N'-(1,3-diphenyl-4-formyl-1H-pyrazol-5-yl)-N-pyrrolidinylmethanimidamide | 1257533-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N'-(1,3-diphenyl-4-formyl-1H-pyrazol-5-yl)-N-pyrrolidinylmethanimidamide
• 英文别名: 1,3-Diphenyl-5-(pyrrolidin-1-ylmethylideneamino)pyrazole-4-carbaldehyde
• CAS: 1257533-47-3
• 化学式: C₂₁H₂₀N₄O
• 分子量: 344.416
• InChiKey: HDUVXZYIAATFAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  50.49
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-甲酰吡咯烷 、 5-氨基-1,3-二苯基哌唑 在 三氯氧磷 作用下， 以96%的产率得到N'-(1,3-diphenyl-4-formyl-1H-pyrazol-5-yl)-N-pyrrolidinylmethanimidamide
  参考文献：
  名称：

  Synthesis and antiproliferative evaluation of N,N-disubstituted-N′-[1-aryl-1H-pyrazol-5-yl]-methnimidamides

  摘要：

  A series of N,N-disubstituted-N'-[1-aryl-1H-pyrazol-5-yl]-methnimidamides was synthesized by a newly developed microwave reaction and their antiproliferative activities were evaluated. Microwave irradiation of 5-amino-1,3-disubstituted pyrazoles with various amide solvents in the presence of POCl(3) provided the corresponding 2a-2k, 3a-3c, and 4a-4f in good to excellent yields. The obtained methnimidamides were tested against NCI-H661, NPC-TW01, and Jurkat cancer cell lines and the results indicated that compounds 2d and 2e were the most potent with IC(50) values in low micromolar range. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.133