2-(2-Pyrrolidin-1-ylethylamino)ethanethiol | 177592-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-(2-Pyrrolidin-1-ylethylamino)ethanethiol
• CAS: 177592-90-4
• 化学式: C₈H₁₈N₂S
• 分子量: 174.31
• InChiKey: ILMFYCXCHJVONM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  16.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Pyrrolidin-1-ylethylamino)ethanethiol 、 [(n-C4H9)4N][ReOCl3(o-OC6H4P(C6H5)2)] 以 甲醇 、 二氯甲烷 为溶剂， 以73%的产率得到ReO([(CH2)4NCH2CH2NCH2CH2S][o-OC6H4P(C6H5)2])
  参考文献：
  名称：

  Synthesis and Characterization of Six-Coordinate “3 + 2” Mixed-Ligand Oxorhenium Complexes with the o-Diphenylphosphinophenolato Ligand and Tridentate Coligands of Different N and S Donor Atom Combinations

  摘要：

  A series of octahedral six-coordinate oxorhenium(V) mixed ligand complexes containing the common [ReO(L)](2+) fragment (L = o-OC6H4P(C6H5)(2)] have been synthesized and characterized. Hence, it was shown that the [ReO(L)](2+) moiety can accommodate a variety of tridentate ligands containing a central amine group amenable to deprotonation and different combinations of lateral groups, such as ethylamine, substituted ethylamine, ethylthiol, and ethylthioether arms. In particular, by reaction of equimolar amounts of the pertinent HLn ligands with the [(n-C4H9)(4)N][ReOCl3(L)] precursor in refluxing acetonitrile/methanol or dichloromethane/methanol mixtures, the following series of [ReO(L-n)(L)](+/0) oxorhenium(V) complexes has been generated: ReO{[N(CH2CH2NH2)(2)][o-OC6H4P(C6H5)(2)]}Cl (1); ReO{[(C2H5)(2)NCH2CH2NCH2CH2S][o-OC6H4P(C6H5)(2)]} (2); ReO{[(CH2)(4)NCH2CH2-NCH2CH2S][o-OC6H4P(C6H5)(2)]) (3); and ReO{[C2H5SCH2CH2NCH2CH2S][o-OC6H4P(C6H5)(2)]} (4). The complexes are closed-shell 18-electron oxorhenium species, which adopt octahedral geometries both in solution and in the solid state, as established by conventional physicochemical techniques including multinuclear NMR and single-crystal X-ray diffraction fanalyses.

  DOI：

  10.1021/ic991341k

文献信息

• Papadopoulos; Pelecanou; Pirmettis, Inorganic Chemistry, 1996, vol. 35, # 15, p. 4478 - 4483
  作者：Papadopoulos、Pelecanou、Pirmettis、Spyriounis、Raptopoulou、Terzis、Stassinopoulou、Chiotellis

  DOI：——

  日期：——
• Synthesis and characterization of five-coordinate rhenium(V) and technetium(V) mixed ligand bifunctional complexes carrying the SNS/S or the SNN/S donor atom set. Crystal structure of ReO{[(C2H5)2NCH2CH2N(CH2CH2S)2](p-H2N–PhS)} and ReO{[(CH2)4NCH2CH2NCH2CH2S](p-H2N–PhS)}
  作者：Minas Papadopoulos、Charalabos Tsoukalas、Ioannis Pirmettis、Berthold Nock、Theodosia Maina、Zainul Abedin、Catherine P. Raptopoulou、Aris Terzis、Efstratios Chiotellis

