thioacetate | 29632-72-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代酸
• 英文名称: thioacetate
• 英文别名: thioacetate anion；(R)-thioacetate；ethanethioate
• CAS: 29632-72-2
• 化学式: C₂H₃OS
• 分子量: 75.1112
• InChiKey: DUYAAUVXQSMXQP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [Ag(dppm)(NO₃)]₂ 、 thioacetate 生成 trisilver;diphenylphosphanylmethyl(diphenyl)phosphane;ethanethioate;nitrate
  参考文献：
  名称：

  Synthesis, structures and 31P NMR studies of bis(diphenylphosphino)methane adducts of copper and silver thiocarboxylates †

  摘要：

  化合物[Cu3(μ-dppm)3(SC{O}Me)2][PF6] 1和[Cu3(μ-dppm)3(SC{O}Ph)2][X]（X = ClO42或PF62a）通过将Na+R{O}CS−（R = Me或Ph）与[Cu(MeCN)4]X（X = PF6或ClO4）和二苯基膦甲烷（dppm）按化学计量比混合制备而成。1和2的结构已通过单晶X射线晶体学确定。三核核心由三个桥连的dppm配体和两个覆盖的硫代羧酸盐阴离子保持完整。其中一个硫代羧酸盐阴离子通过μ3-S三重桥连到Cu3(μ-dppm)3核心，另一个通过μ3-S,O键合模式。化合物[Ag3(μ-dppm)3(SC{O}Me)2][X]（X = NO33或ClO43a）和[Ag3(μ-dppm)3(SC{O}Ph)2][ClO4] 4通过将Na+R{O}CS−（R = Me或Ph）与dppm和相应的银盐处理制备。3和4的结构已通过X射线晶体学确定。两个硫代羧酸盐阴离子均以μ-S方式键合，从而稳定了三核核心。在所有四个晶体结构中，甲叉基团的氢原子与硫代羧酸盐配体的羰基氧之间存在C-H ⋯ O氢键。低温下的溶液中的31P NMR研究表明，所有化合物在溶液中均保留了三核核心，而涉及dppm的分子内交换即使在较低温度下也未停止。尝试制备单覆盖的三核阳离子[M3(μ-dppm)3(SC{O}R)]2+和中性双核化合物[M2(μ-dppm)2(SC{O}R)2]，仅得到了相应的双覆盖三核化合物。

  DOI：

  10.1039/b007867k
• 作为产物：
  描述：

  S-硫代乙酸苯酯 在 5,5'-二硫双(2-硝基苯甲酸) Mytilus edulis tissue homogenate 、 水 、 sodium phosphate 作用下， 反应 0.08h， 生成 thioacetate
  参考文献：
  名称：

  Rapid assessment of organophosphorous/carbamate exposure in the bivalve mollusc Mytilus edulis using combined esterase activities as biomarkers

  摘要：

  Carboxylesterases in bivalve molluscs exhibit greater sensitivity to organophosphorous and carbamate pesticides than acetylcholinesterase and are present at higher levels. The aim, of the present study was to combine measurement of both acetylcholinesterase and carboxylesterase activities in the marine bivalve Mytilus edulis in order to detect the effects of pesticide exposure. Spectrophotometric assays in microtitreplate format were optimised for use with M. edulis haemolymph and tissue homogenate samples. This permitted the nature and distribution of the enzymes to be determined. One predominant pharmacological form of activity consistent in its patterns of activation and inhibition with acetylcholinesterase was identified in the haemolymph with an apparent K-m for acetylthiocholineiodide of 1.33 mM. Carboxylesterase activity in the tissues was characterised by its preferential hydrolysis of the substrate analogue phenylthioacetate. Concentration-dependent inhibition of both activities was demonstrated following in vitro incubation with diisopropylfluorophosphate (DFP), paraoxon and eserine in the range 0.1-3.0 mM. When M. edulis (n = 10) were exposed for 24 h to concentrations of eserine or paraoxon of 0.05-1.0 mM, the percentage inhibition of acetylcholinesterase was in each case greater than for carboxylesterase and reached statistical significance at lower concentrations. In all exposures, a proportion of carboxylesterase activity was present which remained resistant to inhibition by either organophosphorous or carbamate compounds. The ecotoxicological significance of these findings for the environmental monitoring of pesticide exposure is discussed. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0166-445x(02)00051-6
• 作为试剂：
  描述：

  2,5-dimethyl-piperazine 在 sodium tetrahydroborate 、 甲酸 、 thioacetate 、 四丁基溴化铵 、 双氧水 、 potassium carbonate 、 potassium iodide 、 sodium hydroxide 作用下， 以 2-甲基四氢呋喃 、 甲醇 、 环己烷 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 32.42h， 生成 (2-(2-((2R,5S)-4-(4-fluorobenzyl)-2,5-dimethylpiperazin-1-yl)-2-oxoethoxy)-5-chlorophenyl)methanesulfonic acid
  参考文献：
  名称：

  Route Development and Bulk Synthesis of CP-865,569

  摘要：

  The synthesis of zwitterionic CP-865,569 by three different synthetic routes is described. The first two routes differ in the method of introducing the sulfonic acid at the penultimate step: by sulfite displacement of a benzylic chloride and by oxidation of a benzylic thioacetate. The third route is a convergent route to the drug candidate. The synthesis strategy was primarily driven by the need to introduce the sulfonic acid functionality at the final stage of the synthesis due to the high water solubility and low organic solubility of the desired product.

