N-(3-nitrophenyl)pyridine-3-carboxamide

• 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: N-(3-nitrophenyl)pyridine-3-carboxamide
• 英文别名: N-(3-nitrophenyl)nicotinamide
• 化学式: C₁₂H₉N₃O₃
• mdl: MFCD00441249
• 分子量: 243.222
• InChiKey: NHQVTLVXDDSCLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3-nitrophenyl)pyridine-3-carboxamide 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成 N-(3-benzamidophenyl)pyridine-3-carboxamide
  参考文献：
  名称：

  Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold

  摘要：

  TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors that avoid the closely related TASK-3 channel has been challenging. In this study, a series of bis-amide derived compounds were found to demonstrate improved TASK-1 selectivity over TASK-3 compared to reported inhibitors. Optimization of a marginally selective hit led to analog 35 which displays a TASK-1 IC50=16 nM with 62-fold selectivity over TASK-3 in an orthogonal electrophysiology assay.

  DOI：

  10.1016/j.bmcl.2014.06.032
• 作为产物：
  描述：

  1-碘-3-硝基苯 、 烟酰胺 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以75%的产率得到N-(3-nitrophenyl)pyridine-3-carboxamide
  参考文献：
  名称：

  纳米磁性负载的硫脲-铜（I）催化剂的合成及其在三唑和苯甲酰胺合成中的应用

  摘要：

  设计并合成了一种新型的纳米磁性负载的硫脲-铜（I）络合物和无机-有机竹本类杂化纳米磁性催化剂。使用傅里叶变换红外光谱，X射线衍射，能量色散X射线分析，透射和扫描电子显微镜，热重分析，氮吸附/解吸，ζ电位和振动样品磁强分析法对制得的纳磁催化剂进行了表征。此外，在温和和生态友好的反应条件下，通过点击和偶联反应，合成的双角色无机-有机杂化催化剂显示出惊人而强大的催化活性。

  DOI：

  10.1002/aoc.3933

文献信息

• Harrington, Philip M., Heterocycles, 1993, vol. 35, # 2, p. 683 - 687
  作者：Harrington, Philip M.

  DOI：——

  日期：——
• A Convenient One-Pot Synthesis and Nematicidal Activity of Nicotinic Acid Amides
  作者：N. Jain、D. Utreja、N. K. Dhillon

  DOI：10.1134/s1070428019060150

  日期：2019.6

  Seven nicotinic acid amides were synthesized by condensation of nicotinic acid adsorbed on silica gel with different aromatic amines. The synthesized compounds were characterized by H-1 and C-13 NMR and IR spectroscopy and screened for their nematicidal activity against root knot nematode Meloidogyne incognita by egg hatching and mortality test. All compounds exhibited significant nematicidal potential as compared to control. Maximum egg hatching inhibition potential was exhibited by N-(4-bromophenyl)nicotinamide while N-(2,4,5-trichlorophenyl)nicotinamide showed the maximum mortality potential.
• Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold
  作者：Daniel P. Flaherty、Denise S. Simpson、Melissa Miller、Brooks E. Maki、Beiyan Zou、Jie Shi、Meng Wu、Owen B. McManus、Jeffrey Aubé、Min Li、Jennifer E. Golden

  DOI：10.1016/j.bmcl.2014.06.032

  日期：2014.8

  TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors that avoid the closely related TASK-3 channel has been challenging. In this study, a series of bis-amide derived compounds were found to demonstrate improved TASK-1 selectivity over TASK-3 compared to reported inhibitors. Optimization of a marginally selective hit led to analog 35 which displays a TASK-1 IC50=16 nM with 62-fold selectivity over TASK-3 in an orthogonal electrophysiology assay.
• Synthesis of nanomagnetic supported thiourea-copper(I) catalyst and its application in the synthesis of triazoles and benzamides
  作者：Leila Mohammadi、Mohammad Ali Zolfigol、Ardeshir Khazaei、Meysam Yarie、Samira Ansari、Saeid Azizian、Maryam Khosravi

  DOI：10.1002/aoc.3933

  日期：2018.1

  A novel nanomagnetic supported thiourea–copper(I) complex and inorganic–organic Takemoto‐like hybrid nanomagnetic catalyst was designed, and synthesized. The prepared naomagnetic catalyst was characterized using Fourier transform infrared spectroscopy, X‐ray diffraction, energy‐dispersive X‐ray analysis, transmission and scanning electron microscopies, thermogravimetry, nitrogen adsorption/desorption

  设计并合成了一种新型的纳米磁性负载的硫脲-铜（I）络合物和无机-有机竹本类杂化纳米磁性催化剂。使用傅里叶变换红外光谱，X射线衍射，能量色散X射线分析，透射和扫描电子显微镜，热重分析，氮吸附/解吸，ζ电位和振动样品磁强分析法对制得的纳磁催化剂进行了表征。此外，在温和和生态友好的反应条件下，通过点击和偶联反应，合成的双角色无机-有机杂化催化剂显示出惊人而强大的催化活性。