(E,E)-diacetyl-4-methyl-4′-dimethyl-3-bis(thiosemicarbazone) | 1207290-58-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E,E)-diacetyl-4-methyl-4′-dimethyl-3-bis(thiosemicarbazone)
• 英文别名: diacetyl-4,4,4'-trimethyl-bis(thiosemicarbazone)；1,1-dimethyl-3-[(E)-[(3E)-3-(methylcarbamothioylhydrazinylidene)butan-2-ylidene]amino]thiourea
• CAS: 1207290-58-1
• 化学式: C₉H₁₈N₆S₂
• 分子量: 274.414
• InChiKey: ZYNVFJBABVIVOG-GNXRPPCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E,E)-diacetyl-4-methyl-4′-dimethyl-3-bis(thiosemicarbazone) 、 4-氨基丁酸 以 乙腈 为溶剂， 反应 34.0h， 以81%的产率得到diacetyl-4-butyric acid-4'-methyl-bis(thiosemicarbazone)
  参考文献：
  名称：

  多功能新型双（硫代半脲）双功能螯合剂：合成，结合到Bombesin（7-14）-NH 2和Copper-64放射性标记

  摘要：

  通过新的不对称双（硫代半碳zone酮）前体H 2 L 1的选择性转氨反应，制备了二乙酰基双（4-甲基硫代半碳carb酮）（H 2 atsm）的新双功能衍生物。新衍生物含有脂肪族羧酸（H 2大号2和H 2大号3），吨-丁基氨基甲酸叔丁酯（H 2大号4），或铵离子（H 2大号5）的官能团。新的配体和铜（II）配合物已通过NMR光谱，质谱和微分析进行了表征。复合铜II（L 4）在结构上通过X射线晶体学表征并且显示出金属中心处于N 2 S 2扭曲的正方形平面配位几何形状。电化学测量表明，铜（II）配合物经历可逆还原，这归因于Cu（II）/ Cu（I）过程。配体和具有羧酸官能团的铜（II）络合物已与靶向肿瘤的肽bomstin（7-14）-NH 2结合。。为了开发新的正电子发射断层扫描（PET）成像剂，将双功能肽偶联物用64铜进行了放射性标记。偶联物在室温和温和条件下以高放射化学纯度（> 95％）快速

  DOI：

  10.1021/ic902204e
• 作为产物：
  描述：

  4,4-二甲基-3-氨基硫脲单水合物 、 mono-keto-(4-methylthiosemicarbazone) 在 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以89%的产率得到(E,E)-diacetyl-4-methyl-4′-dimethyl-3-bis(thiosemicarbazone)
  参考文献：
  名称：

  多功能新型双（硫代半脲）双功能螯合剂：合成，结合到Bombesin（7-14）-NH 2和Copper-64放射性标记

  摘要：

  通过新的不对称双（硫代半碳zone酮）前体H 2 L 1的选择性转氨反应，制备了二乙酰基双（4-甲基硫代半碳carb酮）（H 2 atsm）的新双功能衍生物。新衍生物含有脂肪族羧酸（H 2大号2和H 2大号3），吨-丁基氨基甲酸叔丁酯（H 2大号4），或铵离子（H 2大号5）的官能团。新的配体和铜（II）配合物已通过NMR光谱，质谱和微分析进行了表征。复合铜II（L 4）在结构上通过X射线晶体学表征并且显示出金属中心处于N 2 S 2扭曲的正方形平面配位几何形状。电化学测量表明，铜（II）配合物经历可逆还原，这归因于Cu（II）/ Cu（I）过程。配体和具有羧酸官能团的铜（II）络合物已与靶向肿瘤的肽bomstin（7-14）-NH 2结合。。为了开发新的正电子发射断层扫描（PET）成像剂，将双功能肽偶联物用64铜进行了放射性标记。偶联物在室温和温和条件下以高放射化学纯度（> 95％）快速

  DOI：

  10.1021/ic902204e

文献信息

• [EN] PROCESS FOR THE PREPARATION OF ASYMMETRICAL BIS(THIOSEMICARBAZONES)<br/>[FR] PROCÉDÉ DE PRÉPARATION DE BIS(THIOSEMICARBAZONES) ASYMÉTRIQUES
  申请人：UNIV MELBOURNE

  公开号：WO2010066010A1

  公开（公告）日：2010-06-17

  The present invention relates to a method of making asymmetrical bis(thiosemicarbazones), compounds useful as synthetic intermediates in the method, new bis(thiosemicarbazones) that can be readily accessed by use of the method and methods of treatment and imaging utilising some of the new bis(thiosemicarbazones).

  本发明涉及一种制备不对称双(硫代脲肼)化合物的方法，该化合物在该方法中作为合成中间体有用，可以通过使用该方法轻松获得的新双(硫代脲肼)化合物，以及利用其中一些新双(硫代脲肼)化合物进行治疗和成像的方法。
• COMPOUNDS, THEIR PREPARATION, RELATED COMPOSITIONS, CATALYSTS, ELECTROCHEMICAL CELLS, FUEL CELLS, AND USES THEREOF
  申请人：UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION, INC.

