N(9),N(9')-trimethylene-bisadenine | 22917-79-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N(9),N(9')-trimethylene-bisadenine
• 英文别名: 9,9'-trimethylenediadenine；trimethylene-bis adenine；trimethylene-bisadenine；9H,9'H-9,9'-propane-1,3-diyl-bis-purin-6-ylamine；Ade2C3；9,9'-Trimethylenbisadenin (Ade⁹-C3-Ade⁹)；9,9'Trimethylenbisadenine；9-[3-(6-aminopurin-9-yl)propyl]purin-6-amine
• CAS: 22917-79-9
• 化学式: C₁₃H₁₄N₁₀
• 分子量: 310.321
• InChiKey: BITKQFVFLRURSR-UHFFFAOYSA-N

物化性质

• 沸点：
  696.9±65.0 °C(Predicted)
• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N(9),N(9')-trimethylene-bisadenine 、 cadmium(II) chloride 以 水 为溶剂， 生成
  参考文献：
  名称：

  三亚甲基双腺嘌呤与d10二价阳离子的反应

  摘要：

  Ade 2（CH 2）3 1，[（H-Ade）2（CH 2）3] Cl 2⋅H2 O 2和外球络合物[（H-报道了Ade）2（CH 2）3] 2 [Cd 2 Cl 8（H 2 O）2]·4H 2 O 3（Ade ＝腺嘌呤）。当对三亚甲基双腺嘌呤质子化时，构象的重要变化出现了。两个腺嘌呤部分1之间的蚀变和反构象变为相应的Cl-2和[Cd 2 Cl 8（H 2 O）2] 4-3盐的薄纱和顺式构象。化合物3提供了一种新的二聚[Cd 2 Cl 8（H 2 O）2] 4-阴离子，其中镉（II）具有扭曲的八面体配位，带有两个桥接两个镉原子的顺式氯原子。相应的Zn（II）和Hg（II）盐已通过相似的方法获得。

  DOI：

  10.1016/s0277-5387(98)90351-5
• 作为产物：
  描述：

  1,3-二溴丙烷 、 腺嘌呤 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 N(9),N(9')-trimethylene-bisadenine
  参考文献：
  名称：

  NMR study of 9,9′-(alkane-α,ω-diyl)diadenine

  摘要：

  The relationship between NMR chemical shifts of adenine ring protons of low concentrations of 9,9'-(alkane-alpha,omega-diyl)diadenine and the length of the polymethylene chains has been investigated in buffer solutions at pD 1.0, 7.0 and 13.0 and in organic solvents such as CD3OD, (CF3)(2)CDOD, [H-2(6)]dimethyl sulfoxide and CF3COOD. The chemical shifts were compared with those of 9-(omega-bromoalkyl)adenine.

  DOI：

  10.1039/p29960002695

文献信息

• N9,N9′-polymethylene-bisadenine complexes with d10 metal ions
  作者：Angel García-Raso、Juan J. Fiol、Andrés Tasada、Francisca M. Albertí、Ferran Bádenas、Xavier Solans、Mercè Font-Bardia

  DOI：10.1016/j.poly.2006.09.074

  日期：2007.3

  The reaction of N-9,N-9'-(tri or tetramethylene)-bisadenines (Ade(2)C(x); x = 3 or 4) in HCl 2 M at 50 degrees C with MCl2 center dot 2H(2)O [M = Zn(II), Cd(II)] yields outer sphere compounds like the Previously described [(H-Ade)(2)C-3][ZnCl4] center dot H2O (3) and [(H-Ade)(2)C-3](2)[Cd2Cl8(H2O)(2)] center dot 4H(2)O (4) for Ade(2)C(3) and the new [(H-Ade)(2)C-4][Cd2Cl6(H2O)(2)]center dot 2H(2)O}(n), (5) for Ade(2)C(4). On the other hand, only in case of Zn(II) complexes by changing [HCl] to 0.1 M, the inner sphere compounds [H-(Ade)(2)C-3(ZnCl3)] (6) and [H-(Ade)(2)C-4(ZnCl3)]center dot 1.5H(2)O (7) are obtained. X-ray diffraction study of compound 6, which represents the first inner sphere complex with a N-9,N-9'-bisadenine, shows a zwitterionic form with one adenine ring protonated at N(1) while the other ring is coordinated via N(7) to a ZnCl3 moiety as in other alkyl-adenine derivatives. In addition, with Ade(2)C(4), is also possible to obtain another inner sphere complex: [(H-Ade)(2)C-4(ZnCl3)(2)]center dot 3H(2)O (8). (c) 2006 Elsevier Ltd. All rights reserved.
• Structures of tetrachlorometalates [Zn(II) and Hg(II)] of trimethylene-bisadeninium
  作者：Ángel Garcı́a-Raso、Juan J. Fiol、Ferran Bádenas、Xavier Solans、Mercè Font-Bardia

