3-(Adamantan-1-yl)-1-[(4-ethylpiperazin-1-yl)methyl]-4-[(E)-(4-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione | 1380580-65-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(Adamantan-1-yl)-1-[(4-ethylpiperazin-1-yl)methyl]-4-[(E)-(4-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione
• 英文别名: 5-(1-adamantyl)-2-[(4-ethylpiperazin-1-yl)methyl]-4-[(E)-(4-hydroxyphenyl)methylideneamino]-1,2,4-triazole-3-thione
• CAS: 1380580-65-3
• 化学式: C₂₆H₃₆N₆OS
• 分子量: 480.677
• InChiKey: BRYTYQCOCFUFQN-WPWMEQJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  90
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  金刚烷-1-甲酰肼 在 potassium hydroxide 、 肼 作用下， 以 乙醇 为溶剂， 反应 12.25h， 生成 3-(Adamantan-1-yl)-1-[(4-ethylpiperazin-1-yl)methyl]-4-[(E)-(4-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione
  参考文献：
  名称：

  Synthesis and antimicrobial activity of novel 5-(1-adamantyl)-2-aminomethyl-4-substituted-1,2,4-triazoline-3-thiones

  摘要：

  The reaction of 5-(1-adamantyl)-4-substituted-1,2,4-triazoline-3-thione 5a,b and 10a,b with formaldehyde solution and various primary aromatic amines or 1-substituted piperazines yielded the corresponding N-Mannich bases 6a-o, 7a-g and 11a-i. The newly synthesized N-Mannich bases 6a-o, 7a-o and 11a-i were tested for in vitro inhibitory activities against a panel of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. The compounds 6j, 6l, 6m, 7a, 7b, 7c, 7d, 7f, 11a, 11b, 11c, 11d, lie, 11f, 11h and 11i displayed moderate to good activity against the tested Gram-positive bacteria, while compounds 7c,11c,11d,11f and 11h showed potent broad spectrum antibacterial activity. None of the newly synthesized compounds were proved to possess marked activity against C albicans. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.024

文献信息

• Synthesis and antimicrobial activity of novel 5-(1-adamantyl)-2-aminomethyl-4-substituted-1,2,4-triazoline-3-thiones
  作者：Ali A. El-Emam、Abdul-Malek S. Al-Tamimi、Mohamed A. Al-Omar、Khalid A. Alrashood、Elsayed E. Habib

  DOI：10.1016/j.ejmech.2013.07.024

  日期：2013.10

  The reaction of 5-(1-adamantyl)-4-substituted-1,2,4-triazoline-3-thione 5a,b and 10a,b with formaldehyde solution and various primary aromatic amines or 1-substituted piperazines yielded the corresponding N-Mannich bases 6a-o, 7a-g and 11a-i. The newly synthesized N-Mannich bases 6a-o, 7a-o and 11a-i were tested for in vitro inhibitory activities against a panel of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. The compounds 6j, 6l, 6m, 7a, 7b, 7c, 7d, 7f, 11a, 11b, 11c, 11d, lie, 11f, 11h and 11i displayed moderate to good activity against the tested Gram-positive bacteria, while compounds 7c,11c,11d,11f and 11h showed potent broad spectrum antibacterial activity. None of the newly synthesized compounds were proved to possess marked activity against C albicans. (C) 2013 Elsevier Masson SAS. All rights reserved.