1-(p-Nitrophenyl)-3-benzoylpyrrole | 124470-04-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(p-Nitrophenyl)-3-benzoylpyrrole
• 英文别名: [1-(4-nitrophenyl)-1H-pyrrol-3-yl](phenyl)methanone；[1-(4-nitrophenyl)pyrrol-3-yl]-phenylmethanone
• CAS: 124470-04-8
• 化学式: C₁₇H₁₂N₂O₃
• 分子量: 292.294
• InChiKey: SBEHKQXUJRKWAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.14
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(p-Nitrophenyl)-3-benzoylpyrrole 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以95%的产率得到[1-(4-nitrophenyl)-1H-pyrrol-3-yl](phenyl)methanol
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of New 1-(Aryl-1H-pyrrolyl)(phenyl)methyl-1H-imidazole Derivatives as Antiprotozoal Agents

  摘要：

  We have designed and synthesized a series of new imidazole-based compounds structurally related to an antiprotozoal agent with nanomolar activity which we identified recently. The new analogues possess micromolar activities against Trypanosoma brucei rhodesiense and Leishmania donovani and nanomolar potency against Plasmodium falciparum. Most of the analogues displayed IC50 within the low nanomolar range against Trypanosoma cruzi, with very high selectivity toward the parasite. Discussion of structure activity relationships and in vitro biological data for the new compounds are provided against a number of different protozoa. The mechanism of action for the most potent derivatives (Si, 6a-c, and 8b) was assessed by a target-based assay using recombinant T. cruzi GYPS1. Bioavailability and efficacy of selected hits were assessed in a T. cruzi mouse model, where 6a and 6b reduced parasitemia in animals >99% following intraperitoneal administration of 25 mg/kg/day dose for 4 consecutive days.

  DOI：

  10.1021/acs.jmedchem.8b01464
• 作为产物：
  描述：

  1-(p-Nitrophenyl)-2-benzoylpyrrole 在 PPA 作用下， 反应 1.0h， 以92%的产率得到1-(p-Nitrophenyl)-3-benzoylpyrrole
  参考文献：
  名称：

  Synthesis and prototropic isomerization of 1-nitrophenyl-2-acylpyrroles

  摘要：

  DOI：

  10.1007/bf00472382

文献信息

• PINA, M. DEL K.;BUDYLIN, V. A.;RODRIGES, M.;BUNDEL, YU. G., XIMIYA GETEROTSIKL. SOED.,(1989) N, S. 324-327
  作者：PINA, M. DEL K.、BUDYLIN, V. A.、RODRIGES, M.、BUNDEL, YU. G.

  DOI：——

  日期：——