C-(3-nitrophenyl)-N-tert-butylnitrone | 115995-25-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: C-(3-nitrophenyl)-N-tert-butylnitrone
• 英文别名: N-tert-butyl-1-(3-nitrophenyl)methanimine oxide
• CAS: 115995-25-0
• 化学式: C₁₁H₁₄N₂O₃
• 分子量: 222.244
• InChiKey: ROHHDESMYVSIHT-WQLSENKSSA-N

物化性质

• 熔点：
  102-103 °C
• 沸点：
  358.0±44.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  74.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenylcarbonyloxy radical 、 C-(3-nitrophenyl)-N-tert-butylnitrone 以 苯 为溶剂， 反应 0.05h， 生成
  参考文献：
  名称：

  Abe, Yukino; Seno, Shin-ya; Sakakibara, Kazuhisa, Journal of the Chemical Society. Perkin transactions II, 1991, # 6, p. 897 - 903

  摘要：

  DOI：
• 作为产物：
  描述：

  N-叔丁基羟胺 、 间硝基苯甲醛 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 以92%的产率得到C-(3-nitrophenyl)-N-tert-butylnitrone
  参考文献：
  名称：

  Synthesis and characterization of phenyl-substituted C-phenyl-N-tert-butylnitrones and some of their radical adducts

  摘要：

  Synthesis of C-phenyl-N-tert-butylnitrone (PBN) and several of its analogues with substituents in the 2-, 3-, or 4-position on the phenyl ring is described. While a one-pot reduction/condensation method proved suitable for most compounds, it was necessary to prepare some examples by direct condensation or through oxidation of the appropriate imine. The H-1 NMR data for the 3-X- and 4-X-PBN's can be correlated with the Hammett equation. For the 3-X series DELTA-delta for the alpha-proton correlates best with sigma(+) and has a correlation coefficient of 0.90. For the 4-X series a dual substituent parameter equation using sigma(R)0 gives the best correlation with r = 0.99. The hyperfine splitting constants (hfsc's) of the HO. and HOO. adducts of several substituted PBN's are also included and their correlation with the Hammett equation is discussed.

  DOI：

  10.1021/jo00035a020

文献信息

• Substituent effects on ESR parameters of α-phenyl-N-tert-butylnitrone spin adducts. Resolution enhancement and mass spectrometry
  作者：Kai Pan、Chiou-Rong Lin、Tong-Ing Ho

  DOI：10.1002/mrc.1260310705

  日期：1993.7

  The combination of high‐performance liquid chromatography (HPLC) and ESR spectrometry was used to isolate the free radicals produced by the reaction of a Grignard reagent with 15 substituted α‐Phenyl‐N‐tert‐butylnitrone. Long‐range hyperfine splitting constants (hfsc) were obtained by the resolution enhancement method. Linear correlation studies between hfsc and Hammett σp constants are reported. Dual‐parameter

  高效液相色谱 (HPLC) 和 ESR 光谱法相结合，用于分离格氏试剂与 15 取代的 α-苯基-N-叔丁基硝酮反应产生的自由基。通过分辨率增强方法获得长程超精细分裂常数（hfsc）。报告了 hfsc 和 Hammett σp 常数之间的线性相关性研究。还研究了使用 σR 和 σI 的双参数相关性。报告了 HPLC 分离的自旋加合物的质谱及其碎片模式。
• COMPOSITIONS AND METHODS OF INHIBITING RETINAL DEGENERATION
  申请人：Anderson Robert E.

  公开号：US20130225694A1

  公开（公告）日：2013-08-29

  Nitrone-based compositions are disclosed that may be utilized for the prevention and treatment of a variety of ophthalmic diseases or conditions where RPE65 protein isomerohydrolase is implicated. Methods of production and use of said nitrone-based compositions, as well as pharmaceutical and ophthalmic compositions containing same, are disclosed.

  公开了基于亚硝基的组合物，可用于预防和治疗多种眼科疾病或条件，其中涉及RPE65蛋白异构酶。公开了生产和使用上述亚硝基组合物的方法，以及包含同样组合物的制药和眼科组合物。
• Abe, Yukino; Seno, Shin-ya; Sakakibara, Kazuhisa, Journal of the Chemical Society. Perkin transactions II, 1991, # 6, p. 897 - 903
  作者：Abe, Yukino、Seno, Shin-ya、Sakakibara, Kazuhisa、Hirota, Minoru

  DOI：——

  日期：——
• Synthesis and characterization of phenyl-substituted C-phenyl-N-tert-butylnitrones and some of their radical adducts
  作者：Randall D. Hinton、Edward G. Janzen

  DOI：10.1021/jo00035a020

  日期：1992.4

  Synthesis of C-phenyl-N-tert-butylnitrone (PBN) and several of its analogues with substituents in the 2-, 3-, or 4-position on the phenyl ring is described. While a one-pot reduction/condensation method proved suitable for most compounds, it was necessary to prepare some examples by direct condensation or through oxidation of the appropriate imine. The H-1 NMR data for the 3-X- and 4-X-PBN's can be correlated with the Hammett equation. For the 3-X series DELTA-delta for the alpha-proton correlates best with sigma(+) and has a correlation coefficient of 0.90. For the 4-X series a dual substituent parameter equation using sigma(R)0 gives the best correlation with r = 0.99. The hyperfine splitting constants (hfsc's) of the HO. and HOO. adducts of several substituted PBN's are also included and their correlation with the Hammett equation is discussed.