2-甲氧基-N-(2-硝基苯基)苯甲酰胺 | 17296-45-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-甲氧基-N-(2-硝基苯基)苯甲酰胺
• 英文名称: 2-methoxyl-N-(2-nitrophenyl)benzamide
• 英文别名: 2-methoxy-N-(2-nitrophenyl)benzamide；2-methoxy-2'-nitrobenzanilide；2-methoxy-benzoic acid-(2-nitro-anilide)；2-Methoxy-benzoesaeure-(2-nitro-anilid)；2-Methoxy-benzoesaeure-<2-nitro-anilid>
• CAS: 17296-45-6
• 化学式: C₁₄H₁₂N₂O₄
• 分子量: 272.26
• InChiKey: OEZOWCXDOFCRTC-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120 °C
• 沸点：
  368.4±27.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲氧基-N-(2-硝基苯基)苯甲酰胺 在 tin(II) chloride dihdyrate 、 三乙胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 17.0h， 生成 2-methoxy-N-(2-(3-(4-nitrophenyl)ureido)phenyl)benzamide
  参考文献：
  名称：

  SAR and Lead Optimization of an HIV-1 Vif-APOBEC3G Axis Inhibitor

  摘要：

  We describe structure activity relationship and optimization studies of RN-18, an HIV-1 Vif-APOBEC3G axis inhibitor. Targeted modifications of RN-18 ring C, ring B, ring A, bridge A B, and bridge B C were performed to identify the crucial structural features, which generated new inhibitors with similar (4g and 4i) and improved (5, 8b, and 11) activities. Two potent water-soluble RN-18 analogues, 17 and 19, are also disclosed, and we describe the results of pharmacological studies with compound 19. The findings described here will be useful in the development of more potent Vif inhibitors and in the design of probes to identify the target protein of RN-18 and its analogues.

  DOI：

  10.1021/ml300037k
• 作为产物：
  描述：

  2-硝基苯胺 、 邻甲氧基苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 7.0h， 以81%的产率得到2-甲氧基-N-(2-硝基苯基)苯甲酰胺
  参考文献：
  名称：

  SAR and Lead Optimization of an HIV-1 Vif-APOBEC3G Axis Inhibitor

  摘要：

  We describe structure activity relationship and optimization studies of RN-18, an HIV-1 Vif-APOBEC3G axis inhibitor. Targeted modifications of RN-18 ring C, ring B, ring A, bridge A B, and bridge B C were performed to identify the crucial structural features, which generated new inhibitors with similar (4g and 4i) and improved (5, 8b, and 11) activities. Two potent water-soluble RN-18 analogues, 17 and 19, are also disclosed, and we describe the results of pharmacological studies with compound 19. The findings described here will be useful in the development of more potent Vif inhibitors and in the design of probes to identify the target protein of RN-18 and its analogues.

  DOI：

  10.1021/ml300037k

文献信息

• CuSO4-mediated decarboxylative C–N cross-coupling of aromatic carboxylic acids with amides and anilines
  作者：Wei-Jian Sheng、Qing Ye、Wu-Bin Yu、Ren-Rong Liu、Meng Xu、Jian-Rong Gao、Yi-Xia Jia

  DOI：10.1016/j.tetlet.2014.12.085

  日期：2015.1

  CuSO4-mediated decarboxylative C-N cross-coupling of aromatic carboxylic acid with amide has been developed, leading to N-arylamides in modest to excellent yields. Anilines bearing electron-withdrawing substituents could also couple efficiently with aromatic carboxylic acids to give diarylamines in good to excellent yields. (C) 2014 Published by Elsevier Ltd.
• Montanari; Passerini, Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1953, vol. 11, p. 42
  作者：Montanari、Passerini

  DOI：——

  日期：——
• Evans, Neil A., Australian Journal of Chemistry, 1981, vol. 34, # 3, p. 691 - 695
  作者：Evans, Neil A.

  DOI：——

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• Verkade et al., Recueil des Travaux Chimiques des Pays-Bas, 1951, vol. 70, p. 127,139
  作者：Verkade et al.

  DOI：——

  日期：——
• Nardi,D. et al., Journal of Heterocyclic Chemistry, 1973, vol. 10, p. 815 - 819
  作者：Nardi,D. et al.

  DOI：——

  日期：——