tris((4-methylpiperazin-1-yl)methyl)phosphine | 1243661-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tris((4-methylpiperazin-1-yl)methyl)phosphine
• 英文别名: Tris[(4-methylpiperazin-1-yl)methyl]phosphane；tris[(4-methylpiperazin-1-yl)methyl]phosphane
• CAS: 1243661-39-3
• 化学式: C₁₈H₃₉N₆P
• 分子量: 370.522
• InChiKey: OTXJMSBEUJIPRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  19.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  potassium tetrachloroplatinate(II) 、 tris((4-methylpiperazin-1-yl)methyl)phosphine 以 水 为溶剂， 以68%的产率得到
  参考文献：
  名称：

  Novel complexes of tris(aminomethyl)phosphanes with platinum(II): Structural, spectroscopic, DFT and biological activity studies

  摘要：

  Two new platinum(II) complexes with tris(aminomethyl)phosphanes: [trans-PtCl2{P(CH2N(CH2CH2)(2)-NCH3)(3))(2)] (1Pt) and trans-PtCl2{P(CH2N(CH2CH2)(2)O)(3))(2)] (2Pt) were prepared and characterized with NMR and UV-Vis spectroscopies. Their structures were investigated by X-ray crystallography and DFT methods. TDDFT calculations were employed to interpret the electronic spectra of the complexes. Obtained results are not unequivocal, however population analysis indicate, that the character of HOMO and HOMO-1 orbitals depend strongly on the electron donoring properties of the phosphane ligand. Biological activity of 2Pt complex, which is more stable and more soluble in polar solvents than 1Pt, was examined in vitro on the Vero cell line (IC50 = 12.5 mu M). At higher concentrations it induces apoptosis, probably due to changes of the cell cytoskeleton. Luminescence quenching studies and CD spectroscopy of interactions of 2Pt with HSA and BSA indicate that these albumins bind the complex slightly - without altering their tertiary structures, however HSA interacts with 2Pt noticeably stronger than BSA. It was also found that 2Pt does not cleave supercoiled pUC18 plasmid. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.08.027
• 作为产物：
  描述：

  N-甲基哌嗪 、 四羟甲基氯化磷 在 三乙胺 作用下， 以 水 为溶剂， 反应 1.0h， 以55%的产率得到tris((4-methylpiperazin-1-yl)methyl)phosphine
  参考文献：
  名称：

  含有新的脂族氨基膦配体和二亚胺的碘化 铜（i）配合物-发光性能和抗菌活性†

  摘要：

  新的， 水由P（CH 2 OH）3和烷基哌嗪合成可溶的氨基甲基膦：P（CH 2 N（CH 2 CH 2）2 NCH 3）3（1）和P（CH 2 N（CH 2 CH 2）2 NCH 2 CH 3）3（2）。还获得了文献中已经描述的P（CH 2 N（CH 2 CH 2）2 O）3（3）。分光镜1小时，31 P和13 C NMR分析和的晶体学研究1，2和3表明，所有这些化合物具有类似的结构和光谱性质，几乎不依赖于在分子中的脂肪族环。止痛药碘化铜（I） 与上述膦的配合物，以及 2,2'-联吡啶 （py）：[CuI（bpy）P（CH 2 N（CH 2 CH 2）2 NCH 3）3 ]（1B），[CuI（bpy）P（CH 2 N（CH 2 CH 2）2 NCH 2 CH 3）3 ]（2B），[CuI（bpy）P（CH 2 N（CH 2 CH 2）2 O）3 ]（3B）或1,10-菲咯啉 （苯酚）：[CuI（phen）P（CH

  DOI：

  10.1039/b9nj00636b

文献信息

• Structures, electronic properties and solid state luminescence of Cu(i) iodide complexes with 2,9-dimethyl-1,10-phenanthroline and aliphatic aminomethylphosphines or triphenylphosphine
  作者：Radosław Starosta、Małgorzata Puchalska、Joanna Cybińska、Maciej Barys、Anja V. Mudring

  DOI：10.1039/c0dt01284j

  日期：——

  The luminescent complexes of triphenylphosphine and two interesting aminomethylphosphines: P(CH2N(CH2CH2)2NCH3)3 and P(CH2N(CH2CH2)2O)3 with copper(I) iodide and 2,9-dimethyl-1,10-phenanthroline (dmp): [CuI(dmp)PPh3], [CuI(dmp)P(CH2N(CH2CH2)2NCH3)3] and [CuI(phen)P(CH2N(CH2CH2)2O)3] are presented in this work. These complexes were characterized in solution by means of NMR spectroscopy and their structures

  的发光配合物 三苯膦和两个有趣的氨基甲基膦：P（CH 2 N（CH 2 CH 2）2 NCH 3）3和P（CH 2 N（CH 2 CH 2）2 O）3与碘化铜（I）2,9-二甲基-1,10-菲咯啉（dmp）：[CuI（dmp）PPh 3 ]，[CuI（dmp）P（CH 2 N（CH 2 CH 2）2 NCH 3）3 ]和[CuI （phen）P（CH 2 N（CH 2 CH 2）2 O）3 ]出现在这项工作中。这些配合物在溶液中通过NMR光谱法表征，并且其结构在固态下通过晶体学确定。所有复合物均结晶为离散二聚体，这些二聚体受dmp环之间的π堆积相互作用所束缚。关于Cu（I）中心是伪四面体，显示较小的展平度和较大的摇摆变形。所研究的化合物表现出在固体状态下激烈橙光致发光（发射峰在rt：λ最大= 588-592纳米; τ = 1.7-2.2和6.4-10.0微秒;在77 K：λ最大= 605-612纳米;
• [EN] COMPLEXES OF CU(I) AS ANTITUMOR AGENTS<br/>[FR] COMPLEXES DU CU (I) UTILISÉS COMME AGENTS ANTITUMORAUX
  申请人：UNIV DEGLI STUDI PADOVA

