5-(4-Benzoylpiperazin-1-yl)-2-nitroaniline | 98526-44-4

• 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: 5-(4-Benzoylpiperazin-1-yl)-2-nitroaniline
• 英文别名: (4-(3-Amino-4-nitrophenyl)piperazin-1-yl)(phenyl)methanone；[4-(3-amino-4-nitrophenyl)piperazin-1-yl]-phenylmethanone
• CAS: 98526-44-4
• 化学式: C₁₇H₁₈N₄O₃
• 分子量: 326.355
• InChiKey: ILBMYGRCVDOHNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  95.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-Benzoylpiperazin-1-yl)-2-nitroaniline 在 镍 氢气 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以78%的产率得到5-(4-Benzoylpiperazin-1-yl)-1,2-phenylenediamine
  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-氯苯胺 、 1-苯甲酰哌嗪 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以37%的产率得到5-(4-Benzoylpiperazin-1-yl)-2-nitroaniline
  参考文献：
  名称：

  Ravina; Sanchez-Alonso; Fueyo, Arzneimittel-Forschung/Drug Research, 1993, vol. 43, # 6, p. 689 - 694

  摘要：

  DOI：

文献信息

• METHODS OF TREATING AMYLOID DISEASE USING ANALOGS OF 1-(4-NITROPHENYL) PIPERAZINE
  申请人：Barden Christopher J.

  公开号：US20110218200A1

  公开（公告）日：2011-09-08

  The present invention is directed to compounds that inhibit amyloid aggregation and methods of treatment there-with.

  本发明涉及抑制淀粉样聚集的化合物及其治疗方法。
• Methods of treating amyloid disease using analogs of 1-(4-nitrophenyl) piperazine
  申请人：Barden Christopher J.

  公开号：US08420640B2

  公开（公告）日：2013-04-16

  The present invention is directed to compounds that inhibit amyloid aggregation and methods of treatment therewith.

  本发明涉及抑制淀粉样聚集的化合物及其治疗方法。
• Synthesis and anthelmintic activity of 5(6)-[(benzimidazol-2-yl)carboxamido]- and (4-substituted piperazin-1-yl)benzimidazoles
  作者：Rashmi Dubey、Syed Abuzar、Satyavan Sharma、R. K. Chatterjee、J. C. Katiyar

  DOI：10.1021/jm00149a036

  日期：1985.11

  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.
• 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：——
• COMPOSITIONS AND METHODS OF TREATING AMYLOID DISEASE
  申请人：Treventis Corporation

  公开号：EP2320897A1

  公开（公告）日：2011-05-18