4-[[3-[4-(4-methoxyphenyl)piperazine-1-carbonyl]pyridin-2-yl]amino]-N-(5-nitro-1,3-benzothiazol-2-yl)benzenesulfonamide | 1224730-22-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[[3-[4-(4-methoxyphenyl)piperazine-1-carbonyl]pyridin-2-yl]amino]-N-(5-nitro-1,3-benzothiazol-2-yl)benzenesulfonamide
• CAS: 1224730-22-6
• 化学式: C₃₀H₂₇N₇O₆S₂
• 分子量: 645.72
• InChiKey: NZHXLLXDSHEIMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  199
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1-(4-甲氧基苯基)哌嗪 、 2-((4-(N-(5-nitrobenzo[d]thiazol-2-yl)sulfamoyl)phenyl)amino)nicotinoyl chloride 在 吡啶 作用下， 反应 1.5h， 以61%的产率得到4-[[3-[4-(4-methoxyphenyl)piperazine-1-carbonyl]pyridin-2-yl]amino]-N-(5-nitro-1,3-benzothiazol-2-yl)benzenesulfonamide
  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

文献信息

• Synthesis and antimicrobial studies of new pyridine derivatives
  作者：N. B. Patel、S. N. Agravat

  DOI：10.1007/s10593-010-0432-2

  日期：2009.11

  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.