1H-1,2,4-Triazole-1-carbothioamide, 5-amino-N-methyl-3-(methylthio)- | 82118-03-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1H-1,2,4-Triazole-1-carbothioamide, 5-amino-N-methyl-3-(methylthio)-
• 英文别名: 5-amino-N-methyl-3-methylsulfanyl-1,2,4-triazole-1-carbothioamide
• CAS: 82118-03-4
• 化学式: C₅H₉N₅S₂
• 分子量: 203.292
• InChiKey: IVHLKDRJFUJUDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1H-1,2,4-Triazole-1-carbothioamide, 5-amino-N-methyl-3-(methylthio)- 、 原甲酸三乙酯 反应 3.0h， 以71.4%的产率得到6-Methyl-2-methylsulfanyl-6H-[1,2,4]triazolo[1,5-a][1,3,5]triazine-7-thione
  参考文献：
  名称：

  Evers, R.; Fischer, E., Journal fur praktische Chemie (Leipzig 1954), 1985, vol. 327, # 4, p. 609 - 615

  摘要：

  DOI：
• 作为产物：
  描述：

  Nitroguanyl-imido-dithiokohlensaeuredimethylester 、 4-甲基氨基硫脲 以 正丁醇 为溶剂， 反应 2.0h， 以76.2%的产率得到1H-1,2,4-Triazole-1-carbothioamide, 5-amino-N-methyl-3-(methylthio)-
  参考文献：
  名称：

  Evers, R.; Fischer, E., Journal fur praktische Chemie (Leipzig 1954), 1985, vol. 327, # 4, p. 609 - 615

  摘要：

  DOI：

文献信息

• Synthesis and Pharmacological Activity of Triazole Derivatives Inhibiting Eosinophilia
  作者：Youichiro Naito、Fumihiko Akahoshi、Shinji Takeda、Takehiro Okada、Masahiko Kajii、Hiroko Nishimura、Masanori Sugiura、Chikara Fukaya、Yoshio Kagitani

  DOI：10.1021/jm9507993

  日期：1996.1.1

  In order to develop novel antiasthmatic agents based on a new mechanism of action, a series of 3-substituted 5-amino-1-[(methylamino)(thiocarbonyl)]-1H-1,2,4-triazole derivatives were synthesized and evaluated in a model in which eosinophilia was induced in the ah-way through intravenous (iv) injection of Sephadex particles on days 0, 2, and 5. After screening of several hundred derivatives, we finally identified the highly potent eosinophilia inhibitor 5-amino-3-(4-chlorophenyl)-1-[(methylamino)(thiocarbonyl)]-1H-triazole (23c, GCC-AP0341), which had ID50 values of 0.3 and 0.07 mg/kg when administered orally (os) and intraperitoneally tip), respectively. This compound showed complete inhibition of the hypersensitivity induced by ascaris inhalation at an ip dose of 1 mg/kg as well as low toxicity, with an LD(50) value of > 2.0 g/kg in mice. Extensive study of its mechanism of action revealed that 23c inhibited eosinophil survival induced by interleukin-5 (IL-5), but had little or no effect on leukotriene D-4 (LTD(4)) or platelet-activating factor (PAF)-induced responses. Taken together, these results suggest 23e as a novel candidate for the treatment of chronic asthma. Further studies are now underway.
• EVERS, R.
  作者：EVERS, R.

  DOI：——

  日期：——
• EVERS, R.;FISCHER, E., J. PRAKT. CHEM., 1985, 327, N 4, 609-615
  作者：EVERS, R.、FISCHER, E.

  DOI：——

  日期：——
• REITER, JOZSEF;PONGO, LASZLO;DVORTSAK, PETER, J. HETEROCYCL. CHEM., 24,(1987) N 6, 1685-1695
  作者：REITER, JOZSEF、PONGO, LASZLO、DVORTSAK, PETER

  DOI：——

  日期：——
• Evers, R.; Fischer, E., Journal fur praktische Chemie (Leipzig 1954), 1985, vol. 327, # 4, p. 609 - 615
  作者：Evers, R.、Fischer, E.

  DOI：——

  日期：——