3,4-bis(4-(dimethylamino)phenethyl)-1,6,8,10,11,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione | 1206898-34-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3,4-bis(4-(dimethylamino)phenethyl)-1,6,8,10,11,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione
• CAS: 1206898-34-1
• 化学式: C₄₈H₃₈N₂O₈
• 分子量: 770.838
• InChiKey: OGNYXUPWJGMGOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.17
• 重原子数：
  58.0
• 可旋转键数：
  8.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  162.0
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3,4-bis(4-(dimethylamino)phenethyl)-1,6,8,10,11,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione 、 碘甲烷 以 甲醇 为溶剂， 反应 4.0h， 以100%的产率得到4,4'-(2,2'-(1,6,8,10,11,13-hexahydroxy-7,14-dioxo-7,14-dihydrophenanthro-[1,10,9,8-opqra]perylene-3,4-diyl)bis(ethane-2,1-diyl))bis(N,N,N-trimethylbenzenaminium) iodide
  参考文献：
  名称：

  Cationic Hypericin Derivatives as Novel Agents with Photobactericidal Activity: Synthesis and Photodynamic Inactivation ofPropionibacterium acnes

  摘要：

  AbstractThe present communication describes for the first time the synthesis and preliminary testing of two cationic hypericin derivatives. Uncharged hypericin derivatives with ω,ω’‐attached C2‐linkers leading to a pyridyl or a 4‐dimethylaminophenyl residue were prepared and subsequently quaternized by means of iodomethane. Photobactericidal activity was assessed using Propionibacterium acnes. The quaternary N,N,N‐trimethyl‐anilinium derivative displayed a pronounced photodynamic inactivation of the bacteria at low incubation concentrations (<100 nm) and a short incubation time (1 h) after illumination with yellow light (590 nm, 20 J cm−2), whereas the photobactericidal efficacy of the N‐methyl‐pyridinium derivative was negligible under identical experimental conditions.

  DOI：

  10.1111/j.1751-1097.2009.00587.x
• 作为产物：
  描述：

  10,13-bis(4-(dimethylamino)phenethyl)-1,3,4,6,8,15-hexahydroxydibenzo[a,o]perylene-7,16-dione 在 氧气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 3,4-bis(4-(dimethylamino)phenethyl)-1,6,8,10,11,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione
  参考文献：
  名称：

  Cationic Hypericin Derivatives as Novel Agents with Photobactericidal Activity: Synthesis and Photodynamic Inactivation ofPropionibacterium acnes

  摘要：

  AbstractThe present communication describes for the first time the synthesis and preliminary testing of two cationic hypericin derivatives. Uncharged hypericin derivatives with ω,ω’‐attached C2‐linkers leading to a pyridyl or a 4‐dimethylaminophenyl residue were prepared and subsequently quaternized by means of iodomethane. Photobactericidal activity was assessed using Propionibacterium acnes. The quaternary N,N,N‐trimethyl‐anilinium derivative displayed a pronounced photodynamic inactivation of the bacteria at low incubation concentrations (<100 nm) and a short incubation time (1 h) after illumination with yellow light (590 nm, 20 J cm−2), whereas the photobactericidal efficacy of the N‐methyl‐pyridinium derivative was negligible under identical experimental conditions.

  DOI：

  10.1111/j.1751-1097.2009.00587.x