2-((4-(N-(6-methylbenzo[d]thiazol-2-yl)sulfamoyl)phenyl)amino)nicotinic acid | 1042676-19-6

• 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: 2-((4-(N-(6-methylbenzo[d]thiazol-2-yl)sulfamoyl)phenyl)amino)nicotinic acid
• CAS: 1042676-19-6
• 化学式: C₂₀H₁₆N₄O₄S₂
• 分子量: 440.503
• InChiKey: NBEQYUUSLBTWHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  121.28
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-((4-(N-(6-methylbenzo[d]thiazol-2-yl)sulfamoyl)phenyl)amino)nicotinic acid 在 氯化亚砜 作用下， 生成 2-((4-(N-(6-methylbenzo[d]thiazol-2-yl)sulfamoyl)phenyl)amino)nicotinoyl chloride
  参考文献：
  名称：

  Synthesis and antimicrobial studies of new pyridine derivatives

  摘要：

  2-(p-Acetylaminobenzenesulfonylamido)-substituted benzothiazoles were prepared from 2-amino-substituted benzothiazoles and p-acetamidobenzenesulfonyl chloride using a mixture of pyridine and Ac2O, which formed an electrophilic N-acetyl-pyridinium complex facilitating condensation to give the desired products by removal of HCl. 2-[4-(Substituted benzothiazol-2-yl)aminosulfonylanilino]pyridine-3-carboxylic acids (synthesized from 2-chloropyridine-3-carboxylic acid and the corresponding substituted 2-(p-aminobenzenesulfonylamido)benzothiazole in 2-ethoxyethanol using Cu-powder and K2CO3)were then converted to acid chlorides, which on further reaction with piperazine and 4-methoxyphenylpiperazine yielded the corresponding 2-[4-(substituted benzothiazol-2-yl)aminosulfonyl]anilino-3-(piperazinocarbonyl)pyridine and 2-[4-(substituted benzothiazol-2-yl)aminosulfonyl]anilino-3-[(4-methoxyphenyl)piperazin-1-yl-carbonyl]pyridine. The structures of the new compounds have been established on the basis of their elemental analyses as well as IR, H-1 NMR, and mass-spectral data. All the compounds have been screened for antimicrobial activity and found to possess considerable antibacterial activity.

  DOI：

  10.1007/s10593-010-0432-2
• 作为产物：
  描述：

  2-氯烟酸 、 4-氨基-N-(6-甲基-1,3-苯并噻唑-2-基)苯磺酰胺 在 铜 、 potassium carbonate 作用下， 以 乙二醇乙醚 为溶剂， 反应 5.0h， 以64%的产率得到2-((4-(N-(6-methylbenzo[d]thiazol-2-yl)sulfamoyl)phenyl)amino)nicotinic acid
  参考文献：
  名称：

  Synthesis and antimicrobial studies of new pyridine derivatives

  摘要：

  2-(p-Acetylaminobenzenesulfonylamido)-substituted benzothiazoles were prepared from 2-amino-substituted benzothiazoles and p-acetamidobenzenesulfonyl chloride using a mixture of pyridine and Ac2O, which formed an electrophilic N-acetyl-pyridinium complex facilitating condensation to give the desired products by removal of HCl. 2-[4-(Substituted benzothiazol-2-yl)aminosulfonylanilino]pyridine-3-carboxylic acids (synthesized from 2-chloropyridine-3-carboxylic acid and the corresponding substituted 2-(p-aminobenzenesulfonylamido)benzothiazole in 2-ethoxyethanol using Cu-powder and K2CO3)were then converted to acid chlorides, which on further reaction with piperazine and 4-methoxyphenylpiperazine yielded the corresponding 2-[4-(substituted benzothiazol-2-yl)aminosulfonyl]anilino-3-(piperazinocarbonyl)pyridine and 2-[4-(substituted benzothiazol-2-yl)aminosulfonyl]anilino-3-[(4-methoxyphenyl)piperazin-1-yl-carbonyl]pyridine. The structures of the new compounds have been established on the basis of their elemental analyses as well as IR, H-1 NMR, and mass-spectral data. All the compounds have been screened for antimicrobial activity and found to possess considerable antibacterial activity.

  DOI：

  10.1007/s10593-010-0432-2