2,2'-dithiobis-(N-phenyl-2,2,2-trifluoroacetamide) | 91359-02-3

• 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: 2,2'-dithiobis-(N-phenyl-2,2,2-trifluoroacetamide)
• 英文别名: 2,2'-dithiobis(N-phenyl-2,2,2-trifluoroacetamide)；bis(2-((trifluoroacetyl)amino)phenyl) disulfide；bis(2-(trifluoroacetylamino)phenyl) disulfide；2,2,2-trifluoro-N-[2-[[2-[(2,2,2-trifluoroacetyl)amino]phenyl]disulfanyl]phenyl]acetamide
• CAS: 91359-02-3
• 化学式: C₁₆H₁₀F₆N₂O₂S₂
• 分子量: 440.39
• InChiKey: LTVAHIAHUJNVLF-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  484.3±45.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (3-tert-butyl-2-oxo-5-methylphenyl)bis(3,5-dimethylpyrazolyl)methane(methyl) zinc(II) 、 2,2'-dithiobis-(N-phenyl-2,2,2-trifluoroacetamide) 在 NaBH₄ 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以66%的产率得到
  参考文献：
  名称：

  H-Bonding Interactions and Control of Thiolate Nucleophilicity and Specificity in Model Complexes of Zinc Metalloproteins

  摘要：

  It is shown in model complexes designed to mimic the binding site of zinc-thiolate proteins that a single hydrogen bond between an amide N-H and a Zn-coordinated thiolate reduces its reactivity toward electrophiles by up to 2 orders of magnitude. In addition, we show that a single N-(HS)-S-... hydrogen bond is sufficient to achieve near 100% regiospecificity of reaction between a strong, and hence inherently indiscriminate, alkylating agent like trimethyloxonium tetraflouroborate and a single sulfur in a dithiolate construct. The importance of these results in understanding how systems such as the zinc fingers of the GATA family and the E coli DNA repair protein Ada, which share the same pseudotetrahedral structure and tetracysteinyl ligation around the zinc, can fulfill such widely divergent (structural vs reactive) roles and how specificity of reaction in such multi-thiolate containing systems can be achieved is discussed.

  DOI：

  10.1021/ic048630f
• 作为产物：
  描述：

  2-氨基茴香硫醚 在 potassium triiodide 作用下， 以 氯仿 为溶剂， 生成 2,2'-dithiobis-(N-phenyl-2,2,2-trifluoroacetamide)
  参考文献：
  名称：

  The methyl group as a protectinq group for arylthiols: a mild and efficient method for the conversion of methyl aryl sulfides to arylthiols

  摘要：

  DOI：

  10.1016/s0040-4039(01)90033-4

文献信息

• Novel Rubredoxin Model Tetrathiolato Iron(II) and Cobalt(II) Complexes Containing Intramolecular Single and Double NH···S Hydrogen Bonds
  作者：Taka-aki Okamura、Satoshi Takamizawa、Norikazu Ueyama、Akira Nakamura

  DOI：10.1021/ic970640b

  日期：1998.1.1

  positive shifted Fe(III)/Fe(II) redox couples by the single and double NH.S hydrogen bond, respectively. The shifts are +0.25 for 2a and +0.56 for 6a from the redox potential of [Fe(II)(SPh)(4)](2-), which indicate additivity of the effect of the NH.S hydrogen bond. The formation and the structure of a novel chelating amido(thiolato) complex (PPh(4))(2)[Co(II)S-2,6-(CF(3)CONH)(2)C(6)H(3)}(2)(S-2-CF(3

  合成了具有邻-（酰基氨基）苯硫醇基和2,6-（二酰基氨基）苯硫醇基的简单的氧化还原蛋白模型配合物，并通过（1）H NMR，IR和电化学性质进行了表征。（NEt（4））（2）[Fe（II）（Sot-BuCONHC（6）H（4））（4）]。2EtCN（3a），（NEt（4））（2）[Co （II）（Sot-BuCONHC（6）H（4））（4）]。2EtCN（3b）和（PPh（4））（2）[Co（II）S-2,6-（CF（ 3）CONH）（2）C（6）H（3）}（4）]。通过X射线分析确定Et（2）O（5b'）。该配合物具有分子内的单或双NH.S氢键。Fe-S和Co-S的平均距离明显短于非氢键配合物[M（SPh）（4）]（2-）（M = Fe（II），Co（II）），分别为0.024Å（3a），0.032Å（3b）和0.029Å（5b'）。（NMe（4））（2）[Fe（II）（So-CH（3）
• Diiron dithiolate complexes containing intra-ligand NH⋯S hydrogen bonds: [FeFe] hydrogenase active site models for the electrochemical proton reduction of HOAc with low overpotential
  作者：Ze Yu、Mei Wang、Ping Li、Weibing Dong、Fujun Wang、Licheng Sun

