Ethyl 2-(cyclohexylcarbamothioylamino)-1,3-thiazole-4-carboxylate | 186750-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 2-(cyclohexylcarbamothioylamino)-1,3-thiazole-4-carboxylate
• CAS: 186750-94-7
• 化学式: C₁₃H₁₉N₃O₂S₂
• 分子量: 313.445
• InChiKey: IIZRZZWDHTVESX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 2-(cyclohexylcarbamothioylamino)-1,3-thiazole-4-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以58%的产率得到1-Cyclohexyl-3-[4-(hydrazinecarbonyl)-1,3-thiazol-2-yl]thiourea
  参考文献：
  名称：

  2,4-Disubstituted thiazoles II. A novel class of antitumor agents, synthesis and biological evaluation

  摘要：

  A series of 2,4-disubstituted thiazole derivatives bearing N-n-butyl or N-cyclohexylthioureido synthon at position 2 and N-substituted thiosemicarbazone moiety at position 4 have been synthesized and tested for antitumor activity using the National Cancer Institute's in-vitro-disease-oriented antitumor screen. All of the tested compounds showed antineoplastic activity at concentrations less than 100 mu M. Compounds 7, 9, 15 and 17 in particular showed activity with GI(50) (mean-graph midpoint) of 17.8, 8.5, 9.5 and 7.4 mu M, respectively. The detailed syntheses, spectroscopic and biological data are discussed.

  DOI：

  10.1016/s0223-5234(97)86181-8
• 作为产物：
  描述：

  2-氨基噻唑-4-甲酸乙酯 、 环己基异硫氰酸脂 以 吡啶 为溶剂， 反应 8.0h， 以78%的产率得到Ethyl 2-(cyclohexylcarbamothioylamino)-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  2,4-Disubstituted thiazoles II. A novel class of antitumor agents, synthesis and biological evaluation

  摘要：

  A series of 2,4-disubstituted thiazole derivatives bearing N-n-butyl or N-cyclohexylthioureido synthon at position 2 and N-substituted thiosemicarbazone moiety at position 4 have been synthesized and tested for antitumor activity using the National Cancer Institute's in-vitro-disease-oriented antitumor screen. All of the tested compounds showed antineoplastic activity at concentrations less than 100 mu M. Compounds 7, 9, 15 and 17 in particular showed activity with GI(50) (mean-graph midpoint) of 17.8, 8.5, 9.5 and 7.4 mu M, respectively. The detailed syntheses, spectroscopic and biological data are discussed.

  DOI：

  10.1016/s0223-5234(97)86181-8