Cyclohexene, 4,5-bis(azidomethyl)-, (4R,5S)-rel- | 944052-92-0

• 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: Cyclohexene, 4,5-bis(azidomethyl)-, (4R,5S)-rel-
• CAS: 944052-92-0；873840-16-5
• 化学式: C₈H₁₂N₆
• 分子量: 192.223
• InChiKey: BRUIMOOUTMMVOS-OCAPTIKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  97.52
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Cyclohexene, 4,5-bis(azidomethyl)-, (4R,5S)-rel- 在 sodium azide 、 硫酸 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  Inhibition of Pseudomonas aeruginosa Biofilm Formation with Bromoageliferin Analogues

  摘要：

  Two analogues of the marine natural product bromoageliferin have been synthesized and subsequently assayed for the ability to inhibit the formation of Pseudomonas aeruginosa biofilms. Both compounds inhibited the ability of Pseudomonas aeruginosa strains PAO1 and PA14 to form biofilms; however, they displayed differential toxicity to planktonic bacteria. The cis analogue, CAGE, was found to possess greater toxicity than the trans analogue, TAGE. These compounds have no structural homology to any known inhibitors of Pseudomonas aeruginosa biofilms.

  DOI：

  10.1021/ja069017t
• 作为产物：
  描述：

  ((1R,6S)-6-{[(methylsulfonyl)oxy]methyl}cyclohex-3-en-1-yl)methyl methanesulfonate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以19.9 g的产率得到Cyclohexene, 4,5-bis(azidomethyl)-, (4R,5S)-rel-
  参考文献：
  名称：

  Inhibition of Pseudomonas aeruginosa Biofilm Formation with Bromoageliferin Analogues

  摘要：

  Two analogues of the marine natural product bromoageliferin have been synthesized and subsequently assayed for the ability to inhibit the formation of Pseudomonas aeruginosa biofilms. Both compounds inhibited the ability of Pseudomonas aeruginosa strains PAO1 and PA14 to form biofilms; however, they displayed differential toxicity to planktonic bacteria. The cis analogue, CAGE, was found to possess greater toxicity than the trans analogue, TAGE. These compounds have no structural homology to any known inhibitors of Pseudomonas aeruginosa biofilms.

  DOI：

  10.1021/ja069017t

表征谱图