  公开号：US20190106385A1

  公开（公告）日：2019-04-11

  In some embodiments, this application relates to inventive compounds (e.g., Formula (I), Formula (II), thiosemicarbazones and/or thiosemicarbazones and their metal (e.g., zinc, cobalt, nickel, or copper) complexes, and extended structures thereof), methods for preparation of the inventive compounds, compositions comprising the inventive compounds (e.g., anode, cathodes, catalysts (e.g., electrocatalysts), glassy carbon electrodes, carbon paste electrodes, covalently modified carbon (e.g., modified graphene)), electrochemical cells comprising compositions that comprise one or more inventive compounds, fuel cells comprising compositions that comprise one or more inventive compounds, uses of one or more inventive compounds to produce H 2 (e.g., via an electrochemical cell), and uses of one or more inventive compounds to create energy from H 2 (e.g., via a fuel cell). Additional embodiments of the invention are also discussed herein.

  在某些实施例中，该应用涉及创新化合物（例如，公式（I），公式（II），硫代半胱氨酮和/或其与金属（例如锌，钴，镍或铜）形成的络合物，以及其扩展结构），制备创新化合物的方法，包含创新化合物的组合物（例如，阳极，阴极，催化剂（例如电催化剂），玻璃碳电极，碳膏电极，共价修饰碳（例如修饰石墨烯）），包含一种或多种创新化合物的组合物的电化学电池，包含一种或多种创新化合物的组合物的燃料电池，使用一种或多种创新化合物来产生H2（例如，通过电化学电池），以及使用一种或多种创新化合物从H2中产生能量（例如，通过燃料电池）。此外，还讨论了该发明的其他实施例。
• Compounds, their preparation, related compositions, catalysts, electrochemical cells, fuel cells, and uses thereof
  申请人：UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION, INC.

  公开号：US11142835B2

  公开（公告）日：2021-10-12

  In some embodiments, this application relates to inventive compounds (e.g., Formula (I), Formula (II), thiosemicarbazones and/or thiosemicarbazones and their metal (e.g., zinc, cobalt, nickel, or copper) complexes, and extended structures thereof), methods for preparation of the inventive compounds, compositions comprising the inventive compounds (e.g., anode, cathodes, catalysts (e.g., electrocatalysts), glassy carbon electrodes, carbon paste electrodes, covalently modified carbon (e.g., modified graphene)), electrochemical cells comprising compositions that comprise one or more inventive compounds, fuel cells comprising compositions that comprise one or more inventive compounds, uses of one or more inventive compounds to produce H2 (e.g., via an electrochemical cell), and uses of one or more inventive compounds to create energy from H2 (e.g., via a fuel cell). Additional embodiments of the invention are also discussed herein.

  在一些实施方案中，本申请涉及本发明化合物（例如，式（I）、式（II）、硫代氨基甲酸盐和/或硫代氨基甲酸盐及其金属（例如，锌、钴、镍或铜）络合物及其扩展结构）、制备本发明化合物的方法、包含本发明化合物的组合物（例如，阳极、阴极、催化剂（例如、电催化剂）、玻璃碳电极、碳浆电极、共价修饰碳（如修饰石墨烯））、包含一种或多种本发明化合物的组合物的电化学电池、包含一种或多种本发明化合物的组合物的燃料电池、使用一种或多种本发明化合物生产 H2（如通过电化学电池），以及使用一种或多种本发明化合物从 H2 产生能量（如通过燃料电池）。本文还讨论了本发明的其他实施方案。
• Intracellular Distribution of Fluorescent Copper and Zinc Bis(thiosemicarbazonato) Complexes Measured with Fluorescence Lifetime Spectroscopy
  作者：James L. Hickey、Janine L. James、Clare A. Henderson、Katherine A. Price、Alexandra I. Mot、Gojko Buncic、Peter J. Crouch、Jonathan M. White、Anthony R. White、Trevor A. Smith、Paul S. Donnelly

  DOI：10.1021/acs.inorgchem.5b01599

  日期：2015.10.5

  The intracellular distribution of fluorescently labeled copper and zinc bis(thiosemicarbazonato) complexes was investigated in M17 neuroblastoma cells and primary cortical neurons with a view to providing insights into the neuroprotective activity of a copper bis(thiosemicarbazonato) complex known as Cu-II(atsm). Time-resolved fluorescence measurements allowed the identification of the Cu-II and Zn-II complexes as well as the free ligand inside the cells by virtue of the distinct fluorescence lifetime of each species. Confocal fluorescent microscopy of cells treated with the fluorescent copper(II)bis(thiosemicarbazonato) complex revealed significant fluorescence associated with cytoplasmic puncta that were identified to be lysosomes in primary cortical neurons and both lipid droplets and lysosomes in M17 neuroblastoma cells. Fluorescence lifetime imaging microscopy confirmed that the fluorescence signal emanating from the lipid droplets could be attributed to the copper(II) complex but also that some degree of loss of the metal ion led to diffuse cytosolic fluorescence that could be attributed to the metal-free ligand. The accumulation of the copper(II) complex in lipid droplets could be relevant to the neuroprotective activity of Cu-II(atsm) in models of amyotrophic lateral sclerosis and Parkinson's disease.
• PROCESS FOR THE PREPARATION OF ASYMMETRICAL BIS(THIOSEMICARBAZONES)
  申请人：The University of Melbourne

  公开号：EP2379493B1

  公开（公告）日：2015-10-14