5,5-bis(4-amino-2-thiabutyl)-3,7-dithianonane-1,9-diamine | 126218-63-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5,5-bis(4-amino-2-thiabutyl)-3,7-dithianonane-1,9-diamine
• 英文别名: tetrakis[((2-aminoethyl)sulfanyl)methyl]methane；2-[3-(2-aminoethylsulfanyl)-2,2-bis(2-aminoethylsulfanylmethyl)propyl]sulfanylethanamine
• CAS: 126218-63-1
• 化学式: C₁₃H₃₂N₄S₄
• 分子量: 372.688
• InChiKey: PFCYXCZTRZBZOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  21.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  104.08
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5,5-bis(4-amino-2-thiabutyl)-3,7-dithianonane-1,9-diamine 在 盐酸 作用下， 以 甲醇 为溶剂， 以100%的产率得到tetra-((2-aminoethyl)thiomethyl)methane hydrochloride
  参考文献：
  名称：

  Precisely Tunable Engineering of Sub-30 nm Monodisperse Oligonucleotide Nanoparticles

  摘要：

  Advancement of RNAi therapies is mainly hindered by the development of efficient delivery vehicles. The ability to create small size (<30 nm) oligonucleotide nanoparticles is essential for many aspects of the delivery process but is often overlooked. In this report, we describe diblock star polymers that can reproducibly complex double-stranded oligonucleotides into monodisperse nanoparticles with 15, 23, or 30 nm in diameter. The polymer nucleic acid nanoparticles have a core-shell architecture with dense PEG brush coating. We characterized these nanoparticles using ITC, DLS, FRET, FCS, TIRF, and TEM. In addition to small size, these nanoparticles have neutral zeta-potentials, making the presented polymer architecture a very attractive platform for investigation of yet poorly studied polyplex size range for siRNA and antisense oligonucleotide delivery applications.

  DOI：

  10.1021/ja408879b
• 作为产物：
  描述：

  tetra-((2-((tert-butoxycarbonyl)amino)ethyl)thiomethyl)methane 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 5,5-bis(4-amino-2-thiabutyl)-3,7-dithianonane-1,9-diamine
  参考文献：
  名称：

  Precisely Tunable Engineering of Sub-30 nm Monodisperse Oligonucleotide Nanoparticles

  摘要：

  Advancement of RNAi therapies is mainly hindered by the development of efficient delivery vehicles. The ability to create small size (<30 nm) oligonucleotide nanoparticles is essential for many aspects of the delivery process but is often overlooked. In this report, we describe diblock star polymers that can reproducibly complex double-stranded oligonucleotides into monodisperse nanoparticles with 15, 23, or 30 nm in diameter. The polymer nucleic acid nanoparticles have a core-shell architecture with dense PEG brush coating. We characterized these nanoparticles using ITC, DLS, FRET, FCS, TIRF, and TEM. In addition to small size, these nanoparticles have neutral zeta-potentials, making the presented polymer architecture a very attractive platform for investigation of yet poorly studied polyplex size range for siRNA and antisense oligonucleotide delivery applications.

  DOI：

  10.1021/ja408879b

文献信息

• Bis-macrocyclic Ligands with Two Ferrocenyl End Groups, and Their Tetranuclear Dicopper(I) Compounds
  作者：Peter Comba、Jürgen Ensling、Philipp Gütlich、Andreas Kühner、Alexander Peters、Hans Pritzkow

  DOI：10.1021/ic981389i

  日期：1999.7.1

  series of bismacrocyclic ligands with two ferrocenyl groups, exo/endo-1,1':1' ',1' "-[1,2,4,5-tetrakis(5-aza-2-thiahexa-5-enyl)benzene]bisferrocene (exo/endo-FeBeFe), 1,1':1' ',1' "-[1,2:1',2'-tetrakis(5-aza-2-thiahexa-5-enyl)ethene]bisferrocene (1,2-FeEnFe), 1,1':1' ',1' "-[1,1':2,2'-tetrakis(5-aza-2-thiahexa-5-enyl)ethene]bisferrocene (1,1-FeEnFe), 1,1':1' ',1' "-[tetrakis(5-aza-2-thiahexa-5-enyl)methane]bisferrocene

  通过X射线结构分析确定了内FeFeFe的分子结构，并通过（1）NMR光谱研究了铜（I）诱导的FeBeFe的外向异构体和内异构体的区分。根据电化学和光谱数据讨论了四核化合物中铜和铁之间的相互作用。
• Synthesis, X-Ray Crystal Structure and Magnetic Studies of a Biscopper(II) Complex of a C-Spiro Binucleating Linear Octadentate Ligand
  作者：TM Donlevy、LR Gahan、TW Hambley、GR Hanson、A Markiewicz、KS Murray、IL Swann、SR Pickering

