3-(4-methyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-yl)-propionic acid | 22943-23-3

• 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: 3-(4-methyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-yl)-propionic acid
• 英文别名: 3-(4-Methyl-5-oxo-3-sulfanylidene-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)propanoic acid；3-(4-methyl-5-oxo-3-sulfanylidene-2H-1,2,4-triazin-6-yl)propanoic acid
• CAS: 22943-23-3
• 化学式: C₇H₉N₃O₃S
• 分子量: 215.233
• InChiKey: DWYZMBJIAJMJEA-UHFFFAOYSA-N

物化性质

• 熔点：
  203 °C
• 沸点：
  366.9±44.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  水 、 3-(4-methyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-yl)-propionic acid 、 zinc(II) chloride 在 sodium hydroxide 作用下， 反应 1.0h， 生成
  参考文献：
  名称：

  Zinc complexes with cyclic derivatives of α-ketoglutaric acid thiosemicarbazone: Synthesis, X-ray structures and DNA interactions

  摘要：

  Six new cyclic ligands derived from alpha-ketoglutaric acid thiosemicarbazone (H(3)ct) and their zinc complexes have been synthesized and characterized by analytical and spectroscopic (IR and NMR) studies. The X-ray structures of ligands Me-H(2)ct(C) (1), Allyl-H(2)ct(C) (3) and of complex [Zn(Me-Hct(C))(2)(OH2)(2)] (.) 2H(2)O (7) have been determined. In complex (7) the zinc atom lies on a twofold axis and is surrounded in a tetrahedral coordination by two water molecules and two carboxylic oxygen donor atoms from the ligand. DNA titration in the UV-visible region and thermal denaturation have been employed to determine the details of DNA binding for the studied compounds. Studies of nuclease activity have also been performed with all our compounds through a gel electrophoresis experiment using plasmid pBR322 showing that no DNA breakings take place. Tests in vitro on human leukemia cell line U937 have been carried out on cell growth inhibition where solubility of the compounds allowed the experiments. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2005.04.008
• 作为产物：
  描述：

  alpha-酮戊二酸 、 4-甲基氨基硫脲 以 水 为溶剂， 反应 7.0h， 以90%的产率得到3-(4-methyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-yl)-propionic acid
  参考文献：
  名称：

  Zinc complexes with cyclic derivatives of α-ketoglutaric acid thiosemicarbazone: Synthesis, X-ray structures and DNA interactions

  摘要：

  Six new cyclic ligands derived from alpha-ketoglutaric acid thiosemicarbazone (H(3)ct) and their zinc complexes have been synthesized and characterized by analytical and spectroscopic (IR and NMR) studies. The X-ray structures of ligands Me-H(2)ct(C) (1), Allyl-H(2)ct(C) (3) and of complex [Zn(Me-Hct(C))(2)(OH2)(2)] (.) 2H(2)O (7) have been determined. In complex (7) the zinc atom lies on a twofold axis and is surrounded in a tetrahedral coordination by two water molecules and two carboxylic oxygen donor atoms from the ligand. DNA titration in the UV-visible region and thermal denaturation have been employed to determine the details of DNA binding for the studied compounds. Studies of nuclease activity have also been performed with all our compounds through a gel electrophoresis experiment using plasmid pBR322 showing that no DNA breakings take place. Tests in vitro on human leukemia cell line U937 have been carried out on cell growth inhibition where solubility of the compounds allowed the experiments. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2005.04.008

文献信息

• Zinc complexes with cyclic derivatives of α-ketoglutaric acid thiosemicarbazone: Synthesis, X-ray structures and DNA interactions
  作者：Monica Baldini、Marisa Belicchi-Ferrari、Franco Bisceglie、Silvia Capacchi、Giorgio Pelosi、Pieralberto Tarasconi

  DOI：10.1016/j.jinorgbio.2005.04.008

  日期：2005.7

  Six new cyclic ligands derived from alpha-ketoglutaric acid thiosemicarbazone (H(3)ct) and their zinc complexes have been synthesized and characterized by analytical and spectroscopic (IR and NMR) studies. The X-ray structures of ligands Me-H(2)ct(C) (1), Allyl-H(2)ct(C) (3) and of complex [Zn(Me-Hct(C))(2)(OH2)(2)] (.) 2H(2)O (7) have been determined. In complex (7) the zinc atom lies on a twofold axis and is surrounded in a tetrahedral coordination by two water molecules and two carboxylic oxygen donor atoms from the ligand. DNA titration in the UV-visible region and thermal denaturation have been employed to determine the details of DNA binding for the studied compounds. Studies of nuclease activity have also been performed with all our compounds through a gel electrophoresis experiment using plasmid pBR322 showing that no DNA breakings take place. Tests in vitro on human leukemia cell line U937 have been carried out on cell growth inhibition where solubility of the compounds allowed the experiments. (c) 2005 Elsevier Inc. All rights reserved.