2-[Butyl(2-sulfanylethyl)amino]ethanethiol | 90225-84-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[Butyl(2-sulfanylethyl)amino]ethanethiol
• CAS: 90225-84-6
• 化学式: C₈H₁₉NS₂
• 分子量: 193.378
• InChiKey: CFNCLXXXPPXBJP-UHFFFAOYSA-N

物化性质

• 沸点：
  259.7±25.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  5.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吗啉-4-乙基硫醇 、 trans-[ReOCl3(PPh3)2] 、 2-[Butyl(2-sulfanylethyl)amino]ethanethiol 在 NaCH₃COO 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Neutral ‘3 + 1’ mixed-ligand oxorhenium(V) complexes with tridentate [S,N,S] chelates and aminoalkanethiols: synthesis, characterization and structure determination ‡

  摘要：

  �3+1�氧铼(V)络合物[ReO(SN(R�2)S)(SR)]（R�2=Me、Et、Pr或Bu；SR=氨基烷硫醇盐）通过反式三氯单氧代-双(三苯基膦)铼(V)与HSN(R-)SH和RSH的混合物在碱性甲醇溶液中的配体交换合成。通过柱色谱法纯化络合物，并通过元素分析、质谱和红外光谱进行表征，并通过 1 H NMR 光谱对选定的化合物进行表征。这些配合物的结构已通过 X 射线衍射分析确定，并揭示了配位几何形状从方锥体到三角双锥体的变化，具体取决于螯合 (SN(R−)S) 部分。发现烷基(R-2)与氧铼基团排列成-syn-。

  DOI：

  10.1039/b001600o

文献信息

• Di-sulfide containing cell penetrating peptides and methods of making and using thereof
  申请人：Ohio State Innovation Foundation

  公开号：US11351222B2

  公开（公告）日：2022-06-07

  Disclosed is a general, reversible bicyclization strategy to increase both the proteolytic stability and cell permeability of peptidyl drugs. A peptide drug is fused with a short cell-penetrating motif and converted into a conformationally constrained bicyclic structure through the formation of a pair of disulfide bonds. The resulting bicyclic peptide has greatly enhanced proteolytic stability as well as cell-permeability. Once inside the cell, the disulfide bonds are reduced to produce a linear, biologically active peptide. This strategy was applied to generate a cell-permeable bicyclic peptidyl inhibitor against the NEMO-IKK interaction.

  本发明公开了一种通用、可逆的双环化策略，用于提高多肽药物的蛋白水解稳定性和细胞渗透性。肽类药物与短的细胞穿透基团融合，并通过形成一对二硫键转化为构象受限的双环结构。由此产生的双环肽大大提高了蛋白水解稳定性和细胞渗透性。进入细胞后，二硫键被还原，生成具有生物活性的线性肽。我们采用这种策略生成了一种针对 NEMO-IKK 相互作用的细胞渗透性双环肽抑制剂。
• DI-SULFIDE CONTAINING CELL PENETRATING PEPTIDES AND METHODS OF MAKING AND USING THEREOF
  申请人：Ohio State Innovation Foundation

  公开号：US20190282654A1

  公开（公告）日：2019-09-19

  Disclosed is a general, reversible bicyclization strategy to increase both the proteolytic stability and cell permeability of peptidyl drugs. A peptide drug is fused with a short cell-penetrating motif and converted into a conformationally constrained bicyclic structure through the formation of a pair of disulfide bonds. The resulting bicyclic peptide has greatly enhanced proteolytic stability as well as cell-permeability. Once inside the cell, the disulfide bonds are reduced to produce a linear, biologically active peptide. This strategy was applied to generate a cell-permeable bicyclic peptidyl inhibitor against the NEMO-IKK interaction.
• US4297513A
  申请人：——

  公开号：US4297513A

  公开（公告）日：1981-10-27
• Neutral ‘3 + 1’ mixed-ligand oxorhenium(V) complexes with tridentate [S,N,S] chelates and aminoalkanethiols: synthesis, characterization and structure determination ‡
  作者：Matthias Friebe、Hartmut Spies、Wilhelm Seichter、Peter Leibnitz、Bernd Johannsen

  DOI：10.1039/b001600o

  日期：——

  ‘3 + 1’ Oxorhenium(V) complexes [ReO(SN(R′)S)(SR)] (R′ = Me, Et, Pr or Bu; SR = aminoalkane thiolate) have been synthesized by ligand exchange at trans-trichloromonooxo-bis(triphenylphosphine)rhenium(V) with a mixture of HSN(R′)SH and RSH in alkaline methanolic solution. The complexes were purified by column chromatography and characterized by elemental analysis, mass and IR spectroscopy and for selected compounds by 1H NMR spectroscopy. The structures of those complexes have been determined by X-ray diffraction analysis and revealed a change in the co-ordination geometry from square pyramidal to trigonal bipyramidal, depending on the chelating (SN(R′)S) moiety. The alkyl group (R′) was found to be arranged “syn” to the oxorhenium group.

  �3+1�氧铼(V)络合物[ReO(SN(R�2)S)(SR)]（R�2=Me、Et、Pr或Bu；SR=氨基烷硫醇盐）通过反式三氯单氧代-双(三苯基膦)铼(V)与HSN(R-)SH和RSH的混合物在碱性甲醇溶液中的配体交换合成。通过柱色谱法纯化络合物，并通过元素分析、质谱和红外光谱进行表征，并通过 1 H NMR 光谱对选定的化合物进行表征。这些配合物的结构已通过 X 射线衍射分析确定，并揭示了配位几何形状从方锥体到三角双锥体的变化，具体取决于螯合 (SN(R−)S) 部分。发现烷基(R-2)与氧铼基团排列成-syn-。