2-[bis(1,5-dimethyl-1H-pyrazol-3-ylmethyl)amino]ethan-1-ol | 824431-19-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[bis(1,5-dimethyl-1H-pyrazol-3-ylmethyl)amino]ethan-1-ol
• 英文别名: Ethanol, 2-[bis[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]amino]-；2-[bis[(1,5-dimethylpyrazol-3-yl)methyl]amino]ethanol
• CAS: 824431-19-8
• 化学式: C₁₄H₂₃N₅O
• 分子量: 277.37
• InChiKey: OMKSTRPFHOHDTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,5-二甲基-1H-吡唑-3-甲酸乙酯 在 lithium aluminium tetrahydride 、 氯化亚砜 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 2-[bis(1,5-dimethyl-1H-pyrazol-3-ylmethyl)amino]ethan-1-ol
  参考文献：
  名称：

  Synthesis and enzyme inhibitory activities of some new pyrazole-based heterocyclic compounds

  摘要：

  Three tridentate N,N-bis(3,5-dimethylpyrazol-1-ylmethyl)-1-hydroxy-2-aminoethane (2), N,N-bis(3,5-dimethylpyrazol-1-ylmethyl)-cyclohexylamine (3) and 2-[bis(1,5-dimethyl-1H-pyrazol-3-ylmethyl)amino]ethan-1-ol (4) are synthesized and spectroscopically characterized together with 1-hydroxymethyl-3,5-dimethylpyrazole (1). These have been tested in inhibitory activities against various hyperactive enzymes like urease, beta-glucuronidase, phosphodiesterase, alpha-chymotrypsin, acetylcholinesterase and butyrylcholinesterase. Compounds 1, 2 and 3 were found to be selective inhibitors of urease. Compound 4 was found to be selective inhibitor of butyrylcholinesterase. The nature of the junction between pyrazoles cycles determined the activities of these tripods. While the tripods are inactive towards urease or glucuronidase, they turn to be selective towards butyrylcholinesterase.

  DOI：

  10.1007/s00044-011-9804-0

文献信息

• Synthesis and enzyme inhibitory activities of some new pyrazole-based heterocyclic compounds
  作者：Tariq Harit、Fouad Malek、Brahim El Bali、Ajmal Khan、Kourosh Dalvandi、Bishnu P. Marasini、Shagufta Noreen、Rizwana Malik、Sadia Khan、M. Iqbal Choudhary

  DOI：10.1007/s00044-011-9804-0

  日期：2012.10

  Three tridentate N,N-bis(3,5-dimethylpyrazol-1-ylmethyl)-1-hydroxy-2-aminoethane (2), N,N-bis(3,5-dimethylpyrazol-1-ylmethyl)-cyclohexylamine (3) and 2-[bis(1,5-dimethyl-1H-pyrazol-3-ylmethyl)amino]ethan-1-ol (4) are synthesized and spectroscopically characterized together with 1-hydroxymethyl-3,5-dimethylpyrazole (1). These have been tested in inhibitory activities against various hyperactive enzymes like urease, beta-glucuronidase, phosphodiesterase, alpha-chymotrypsin, acetylcholinesterase and butyrylcholinesterase. Compounds 1, 2 and 3 were found to be selective inhibitors of urease. Compound 4 was found to be selective inhibitor of butyrylcholinesterase. The nature of the junction between pyrazoles cycles determined the activities of these tripods. While the tripods are inactive towards urease or glucuronidase, they turn to be selective towards butyrylcholinesterase.