7-(benzylideneamino)-3-methyl-5-oxo-1,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonyl chloride | 1186208-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 7-(benzylideneamino)-3-methyl-5-oxo-1,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonyl chloride
• CAS: 1186208-16-1
• 化学式: C₁₃H₁₀ClN₅O₃S
• 分子量: 351.773
• InChiKey: QHNAURRZJBMLKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  109.55
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  7-(benzylideneamino)-3-methyl-[1,2,4]triazolo[4,3-a]pyrimidin-5(1H)-one 在 氯磺酸 、 氯化亚砜 作用下， 85.0 ℃ 、101.33 kPa 条件下， 以70%的产率得到7-(benzylideneamino)-3-methyl-5-oxo-1,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonyl chloride
  参考文献：
  名称：

  Synthesis and antitumor activity of substituted triazolo[4,3-a]pyrimidin-6-sulfonamide with an incorporated thiazolidinone moiety

  摘要：

  Chlorosulfonation of 3-methyl[1,2,4]triazolo[4,3-a]pyrimidine with chlorosulfonic acid in the presence of thionyl chloride was studied. When triazolo[4,3-a]pyrimidines are used as substrates, the substitution occurs at C-6. Also the reactivity of the hydrazides (7) towards aldehydes, thioglycolic acid and amines were studies. The newly prepared compounds 10a,d and 11a,d demonstrated inhibitory effects on the growth of a wide range of cancer cell lines generally at 10 (5) M level and in some cases at 10 (7) M concentrations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.126