文献：
  名称：

  烷基取代的双酚对过氧化物酶催化生色底物的氧化的抑制作用

  摘要：

  三种生色底物--2,2'-叠氮基双（3-乙基-2,3-二氢苯并噻唑啉-6-磺酸），邻苯二胺（PDA）和3,3的过氧化物酶氧化的比较动力学研究由三甲基氢醌和六个叔丁基化邻苯二酚（InH）抑制的'，5,5'-四甲基联苯胺在20°C下于含有有机助溶剂（0-10％乙醇或DMF）。抑制剂通过抑制常数（Ki），氧化产物形成的滞后时间的持续时间（δtau）以及表征一个InH分子终止的自由基数的抑制化学计量系数（f）进行了定量表征。抑制可以是竞争性，非竞争性，混合性或非竞争性的，其取决于发色底物-对苯二甲酸酚对的性质和结构。各种底物-对-苯二酚对显示出11-240 microM范围内的Ki值和0.7至2.6的f值。滞后时间的不存在是取代的邻苯二胺取代的邻苯二酚的氧化特征。组件的总动力学参数和特性使我们能够建议使用六种生色底物取代的双原子苯酚对，用于测定人体液，天然生物制剂和食品中抗氧化活性的测试系统。该论文的英文版：Russian

  DOI：

  10.1023/b:rubi.0000043793.20541.85
• 作为产物：
  描述：

  3,5-二叔丁基邻苯醌 、 巯基乙酸 以 甲醇 为溶剂， 反应 2.0h， 以33%的产率得到2-{[4,6-di(tert-butyl)-2,3-dihydroxyphenyl]sulfanyl}acetic acid
  参考文献：
  名称：

  Maslovskaya; Petrikevich; Timoshchuk, Russian Journal of General Chemistry, 1996, vol. 66, # 11, p. 1847 - 1850

  摘要：

  DOI：

文献信息

• Redox-active metal(II) complexes of sterically hindered phenolic ligands: Antibacterial activity and reduction of cytochrome c. Part II. Metal(II) complexes of o-diphenol derivatives of thioglycolic acid
  作者：N.V. Loginova、T.V. Koval’chuk、Y.V. Faletrov、Y.S. Halauko、N.P. Osipovich、G.I. Polozov、R.A. Zheldakova、A.T. Gres、A.S. Halauko、I.I. Azarko、V.M. Shkumatov、O.I. Shadyro

  DOI：10.1016/j.poly.2011.07.008

  日期：2011.9

  The synthesis and physico-chemical characterization of Fe(II) and Mn(II) complexes of 2-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfanyl]acetic acid (HLI) and 2-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfinyl]acetic acid (HLII) were carried out. The investigation of the molecular and electronic structure of Cu(II), Ni(II), Zn(II), Fe(II) and Mn(II) complexes has been performed within the density functional

  摘要2- [4,6-二（叔丁基）-2,3-二羟基苯硫基]乙酸（HLI）和2- [4]的Fe（II）和Mn（II）配合物的合成及理化性质进行了6-6-二（叔丁基）-2，3-二羟基苯基亚磺酰基]乙酸（HLII）的制备。Cu（II），Ni（II），Zn（II），Fe（II）和Mn（II）配合物的分子和电子结构的研究已在密度泛函理论（DFT）框架内进行。将计算出的性质与实验性质进行了比较，并基于光谱数据阵列和量子化学计算，提出了化合物的分子结构。与Cu（II），Co（II），Ni（II）和Zn（II）配合物和三种标准抗生素相比，对Fe（II）和Mn（II）配合物的抗菌活性进行了评估。发现遵循以下顺序：（1）Сu（LI）2> Mn（LI）2> HLI> Ni（LI）2> Zn（LI）2> Fe（LI）2> Co（H2O）2LI; （2）Cu（LII）2>Сo（LII）2> Ni（LII）2> Mn（ ）2（LII）2>
• Synthesis, characterization and antifungal activity of copper (II) complexes of sterically hindered o-diphenol derivatives
  作者：N.V. Loginova、T.V. Koval’chuk、R.A. Zheldakova、A.A. Chernyavskaya、N.P. Osipovich、G.K. Glushonok、G.I. Polozov、V.N. Povalishev、V.L. Sorokin、O.I. Shadyro

  DOI：10.1016/j.poly.2006.07.015

  日期：2006.12

  Cu (II) complexes with 3,5-di(tert-butyl)-1,2-benzenediol (I), 4,6-di(tei-t-butyl)-1,2,3-benzentriol (II) and sulfur-containing sterically hindered o-diphenol derivatives such as 4,6-di(tert-butyl)-3-(2-hydroxyethylsulfanyl)-1,2-benzenediol (III) and 2-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfanyl]acetic acid (IV) have been synthesized and characterized by means of elemental analysis, TG/DTA, FT-IR, ESR, XPS, XPD and conductivity measurements. Antifungal activities of these ligands and their respective Cu (11) complexes have been determined against Aspergillus niger, Fusarium sp., Penicillium lividum, Mucor sp. and Botrytis cinerea. Most of the compounds (both the free ligands and the complexes) exert pronounced antifungal activities (RI >= 70%), and virtually all of them (apart from the Cu(L-11)(2) complex) have the highest inhibitory properties (RI = 100%) against B. cinerea. (c) 2006 Elsevier Ltd. All rights reserved.
• Potapovich; Eremin; Metelitsa, Russian Journal of Physical Chemistry, 2005, vol. 79, # 5, p. 795 - 802
  作者：Potapovich、Eremin、Metelitsa、Polozov、Shadyro

  DOI：——

  日期：——
• Silver(I) interaction and complexation with sterically hindered sulfur-containing diphenol derivatives
  作者：N.V. Loginova、A.A. Chernyavskaya、G.I. Polozov、T.V. Koval’chuk、E.V.Bondarenko、N.P. Osipovich、A.A. Sheryakov、O.I. Shadyro

  DOI：10.1016/j.poly.2005.01.007

  日期：2005.3

  The interaction between silver(I) ions with 3,5-di(tert-butyl)-1,2-benzenediol (I) and sulfur-containing derivatives of sterically hindered diphenols: 4,6-di(tert-butyl)-3-(2-hydroxyethylsulfanyl)-1,2-benzenedioI (II), 2-(2,5-dihydroxyphenylsulfanyl)acetic acid (III), 2-(2,5-dihydroxy-3,4,6-trimethylphenylsulfanyl)acetic acid (IV), 2-[4,6-di(tert-butyl)-2,3 -dihydroxyphenyl sulfanyl] acetic acid (V), 5,7-di(tert-butyl)-8-hydroxy-2,3-dihydro-1,4-benzoxathiin-2-one (VI), 3-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfanyl]-2-methyl-carboxyamidopropanoic acid (VII) was studied. A competition of redox process and complexation is possible when these organic compounds interact with silver(I) ions. I-IV, VI and VII were found to reduce Ag(I) to Ag(0), silver sol formation being possible under certain conditions. The sols were examined by TEM and optical spectroscopy methods. The interaction of V with silver(I) ions is not accompanied by a redox reaction, the latter being hindered by complexation. The complexation was studied by potentiometric titration, and the complex of V with Ag(I) was characterized by the means of X-ray powder diffraction, elemental analysis, TG/DTA and IR spectroscopy. The antimicrobial activities of V and its Ag(I) complex, evaluated by minimum inhibitory concentration (MIC), were also tested. (c) 2005 Elsevier Ltd. All rights reserved.