  DOI：

  10.1021/op7000386

文献信息

• Synthesis and characterization of isotopically labelled drugs
  作者：Frans M. Kaspersen、Jan F. Vader、Carel W. Funke、Eric M. G. Sperling

  DOI：10.1002/recl.19931120218

  日期：——

  The article describes approaches for the synthesis and analysis of isotopically (2H, 3H, 13C, 14C, 35S) labelled drugs necessary for the development of a pharmacologically active compound into a registered drug.

  本文介绍了合成和分析同位素（2 H，3 H，13 C，14 C，35 S）标记药物的方法，这些药物是将药理活性化合物发展为注册药物所必需的。
• Stereospecific displacement of sulfur from chiral centers. activation via thiaphosphonium salts.
  作者：Grant A. Krafft、Thomas L. Siddall

  DOI：10.1016/s0040-4039(00)94972-4

  日期：1985.1

  The first general method for direct displacement of sulfur from chiral carbon centers has been developed. Chiral mercaptans are readily converted to the corresponding thiaphosphonium salts by treatment with t-butyl hypochlorite and hexamethylphosphorous triamide. Metathesis with ammonium hexafluorophosphate provides stable, isolable, crystalline salts which undergo clean nucleophilic diplacement with

  已经开发出第一种直接从手性碳中心置换硫的通用方法。通过用次氯酸叔丁酯和六甲基亚磷酸三酰胺处理，手性硫醇易于转化为相应的硫代salts盐。六氟磷酸铵的复分解反应提供稳定，可分离的结晶盐，该盐可以与各种杂原子和碳基亲核试剂进行干净的亲核置换，从而提供了立体化学已颠倒的产品。
• Subsite‐Specific Reactions of a Cyclotriveratrylene [4Fe‐4S] Cluster Complex
  作者：Gino P. F. Van Strijdonck、Petrus T. J. H. Ten Have、Martinus C. Peiters、Johannes G. M. Van Der Lindenm、Jan J. Steggerda、Roeland J. M. Nolte

  DOI：10.1002/cber.19971300819

  日期：1997.8

  out exclusively at the unique iron site of a subsite-differentiated cyclotriveratrylene [4Fe-4S] cluster complex. The effect of a variety of thiolate, phenolate, bidentate, and bridging ligands on the redox potential of the subsite-differentiated [4Fe-4S] cluster complex is studied and compared with the effects of such ligands on an [Fe4S4C14]2- cluster. The redox potential can be modulated within

  配体交换反应仅在亚位点差异化的环三富四烯[4Fe-4S]簇复合物的独特铁位点上进行。研究了各种硫醇盐，酚盐，二齿酸盐和桥联配体对亚位点分化的[4Fe-4S]簇络合物的氧化还原电势的影响，并将这些配体对[Fe 4 S 4 C 14 ] 2-群集。氧化还原电势可以在-1.60至-1.80 V的范围内进行调节（vs. Fc 0 / +）通过改变配体。引入电子释放取代基将氧化还原电势移至更多的负值，而吸电子取代基具有相反的作用。取代位点的数量与簇的还原电位之间存在线性关系。
• Ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenylpropanoate], processes for its preparation and its use
  申请人：——

  公开号：US20040010039A1

  公开（公告）日：2004-01-15

  The present invention relates to ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenyl-propanoate], the preparation of ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenyl-propanoate] from (2R)-2-bromo-3-phenylpropionic acid and ethylenediamine in 2-propanol, and the use of ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenyl-propanoate] for the preparation of ACE/NEP inhibitors.

  本发明涉及乙烷-1,2-二氨基双[(2R)-2-溴-3-苯基丙酸酯]，从(2R)-2-溴-3-苯基丙酸和乙二胺在2-丙醇中制备乙烷-1,2-二氨基双[(2R)-2-溴-3-苯基丙酸酯]，以及利用乙烷-1,2-二氨基双[(2R)-2-溴-3-苯基丙酸酯]制备ACE/NEP抑制剂。
• Polythiolactone‐Decorated Silica Particles: A Versatile Approach for Surface Functionalization, Catalysis and Encapsulation
  作者：Dustin Werner Kurka、Maximilian Niehues、Sergej Kudruk、Volker Gerke、Bart Jan Ravoo

  DOI：10.1002/chem.202100547

  日期：2021.5.17

  novo synthesis followed by surface functionalization leading to tailormade properties for a specific purpose. Here, the design of robust “precursor” polymer‐decorated silica nano‐ and microparticles is demonstrated, which allows for easy post‐modification by polymer embedded thiolactone chemistry. To obtain this organic‐inorganic hybrid material, silica particles (SiO2P) were functionalized via surface‐initiated

  胶体二氧化硅的表面化学对其性能和应用有着巨大的影响。通常，二氧化硅颗粒的设计基于其从头合成，然后进行表面功能化，从而获得针对特定用途的定制特性。在这里，展示了坚固的“前体”聚合物装饰的二氧化硅纳米颗粒和微米颗粒的设计，它允许通过聚合物嵌入的硫内酯化学进行轻松的后修饰。为了获得这种有机-无机杂化材料，二氧化硅颗粒（SiO 2 P）通过表面引发原子转移自由基聚合（SI-ATRP）与聚（丙烯酸2-羟乙酯）（PHEA）-聚（硫代内酯丙烯酰胺（PThlAm））进行功能化利用硫代内酯后改性的多功能性，开发了一种系统，可用于三个示例性应用：1）直接的分子后功能化以调节表面极性，从而调节在各种溶剂中的分散性；2）通过原位形成游离硫醇将金属纳米颗粒固定到聚合物刷中，从而在模型反应中保留催化活性；3）通过硫内酯部分与二盐酸胱胺（CDH）交联，然后溶解二氧化硅核心，形成氧化还原响应性、可渗透的聚合物胶囊。