4-chloro-3-(1H-pyrrol-1-yl)aniline | 94009-18-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-chloro-3-(1H-pyrrol-1-yl)aniline
• 英文别名: [4-chloro-3-(1H-pyrrol-1-yl)phenyl]amine；4-chloro-3-pyrrol-1-ylaniline
• CAS: 94009-18-4
• 化学式: C₁₀H₉ClN₂
• 分子量: 192.648
• InChiKey: IUNDBWBNNJVRPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  31
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-chloro-3-(1H-pyrrol-1-yl)aniline 在 sodium hydroxide 、 potassium carbonate 作用下， 以 二苯醚 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 6-chloro-1-ethyl-1,4-dihydro-4-oxo-7-(1-pyrryl)quinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Artico; Corelli; Massa, Farmaco, Edizione Scientifica, 1984, vol. 39, # 11, p. 910 - 924

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-5-硝基苯胺 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 0.5h， 生成 4-chloro-3-(1H-pyrrol-1-yl)aniline
  参考文献：
  名称：

  Artico; Corelli; Massa, Farmaco, Edizione Scientifica, 1984, vol. 39, # 11, p. 910 - 924

  摘要：

  DOI：

文献信息

• Dialkylimidazole inhibitors of Trypanosoma cruzi sterol 14α-demethylase as anti-Chagas disease agents
  作者：Praveen Kumar Suryadevara、Kishore Kumar Racherla、Srinivas Olepu、Neil R. Norcross、Hari Babu Tatipaka、Jennifer A. Arif、Joseph D. Planer、Galina I. Lepesheva、Christophe L.M.J. Verlinde、Frederick S. Buckner、Michael H. Gelb

  DOI：10.1016/j.bmcl.2013.08.015

  日期：2013.12

  New dialkylimidazole based sterol 14 alpha-demethylase inhibitors were prepared and tested as potential anti-Trypanosoma cruzi agents. Previous studies had identified compound 2 as the most potent and selective inhibitor against parasite cultures. In addition, animal studies had demonstrated that compound 2 is highly efficacious in the acute model of the disease. However, compound 2 has a high molecular weight and high hydrophobicity, issues addressed here. Systematic modifications were carried out at four positions on the scaffold and several inhibitors were identified which are highly potent (EC50 <1 nM)against T. cruzi in culture. The halogenated derivatives 36j, 36k, and 36p, display excellent activity against T. cruzi amastigotes, with reduced molecular weight and lipophilicity, and exhibit suitable physicochemical properties for an oral drug candidate. (C) 2013 Elsevier Ltd. All rights reserved.
• ARTICO, M.;CORELLI, F.;MASSA, S.;STEFANCICH, G.;PANICO, S.;SIMONETTI, N., FARMACO. ED. SCI., 1984, 39, N 11, 910-924
  作者：ARTICO, M.、CORELLI, F.、MASSA, S.、STEFANCICH, G.、PANICO, S.、SIMONETTI, N.

  DOI：——

  日期：——
• US4617316A
  申请人：——

  公开号：US4617316A

  公开（公告）日：1986-10-14
• Artico; Corelli; Massa, Farmaco, Edizione Scientifica, 1984, vol. 39, # 11, p. 910 - 924
  作者：Artico、Corelli、Massa、Stefancich、Panico、Simonetti

  DOI：——

  日期：——