(5,6-dihydrooxazolo[3,2-c][1,2,3]triazol-3-yl)(phenyl)methanone | 1020153-52-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5,6-dihydrooxazolo[3,2-c][1,2,3]triazol-3-yl)(phenyl)methanone
• 英文别名: 5,6-Dihydro-[1,3]oxazolo[3,2-c]triazol-3-yl(phenyl)methanone
• CAS: 1020153-52-9
• 化学式: C₁₁H₉N₃O₂
• 分子量: 215.211
• InChiKey: KSZQUBCUDHEMHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4,5,6-四氟间苯二甲腈 、 2-benzoylmethylene-1,3-oxazolidine 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以87%的产率得到(5,6-dihydrooxazolo[3,2-c][1,2,3]triazol-3-yl)(phenyl)methanone
  参考文献：
  名称：

  An efficient one-pot synthesis of heterocycle-fused 1,2,3-triazole derivatives as anti-cancer agents

  摘要：

  A series of heterocycle-fused 1,2,3-triazoles were easily prepared by the 1,3-dipolar cycloaddition of heterocyclic ketene aminals or N,O-acetals with sodium azide and polyhalo isophthalonitriles in a one-pot reaction at room temperature without a catalyst and evaluated in vitro against a panel of human tumour cell lines. 1,3-Oxazoheterocycle fused 1,2,3-triazoles were more potent against the tumour cell lines Skov-3, HL-60, A431, A549 and HepG-2 than 1,3-diazoheterocycle fused 1,2,3-triazoles. 4-Methoxyphenyl substituted 1,3-oxazoheterocycle fused 1,2,3-triazole 6j was found to be the most potent derivative with IC50 values lower than 1.9 mu g/mL against A431 and K562 human tumour cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.141

文献信息

• An efficient one-pot synthesis of heterocycle-fused 1,2,3-triazole derivatives as anti-cancer agents
  作者：Sheng-Jiao Yan、Yong-Jiang Liu、Yu-Lan Chen、Lin Liu、Jun Lin

  DOI：10.1016/j.bmcl.2010.06.141

  日期：2010.9

  A series of heterocycle-fused 1,2,3-triazoles were easily prepared by the 1,3-dipolar cycloaddition of heterocyclic ketene aminals or N,O-acetals with sodium azide and polyhalo isophthalonitriles in a one-pot reaction at room temperature without a catalyst and evaluated in vitro against a panel of human tumour cell lines. 1,3-Oxazoheterocycle fused 1,2,3-triazoles were more potent against the tumour cell lines Skov-3, HL-60, A431, A549 and HepG-2 than 1,3-diazoheterocycle fused 1,2,3-triazoles. 4-Methoxyphenyl substituted 1,3-oxazoheterocycle fused 1,2,3-triazole 6j was found to be the most potent derivative with IC50 values lower than 1.9 mu g/mL against A431 and K562 human tumour cell lines. (C) 2010 Elsevier Ltd. All rights reserved.