3-((15,35,55,75-tetrakis(2-((tert-butoxycarbonyl)amino)ethyl)-32,52,72-trihydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12-yl)oxy)propyl 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate | 1167438-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-((15,35,55,75-tetrakis(2-((tert-butoxycarbonyl)amino)ethyl)-32,52,72-trihydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12-yl)oxy)propyl 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate
• CAS: 1167438-08-5
• 化学式: C₇₁H₉₂N₆O₁₅
• 分子量: 1269.54
• InChiKey: DYNJTWMVHZGZPX-UHFFFAOYSA-N

物化性质

• 沸点：
  1216.6±65.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.41
• 重原子数：
  92.0
• 可旋转键数：
  19.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  284.43
• 氢给体数：
  7.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  3-((15,35,55,75-tetrakis(2-((tert-butoxycarbonyl)amino)ethyl)-32,52,72-trihydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12-yl)oxy)propyl 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到3-[[5,11,17,23-Tetrakis(2-aminoethyl)-26,27,28-trihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]propyl 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate;2,2,2-trifluoroacetic acid
  参考文献：
  名称：

  Towards calixarene-based prodrugs: Drug release and antibacterial behaviour of a water-soluble nalidixic acid/calix[4]arene ester adduct

  摘要：

  A water-soluble calixarene-based heterocyclic podand incorporating a quinolone antibiotic subunit, the nalidixic acid, was synthesised and fully characterised. Its prodrug behaviour was assessed in vitro by HPLC, demonstrating the release of the tethered quinolone in model biological conditions. Microbiological studies performed on various Gram-positive and Gram-negative reference strains showed very interesting antibacterial activities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.139
• 作为产物：
  描述：

  5,11,17,23-tetra-(2-(Boc-amino)ethyl)-25,26,27,28-calix[4]arene tetrol 、 bromopropyl nalidixate 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 以60%的产率得到3-((15,35,55,75-tetrakis(2-((tert-butoxycarbonyl)amino)ethyl)-32,52,72-trihydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12-yl)oxy)propyl 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate
  参考文献：
  名称：

  Towards calixarene-based prodrugs: Drug release and antibacterial behaviour of a water-soluble nalidixic acid/calix[4]arene ester adduct

  摘要：

  A water-soluble calixarene-based heterocyclic podand incorporating a quinolone antibiotic subunit, the nalidixic acid, was synthesised and fully characterised. Its prodrug behaviour was assessed in vitro by HPLC, demonstrating the release of the tethered quinolone in model biological conditions. Microbiological studies performed on various Gram-positive and Gram-negative reference strains showed very interesting antibacterial activities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.139