2-(1-methyl-1H-1,2,4-triazol-5-yl)ethan-1-amine | 856862-33-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(1-methyl-1H-1,2,4-triazol-5-yl)ethan-1-amine
• 英文别名: 2-(2-methyl-2H-[1,2,4]triazol-3-yl)-ethylamine；2-(2-Methyl-2H-[1,2,4]triazol-3-yl)-aethylamin；2-(1-Methyl-1H-1,2,4-triazol-5-yl)ethanamine；2-(2-methyl-1,2,4-triazol-3-yl)ethanamine
• CAS: 856862-33-4
• 化学式: C₅H₁₀N₄
• mdl: MFCD09971197
• 分子量: 126.161
• InChiKey: PSVMALBLCATEMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-methyl-1H-1,2,4-triazol-5-yl)ethan-1-amine 、 1-(3-(1H-indol-2-yl)phenyl)piperidin-4-one 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 14.0h， 以52%的产率得到1-(3-(1H-indol-2-yl)phenyl)-N-(2-(1-methyl-1H-1,2,4-triazol-5-yl)ethyl)piperidin-4-amine
  参考文献：
  名称：

  Optimization of Phenyl Indole Inhibitors of the AAA+ ATPase p97

  摘要：

  Optimization of the side-chain of a phenyl indole scaffold identified from a high-throughput screening campaign for inhibitors of the AAA+ ATPase p97 is reported. The addition of an N-alkyl piperazine led to high potency of this series in a biochemical assay, activity in cell-based assays, and excellent pharmaceutical properties. Molecular modeling based on a subsequently obtained cryo-EM structure of p97 in complex with a phenyl indole was used to rationalize the potency of these allosteric inhibitors.

  DOI：

  10.1021/acsmedchemlett.8b00372
• 作为产物：
  描述：

  N-[2-(1H-[1,2,4]triazol-3-yl)-ethyl]-phthalimide 、 碘甲烷 生成 2-(1-methyl-1H-[1,2,4]triazol-3-yl)-ethylamine 、 2-(1-methyl-1H-1,2,4-triazol-5-yl)ethan-1-amine
  参考文献：
  名称：

  Isomeric and Nuclear-substituted β-Aminoethyl-1,2,4-triazoles

  摘要：

  DOI：

  10.1021/ja01608a028

文献信息

• Optimization of Phenyl Indole Inhibitors of the AAA+ ATPase p97
  作者：Matthew G. LaPorte、James C. Burnett、Raffaele Colombo、Stacie L. Bulfer、Celeste Alverez、Tsui-Fen Chou、R. Jeffrey Neitz、Neal Green、William J. Moore、Zhizhou Yue、Shan Li、Michelle R. Arkin、Peter Wipf、Donna M. Huryn

  DOI：10.1021/acsmedchemlett.8b00372

  日期：2018.11.8

  Optimization of the side-chain of a phenyl indole scaffold identified from a high-throughput screening campaign for inhibitors of the AAA+ ATPase p97 is reported. The addition of an N-alkyl piperazine led to high potency of this series in a biochemical assay, activity in cell-based assays, and excellent pharmaceutical properties. Molecular modeling based on a subsequently obtained cryo-EM structure of p97 in complex with a phenyl indole was used to rationalize the potency of these allosteric inhibitors.
• Isomeric and Nuclear-substituted β-Aminoethyl-1,2,4-triazoles
  作者：C. Ainsworth、R. G. Jones

  DOI：10.1021/ja01608a028

  日期：1955.2.1