N,N-bis(2-mercaptoethyl)-2-(ethylthio)ethylamine | 158834-43-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-bis(2-mercaptoethyl)-2-(ethylthio)ethylamine
• 英文别名: 2-[2-Ethylsulfanylethyl(2-sulfanylethyl)amino]ethanethiol
• CAS: 158834-43-6
• 化学式: C₈H₁₉NS₃
• 分子量: 225.444
• InChiKey: UTRNFSZJNNAKEM-UHFFFAOYSA-N

物化性质

• 沸点：
  318.1±37.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  30.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(n-Bu)4N][ReOCl3(o-OC6H4P(C6H5)2)] 、 N,N-bis(2-mercaptoethyl)-2-(ethylthio)ethylamine 以 甲醇 、 二氯甲烷 为溶剂， 以85%的产率得到ReO[C2H5SNCH2CH2N(CH2CH2S)2][o-OC6H4P(C6H5)2]
  参考文献：
  名称：

  Nock, Berthold; Maina, Theodosia; Tisato, Francesco, Inorganic Chemistry, 1999, vol. 38, p. 4197 - 4202

  摘要：

  DOI：
• 作为产物：
  描述：

  环硫乙烷 、 2-(乙硫基)乙胺 生成 N,N-bis(2-mercaptoethyl)-2-(ethylthio)ethylamine
  参考文献：
  名称：

  含有SNS供体原子的三齿配体被设置为the脑成像剂开发的新骨架。

  摘要：

  在开发99mTc络合物作为潜在的脑成像剂时，我们研究了具有硫和氮供体原子的配体的配位化学，该配体的通式为R-CH2CH2N（CH2CH2SH）2（R = C2H5S，（C2H5）2N）。这些配体充当TcO3 +核心的三齿SNS螯合物，而对oxo基留下一个顺式配位位点。在与高反应性[99TcOCl4]-前体的反应中，该空位被氯原子占据。当配体在4-甲氧基硫代苯酚存在下反应时，使用99Tc（V）-葡萄糖酸酯作为前体，空位充满了充当大分子的4-甲氧基硫代苯酚。因此，合成了通式[TcO（（SCH 2 CH 2）2 NCH 2 CH 2 R）X]的中性混合配体配合物，其中X ＝ Cl或4-甲氧基硫酚。通过紫外可见光谱，红外光谱，1 H NMR，晶体学，和元素分析。3a（R = C2H5S，X = Cl）和4b（R =（C2H5）2N，X = 4-甲氧基硫酚）的晶体结构表明配位几何形状为三角双锥体，N

  DOI：

  10.1021/jm00046a004

文献信息

• Structural studies of ReO(V) mixed ligand [SNS][Cl] and [SNS][S] complexes
  作者：M Pelecanou、I.C Pirmettis、M.S Papadopoulos、C.P Raptopoulou、A Terzis、E Chiotellis、C.I Stassinopoulou

  DOI：10.1016/s0020-1693(98)00422-8

  日期：1999.4

  The synthesis, characterization and spectroscopic properties of four oxorhenium complexes, ReO[C2H5SCH2CH2N(CH2CH2S)(2)]Cl (1), ReO[C2H5SCH2CH2N(CH2CH2S)(2)][p-CH3OC6H4S] (2), ReO[(C2H5)(2)NCH2CH2N(CH2CH2S)(2)][p-CH3C6H4S] (3), and ReO[C5H10NCH2CH2N(CH2C(CH3)(2)S)(2)][C6H5CH2S] (4) are reported. These neutral and lipophilic complexes are designed according to the '3 + 1' mixed ligand concept. X-ray crystallographic studies show that the coordination geometry around rhenium is distorted trigonal bipyramidal in complexes 2 and 3 and trigonally distorted square pyramidal in complex 4 (C15H24NO2S4Re (2), triclirzic P (1) over bar, a=9.610(2), b=9.628(2), c=11.791(2) Angstrom, alpha=108.307(8), beta=67.735(6), gamma=90.166(8)degrees, V = 950.04 Angstrom(3), Z = 2; C17H29N2OS3Re (3), monoclinic P2(t)/c, a = 13.188(1), b = 7.542(1), c = 21.193(1) Angstrom, beta = 103.260(2)degrees, V = 2051.74 Angstrom(3), Z = 4; C22H37N2OS3Re . 0.5C(2)H(5)OH (4), monoclinic P2(t)/c, a = 16.720(6), b = 11.013(3), c = 16.747(5) Angstrom, beta = 113.44(1)degrees, V = 2829.08 Angstrom(3), Z = 4. Complete assignments of H-1 and C-13 NMR resonances were made for all complexes and compared to those of analogous technetium complexes. Complex 3 was also prepared at the tracer Re-186 level. (C) 1999 Elsevier Science S.A. All rights reserved.
• Glutathione Interaction with SNS/S Mixed-Ligand Complexes of Oxorhenium(V):  Kinetic Aspects and Characterization of the Products
  作者：Berthold Nock、Theodosia Maina、Achilleas Tsortos、Maria Pelecanou、Catherine P. Raptopoulou、Minas Papadopoulos、Hans-Jürgen Pietzsch、Chariklia I. Stassinopoulou、Aris Terzis、Hartmut Spies、Georgios Nounesis、Efstratios Chiotellis

