1-(3-nitrophenyl)-3-[3-(cyclohexylaminomethyl)-2-thioxo-1,3,4-oxadiazol-5-yl]-β-carboline | 1252605-81-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-(3-nitrophenyl)-3-[3-(cyclohexylaminomethyl)-2-thioxo-1,3,4-oxadiazol-5-yl]-β-carboline
• 英文别名: 3-[(cyclohexylamino)methyl]-5-[1-(3-nitrophenyl)-9H-pyrido[3,4-b]indol-3-yl]-1,3,4-oxadiazole-2-thione
• CAS: 1252605-81-4
• 化学式: C₂₆H₂₄N₆O₃S
• 分子量: 500.581
• InChiKey: SEOQXFMOLYJTPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 1-(3-nitrophenyl)-3-(2-thioxo-1,3,4-oxadiazol-5-yl)-9H-pyrido[3,4-b]indole 、 环己胺 以 乙醇 为溶剂， 以83%的产率得到1-(3-nitrophenyl)-3-[3-(cyclohexylaminomethyl)-2-thioxo-1,3,4-oxadiazol-5-yl]-β-carboline
  参考文献：
  名称：

  Synthesis, antitumor and antimicrobial activity of novel 1-substituted phenyl-3-[3-alkylamino(methyl)-2-thioxo-1,3,4-oxadiazol-5-yl] β-carboline derivatives

  摘要：

  With the purpose of activity enhancement of 1-substituted phenyl-3-(2-thioxo-1,3,4-oxadiazol-5-yl) beta-carbolines 1a-c, reported as potential antitumor agents in our previous study, herein we report the synthesis and antitumor activity evaluation of several novel Mannich bases 2-7(a-c), by the introduction of different alkylamino(methyl) groups in the 1,3,4-oxadiazole unity of 1a-c. The antimicrobial activities of 1a-c and of 2-7(a-c) were also evaluated. Additionally, an in silico study of the ADME properties of novel synthesized beta-carboline derivatives 2-7(a-c) was performed by evaluation of their Lipinski's parameters and topological polar surface area (TPSA) and percentage of absorption (% ABS) data.

  DOI：

  10.1590/s0103-50532010000200014

文献信息

• Synthesis, antitumor and antimicrobial activity of novel 1-substituted phenyl-3-[3-alkylamino(methyl)-2-thioxo-1,3,4-oxadiazol-5-yl] β-carboline derivatives
  作者：Franciele C. Savariz、Anelise S. N. Formagio、Valéria A. Barbosa、Mary Ann Foglio、João E. de Carvalho、Marta C. T. Duarte、Benedito P. Dias Filho、Maria Helena Sarragiotto

  DOI：10.1590/s0103-50532010000200014

  日期：——

  With the purpose of activity enhancement of 1-substituted phenyl-3-(2-thioxo-1,3,4-oxadiazol-5-yl) beta-carbolines 1a-c, reported as potential antitumor agents in our previous study, herein we report the synthesis and antitumor activity evaluation of several novel Mannich bases 2-7(a-c), by the introduction of different alkylamino(methyl) groups in the 1,3,4-oxadiazole unity of 1a-c. The antimicrobial activities of 1a-c and of 2-7(a-c) were also evaluated. Additionally, an in silico study of the ADME properties of novel synthesized beta-carboline derivatives 2-7(a-c) was performed by evaluation of their Lipinski's parameters and topological polar surface area (TPSA) and percentage of absorption (% ABS) data.