N-庚基-9-吖啶胺 | 7132-68-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: N-庚基-9-吖啶胺
• 英文名称: 9-heptylaminoacridine
• 英文别名: acridin-9-yl-heptyl-amine；Acridin-9-yl-heptyl-amin；5-Heptylaminoacridin；Acridine, 9-heptylamino-；N-heptylacridin-9-amine
• CAS: 7132-68-5
• 化学式: C₂₀H₂₄N₂
• 分子量: 292.424
• InChiKey: MOPIFNSMNXBREW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  氨基吖啶	aminacrine	90-45-9	C13H10N2	194.236

反应信息

• 作为产物：
  描述：

  N-苯基邻氨基苯甲酸 在 三氯氧磷 作用下， 以 苯酚 为溶剂， 反应 1.0h， 生成 N-庚基-9-吖啶胺
  参考文献：
  名称：

  Synthesis and evaluation of N-alkyl-9-aminoacridines with antibacterial activity

  摘要：

  A series of 9-alkylaminoacridines were synthesized and evaluated for activity against two strains of methicillin-resistant and one strain of methicillin-sensitive Staphylococcus aureus. Results are presented that show a clear structure activity relationship between the N-alkyl chain length and antibacterial activity with peak MIC99 values of 2-3 mu M for alkyl chains ranging from 10 to 14 carbons in length. Although prior work has linked the function of acridine-based compounds to intercalation and topoisomerase inhibition, the present results show that 9-alkylaminoacridines likely function as amphiphilic membrane-active disruptors potentially in a similar manner as quaternary ammonium antimicrobials. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.037

文献信息

• Galy, Jean Pierre; Elguero, Jose; Vincent, Emile Jean, Heterocycles, 1980, vol. 14, # 3, p. 311 - 313
  作者：Galy, Jean Pierre、Elguero, Jose、Vincent, Emile Jean

  DOI：——

  日期：——
• Albert et al., Journal of the Chemical Society, 1943, p. 651,652
  作者：Albert et al.

  DOI：——

  日期：——
• Synthesis and evaluation of N-alkyl-9-aminoacridines with antibacterial activity
  作者：Adam R. Benoit、Charles Schiaffo、Christine E. Salomon、John R. Goodell、Hiroshi Hiasa、David M. Ferguson

  DOI：10.1016/j.bmcl.2014.05.037

  日期：2014.7

  A series of 9-alkylaminoacridines were synthesized and evaluated for activity against two strains of methicillin-resistant and one strain of methicillin-sensitive Staphylococcus aureus. Results are presented that show a clear structure activity relationship between the N-alkyl chain length and antibacterial activity with peak MIC99 values of 2-3 mu M for alkyl chains ranging from 10 to 14 carbons in length. Although prior work has linked the function of acridine-based compounds to intercalation and topoisomerase inhibition, the present results show that 9-alkylaminoacridines likely function as amphiphilic membrane-active disruptors potentially in a similar manner as quaternary ammonium antimicrobials. (C) 2014 Elsevier Ltd. All rights reserved.