benzyl (5-{methyl[(methylamino)carbonyl]-amino}-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)carbamate | 1093253-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: benzyl (5-{methyl[(methylamino)carbonyl]-amino}-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)carbamate
• 英文别名: benzyl N-[5-[methyl(methylcarbamoyl)amino]-1-phenyl-3-(trifluoromethyl)pyrazol-4-yl]carbamate
• CAS: 1093253-99-6
• 化学式: C₂₁H₂₀F₃N₅O₃
• 分子量: 447.417
• InChiKey: ZCILFDUZZKUJIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  88.5
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl (5-{methyl[(methylamino)carbonyl]-amino}-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)carbamate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以58%的产率得到1-[4-amino-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-1,3-dimethylurea
  参考文献：
  名称：

  Synthesis and induction of G0–G1 phase arrest with apoptosis of 3,5-dimethyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo[3,4-f][1,2,3,5]tetrazepin-4(3H)-one

  摘要：

  The multistep synthesis of 3,5-dimethyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo [3,4-f][1,2,3,5]tetrazepin-4(3H)-one 15 has been carried out. The compound showed antiproliferative and apoptotic effects against K562, K562-R (imatinib mesilate resistant), HL60 and multidrug resistant (MDR) HL60 cell lines. Compound 15 showed a pro-apoptotic activity against HL60 and K562 resistant cell lines markedly higher than etoposide and busulfan, respectively. Flow cytometry studies carried out on K562 cells allowed to establish that 15 induces G0-G1 phase arrest followed by apoptosis. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.01.007
• 作为产物：
  描述：

  benzyl [5-(methylamino)-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]carbamate 、 异氰酸甲酯 以 氯仿 为溶剂， 反应 190.0h， 以41%的产率得到benzyl (5-{methyl[(methylamino)carbonyl]-amino}-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)carbamate
  参考文献：
  名称：

  Synthesis and induction of G0–G1 phase arrest with apoptosis of 3,5-dimethyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo[3,4-f][1,2,3,5]tetrazepin-4(3H)-one

  摘要：

  The multistep synthesis of 3,5-dimethyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo [3,4-f][1,2,3,5]tetrazepin-4(3H)-one 15 has been carried out. The compound showed antiproliferative and apoptotic effects against K562, K562-R (imatinib mesilate resistant), HL60 and multidrug resistant (MDR) HL60 cell lines. Compound 15 showed a pro-apoptotic activity against HL60 and K562 resistant cell lines markedly higher than etoposide and busulfan, respectively. Flow cytometry studies carried out on K562 cells allowed to establish that 15 induces G0-G1 phase arrest followed by apoptosis. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.01.007