  DOI：10.1016/s0277-5387(99)00221-1

  日期：1999.10

  The X-ray structure of outer sphere complexes [(H-Ade)(2)(CH2)(3)]ZnCl4-H2O 1 and [(H-Ade)(2)(CH2)(3)]HgCl4. H2O 2 are reported (Ade = adenine). The conformation of the bis-adeninium dication depends on the characteristics of the anion partner. Thus, while in 1, an eclipsed and parallel (based on the direction of the two bis-adeninium moieties) conformation is present; 2 posses a gauche and antiparallel disposition. Although 1 and 2 present identical pattern of hydrogen bonds between the ligand and the tetrachlorometalate(II) anion, stacking interactions between purine rings are observed only in 1. Chelated hydrogen bonds (cis-MCl2... HN+) are not detected. (C) 1999 Elsevier Science Ltd. All rights reserved.
• NMR study of 9,9′-(alkane-α,ω-diyl)diadenine
  作者：Toshio Itahara

  DOI：10.1039/p29960002695

  日期：——

  The relationship between NMR chemical shifts of adenine ring protons of low concentrations of 9,9'-(alkane-alpha,omega-diyl)diadenine and the length of the polymethylene chains has been investigated in buffer solutions at pD 1.0, 7.0 and 13.0 and in organic solvents such as CD3OD, (CF3)(2)CDOD, [H-2(6)]dimethyl sulfoxide and CF3COOD. The chemical shifts were compared with those of 9-(omega-bromoalkyl)adenine.
• Reaction of trimethylene–bisadenine with d10 divalent cations
  作者：Ángel Garcı́a-Raso、Juan J Fiol、Ferran Bádenas、Xavier Solans、Mercè Font-Bardia

  DOI：10.1016/s0277-5387(98)90351-5

  日期：1999.1

  The synthesis, spectroscopic characterisation and X-ray structure determination of Ade 2 (CH 2 ) 3 1 , [(H-Ade) 2 (CH 2 ) 3 ]Cl 2 ⋅H 2 O 2 and the outer sphere complex [(H-Ade) 2 (CH 2 ) 3 ] 2 [Cd 2 Cl 8 (H 2 O) 2 ]⋅4H 2 O 3 are reported (Ade=adenine). An important change of conformation appears when trimethylene–bisadenine is protonated. The eclipsed and anti conformation between the two adenine moieties

  Ade 2（CH 2）3 1，[（H-Ade）2（CH 2）3] Cl 2⋅H2 O 2和外球络合物[（H-报道了Ade）2（CH 2）3] 2 [Cd 2 Cl 8（H 2 O）2]·4H 2 O 3（Ade ＝腺嘌呤）。当对三亚甲基双腺嘌呤质子化时，构象的重要变化出现了。两个腺嘌呤部分1之间的蚀变和反构象变为相应的Cl-2和[Cd 2 Cl 8（H 2 O）2] 4-3盐的薄纱和顺式构象。化合物3提供了一种新的二聚[Cd 2 Cl 8（H 2 O）2] 4-阴离子，其中镉（II）具有扭曲的八面体配位，带有两个桥接两个镉原子的顺式氯原子。相应的Zn（II）和Hg（II）盐已通过相似的方法获得。