N,N'-bis(antipyrilmethyl)-1,2-diaminoethan | 159928-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N'-bis(antipyrilmethyl)-1,2-diaminoethan
• 英文别名: N,N'-tetra(antipyryl-4-methyl)-1,2-ethanediamine；N,N'-tetrakis(antipyrylmethyl)-1,2-diaminoethane；N,N'-tetra-(antipyryl-methyl)-1,2-ethanediamine；N,N'-tetra(antipyrylmethyl)-1,2-diainoethane；tetrakis-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylmethyl)-ethylenediamine；Tetrakis-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylmethyl)-aethylendiamin；N,N,N',N'-tetra(antipyryl-4-methylene)-1,2-ethane-diamine；N,N'-tetra(4-antipyrylmethyl)-1,2-diaminoethane；4-[[2-[Bis[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)methyl]amino]ethyl-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)methyl]amino]methyl]-1,5-dimethyl-2-phenylpyrazol-3-one
• CAS: 159928-82-2
• 化学式: C₅₀H₅₆N₁₀O₄
• 分子量: 861.059
• InChiKey: AIYLNURRSIUASS-UHFFFAOYSA-N

物化性质

• 沸点：
  877.7±75.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  64
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-氨基苯并噻唑 、 sodium perchlorate 、 N,N'-bis(antipyrilmethyl)-1,2-diaminoethan 在 copper halide 作用下， 以 甲醇 为溶剂， 生成 Cu2(N,N'-tetra(antipyrylmethyl)-1,2-diainoethane)(2-aminobenzothiazole)2(ClO4)4
  参考文献：
  名称：

  Labadi; Tudose; Fejer, Journal of Thermal Analysis and Calorimetry, 1999, vol. 56, # 2, p. 553 - 559

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 安替比林 、 1,2-diaminoethane dihydrochloride 在 水 作用下， 生成 N,N'-bis(antipyrilmethyl)-1,2-diaminoethan
  参考文献：
  名称：

  Mannich; Kather, Archiv der Pharmazie, 1919, vol. 257, p. 32

  摘要：

  DOI：

文献信息

• Thermal behaviour of complexes of antipyrine derivatives II
  作者：I. Labádi、Zs. Czibulya、R. Tudose、O. Costisor

  DOI：10.1007/s10973-005-0462-0

  日期：2004.1

  Parent and mixed ligand complexes of cobalt(II) and copper(II) ions with N,N′-bis-(4-antipyrylmethyl)piperazine or N,N′-tetra(4-antipyryl-methyl)-1,2-diaminoethane or/and imidazole as ligand and ClO4− or SCN− as counterion were synthesised and their thermal behaviour was investigated.

  钴（II）和铜（II）离子与N，N'-双-（4-antipyryl甲基）哌嗪或N，N'-四（4-antipyryl-甲基）-1,2-二氨基乙烷的母体和混合配体配合物或/和咪唑作为配体和C10 4 -或SCN -作为抗衡合成和它们的热行为进行了研究。
• Synthesis, Structure and Spectral Properties of [Ni(TAMEN)](ClO4)2·DMF (TAMEN = N,N′-Tetra(4-antipyryl-methyl)-1,2-diaminoethane), a Mannich Base Complex of Biological Relevance
  作者：Ramona Tudose、Elena-Maria Mosoarca、Ingo Pantenburg、Otilia Costişor、Gerd Meyer

  DOI：10.1002/zaac.200600027

  日期：2006.7

  and its crystal structure was determined by single-crystal X-ray diffraction. It crystallizes with monoclinic symmetry, space group P21/c (no. 14) and unit cell parameters of a = 10.8736(3), b = 10.9560(4), c = 45.820(2) A, β = 90.23(1)°, Z = 4. The TAMEN molecule acts as a hexadentate ligand incorporating a 1,2-diaminoethane bridge in the staggered conformational gauche isomer. The nickel(II) ion is

