8-azidopentadecane | 943545-44-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 8-azidopentadecane
• CAS: 943545-44-6
• 化学式: C₁₅H₃₁N₃
• 分子量: 253.431
• InChiKey: XMRMXIVFHVEXEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.39
• 重原子数：
  18.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  48.76
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  8-azidopentadecane 在 palladium on activated charcoal 氢气 作用下， 以 正己烷 为溶剂， 20.0 ℃ 、427.48 kPa 条件下， 反应 3.0h， 以76%的产率得到8-十五烷胺
  参考文献：
  名称：

  Synthesis and antimicrobial activity of symmetrical two-tailed dendritic tricarboxylato amphiphiles

  摘要：

  Two series of water-soluble, symmetrical two-tailed homologous dendritic amphiphiles-R2NCONHC((CH2)(2)COOH)(3), 2(n,n), and R2CHNHCONHC((CH2))(2)COOH)(3), 3(n,n), where R = n-CnH2n+1-were synthesized and compared to R"NHCONHC((CH2)(2)CoOH)(3), 1(n), R" = n-CnH2n+1, to determine whether antimicrobial activity was influenced by total or individual alkyl chain lengths, and whether antimicrobial activity depends on hydrophobicity or tail topology (one or two). In a broad screen of 11 microorganisms, 2(n,n) and 3(n,n) generally displayed higher minimal inhibitory concentrations (MICs) than I(n) against growth as measured by broth microdilution assays. Chain-length specificity was observed against Candida albicans as 1(16), 2(8,8), and 3(8,8) showed the lowest MIC in their respective series. The one case where two-tailed compounds displayed the lowest MICs-3(10,10), 15 mu M; 3(11,11), 7.2 mu M; and 3(12,12), 6.9 mu M-was against Cryptococcus neoformans. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.017
• 作为产物：
  描述：

  十五烷-8-醇 在 sodium azide 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.25h， 生成 8-azidopentadecane
  参考文献：
  名称：

  Synthesis and antimicrobial activity of symmetrical two-tailed dendritic tricarboxylato amphiphiles

  摘要：

  Two series of water-soluble, symmetrical two-tailed homologous dendritic amphiphiles-R2NCONHC((CH2)(2)COOH)(3), 2(n,n), and R2CHNHCONHC((CH2))(2)COOH)(3), 3(n,n), where R = n-CnH2n+1-were synthesized and compared to R"NHCONHC((CH2)(2)CoOH)(3), 1(n), R" = n-CnH2n+1, to determine whether antimicrobial activity was influenced by total or individual alkyl chain lengths, and whether antimicrobial activity depends on hydrophobicity or tail topology (one or two). In a broad screen of 11 microorganisms, 2(n,n) and 3(n,n) generally displayed higher minimal inhibitory concentrations (MICs) than I(n) against growth as measured by broth microdilution assays. Chain-length specificity was observed against Candida albicans as 1(16), 2(8,8), and 3(8,8) showed the lowest MIC in their respective series. The one case where two-tailed compounds displayed the lowest MICs-3(10,10), 15 mu M; 3(11,11), 7.2 mu M; and 3(12,12), 6.9 mu M-was against Cryptococcus neoformans. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.017