ethyl 1-[(5-chloro-2-nitrophenyl)sulfonyl]-1H-pyrrole-2-carboxylate | 180905-82-2

• 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: ethyl 1-[(5-chloro-2-nitrophenyl)sulfonyl]-1H-pyrrole-2-carboxylate
• 英文别名: 1H-Pyrrole-2-carboxylic acid, 1-((5-chloro-2-nitrophenyl)sulfonyl)-, ethyl ester；ethyl 1-(5-chloro-2-nitrophenyl)sulfonylpyrrole-2-carboxylate
• CAS: 180905-82-2
• 化学式: C₁₃H₁₁ClN₂O₆S
• 分子量: 358.759
• InChiKey: ODNJPFDRXSFWLI-UHFFFAOYSA-N

物化性质

• 沸点：
  545.1±60.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 1-[(5-chloro-2-nitrophenyl)sulfonyl]-1H-pyrrole-2-carboxylate 在 铁粉 作用下， 以 溶剂黄146 为溶剂， 生成 1-[(2-amino-5-chlorophenyl)sulfonyl]-2-ethoxycarbonyl-1H-pyrrole
  参考文献：
  名称：

  Reductive Smiles Rearrangement of 1-[(5-Chloro-2-nitrophenyl)- sulfonyl]-1H-pyrrole-2-carbo-hydrazide to 1-Amino-6-chloro-2- (1H-pyrrol-2-yl)benzimidazole

  摘要：

  DOI：

  10.3987/com-00-8970
• 作为产物：
  描述：

  2-(三氯乙酰)吡咯 在 18-冠醚-6 、 potassium tert-butylate 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 6.5h， 生成 ethyl 1-[(5-chloro-2-nitrophenyl)sulfonyl]-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  Reductive Smiles Rearrangement of 1-[(5-Chloro-2-nitrophenyl)- sulfonyl]-1H-pyrrole-2-carbo-hydrazide to 1-Amino-6-chloro-2- (1H-pyrrol-2-yl)benzimidazole

  摘要：

  DOI：

  10.3987/com-00-8970

文献信息

• 5H-pyrrolo[1,2-b][1,2,5]benzothiadiazepines (PBTDs): A novel class of non-nucleoside reverse transcriptase inhibitors
  作者：Marino Artico、Romano Silvestri、Eugenia Pagnozzi、Giorgio Stefancich、Silvio Massa、Anna Giulia Loi、Monica Putzolu、Simona Corrias、Maria Grazia Spiga、Paolo La Colla

  DOI：10.1016/0968-0896(96)00075-2

  日期：1996.6

  With the aim of developing novel inhibitors of human immunodeficiency virus, various derivatives (10-17) related to SH-pyrrolo[1,2-b][1,2,5]benzothiadiazepine (PBTD) were prepared and tested in vitro. The title tricyclic derivatives were obtained by intramolecular cyclization of the open-chain intermediate arylpyrrylsulfones, followed by N-alkylation at position 10. Among test derivatives some 10-alkyl-5H-pyrrolo[1,2-b][1,2,5]benzothiadiazepin-11(10H)-one-5,5-dioxides were found to exert potent and specific activity against HIV-1. In particular, 7-chloro derivatives 11i and j showed a potency comparable to that of nevirapine. However, when the chloro atom was shifted to the 8 position, the related products were scarcely active or totally inactive. Replacement of the pyrrole with pyrrolidine led to inactive products and the reduction of SO2 to S strongly diminished the antiviral potency. PBTD derivatives active in cell cultures were also inhibitory to the recombinant HIV-1 RT in enzyme assays, thus allowing the conclusion that PBTDs are a new class of non-nucleoside reverse transcriptase inhibitors (NNRTIs). Copyright (C) 1996 Elsevier Science Ltd
• Reductive Smiles Rearrangement of 1-[(5-Chloro-2-nitrophenyl)- sulfonyl]-1H-pyrrole-2-carbo-hydrazide to 1-Amino-6-chloro-2- (1H-pyrrol-2-yl)benzimidazole
  作者：Marino Artico、Romano Silvestri、Augusto Pifferi、Gabriella De Martino、Silvio Massa、Carmela Saturnino

  DOI：10.3987/com-00-8970

  日期：——