3-O-(pentylcarbamoyl)-3-O-decladinosyl-azithromycin 11,12-carbonate | 1223615-84-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-(pentylcarbamoyl)-3-O-decladinosyl-azithromycin 11,12-carbonate
• 英文别名: [(1R,2R,5R,6S,7S,8R,9R,11R,14R,15R)-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-9-hydroxy-1,5,7,9,11,13,14-heptamethyl-4,17-dioxo-3,16,18-trioxa-13-azabicyclo[13.3.0]octadecan-6-yl] N-pentylcarbamate
• CAS: 1223615-84-6
• 化学式: C₃₇H₆₇N₃O₁₁
• 分子量: 729.952
• InChiKey: HUXZQGIJUZTKIY-RUPMDFKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  51
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  166
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  [(2S,3R,4S,6R)-4-(dimethylamino)-2-[[(1R,2R,5R,6S,7S,8R,9R,11R,14R,15R)-2-ethyl-9-hydroxy-1,5,7,9,11,13,14-heptamethyl-4,17-dioxo-6-(pentylcarbamoyloxy)-3,16,18-trioxa-13-azabicyclo[13.3.0]octadecan-8-yl]oxy]-6-methyloxan-3-yl] acetate 在 甲醇 作用下， 反应 20.0h， 生成 3-O-(pentylcarbamoyl)-3-O-decladinosyl-azithromycin 11,12-carbonate
  参考文献：
  名称：

  Synthesis and antibacterial activity of novel 3-O-carbamoyl derivatives of clarithromycin and 11,12-cyclic carbonate azithromycin

  摘要：

  Two series of novel 3-O-carbamoyl derivatives of clarithromycin and 11,12-cyclic carbonate azithromycin were designed, synthesized and evaluated for their in vitro antibacterial activities. Compounds 4j and 4k were the most potent activity against erythromycin-susceptible Staphylococcus aureus, Streptococcus pyogenes and Streptococcus pneumoniae, which were comparable to those of clarithromycin and azithromycin. Compounds 4d, 4h and 4i showed potent activity against erythromycin-resistant S. pneumoniae encoded by the mef gene and compounds 4h and 4i displayed greatly improved activity against erythromycin-resistant S. pneumoniae encoded by the erm gene. Compound 7c exhibited improved activity against erythromycin-resistant S. pneumoniae encoded by the erm and mef genes. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.032