  DOI：10.1021/ic000350m

  日期：2000.10.1

  A series of oxorhenium(Ti) SNS/S mixed-ligand complexes [ReO(L-n/L)] carrying different types of tridentate ligands (L-n) and the same monodentate coligand (L) [L = C6H5S, L-1 = C2H5N(CH2CH2S)(2) (1), L-2 = (C2H5)(2)-NCH2CH2N(CH2CH2S)(2) (2), L-3 = C2H5SCH2CH2N(CH2CH2S)(2) (3), and L-4 = 2,6-(SCH2)(2)NC5H3 (4)] have been synthesized and characterized by spectroscopic methods and elemental analyses. X-ray structure determination was performed for complexes 3 and 4. Complex 3 adopts the expected distorted trigonal bipyramidal geometry around the metal in a syn configuration, while complex 4, due to the aromatic character of the nitrogen of the SNS donor-atom set, exhibits a distorted square pyramidal geometry. The interaction of complexes 1-4 with glutathione (GSH) was studied by high-performance liquid chromatography, revealing the rapid formation of the respective daughter complexes 5-8, wherein the L coligand has been substituted by GS. The daughter complexes 5-8 have been characterized by ES-MS and 2D NMR spectroscopy. Kinetic aspects of the interaction of complexes 1-3 with GSH have been studied by isothermal titration microcalorimetry providing direct measurements of the interaction rate constants as well as of the total enthalpy change. The reaction of complex 1 exhibits the slowest rate and that of complex 2 the fastest. This is in agreement with previously reported tt ends for analogous Tc-99m complexes.
• A ‘preformed chelate approach’ model for coupling amine-modified rhenium and technetium ‘3+1’ mixed ligand complexes to carboxylate residues
  作者：Theodosia Maina、Charalambos Tsoukalas、Georgios Patsis、Ioannis Pirmettis、Berthold Nock、Minas Papadopoulos、Catherine Raptopoulou、Aris Terzis、Efstratios Chiotellis

  DOI：10.1016/s0277-5387(99)00286-7

  日期：1999.11

  Selected '3+1' mixed ligand oxorhenium and oxotechnetium complexes containing the SNS/S donor atom set have been modified by introduction of a bifunctional amine anchor on the p-position of the thiophenolato monodentate ligand. A representative series of complexes containing several tridentate ligands was prepared both at macromolar (Re complexes) and nanomolar (Tc-99m complexes) amounts. Coupling of these complexes to activated carboxylate groups was performed according to the 'preformed chelate approach' using benzoyl chloride as a model molecule. Coupling yields were high both at nanomolar and millimolar metal concentration, as revealed by high-performance liquid chromatographic analysis of Tc-99m and Re species adopting parallel radiometric and photometric detection modes. All Re compounds have been characterized by classical analytical methods. In addition, the structures of representative parent ReO[CH3SCH2CH2N(CH2CH2S)(2)][p-SC6H4NH2] and daughter ReO[CH3SCH2CH2N(CH2CH2S)(2)][p-SC6H4NHCOC6H5] complexes were solved by X-ray crystallography. Both compounds adopt a distorted trigonal bipyramidal geometry around rhenium, wherein the oxo group and the sulfur atoms of the SNS ligand occupy the equatorial plane and the nitrogen atom and the sulfur of the monothiol are located at the apical positions trans to each other. (C) 1999 Elsevier Science ltd. All rights reserved.
• Tridentate ligands containing the SNS donor atom set as a novel backbone for the development of technetium brain-imaging agents
  作者：Spiros G. Mastrostamatis、Minas S. Papadopoulos、Ioannis C. Pirmettis、Evagelia Paschali、Alexandra D. Varvarigou、Chariklia I. Stassinopoulou、Cathrine P. Raptopoulou、Aris Terzis、Efstratios Chiotellis

  DOI：10.1021/jm00046a004

  日期：1994.9

  developing 99mTc complexes as potential brain-imaging agents, we investigated the coordination chemistry of ligands containing sulfur and nitrogen donor atoms with the general formula R-CH2CH2N(CH2CH2SH)2 (R = C2H5S, (C2H5)2N). These ligands act as tridentate SNS chelates to the TcO3+ core, leaving open one coordination site cis to the oxo group. In reactions with the highly reactive [99TcOCl4]- precursor

  在开发99mTc络合物作为潜在的脑成像剂时，我们研究了具有硫和氮供体原子的配体的配位化学，该配体的通式为R-CH2CH2N（CH2CH2SH）2（R = C2H5S，（C2H5）2N）。这些配体充当TcO3 +核心的三齿SNS螯合物，而对oxo基留下一个顺式配位位点。在与高反应性[99TcOCl4]-前体的反应中，该空位被氯原子占据。当配体在4-甲氧基硫代苯酚存在下反应时，使用99Tc（V）-葡萄糖酸酯作为前体，空位充满了充当大分子的4-甲氧基硫代苯酚。因此，合成了通式[TcO（（SCH 2 CH 2）2 NCH 2 CH 2 R）X]的中性混合配体配合物，其中X ＝ Cl或4-甲氧基硫酚。通过紫外可见光谱，红外光谱，1 H NMR，晶体学，和元素分析。3a（R = C2H5S，X = Cl）和4b（R =（C2H5）2N，X = 4-甲氧基硫酚）的晶体结构表明配位几何形状为三角双锥体，N
• Nock, Berthold; Maina, Theodosia; Tisato, Francesco, Inorganic Chemistry, 1999, vol. 38, p. 4197 - 4202
  作者：Nock, Berthold、Maina, Theodosia、Tisato, Francesco、Papadopoulos, Minas、Raptopoulou, Catherine P.、et al.

  DOI：——

  日期：——