4-(甲硫基)-1,3-噻唑-2-甲酰胺 | 117884-17-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-(甲硫基)-1,3-噻唑-2-甲酰胺
• 中文别名: 2-噻唑甲酰胺,4-甲硫基-(6CI)
• 英文名称: 4-methyl-thiazole-2-carbothioic acid amide
• 英文别名: 4-Methyl-thiazol-2-thiocarbonsaeure-amid；4-Methyl-1,3-thiazole-2-carbothioamide；4-methyl-1,3-thiazole-2-carbothioamide
• CAS: 117884-17-0
• 化学式: C₅H₆N₂S₂
• 分子量: 158.248
• InChiKey: WSUKBNOSXBBRRI-UHFFFAOYSA-N

物化性质

• 熔点：
  160-161 °C
• 沸点：
  298.5±33.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  99.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(甲硫基)-1,3-噻唑-2-甲酰胺 以 乙醇 、 氯仿 、 乙腈 为溶剂， 生成 N-[3-isopropoxy-4-[5-[2-isopropoxy-4-[(4-methylthiazole-2-carboximidoyl)amino]phenyl]-2-furyl]phenyl]-4-methyl-thiazole-2-carboxamidine
  参考文献：
  名称：

  Synthesis and antiparasitic activity of new bis-arylimidamides: DB766 analogs modified in the terminal groups

  摘要：

  Fifteen novel bis-arylimidamide derivatives with various 6-membered (7a-c) and 5-membered (7d-o) heterocyclic rings replacing the terminal pyridyl rings of the lead compound DB766{(2,5-bis[2-i-propoxy-4-(2-pyridylimino)aminophenylfuran]}, were prepared and evaluated versus Trypanosoma cruzi, Leishmania amazonensis, Trypanosoma brucei rhodesiense and Plasmodium falciparum. Compound 7a with pyrimidine replacing the pyridine rings showed good activity versus T. cruzi, T. brucei rhodesiense and P. falciparum (IC50 = 200 nM, 32 nM and 8.5 nM, respectively). Three compounds (7g, 7i, 7j) with thiazole replacing the pyridine rings gave low micromolar (0.17-0.3 μM) IC50 values versus L. amazonensis, however only 7g exhibited an acceptable selectivity index (SI = 27). Compounds 7a, 7j and 7m exhibited potent activity against T. brucei rhodesiense (IC50 = 12-60 nM). Ten of the 15 compounds with pyrimidine, pyrrole, thiazole and imidazole terminal units were highly active against P. falciparum (IC50 = 9-87 nM). Both pyrimidine and pyridine terminal groups are advantageous for anti-T. cruzi activity and several different heterocyclic terminal units are effective versus P. falciparum, both findings merit further investigation.

  DOI：

  10.1016/j.ejmech.2014.06.022
• 作为产物：
  描述：

  4-甲基噻唑-2-甲腈 在 硫化氢 、 氨 作用下， 生成 4-(甲硫基)-1,3-噻唑-2-甲酰胺
  参考文献：
  名称：

  Sytschewa; Lebedewa, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 1135,1138; engl. Ausg. S. 1106, 1108

  摘要：

  DOI：

文献信息

• Synthesis and antiparasitic activity of new bis-arylimidamides: DB766 analogs modified in the terminal groups
  作者：Zong-ying Liu、Tanja Wenzler、Reto Brun、Xiaohua Zhu、David W. Boykin

  DOI：10.1016/j.ejmech.2014.06.022

  日期：2014.8

  Fifteen novel bis-arylimidamide derivatives with various 6-membered (7a-c) and 5-membered (7d-o) heterocyclic rings replacing the terminal pyridyl rings of the lead compound DB766(2,5-bis[2-i-propoxy-4-(2-pyridylimino)aminophenylfuran]}, were prepared and evaluated versus Trypanosoma cruzi, Leishmania amazonensis, Trypanosoma brucei rhodesiense and Plasmodium falciparum. Compound 7a with pyrimidine replacing the pyridine rings showed good activity versus T. cruzi, T. brucei rhodesiense and P. falciparum (IC50 = 200 nM, 32 nM and 8.5 nM, respectively). Three compounds (7g, 7i, 7j) with thiazole replacing the pyridine rings gave low micromolar (0.17-0.3 μM) IC50 values versus L. amazonensis, however only 7g exhibited an acceptable selectivity index (SI = 27). Compounds 7a, 7j and 7m exhibited potent activity against T. brucei rhodesiense (IC50 = 12-60 nM). Ten of the 15 compounds with pyrimidine, pyrrole, thiazole and imidazole terminal units were highly active against P. falciparum (IC50 = 9-87 nM). Both pyrimidine and pyridine terminal groups are advantageous for anti-T. cruzi activity and several different heterocyclic terminal units are effective versus P. falciparum, both findings merit further investigation.
• Sytschewa; Lebedewa, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 1135,1138; engl. Ausg. S. 1106, 1108
  作者：Sytschewa、Lebedewa

  DOI：——

  日期：——