N1-(6-methoxyquinolin-4-yl)propane-1,3-diamine | 1256837-81-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N1-(6-methoxyquinolin-4-yl)propane-1,3-diamine
• 英文别名: N'-(6-methoxyquinolin-4-yl)propane-1,3-diamine
• CAS: 1256837-81-6
• 化学式: C₁₃H₁₇N₃O
• 分子量: 231.297
• InChiKey: RJZOTUAURIVFGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-二甲氧基-1,4-苯醌 、 N1-(6-methoxyquinolin-4-yl)propane-1,3-diamine 、 三氟乙酸 以 乙醇 、 乙醚 为溶剂， 反应 5.0h， 以88%的产率得到2,5-bis[3-(6-methoxyquinolin-4-ylamino)propylamino]cyclohexa-2,5-diene-1,4-dione bis(trifluoroacetate)
  参考文献：
  名称：

  Parallel Synthesis, Evaluation, and Preliminary Structure−Activity Relationship of 2,5-Diamino-1,4-benzoquinones as a Novel Class of Bivalent Anti-Prion Compound

  摘要：

  A library of 11 entries, featuring a 2,5-diamino-1,4-benzoquinones nucleus as spacer connecting two aromatic prion recognition motifs, was designed and evaluated against prion infection. Notably. 6-chloro-1,2,3,4-tetrithydroacridine 10 showed an EC50 of 0.17 mu M, which was lower than that displayed by reference compound BiCappa. More importantly, 10 possessed the capability to contrast prion fibril formation and oxidative stress, together with a low cytotoxicity. This study further corroborates the bivalent strategy as a viable approach to the rational design of anti-prion chemical probes.

  DOI：

  10.1021/jm100882t
• 作为产物：
  描述：

  4-氯-6-甲氧基喹啉 、 1,3-丙二胺 在 sodium iodide 作用下， 以 苯酚 为溶剂， 反应 6.0h， 以70%的产率得到N1-(6-methoxyquinolin-4-yl)propane-1,3-diamine
  参考文献：
  名称：

  Parallel Synthesis, Evaluation, and Preliminary Structure−Activity Relationship of 2,5-Diamino-1,4-benzoquinones as a Novel Class of Bivalent Anti-Prion Compound

  摘要：

  A library of 11 entries, featuring a 2,5-diamino-1,4-benzoquinones nucleus as spacer connecting two aromatic prion recognition motifs, was designed and evaluated against prion infection. Notably. 6-chloro-1,2,3,4-tetrithydroacridine 10 showed an EC50 of 0.17 mu M, which was lower than that displayed by reference compound BiCappa. More importantly, 10 possessed the capability to contrast prion fibril formation and oxidative stress, together with a low cytotoxicity. This study further corroborates the bivalent strategy as a viable approach to the rational design of anti-prion chemical probes.

  DOI：

  10.1021/jm100882t

文献信息

• Parallel Synthesis, Evaluation, and Preliminary Structure−Activity Relationship of 2,5-Diamino-1,4-benzoquinones as a Novel Class of Bivalent Anti-Prion Compound
  作者：Salvatore Bongarzone、Hoang Ngoc Ai Tran、Andrea Cavalli、Marinella Roberti、Paolo Carloni、Giuseppe Legname、Maria Laura Bolognesi

  DOI：10.1021/jm100882t

  日期：2010.11.25

  A library of 11 entries, featuring a 2,5-diamino-1,4-benzoquinones nucleus as spacer connecting two aromatic prion recognition motifs, was designed and evaluated against prion infection. Notably. 6-chloro-1,2,3,4-tetrithydroacridine 10 showed an EC50 of 0.17 mu M, which was lower than that displayed by reference compound BiCappa. More importantly, 10 possessed the capability to contrast prion fibril formation and oxidative stress, together with a low cytotoxicity. This study further corroborates the bivalent strategy as a viable approach to the rational design of anti-prion chemical probes.