bisdesoxy cyadox | 119143-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: bisdesoxy cyadox
• 英文别名: 2-cyano-N-(quinoxalin-2-ylmethylideneamino)acetamide
• CAS: 119143-48-5
• 化学式: C₁₂H₉N₅O
• 分子量: 239.236
• InChiKey: HMAUMHGROVYCDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  91
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻苯二胺 在 selenium(IV) oxide 、 sodium hydrogen sulfate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 8.83h， 生成 bisdesoxy cyadox
  参考文献：
  名称：

  Combined theoretical and experimental study on the molecular structure, FT-IR, and NMR spectra of cyadox and 1,4-bisdesoxycyadox

  摘要：

  1,4-Bisdesoxycyadox, a deoxidized metabolite of cyadox, was synthesised and characterized. Structural and conformational analyses were performed using theoretical calculations employing density functional theory (DFT). The molecular geometry was optimized using B3LYP method with 6-311+G(d,p) basis set and then it was compared with X-ray diffraction data of similar molecular compounds. From the optimized geometry of the molecule, vibrational frequencies of the title compounds were calculated via B3LYP/6-311+G(d,p) approach. The H-1 and C-13 NMR chemical shift were calculated by gauge-including atomic orbital method with B3LYP/6-311++G(2df,2pd) approach. Comparison of the experimental and calculated 1H and 13C chemical shifts resulted in the reliable assignment of cyadox and 1,4-bisdesoxycyadox. The first, second, total, and mean N-O bond dissociation enthalpies were also obtained theoretically. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.09.030

文献信息

• Combined theoretical and experimental study on the molecular structure, FT-IR, and NMR spectra of cyadox and 1,4-bisdesoxycyadox
  作者：Zongyang Li、Jiaheng Zhang、Yubo Li、Haixiang Gao

  DOI：10.1016/j.molstruc.2012.09.030

  日期：2013.3

  1,4-Bisdesoxycyadox, a deoxidized metabolite of cyadox, was synthesised and characterized. Structural and conformational analyses were performed using theoretical calculations employing density functional theory (DFT). The molecular geometry was optimized using B3LYP method with 6-311+G(d,p) basis set and then it was compared with X-ray diffraction data of similar molecular compounds. From the optimized geometry of the molecule, vibrational frequencies of the title compounds were calculated via B3LYP/6-311+G(d,p) approach. The H-1 and C-13 NMR chemical shift were calculated by gauge-including atomic orbital method with B3LYP/6-311++G(2df,2pd) approach. Comparison of the experimental and calculated 1H and 13C chemical shifts resulted in the reliable assignment of cyadox and 1,4-bisdesoxycyadox. The first, second, total, and mean N-O bond dissociation enthalpies were also obtained theoretically. (c) 2012 Elsevier B.V. All rights reserved.