4-(3-amino-4-nitro-phenyl)-piperazine-1-carboxylic acid diethylamide | 54997-96-5

• 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-amino-4-nitro-phenyl)-piperazine-1-carboxylic acid diethylamide
• 英文别名: 4-(3-amino-4-nitrophenyl)-N,N-diethylpiperazine-1-carboxamide
• CAS: 54997-96-5
• 化学式: C₁₅H₂₃N₅O₃
• 分子量: 321.379
• InChiKey: RVIMEUPMGSDKEA-UHFFFAOYSA-N

物化性质

• 熔点：
  126 °C
• 沸点：
  561.4±50.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  95.95
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(3-amino-4-nitro-phenyl)-piperazine-1-carboxylic acid diethylamide 在 镍 氢气 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以72%的产率得到4-(3,4-diaminophenyl)-N,N-diethylpiperazine-1-carboxamide
  参考文献：
  名称：

  Synthesis and anthelmintic activity of 5(6)-[(benzimidazol-2-yl)carboxamido]- and (4-substituted piperazin-1-yl)benzimidazoles

  摘要：

  The synthesis of alkyl 5(6)-(benzimidazol-2-ylcarbamoyl)benzimidazole-2-carbamates (6, 7), and alkyl 5(6)-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates (31-40) has been carried out. When the compounds were tested for their anthelmintic activity against Ancylostoma ceylanicum in hamsters, Hymenolepis nana in rats, Litomosoides carinii in cotton rats, and Dipetalonema viteae in Mastomys natalensis, methyl 5(6)-(4-benzoylpiperazin-1-yl)benzimidazole-2-carbamate (31), methyl 5(6)-[4-(2-furoyl)piperazin-1-yl]benzimidazole-2-carbamate and methyl 5(6)-[4-[(diethylamino)carbonyl]piperazin-1-yl]benzimidazole- -2-carbamate (36) showed 100% elimination of tapeworms H. nana at three oral doses of 100-250 mg/kg. Compounds 34 and 36 also killed the microfilariae and adult worms of L. carinii in cotton rats at an intraperitoneal dose of 30 mg/kg given for 5 days.

  DOI：

  10.1021/jm00149a036
• 作为产物：
  描述：

  2-硝基-5-(1-哌嗪)苯胺 、 N,N-二乙基氯甲酰胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以68%的产率得到4-(3-amino-4-nitro-phenyl)-piperazine-1-carboxylic acid diethylamide
  参考文献：
  名称：

  Synthesis and anthelmintic activity of 5(6)-[(benzimidazol-2-yl)carboxamido]- and (4-substituted piperazin-1-yl)benzimidazoles

  摘要：

  The synthesis of alkyl 5(6)-(benzimidazol-2-ylcarbamoyl)benzimidazole-2-carbamates (6, 7), and alkyl 5(6)-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates (31-40) has been carried out. When the compounds were tested for their anthelmintic activity against Ancylostoma ceylanicum in hamsters, Hymenolepis nana in rats, Litomosoides carinii in cotton rats, and Dipetalonema viteae in Mastomys natalensis, methyl 5(6)-(4-benzoylpiperazin-1-yl)benzimidazole-2-carbamate (31), methyl 5(6)-[4-(2-furoyl)piperazin-1-yl]benzimidazole-2-carbamate and methyl 5(6)-[4-[(diethylamino)carbonyl]piperazin-1-yl]benzimidazole- -2-carbamate (36) showed 100% elimination of tapeworms H. nana at three oral doses of 100-250 mg/kg. Compounds 34 and 36 also killed the microfilariae and adult worms of L. carinii in cotton rats at an intraperitoneal dose of 30 mg/kg given for 5 days.

  DOI：

  10.1021/jm00149a036

文献信息

• DUBEY, RASHMI;ABUZAR, SYED;SHARMA, SATYAVAN;CHATTERJEE, R. K.;KATIYAR, J.+, J. MED. CHEM., 1985, 28, N 11, 1748-1750
  作者：DUBEY, RASHMI、ABUZAR, SYED、SHARMA, SATYAVAN、CHATTERJEE, R. K.、KATIYAR, J.+

  DOI：——

  日期：——