3-bromo-2,4,5-triphenyl-1H-pyrrole | 37835-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-bromo-2,4,5-triphenyl-1H-pyrrole
• CAS: 37835-60-2
• 化学式: C₂₂H₁₆BrN
• 分子量: 374.28
• InChiKey: ZRMGUKXLBJRVRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3-bromo-2,4,5-triphenyl-1H-pyrrole 在 乙酸酐 作用下， 生成 1-acetyl-3-bromo-2,4,5-triphenyl-pyrrole
  参考文献：
  名称：

  Giambrone; Sprio, Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1953, vol. 11, p. 99

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4,5-triphenylpyrrole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以65%的产率得到3-bromo-2,4,5-triphenyl-1H-pyrrole
  参考文献：
  名称：

  Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1H-Pyrroles

  摘要：

  An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural product discoipyrrole C as well as HMG-CoA-reductase inhibitor have been successfully synthesized using developed chemistry. The proposed mechanism was supported by control experiments.

  DOI：

  10.1021/acs.orglett.8b03112

文献信息

• Aiello, Enrico; Dattolo, Gaetano; Cirrincione, Girolamo, Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 977 - 979
  作者：Aiello, Enrico、Dattolo, Gaetano、Cirrincione, Girolamo、Almerico, Anna Maria、D'Asdia, Isabella

  DOI：——

  日期：——
• Glycosidopyrroles Part 1. Acyclic derivatives: 1-(2-hydroxyethoxy) methylpyrroles as potential anti-viral agents
  作者：Anna Maria Almerico、Patrizia Diana、Paola Barraja、Gaetano Dattolo、Francesco Mingoia、Anna Giulia Loi、Franca Scintu、Carlo Milia、Ivana Puddu、Paolo La Colla

  DOI：10.1016/s0014-827x(97)00002-5

  日期：1998.1

  Acyclic glycosidopyrroles of type 1, synthesized in good overall yields, were evaluated for anti-viral activity. Compound 10i was found to inhibit the HIV-1 replication at concentrations that were very close to those cytotoxic for MT-4 cells. Compounds 10a,f,i inhibited both strains HSV-1 and HSV-2 at concentrations slightly below those cytotoxic for Vero cells. However for this series of glycosidopyrroles some relationship between calculated log P values and the observed cytotoxicity was found. (C) 1998 Elsevier Science S.A.
• Almerico; Diana; Barraja, Il Farmaco, 1997, vol. 52, # 11, p. 667 - 672
  作者：Almerico、Diana、Barraja、Dattolo

  DOI：——

  日期：——
• Aiello; Giambrone, Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1953, vol. 11, p. 93,96
  作者：Aiello、Giambrone

  DOI：——

  日期：——
• AIELLO, E.;DATTOLO, G.;CIRRINCIONE, G.;ALMERICO, A. M.;DASDIA, I., J. HETEROCYCLIC CHEM., 1982, 19, N 4, 977-979
  作者：AIELLO, E.、DATTOLO, G.、CIRRINCIONE, G.、ALMERICO, A. M.、DASDIA, I.

  DOI：——

  日期：——