Bis(thiomorpholino-thiocarbonyl)disulfid | 7623-70-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Bis(thiomorpholino-thiocarbonyl)disulfid
• 英文别名: dithiomorpholinethiuramdisulfide；bis(thiomorpholin-4-ylthiocarbonyl)disulfide；bis-(thiomorpholine-4-carbothioyl)-disulfane；Thiomorpholine-4-carbothioylsulfanyl thiomorpholine-4-carbodithioate
• CAS: 7623-70-3
• 化学式: C₁₀H₁₆N₂S₆
• 分子量: 356.646
• InChiKey: PJJXATNEHBOAAJ-UHFFFAOYSA-N

物化性质

• 熔点：
  148-149 °C(Solv: 2-butanone (78-93-3); ligroine (8032-32-4))
• 沸点：
  516.7±60.0 °C(Predicted)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  172
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Bis(thiomorpholino-thiocarbonyl)disulfid 、 四溴金(III)酸钾二水合物 在 sodium sulfite 作用下， 以 水 为溶剂， 生成 gold(thiomorpholinedithiocarbamate)2Br
  参考文献：
  名称：

  以杂环二硫代氨基甲酸酯为配体的金配合物的制备，性能和反应性

  摘要：

  金络合物AuRdtc，Au（RdtC）3，Au（Rdtc）2 X和Au（RdtC）X 2（X = Cl，Br; Rdtc =哌啶-，吗啉-，硫代吗啉-，哌嗪-，N-甲基哌嗪-，N-苯基哌嗪-和4-苯基-哌啶二硫代氨基甲酸酯。元素分析，电导率测量，光谱（电子和红外），磁化率和热重研究用于表征。根据配合物的类型，二硫代氨基甲酸酯配体既表现出作为S，S'-供体的二齿行为又表现出充当S-供体的单齿行为。反磁行为证实了低旋转d 8 Au（III）配合物的构型和一些金属-配体和金属-卤化物链段已被指定。

  DOI：

  10.1016/s0277-5387(00)81217-6
• 作为产物：
  描述：

  Thiomorpholine-4-carbodithioate sodium salt 在 potassium hexacyanoferrate(III) 作用下， 以 水 为溶剂， 生成 Bis(thiomorpholino-thiocarbonyl)disulfid
  参考文献：
  名称：

  Synthesis, characterization and evaluation of biological activity of palladium (II) and platinum (II) complexes with dithiocarbamic acids and their derivatives as ligands

  摘要：

  We report the preparation and characterization of new complexes of palladium (II) and platinum (H) with some heterocyclin containing dithiocarbamate ligands, such as piperidine-, morpholine-, and thiomorpholine-dithiocarbamate, their methyl esters and the corresponding thiouramdisulphides. These compounds have been studied through spectroscopic techniques, IR spectra, and electronic spectra, thermogravimetric and conductivity measurements. Thermal decomposition of the complexes takes place through a multi-step process involving pyrolysis of the organic moiety that leads to palladium oxide and platinum sponge respectively. All the complexes have been tested for cytostatic activity on KB cells and the most effective compounds also against L1210 and P388 cells.

  DOI：

  10.1016/0223-5234(93)90151-4

文献信息

• Base promoted synthesis of novel indole-dithiocarbamate compounds as potential anti-inflammatory therapeutic agents for treatment of acute lung injury
  作者：Zengqiang Song、Yan Zhou、Wenxin Zhang、Lingling Zhan、Yuanzu Yu、Yuehui Chen、Wenjing Jia、Zhiguo Liu、Jianchang Qian、Yali Zhang、Chenglong Li、Guang Liang

  DOI：10.1016/j.ejmech.2019.03.022

  日期：2019.6

  Additionally, 3-methyl-1H-indol-1-yl dimethylcarbamodithioate (3o) effectively ameliorated histopathological changes of lung tissues and attenuated lipopolysaccharides (LPS)-induced acute lung injury (ALI) in vivo. These data suggest that the new indole-dithiocarbamate derivatives could be particularly useful for further pharmaceutical development for the treatment of ALI.

  通过使用t- BuOK作为促进剂，实现了具有高化学选择性地将二硫代氨基甲酸酯基团引入到带有双（二烷基胺硫代羰基）二硫化物的吲哚氮位置的有效方案。基于这种方法，在室温下以中等至极好的收率制备了29种新颖的吲哚-二硫代氨基甲酸酯化合物。评价所有化合物的抗炎活性。大多数化合物在抑制肿瘤坏死因子α（TNF-α）和白介素6（IL-6）释放方面显示出高效力。发现其中四个以剂量依赖性方式抑制玻璃体细胞因子的产生，IC 50值在纳摩尔范围内。此外，3-甲基-1H-吲哚-1-基二甲基氨基甲二硫代吲哚（3o）有效改善了肺组织的组织病理学变化，并减轻了脂多糖（LPS）诱导的体内急性肺损伤（ALI）。这些数据表明，新的吲哚-二硫代氨基甲酸酯衍生物可能对进一步治疗ALI的药物开发特别有用。
• Metal-Free Thiocarbamation of Quinolinones: Direct Access to 3,4-Difunctionalized Quinolines and Quinolinonyl Thiocarbamates at Room Temperature
  作者：Linkun Ying、Yao Chen、Xiangrui Song、Zengqiang Song