  公开号：WO2022263556A1

  公开（公告）日：2022-12-22

  The invention relates to a Cu(l) complex of Formula (I), wherein L is a ligand of Formula (II), wherein n1, n2, n3 are independently to each other, an integer from 0 to 1, A1, A2 and A3 are independently from each other,- a phenyl optionally substituted with (C1-C3)alkoxy, (C1-C3)alkyl, F, formyl, carboxyl, sulphonyl hydroxyl, hydroxyl, methoxy(C1-C3)alkoxy or - an heterocyclic ring selected from piperazinyl, morpholynyl, thiomorpholynyl, optionally substituted with (C1-C3)alkyl, where the heterocyclic ring is linked with the nitrogen atom to -CH2- residue, with the proviso that when A1, A2 or A3 is optionally substituted phenyl, then n1, n2 or n3, respectively, is 0, and when A1, A2 or A3 is optionally substituted heterocyclic ring, then n1, n2 or n3, respectively, is 1, for use in the treatment of tumours.

  本发明涉及一种公式（I）的Cu（l）配合物，其中L是公式（II）的配体，其中n1，n2，n3彼此独立地是0到1的整数，A1，A2和A3彼此独立地是-苯基（可选地取代（C1-C3）烷氧基，（C1-C3）烷基，F，甲酰基，羧基，磺酰基，羟基，羟基，甲氧基（C1-C3）烷氧基或-从哪种异环戊二氮基，吗啉基，硫代吗啉基，可选地取代（C1-C3）烷基的杂环环，其中杂环环与氮原子连接到-CH2-残基，但是当A1，A2或A3是可选取代的苯基时，n1，n2或n3分别为0，当A1，A2或A3是可选取代的杂环环时，n1，n2或n3分别为1，用于治疗肿瘤。
• Copper(i) iodide complexes containing new aliphatic aminophosphine ligands and diimines—luminescent properties and antibacterial activity
  作者：Radosław Starosta、Magdalena Florek、Jarosław Król、Małgorzata Puchalska、Andrzej Kochel

  DOI：10.1039/b9nj00636b

  日期：——

  spectroscopy also. Molecular structures of 1P·PhCH3 and 3P·0.5Cu2I2(phen)2 were determined from single crystal X-ray diffraction studies. Upon excitation at 470 nm, all complexes in the solid state exhibit red photoluminescence due to charge transfer transition. The luminescence of phen complexes is higher than the luminescence of bpy ones. The presented phosphines and copper(I) complexes were screened

  新的， 水由P（CH 2 OH）3和烷基哌嗪合成可溶的氨基甲基膦：P（CH 2 N（CH 2 CH 2）2 NCH 3）3（1）和P（CH 2 N（CH 2 CH 2）2 NCH 2 CH 3）3（2）。还获得了文献中已经描述的P（CH 2 N（CH 2 CH 2）2 O）3（3）。分光镜1小时，31 P和13 C NMR分析和的晶体学研究1，2和3表明，所有这些化合物具有类似的结构和光谱性质，几乎不依赖于在分子中的脂肪族环。止痛药碘化铜（I） 与上述膦的配合物，以及 2,2'-联吡啶 （py）：[CuI（bpy）P（CH 2 N（CH 2 CH 2）2 NCH 3）3 ]（1B），[CuI（bpy）P（CH 2 N（CH 2 CH 2）2 NCH 2 CH 3）3 ]（2B），[CuI（bpy）P（CH 2 N（CH 2 CH 2）2 O）3 ]（3B）或1,10-菲咯啉 （苯酚）：[CuI（phen）P（CH
• Novel complexes of tris(aminomethyl)phosphanes with platinum(II): Structural, spectroscopic, DFT and biological activity studies
  作者：Radosław Starosta、Aleksandra Bykowska、Maciej Barys、Anna K. Wieliczko、Zdzisław Staroniewicz、Małgorzata Jeżowska-Bojczuk

  DOI：10.1016/j.poly.2011.08.027

  日期：2011.11

  Two new platinum(II) complexes with tris(aminomethyl)phosphanes: [trans-PtCl2P(CH2N(CH2CH2)(2)-NCH3)(3))(2)] (1Pt) and trans-PtCl2P(CH2N(CH2CH2)(2)O)(3))(2)] (2Pt) were prepared and characterized with NMR and UV-Vis spectroscopies. Their structures were investigated by X-ray crystallography and DFT methods. TDDFT calculations were employed to interpret the electronic spectra of the complexes. Obtained results are not unequivocal, however population analysis indicate, that the character of HOMO and HOMO-1 orbitals depend strongly on the electron donoring properties of the phosphane ligand. Biological activity of 2Pt complex, which is more stable and more soluble in polar solvents than 1Pt, was examined in vitro on the Vero cell line (IC50 = 12.5 mu M). At higher concentrations it induces apoptosis, probably due to changes of the cell cytoskeleton. Luminescence quenching studies and CD spectroscopy of interactions of 2Pt with HSA and BSA indicate that these albumins bind the complex slightly - without altering their tertiary structures, however HSA interacts with 2Pt noticeably stronger than BSA. It was also found that 2Pt does not cleave supercoiled pUC18 plasmid. (C) 2011 Elsevier Ltd. All rights reserved.