N,N'-bis(6-methylpyridin-2-yl)-2,6-pyridine-dicarboxamide | 99442-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N'-bis(6-methylpyridin-2-yl)-2,6-pyridine-dicarboxamide
• 英文别名: N,N'-bis(6-methyl-2-pyridinyl)-2,6-pyridinedicarboxamide；2,6-Pyridinedicarboxamide, N,N'-bis(6-methyl-2-pyridinyl)-；2-N,6-N-bis(6-methylpyridin-2-yl)pyridine-2,6-dicarboxamide
• CAS: 99442-79-2
• 化学式: C₁₉H₁₇N₅O₂
• 分子量: 347.376
• InChiKey: FTYAXZVFBLQDSD-UHFFFAOYSA-N

物化性质

• 熔点：
  234.2 °C(Solv: methanol (67-56-1))
• 沸点：
  439.8±45.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 N,N'-bis(6-methylpyridin-2-yl)-2,6-pyridine-dicarboxamide 以 甲苯 为溶剂， 以68%的产率得到(6-methylpyridin-1-ium-2-yl)-[6-(6-methylpyridin-2-yl)azanidylcarbonylpyridin-1-ium-2-carbonyl]azanide;ruthenium(2+);triphenylphosphane;dichloride
  参考文献：
  名称：

  Redmore, Seth M.; Rickard, Clifton E.F.; Webb, Simon J., Inorganic Chemistry, 1997, vol. 36, # 21, p. 4743 - 4748

  摘要：

  DOI：
• 作为产物：
  描述：

  吡啶-2,6-二甲酸 在 草酰氯 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 4.0h， 生成 N,N'-bis(6-methylpyridin-2-yl)-2,6-pyridine-dicarboxamide
  参考文献：
  名称：

  Synthetic Hosts for Molecular Recognition of Ureas

  摘要：

  Four hosts (7-10) containing 2,6-bisamidopyridine- and 2,5-bisamidopyrrole-bearing pyridyl or 1,8-naphthyridyl groups have been prepared and their structures studied by a combination of multinuclear NMR spectroscopy and X-ray crystallography. Their behavior in molecular recognition of urea derivatives, including (+)-biotin methyl ester, has been approached by molecular modeling (Monte Carlo conformational search, AMBER force field). The minimum energy values for the complexes are correlated with the experimental binding energies determined by means of H-1 NMR titrations.

  DOI：

  10.1021/jo201191x

文献信息

• 1H and 13C NMR investigations of N,N′-bis(2- and 3-pyridinyl)-2,6-pyridine dicarboxamides
  作者：Netai C. Singha、D.N. Sathyanarayana

  DOI：10.1016/s0022-2860(96)09409-4

  日期：1997.1

  $^IH NMR$ spectra of N,N'-bis(2-pyridinyl)-2,6- pyridinedicarboxamides (1 to 3) and N,N'-bis(3-pyridinyl)-2,6-pyridinedicar- boxamide (4) have been analysed using the COSY spectra. Accurate IH chemical shifts and coupling constants have been obtained from the simulation of the resolution enhanced spectra. $^13}C NMR$ spectra were analysed with the help of HETCORR and proton coupled $^13}C$ spectra

  N,N'-双(2-吡啶基)-2,6-吡啶二甲酰胺(1至3)和N,N'-双(3-吡啶基)-2,6-吡啶二甲酰胺( 4) 已使用 COZY 光谱进行分析。从分辨率增强光谱的模拟中获得了准确的 IH 化学位移和耦合常数。$^13}C NMR$光谱在H​​ETCORR和质子耦合$^13}C$光谱的帮助下进行分析。$^13}C-^H$耦合常数是通过模拟质子耦合$^13}C NMR$谱获得的。从$^1H NMR$谱和NOE增强推断，1～3的两个2-吡啶环与酰胺平面共面，而4的3-吡啶环在酰胺平面外。
• BINIECKI, S.;MODRZEJEWSKA, W.;ROGALA-ZAWADZKA, G., ACTA POL. PHARM., 1985, 42, N 1, 1-3
  作者：BINIECKI, S.、MODRZEJEWSKA, W.、ROGALA-ZAWADZKA, G.

  DOI：——

  日期：——
• Redmore, Seth M.; Rickard, Clifton E.F.; Webb, Simon J., Inorganic Chemistry, 1997, vol. 36, # 21, p. 4743 - 4748
  作者：Redmore, Seth M.、Rickard, Clifton E.F.、Webb, Simon J.、Wright, L. James

  DOI：——

  日期：——
• Synthetic Hosts for Molecular Recognition of Ureas
  作者：Dolores Santa María、M. Ángeles Farrán、M. Ángeles García、Elena Pinilla、M. Rosario Torres、José Elguero、Rosa M. Claramunt

  DOI：10.1021/jo201191x

  日期：2011.8.19

  Four hosts (7-10) containing 2,6-bisamidopyridine- and 2,5-bisamidopyrrole-bearing pyridyl or 1,8-naphthyridyl groups have been prepared and their structures studied by a combination of multinuclear NMR spectroscopy and X-ray crystallography. Their behavior in molecular recognition of urea derivatives, including (+)-biotin methyl ester, has been approached by molecular modeling (Monte Carlo conformational search, AMBER force field). The minimum energy values for the complexes are correlated with the experimental binding energies determined by means of H-1 NMR titrations.