N-[2-(4-chlorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-7-[(4-methoxyphenyl)methylideneamino]-3-methyl-5-oxo-1H-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonamide | 1186208-26-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[2-(4-chlorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-7-[(4-methoxyphenyl)methylideneamino]-3-methyl-5-oxo-1H-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonamide
• CAS: 1186208-26-3
• 化学式: C₂₃H₂₀ClN₇O₅S₂
• 分子量: 574.041
• InChiKey: CNMOKPUGTVELHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  151.12
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  吗啉 、 聚合甲醛 、 N-[2-(4-chlorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-7-[(4-methoxyphenyl)methylideneamino]-3-methyl-5-oxo-1H-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonamide 以 乙醇 为溶剂， 以58%的产率得到N-[2-(4-chlorophenyl)-5-(morpholin-4-ylmethyl)-4-oxo-1,3-thiazolidin-3-yl]-7-[(4-methoxyphenyl)methylideneamino]-3-methyl-5-oxo-1H-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonamide
  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
• 作为产物：
  描述：

  N'-(4-chlorobenzylidene)-7-((4-methoxybenzylidene)amino)-3-methyl-5-oxo-1,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonohydrazide 、 巯基乙酸 以 苯 为溶剂， 以58%的产率得到N-[2-(4-chlorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-7-[(4-methoxyphenyl)methylideneamino]-3-methyl-5-oxo-1H-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonamide
  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