  DOI：10.1021/acs.joc.3c01504

  日期：2023.10.6

  group at the C4-position, and quinolinonyl thiocarbamates from quinolinones, tetraalkylthiuram disulfides, and hypervalent iodine(III) reagents has been developed via thiocarbamation of quinolinones at room temperature. The present method features mild reaction conditions, good tolerance with diverse functional groups, and a wide substrate scope, providing the desired products in good yields. Furthermore

  开发了一种新颖且实用的方法，用于从喹啉酮、二硫化四烷基秋兰姆和高价碘 (III) 试剂制备在 C3 位上带有硫代氨基甲酸酯基团和在 C4 位上带有酰氧基基团的双官能化喹啉和喹啉酮基硫代氨基甲酸酯。在室温下通过喹啉酮的硫代氨基甲酸酯化。该方法反应条件温和，对多种官能团具有良好的耐受性，底物范围广，能够以良好的产率提供所需的产物。此外，这种转化很容易扩大规模，并且所需的产物可以很容易地转化为杂环硫醇。最重要的是，该方案允许生物活性化合物的后期硫代氨基甲酸酯化。机理研究表明，自由基可能参与了这种转变，水可能是硫代氨基甲酸盐的氧源，双官能化喹啉可能是通过源自高价碘（III）试剂的羧酸阴离子的亲核攻击形成的。
• Bis(dialkylaminethiocarbonyl)disulfides as Potent and Selective Monoglyceride Lipase Inhibitors
  作者：Coco N. Kapanda、Giulio G. Muccioli、Geoffray Labar、Jacques H. Poupaert、Didier M. Lambert

  DOI：10.1021/jm901323s

  日期：2009.11.26

  Monoglyceride lipase (MGL) inhibition may offer an approach in treating diseases in which higher 2-arachidonoyglycerol activity would be beneficial. We report here the synthesis and pharmacological evaluation of bis(dialkylaminethiocarbonyl)disulfide derivatives as irreversible MGL inhibitors. Inhibition occurs through interactions with MGL C208 and C242 residues, and these derivatives exhibit high inhibition selectivity over fatty acid amide hydrolase, another endocannabinoid-hydrolyzing enzyme.
• Synthesis, characterization and evaluation of biological activity of palladium (II) and platinum (II) complexes with dithiocarbamic acids and their derivatives as ligands
  作者：L Marcheselli、C Preti、M Tagliazucchi、V Cherchi、L Sindellari、A Furlani、A Papaioannou、V Scarcia

  DOI：10.1016/0223-5234(93)90151-4

  日期：1993.1

  We report the preparation and characterization of new complexes of palladium (II) and platinum (H) with some heterocyclin containing dithiocarbamate ligands, such as piperidine-, morpholine-, and thiomorpholine-dithiocarbamate, their methyl esters and the corresponding thiouramdisulphides. These compounds have been studied through spectroscopic techniques, IR spectra, and electronic spectra, thermogravimetric and conductivity measurements. Thermal decomposition of the complexes takes place through a multi-step process involving pyrolysis of the organic moiety that leads to palladium oxide and platinum sponge respectively. All the complexes have been tested for cytostatic activity on KB cells and the most effective compounds also against L1210 and P388 cells.
• Preparation, properties and reactivity of gold complexes with some heterocyclic dithiocarbamates as ligands
  作者：Fabrizia Forghieri、Carlo Preti、Lorenzo Tassi、Giuseppe Tosi

  DOI：10.1016/s0277-5387(00)81217-6

  日期：1988.1

  The syntheses, properties and reactivity of the gold complexes AuRdtc, Au(RdtC)3, Au(Rdtc)2X and Au(RdtC)X2 (X = Cl, Br; Rdtc = piperidine-, morpholine-, thiomorpholine-, piperazine-, N-methylpiperazine-, N-phenylpiperazine- and 4-phenyl-piperidinedithiocarbamate) are reported. Elemental analysis, electrical conductance measurements, spectral (electronic and IR), magnetic susceptibility and thermogravimetric

  金络合物AuRdtc，Au（RdtC）3，Au（Rdtc）2 X和Au（RdtC）X 2（X = Cl，Br; Rdtc =哌啶-，吗啉-，硫代吗啉-，哌嗪-，N-甲基哌嗪-，N-苯基哌嗪-和4-苯基-哌啶二硫代氨基甲酸酯。元素分析，电导率测量，光谱（电子和红外），磁化率和热重研究用于表征。根据配合物的类型，二硫代氨基甲酸酯配体既表现出作为S，S'-供体的二齿行为又表现出充当S-供体的单齿行为。反磁行为证实了低旋转d 8 Au（III）配合物的构型和一些金属-配体和金属-卤化物链段已被指定。