  合成了新的单核配合物[Ni(TAMEN)](ClO4)2·DMF (TAMEN = N,N'-tetra-(4-antipyrylmethyl)-1,2-diaminoethane)，其晶体结构由单-晶体 X 射线衍射。它以单斜对称结晶，空间群 P21/c (no. 14) 和晶胞参数 a = 10.8736(3), b = 10.9560(4), c = 45.820(2) A, β = 90.23(1)° , Z = 4. TAMEN 分子作为六齿配体，在交错的构象异构体中结合了 1,2-二氨基乙烷桥。镍 (II) 离子八面体配位，金属配体距离范围从 2.023(2) 到 2.145(3) A。电子和振动光谱数据与晶体结构非常吻合。
• A New Copper(II) Complex with the N,N′-Tetra(antipyryl-4-methyl)-1,2-ethanediamine (TAMEN) Ligand: [Cu(TAMEN)](ClO4)2·H2O·DMF
  作者：Ramona Tudose、Ingo Pantenburg、Elena Maria Mosoarca、Gerd Meyer、Otilia Costişor

  DOI：10.1002/zaac.200500254

  日期：2005.9

  (1), its crystal structure as well as the synthesis and the crystal structure of the copper complex [Cu(TAMEN)](ClO4)2·H2O·DMF (2) are reported. C50H56N10O4·2C2H5OH (TAMEN·2EtOH) crystallizes with triclinic symmetry, space group , lattice parameters: a = 877.3(1), b = 1078.1(1), c = 1433.3(2) pm, α = 71.93(1), β = 82.16(1), γ = 84.54(1)° and Z = 1. The copper complex [Cu(TAMEN)](ClO4)2·H2O·DMF also

  曼尼希碱N,N'-四(antipyryl-4-methyl)-1,2-乙二胺(TAMEN)(1)的合成、其晶体结构以及铜配合物[Cu (TAMEN)](ClO4)2·H2O·DMF (2) 被报道。C50H56N10O4·2C2H5OH (TAMEN·2EtOH) 结晶，具有三斜对称性、空间群、晶格参数：a = 877.3(1), b = 1078.1(1), c = 1433.3(2) pm, α = 71.93 82.16(1), γ = 84.54(1)° 和 Z = 1. 铜配合物 [Cu(TAMEN)]( )2· ·DMF 也以三斜对称性、空间群、晶格参数结晶：a = 1279.2( 2), b = 1485.6(2), c = 1513.6(2) pm, α = 98.04(1), β = 101.24(1), γ = 94.66(1)° and Z = 2.铜(II)原子由于强大的
• Mixed-Ligand Complexes of Co(II) and Cu(II) with Pyrazoeon1C Mannich Bases and 2-aminobenzothiazole
  作者：Otilia Costisor、Maria Mracec、Z. Jóri、I. Labádi、W. Linert

  DOI：10.1080/00945710009351848

  日期：2000.9
• Synthesis, structure and cytotoxic activity of mixed-valent Cu(I)/Cu(II) salt containing a pyrazolone derivative as ligand
  作者：Elena Maria Mosoarca、Ingo Pantenburg、Ramona Tudose、Gerd Meyer、Nicolae Calin Popa、Adelina Han、Radostina Alexandrova、Reni Kalfin、Wolfgang Linert、Otilia Costisor

  DOI：10.1016/j.ica.2011.02.035

  日期：2011.5

  The compound [Cu(TAMEN)][Cu(NCS)(2)Cl](DMF)(2) containing the Mannich base N,N'-tetra-(4-antipyrylmethyl)-1,2-diaminoethane (TAMEN), as ligand, was synthesized and characterized by conductometric, magnetic, electronic and infrared spectroscopic properties. The single-crystal X-ray structure shows the presence of two well defined complex units, [Cu(TAMEN)](2+) and [Cu(NCS)Cl-2](2).The complex cation contains copper(II) in the elongated pseudo-octahedral environment created by the N2O4 donor set of TAMEN whereas, the counterion exhibits a pseudo trigonal planar geometry around the Cu(I) ion.Both, the pyrazolonic ligand and the complex have been screened for their cytotoxic activity against human tumor cell lines: glioblastoma multiforme, breast cancer, hepatoma and lung carcinoma. The non-tumor cell lines MDBK (bovine kidney) and BALB/c 3T3 clone 31 (mouse embryo) were also included in the experiments. In contrast to the ligand TAMEN, the [Cu(TAMEN)][Cu(NCS)(2)Cl](DMF)(2) was found to decrease in a time-and concentration-dependent manner the viability of cultured tumor (MCF-7, A549, 8MGBA, Hep G2) and non-tumor (MDBK, BALB/c 3T3) cell lines. (C) 2011 Elsevier B. V. All rights reserved.