  DOI：10.1039/b715990k

  日期：——

  Four diiron dithiolate complexes containing ortho-acylamino-functionalized arenethiolato ligands, [(μ-S-2-RCONHC6H4)2Fe2(CO)6] (R = CH3, 1; CF3, 2; C6H5, 3; 4-FC6H4, 4), were synthesized and well characterized as biomimetic models of the Fe–Fe hydrogenase active site. The molecular structures of 3 and 4 were determined by X-ray crystallography. The intra-ligand NH⋯S hydrogen bonds were studied by the

  四种含有邻酰基氨基官能化的槟榔的二硫代二铁二铁盐配合物配体，[（μ-S-2- RCONHC 6 ħ 4）2的Fe 2（CO）6〕（R = CH 3，1 ; CF 3，2 ; C ^ 6 ħ 5，3 ; 4-FC 6 H ^ 4，4），已被合成并很好地表征为Fe–Fe氢化酶活性位点的仿生模型。3和4的分子结构由下式确定X射线晶体学。内配体通过X射线分析和1 H NMR光谱研究了NH⋯S氢键。通过电化学研究了NH⋯S氢键对配合物1-4还原电位的贡献。首先减少配合物1-4的电势显示出较大的正移，即与类似物[[μ-SPh）2 Fe 2（CO）6 ]的电势相比，有220-320 mV的电势，而与[[（ μ-pdt）2 Fe 2（CO）6 ]（pdt =丙烷-1,3-二硫代拉托）。配合物4具有电催化能力质子 减少 的 醋酸在相对较低的过电位（约0.2 V）下乙腈。
• CETP ACTIVITY INHIBITORS
  申请人：Shinkai Hisashi

  公开号：US20130053417A1

  公开（公告）日：2013-02-28

  The invention provides a compound that is a CETP activity inhibitor. The compound can increase HDL and at the same time decrease LDL through selective inhibition of CETP activity, the invention also provides for the use of the compound to prevent or treat atherosclerosis or hyperlipidemia.

  本发明提供了一种CETP活性抑制剂的化合物。该化合物可以通过选择性抑制CETP活性来增加HDL并同时降低LDL，本发明还提供了使用该化合物预防或治疗动脉粥样硬化或高脂血症的方法。
• CETP Activity Inhibitors
  申请人：Shinkai Hisashi

  公开号：US20080027109A1

  公开（公告）日：2008-01-31

  The present invention provides a CETP activity inhibitor comprising as an active ingredient a compound represented by the formula (I): wherein R represents a straight chain or branched alkyl group; a straight chain or branched alkenyl group; a lower haloalkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted cycloalkenyl group; a substituted or unsubstituted cycloalkylalkyl group; a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, X 1 , X 2 , X 3 , and X 4 may be the same or different and each represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower haloalkyl group; a lower alkoxy group; a cyano group; a nitro group; an acyl group; or an aryl group, Y represents —CO— or —SO 2 —, and Z represents a hydrogen atom or a mercapto-protecting group, or a prodrug compound, a pharmaceutically acceptable salt, or hydrate or solvate thereof. The compounds represented by the formula (I) can increase HDL and at the same time decrease LDL through selective inhibition of CETP activity and, therefore, is expected to be useful as a new type of a preventive or therapeutic agent for atherosclerosis or hyperlipidemia.

  本发明提供了一种CETP活性抑制剂，其包含以下式子（I）表示的化合物作为活性成分：其中R表示直链或支链烷基；直链或支链烯基；低卤代烷基；取代或未取代环烷基；取代或未取代环烯基；取代或未取代环烷基烷基；取代或未取代芳基；或取代或未取代杂环基，X1、X2、X3和X4可以相同或不同，每个表示氢原子、卤素原子、低烷基、低卤代烷基；低烷氧基；氰基；硝基；酰基；或芳基，Y表示—CO—或—SO2—，Z表示氢原子或巯基保护基，或其前药化合物，药学上可接受的盐或其水合物或溶剂化物。式（I）所表示的化合物可以通过选择性抑制CETP活性增加HDL并同时降低LDL，因此预计可作为一种新型的预防或治疗动脉粥样硬化或高脂血症的药物。
• Ueyama, Norikazu; Okamura, Taka-Aki; Nakamura, Akira, Journal of the American Chemical Society, 1992, vol. 114, # 21, p. 8129 - 8137
  作者：Ueyama, Norikazu、Okamura, Taka-Aki、Nakamura, Akira

  DOI：——

  日期：——