  DOI：10.1071/ch9901407

  日期：——

  Reaction of the binucleating ligand 5,5-bis(4-amino-2-thiabutyl)-3,7- dithianonane-1,9-diamine (L1) with a copper(II) salt in aqueous solution, and in the presence of lithium dithionate, results in the isolation of a dark blue crystalline solid identified as [Cu2(L1)](S2O6)2.4H2O. Crystals of the complex are triclinic, space group Pī , a 8.227(2), b 13.103(3), c 16.423(4) Ǻ, α 68.68(2), β 86.68(2), γ 75.50(2)°, Z 2, R 0.026 (5039 F). The structure consists of two copper(II) atoms each of which is coordinated through two thioether and two primary amine atoms. The two copper sites are linked through a saturated spiro carbon atom. Each copper atom is also coordinated to one water molecule; one of the copper atoms is coordinated to an oxygen atom of one dithionate anion. Thus, one copper atom is six-coordinate (4+2 tetragonally distorted), and the other is five-coordinate. The intramolecular Cu...Cu distance is 7.127 Ǻ; the shortest intermolecular Cu...Cu distance is 6.591 Ǻ. The angle between the two N2S2 planes is 92.2°. Low-temperature magnetic studies indicate weak intra- and inter-molecular antiferromagnetic interactions with a singlet-triplet splitting 2J of -10 cm-1 and a θ of -5 K. E.p.r. studies indicate a magnetic dipole-dipole interaction between the two copper(II) sites and a weak intermolecular antiferromagnetic interaction.

  双核配体 5,5-双（4-氨基-2-硫代丁基）-3,7-二噻壬烷-1,9-二胺（L1）在水溶液中与铜(II)盐反应，并在二硫酸锂存在下，分离出一种深蓝色结晶固体，名为[Cu2(L1)](S2O6)2.4H2O。该复合物晶体为三棱体，空间群 Pī ，a 8.227(2)，b 13.103(3)，c 16.423(4) Ǻ，α 68.68(2)，β 86.68(2)，γ 75.50(2)°，Z 2，R 0.026 (5039 F)。该结构由两个铜（II）原子组成，每个铜（II）原子通过两个硫醚原子和两个伯胺原子配位。两个铜位点通过一个饱和螺碳原子相连。每个铜原子还与一个水分子配位；其中一个铜原子与一个二硫酸阴离子的氧原子配位。因此，一个铜原子是六配位（4+2 四边畸变），另一个是五配位。分子内的 Cu...Cu 间距为 7.127 Ǻ，分子间的 Cu...Cu 间距最短为 6.591 Ǻ。两个 N2S2 平面之间的夹角为 92.2°。低温磁性研究表明，分子内和分子间存在微弱的反铁磁相互作用，单线-三线分裂 2J 为 -10 cm-1，θ 为 -5 K。
• Dicopper(II) Complexes of Spiro Macrobicycles With Aza and Thia Aza Donor Sets
  作者：PV Bernhardt、P Comba、LR Gahan、GA Lawrance

  DOI：10.1071/ch9902035

  日期：——

  Reaction of the dicopper (II) complex of the binucleating ligand 5,5- bis (4-amino-2-azabutyl)-3,7-diazanonane-1,9-diamine with nitroethane and formaldehyde in water gives the respective macrobicyclic and macromonocyclic binucleating ligands 7,21-dimethyl-7,21-dinitro-2,5,9,12,16,19,23,26-octaazaspiro[13.13] heptacosane and 6,6-bis(4- amino-2-azabutyl)-13-methyl-13-nitro-1,4,8,11-tetraazacyclotetradecane , both as their dicopper (II) complexes. Similarly, condensation of the dicopper (II) complex of 5,5-bis(4-amino- 2-thiabutyl)-3,7-dithianonane-1,9-diamine with nitroethane and formaldehyde results in the binucleating macrobicycle 7,21-dimethyl- 7,21-dinitro-2,12,16,26-tetrathia-5,9,19,23-tetraazaspiro[13.13]-heptacosane. Physical properties of all complexes are reported and comparisons with mononuclear relatives are made. Structural parameters derived from electron paramagnetic resonance spectra are discussed.

  双核配体 5,5- 双(4-氨基-2-氮杂丁基)-3,7-二氮杂壬烷-1,9-二胺的二铜 (II) 复合物与硝基乙烷和甲醛在水中反应，分别得到大双环和大单环双核配体 7,21 二甲基-7,21-二硝基-2,5,9,12,16,19,23,26-八氮杂螺[13.13]庚烷和 6,6-双（4-氨基-2-氮杂丁基）-13-甲基-13-硝基-1,4,8,11-四氮杂环十四烷的二铜（II）络合物。同样，5,5-双（4-氨基-2-噻丁基）-3,7-二硫杂壬烷-1,9-二胺的二（II）络合物与硝基乙烷和甲醛缩合后，会产生双核大环 7,21-二甲基-7,21-二硝基-2,12,16,26-四氮杂-5,9,19,23-四氮杂螺[13.13]-庚烷。报告了所有络合物的物理特性，并与单核近亲进行了比较。还讨论了从电子顺磁共振光谱中得出的结构参数。
• Donlevy, Therese M.; Gahan, Lawrence R.; Hambley, Trevor W., Australian Journal of Chemistry, 1990, vol. 43, p. 1407 - 1420
  作者：Donlevy, Therese M.、Gahan, Lawrence R.、Hambley, Trevor W.、Hanson, Graeme R.、Markiewicz, Andrew、at al.

  DOI：——

  日期：——
• Gahan, Lawrence R.; Donlevy, Therese M.; Hambley, Trevor W., Inorganic Chemistry, 1990, vol. 29, # 7, p. 1451 - 1454
  作者：Gahan, Lawrence R.、Donlevy, Therese M.、Hambley, Trevor W.

  DOI：——

  日期：——