3-氨基咪唑并[1,2-a]吡啶-2-甲醛 | 857350-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 中文名称: 3-氨基咪唑并[1,2-a]吡啶-2-甲醛
• 英文名称: 2-formyl-3-aminoimidazo[1,2-a]pyridine
• 英文别名: 3-amino-2-formylimidazo[1,2-a]pyridine；3-Aminoimidazo[1,2-a]pyridine-2-carbaldehyde
• CAS: 857350-33-5
• 化学式: C₈H₇N₃O
• 分子量: 161.163
• InChiKey: FTPHGCVADNPHCB-UHFFFAOYSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 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：
  60.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-氨基咪唑并[1,2-a]吡啶-2-甲醛 在 四氢吡咯 、 硫酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 49.0h， 生成 ethyl 4a,5,11-triazabenzo[b]fluorene-8-carboxylate
  参考文献：
  名称：

  Synthesis of Polyfused Heterocycle Derivatives Containing the Dipyridoimidazole Core by Friedländer’s Reaction: Access to Analogs of Ellipticine

  摘要：

  DOI：

  10.3987/com-05-10354
• 作为产物：
  描述：

  2-hydroxymethyl-3-nitroimidazo[1,2-a]pyridine 在 manganese oxide 、 tin 、 氢溴酸 、 silica gel 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 6.0h， 生成 3-氨基咪唑并[1,2-a]吡啶-2-甲醛
  参考文献：
  名称：

  Synthesis of Polyfused Heterocycle Derivatives Containing the Dipyridoimidazole Core by Friedländer’s Reaction: Access to Analogs of Ellipticine

  摘要：

  DOI：

  10.3987/com-05-10354

文献信息

• 3-(imidazo[1,2- a :5,4- b ′]dipyridin-2-yl)aniline inhibits pestivirus replication by targeting a hot spot drug binding pocket in the RNA-dependent RNA polymerase
  作者：Simone Musiu、Pieter Leyssen、Mathy Froeyen、Jean-Michel Chezal、Johan Neyts、Jan Paeshuyse

  DOI：10.1016/j.antiviral.2016.03.007

  日期：2016.5

  The compound 3-(imidazo[1,2-a:5,4-b']dipyridin-2-yl)aniline (CF02334) was identified as a selective inhibitor of the cytopathic effect (CPE) caused by bovine viral diarrhea virus (BVDV) in a virus-cell-based assay. The EC50-values for inhibition of CPE, viral RNA synthesis and the production of infectious virus progeny were 13.0 +/- 0.6 mu M, 2.6 +/- 0.9 mu M and 17.8 +/- 0.6 mu M, respectively. CF02334 was found to be inactive in the hepatitis C subgenomic replicon system. CF02334-resistant BVDV was obtained and was found to carry the N264D mutation in the viral RNA-dependent RNA polymerase (RdRp). Molecular modeling revealed that N264D is located in a small cavity near the fingertip domain of the pestivirus polymerase. CF02334-resistant BVDV was proven to be cross-resistant to BPIP, AG110 and LZ37, inhibitors that have previously been described to target the same region of the BVDV RdRp. CF02334 did not inhibit the in vitro activity of recombinant BVDV RdRp, but did inhibit the activity of BVDV replication complexes. Taken together, these observations indicate that CF02334 likely interacts with the fingertip of the pestivirus RdRp at the same position as BPIP, AG110 and 1237, which marks this region of the viral polymerase as a "hot spot" for inhibition of pestivirus replication. (C) 2016 Elsevier B.V. All rights reserved.
• Synthesis of Polyfused Heterocycle Derivatives Containing the Dipyridoimidazole Core by Friedländer’s Reaction: Access to Analogs of Ellipticine
  作者：Jean-Claude Teulade、Nicolas Desbois、Jean-Michel Chezal、Florence Fauvelle、Jean-Claude Debouzy、Claire Lartigue、Alain Gueiffier、Yves Blache、Emmanuel Moreau、Jean-Claude Madelmont、Olivier Chavignon

  DOI：10.3987/com-05-10354

  日期：——