3-(3-nitro-1H-1,2,4-triazol-1-yl)propionitrile | 159209-54-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 3-(3-nitro-1H-1,2,4-triazol-1-yl)propionitrile
• 英文别名: 1H-1.2,4-triazole-1-propanenitrile, 3-nitro-；3-(3-nitro-1,2,4-triazol-1-yl)propanenitrile
• CAS: 159209-54-8
• 化学式: C₅H₅N₅O₂
• 分子量: 167.127
• InChiKey: RRWFQLWZNQTWMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(3-nitro-1H-1,2,4-triazol-1-yl)propionitrile 在 羟胺 作用下， 以 甲醇 为溶剂， 反应 8.5h， 以64.3%的产率得到N'-hydroxy-3-(3-nitro-1,2,4-triazol-1-yl)propanimidamide
  参考文献：
  名称：

  Synthesis and preliminary biological evaluation of the 99mTc labeled nitrobenzoimidazole and nitrotriazole as tumor hypoxia markers

  摘要：

  1-(3-1 2,4-Nitrotriazole-1-yl)-propanhydroxyiminoamide and 1-(6-nitrobenzoimidazole-1-yl)-propanhydroxyiminoamide were synthesized and radiolabeled with Tc-99m. The Tc-99m labeled complexes continuously accumulated in hypoxic marine sarcoma S180 cells in vitro but not in aerobic cells. Biodistribution results in mice bearing S180 tumor indicated that the tracers could localize in tumor and eliminate from it slowly. These results suggested that the Tc-99m labeled nitrobenzoimidazole and nitrotriazole might be the novel tumor hypoxia markers. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.001
• 作为产物：
  描述：

  丙烯腈 、 3-硝基-1,2,4-三氮唑 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以70%的产率得到3-(3-nitro-1H-1,2,4-triazol-1-yl)propionitrile
  参考文献：
  名称：

  Synthesis and preliminary biological evaluation of the 99mTc labeled nitrobenzoimidazole and nitrotriazole as tumor hypoxia markers

  摘要：

  1-(3-1 2,4-Nitrotriazole-1-yl)-propanhydroxyiminoamide and 1-(6-nitrobenzoimidazole-1-yl)-propanhydroxyiminoamide were synthesized and radiolabeled with Tc-99m. The Tc-99m labeled complexes continuously accumulated in hypoxic marine sarcoma S180 cells in vitro but not in aerobic cells. Biodistribution results in mice bearing S180 tumor indicated that the tracers could localize in tumor and eliminate from it slowly. These results suggested that the Tc-99m labeled nitrobenzoimidazole and nitrotriazole might be the novel tumor hypoxia markers. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.001

文献信息

• Kofman, T. P.; Krivosheeva, G. S.; Pevzner, M. S., Russian Journal of Organic Chemistry, 1993, vol. 29, # 11.2, p. 1913 - 1918
  作者：Kofman, T. P.、Krivosheeva, G. S.、Pevzner, M. S.

  DOI：——

  日期：——
• Synthesis and preliminary biological evaluation of the 99mTc labeled nitrobenzoimidazole and nitrotriazole as tumor hypoxia markers
  作者：Yu Zhang、Taiwei Chu、Xuguang Gao、Xinqi Liu、Zhi Yang、Zhenquan Guo、Xiangyun Wang

  DOI：10.1016/j.bmcl.2006.01.001

  日期：2006.4

  1-(3-1 2,4-Nitrotriazole-1-yl)-propanhydroxyiminoamide and 1-(6-nitrobenzoimidazole-1-yl)-propanhydroxyiminoamide were synthesized and radiolabeled with Tc-99m. The Tc-99m labeled complexes continuously accumulated in hypoxic marine sarcoma S180 cells in vitro but not in aerobic cells. Biodistribution results in mice bearing S180 tumor indicated that the tracers could localize in tumor and eliminate from it slowly. These results suggested that the Tc-99m labeled nitrobenzoimidazole and nitrotriazole might be the novel tumor hypoxia markers. (C) 2006 Elsevier Ltd. All rights reserved.