4,4-diethyl-5-((hydroxyimino)methyl)-2-(pyridin-4-yl)-4H-imidazole 3-oxide | 928855-43-0

• 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: 4,4-diethyl-5-((hydroxyimino)methyl)-2-(pyridin-4-yl)-4H-imidazole 3-oxide
• CAS: 928855-43-0
• 化学式: C₁₃H₁₆N₄O₂
• 分子量: 260.296
• InChiKey: KFIAGWRUWGWVLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  83.91
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4,4-diethyl-5-((hydroxyimino)methyl)-2-(pyridin-4-yl)-4H-imidazole 3-oxide 在 三乙胺 、 对甲苯磺酰氯 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 5-(bis(2-hydroxyethyl)amino)-4,4-diethyl-2-(pyridin-4-yl)-4H-imidazole 3-oxide
  参考文献：
  名称：

  Real-time monitoring of drug-induced changes in the stomach acidity of living rats using improved pH-sensitive nitroxides and low-field EPR techniques

  摘要：

  New improved pH-sensitive nitroxides were applied for in vivo studies. An increased stability of the probes towards reduction was achieved by the introduction of the bulky ethyl groups in the vicinity of the paramagnetic N-O fragment. In addition, the range of pH sensitivity of the approach was extended by the synthesis of probes with two ionizable groups, and, therefore, with two pK(a) values. Stability towards reduction and spectral characteristics of the three new probes were determined in vitro using 290 MHz radiofrequency (RF)- and X-band electron paramagnetic resonance (EPR), longitudinally detected EPR (LODEPR), and field-cycled dynamic nuclear polarization (FC-DNP) techniques. The newly synthesized probe, 4-[bis(2-hydroxyethyl)amino]-2-pyridine-4-yl-2,5,5-triethyl-2,5-,dihydro-1H-imidazol-oxyl, was found to be the most appropriate for the application in the stomach due to both higher stability and convenient pH sensitivity range from pH 1.8 to 6. LODEPR, FC-DNP and proton-electron double resonance imaging (PEDRI) techniques were used to detect the nitroxide localization and acidity in the rat stomach. Improved probe characteristics allowed us to follow in vivo the drug-induced perturbation in the stomach acidity and its normalization afterwards during I h or longer period of time. The results show the applicability of the techniques for monitoring drug pharmacology and disease in the living animals. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jmr.2006.06.002
• 作为产物：
  描述：

  3-(hydroxyamino)-3-ethylpentan-2-one hydrochloride 在 ammonium hydroxide 、 亚硝酸异丙酯 、 sodium isopropylate 、 lead dioxide 作用下， 以 乙醇 、 二氯甲烷 、 异丙醇 为溶剂， 反应 36.0h， 生成 4,4-diethyl-5-((hydroxyimino)methyl)-2-(pyridin-4-yl)-4H-imidazole 3-oxide
  参考文献：
  名称：

  Real-time monitoring of drug-induced changes in the stomach acidity of living rats using improved pH-sensitive nitroxides and low-field EPR techniques

  摘要：

  New improved pH-sensitive nitroxides were applied for in vivo studies. An increased stability of the probes towards reduction was achieved by the introduction of the bulky ethyl groups in the vicinity of the paramagnetic N-O fragment. In addition, the range of pH sensitivity of the approach was extended by the synthesis of probes with two ionizable groups, and, therefore, with two pK(a) values. Stability towards reduction and spectral characteristics of the three new probes were determined in vitro using 290 MHz radiofrequency (RF)- and X-band electron paramagnetic resonance (EPR), longitudinally detected EPR (LODEPR), and field-cycled dynamic nuclear polarization (FC-DNP) techniques. The newly synthesized probe, 4-[bis(2-hydroxyethyl)amino]-2-pyridine-4-yl-2,5,5-triethyl-2,5-,dihydro-1H-imidazol-oxyl, was found to be the most appropriate for the application in the stomach due to both higher stability and convenient pH sensitivity range from pH 1.8 to 6. LODEPR, FC-DNP and proton-electron double resonance imaging (PEDRI) techniques were used to detect the nitroxide localization and acidity in the rat stomach. Improved probe characteristics allowed us to follow in vivo the drug-induced perturbation in the stomach acidity and its normalization afterwards during I h or longer period of time. The results show the applicability of the techniques for monitoring drug pharmacology and disease in the living animals. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jmr.2006.06.002