2-氯-N-(2-甲氧基苯基)吡啶-3-甲酰胺 | 62636-41-3

• 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-氯-N-(2-甲氧基苯基)吡啶-3-甲酰胺
• 英文名称: 2-chloro-N-(2-methoxyphenyl)nicotinamide
• 英文别名: 2-chloro-N-(2-methoxyphenyl)pyridine-3-carboxamide
• CAS: 62636-41-3
• 化学式: C₁₃H₁₁ClN₂O₂
• mdl: MFCD00438664
• 分子量: 262.696
• InChiKey: NPGKYCBJXJOHHS-UHFFFAOYSA-N

物化性质

• 熔点：
  114-115 °C(Solv: 1-butanol (71-36-3))
• 沸点：
  345.7±37.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯-N-(2-甲氧基苯基)吡啶-3-甲酰胺 、 4-硝基苯硫醇 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以92%的产率得到N-(2-methoxyphenyl)-2-((4-nitrophenyl)thio)nicotinamide
  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-氯烟酸 、 邻甲氧基苯胺 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， 生成 2-氯-N-(2-甲氧基苯基)吡啶-3-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

• [EN] SMALL MOLECULE INHIBITORS OF HISTONE DEACTEYLASES<br/>[FR] INHIBITEURS À PETITE MOLÉCULE D'HISTONE DÉSACÉTYLASES
  申请人：NUPOTENTIAL INC

  公开号：WO2013059582A2

  公开（公告）日：2013-04-25

  The disclosure relates to small molecules and methods, compositions, and kits comprising these small molecules. In still another embodiment, the disclosure relates to small molecules that inhibit HDAC activity. In yet another embodiment, the disclosure relates to small molecules for inhibiting the growth of cancer cells. In still another embodiment, the disclosure relates to small molecules for reprogramming a cell.
• SAR and Lead Optimization of an HIV-1 Vif-APOBEC3G Axis Inhibitor
  作者：Idrees Mohammed、Maloy K. Parai、Xinpeng Jiang、Natalia Sharova、Gatikrushna Singh、Mario Stevenson、Tariq M. Rana

  DOI：10.1021/ml300037k

  日期：2012.6.14

  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.