  DOI：10.1016/s0020-1693(98)00330-2

  日期：1999.2

  Two parallel series of bifunctional mixed ligand oxorhenium and oxotechnetium complexes containing the SNS/S or the SNN/S donor atom set are synthesized and characterized in this study. The amine bifunctional anchor is positioned on the common monothiolate p-H2N-Ph-SH coligand, which by reacting in equimolar amounts with a tridentate aminethiolate ligand LH2 [LH2:CH3CH2N(CH2CH2SH)(2), (CH3CH2)(2)NCH2-CH2N(CH2CH2SH)(2), (CH2)(4)NCH2CH2NHCH2CH2SH and (CH3CH2)(2)NCH2CH2NH-CH2CH2SH] and the corresponding oxometal precursor, leads to the generation of these series. Two representative members ReO[(C2H5)(2)NCH2CH2N(CH2CH2S)(2)](p-H2N-PhS)} and ReO[(CH2)(4)NCH2CH2NCH2CH2S](p-H2N-PhS)} are further characterized by crystallographic analysis. The SNS/S analogs adopt a distorted trigonal bipyramidal geometry, while the SNN/S ones prefer a distorted square pyramidal geometry around the metal. Extrapolation of structure at tracer level is investigated by chromatographic methods and is established only for the SNS/S, but not for the SNN/S compounds. Thus, by this initial evaluation, the applicability of the bifunctional SNS/S (but not the SNN/S) system for tagging biomolecules with Tc-99m is demonstrated. (C) 1999 Elsevier Science S.A. All rights reserved.
• Synthesis and Characterization of Mixed-Ligand Oxorhenium Complexes with the SNN Type of Ligand. Isolation of a Novel ReO[SN][S][S] Complex
  作者：A. Rey、I. Pirmettis、M. Pelecanou、M. Papadopoulos、C. P. Raptopoulou、L. Mallo、C. I. Stassinopoulou、A. Terzis、E. Chiotellis、A. León

  DOI：10.1021/ic991491v

  日期：2000.9.18

  A new series of mixed-ligand oxorhenium complexes 4-9, with ligands 1-3 (L1H(2)) containing the SNN donor set and monodentate thiols as coligands (L2H), is reported. All complexes were synthesized using ReOCl3(PPh3)(2) as precursor. They were isolated as crystalline products and characterized by elemental analysis and IR and NMR spectroscopy. The ligands 1 and 2 (general formula RCH2CH2NHCH2CH2SH, where R = N(C2H5)(2) in 1 and pyrrolidin-1-yl in 2) act as tridentate SNN chelates to the ReO3+ core, leaving one open coordination site cis to the oxo group. The fourth coordination site is occupied by a monodentate aromatic thiol which acts as a coligand. Thus, three new "3+1" [SNN][S] oxorhenium complexes 4-6 (general formula ReO[RCH2CH2NCH2CH2S][SX], where R = N(C2H5)(2) and X = phenyl in 4, R = N(C2H5)(2) and X = p-methylphenyl in 5, and R = pyrrolidinlyl and X = p-methylphenyl in 6) were prepared in high yield. Complex 4 adopts an almost perfect square pyramidal geometry (tau = 0.07), while 6 forms a distorted square pyramidal geometry (tau = 0.24). In both complexes 4 and 6, the basal plane is formed by the SNN donor set of the tridentate ligand and the S of the monodentate thiol. On the other hand, the ligand 3, [(CH3)(2)CH](2)NCH2CH2NHCH2CH2SH, acts as a bidentate ligand, probably due to steric hindrance, and it coordinates to the ReO3+ core through the SN atoms, leaving two open coordination sites cis to the oxo group. These two vacant positions are occupied by two molecules of the monodentate thiol coligand, producing a novel type of "2+1+1" [SN][S][S] oxorhenium mixed-ligand complexes 7-9 (general formula ReO[[(CH3)(2)CH](2)NCH2CH2NHCH2CH2S][SX][SX], where X = phenyl in 7, p-methylphenyl in 8, and benzyl in 9). The coordination sphere about rhenium in 7 and 8 consists of the SN donor set of ligand 3, two sulfurs of the two monodentate thiols, and the doubly bonded oxygen atom in a trigonally distorted square pyramidal geometry (tau = 0.44 and 0.45 for 7 and 8, respectively). Detailed NMR assignments were determined for complexes 5 and 8.
• SUBSTITUTED FUSED BI- OR TRI- HETEROCYCLIC COMPOUNDS AS EHMT2 INHIBITORS
  申请人：Epizyme Inc

  公开号：EP3519393B1

  公开（公告）日：2022-05-18