1-allyl-3-methylimidazolium dinitromethanide | 1260364-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-allyl-3-methylimidazolium dinitromethanide
• CAS: 1260364-71-3
• 化学式: CHN₂O₄*C₇H₁₁N₂
• 分子量: 228.208
• InChiKey: ONUMPHLTEAYUBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95.09
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  1-烯丙基-3-甲基氯化咪唑 、 potassium dinitromethane 以 丙酮 为溶剂， 反应 24.0h， 以91%的产率得到1-allyl-3-methylimidazolium dinitromethanide
  参考文献：
  名称：

  Liquid Dinitromethanide Salts

  摘要：

  The dinitromethanide (DNM) anion is a useful component of room temperature ionic liquids. Eight DNM ionic liquids with substituted imidazolium cations including 1-butyl-3-methylimidazolium (1), 1-allyl-3-methylimidazolium (2), 1-allyl-3-butylimidazolium (3), 1,3-diallylimidazolium (4), 1-(2'-methoxyl)ethyl-3-methylimidazolium (5), 1-(ethoxyl-methyl)-3-methylimidazolium (6), 1-(hydroxyethyl)-3-methylimidazolium (7), and 1,3-dimethylimidazolium (8) were obtained. DNM ionic liquids 1-8 were synthesized by metathesis reactions from the corresponding imidazolium halides with potassium dinitromethanide or silver dinitromethanide. These DNM ionic liquids have been fully characterized by IR NMR, elemental analysis, thermal stability, phase behavior, and viscosity. The molecular structure of 8 was determined by single-crystal X-ray diffraction. Compound 8 crystallizes in, the triclinic space group P (1) over bar, with a density of 1.453 g cm(-3) (a = 7.1402(19) angstrom, b = 9.376(3) angstrom, c = 13.793(4) angstrom, alpha = 103.759(4)degrees, beta = 90.757(4)degrees, gamma = 96.874(4)degrees, V = 889.6(4) angstrom(3), and Z = 4). Delocalization of both the DNM anion and dimethylimidazolium cation was found from the single-crystal structure data of 8. The heats of formation of 1-8 along with their detonation properties were investigated and analyzed. Their sensitivities toward impact were determined by BAM standards and found to be impact-insensitive (>40 J). The DNM-containing ionic liquids 1-7 are liquids at room temperature with desirable low viscosities. The temperature dependence of the viscosities for 1-7 was studied. These DNM ionic liquids were found to be a significant feature of glass-forming liquids. They also exhibit good liquid characteristics with desirable long liquidus ranges of more than 200 degrees C.

  DOI：

  10.1021/ic101959r

文献信息

• Zinc(II)cyclen–peptide conjugates interacting with the weak effector binding state of Ras
  作者：Florian Schmidt、Ina C. Rosnizeck、Michael Spoerner、Hans Robert Kalbitzer、Burkhard König

  DOI：10.1016/j.ica.2010.07.067

  日期：2011.1

  obtained from alkyne-azide cycloaddition reactions. NMR investigations of the prepared compounds revealed that the peptide conjugates do not lead to an increase in Ras binding affinity of the metal complex–peptide conjugates. The dinuclear zinc complexes lead to an immediate precipitation of the protein prohibiting spectroscopic investigations of their binding.

  摘要制备了锌（II）环素-肽杂合化合物和双锌（II）环素复合物，作为鸟嘌呤核苷酸结合蛋白Ras的潜在结合剂，该蛋白是细胞信号转导中的重要分子开关。化合物的设计基于先前的观察结果，即锌（II）环素络合物可作为Ras-效应子相互作用抑制剂的先导化合物，因此能够中断Ras诱导的信号转导。锌（II）环素选择性地稳定了活性Ras的构象状态1，这种构象状态与效应蛋白（如Raf激酶）的亲和力大大降低。为了实现此类Ras-Raf相互作用抑制剂的更高结合亲和力，通过固相合成方案制备了衍生自Ras-活化剂SOS序列的具有短肽的锌（II）环素共轭物。从核-叠氮化物环加成反应获得双核双锌（II）环素复合物。所制备化合物的NMR研究表明，肽结合物不会导致金属络合物-肽结合物的Ras结合亲和力增加。双核锌复合物导致蛋白质立即沉淀，从而阻止了对其结合的光谱研究。