2-[N,N-(diisopropyl)aminomethyl]anthraquinone monophosphate | 701249-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-[N,N-(diisopropyl)aminomethyl]anthraquinone monophosphate
• 英文别名: 2-[methylamino-N,N-(di-1'-methylethyl)]-9,10-anthraquinone monophosphate；2-[[Di(propan-2-yl)amino]methyl]anthracene-9,10-dione;phosphoric acid
• CAS: 701249-97-0
• 化学式: C₂₁H₂₃NO₂*H₃O₄P
• 分子量: 419.414
• InChiKey: NXMHIOROLVFOTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氯乙基蒽 、 二异丙胺 在 磷酸 作用下， 以 乙腈 、 甲醇 为溶剂， 反应 1.0h， 生成 2-[N,N-(diisopropyl)aminomethyl]anthraquinone monophosphate
  参考文献：
  名称：

  Synthesis of Water-Soluble 9,10-Anthraquinone Analogues with Potent Cyanobactericidal Activity toward the Musty-Odor Cyanobacterium Oscillatoria perornata

  摘要：

  A series of water-soluble 9,10-anthraquinone analogues were prepared and evaluated for their selective toxicity toward Oscillatoria perornata, which grows in catfish production ponds and causes,"musty" off-flavor in channel catfish (Ictalurus punctatus). Water-soluble mono- and dicationic salts were prepared by conjugating various small amines directly or through a methylene or ethylene bridge to the 9,10-anthraquinone nucleus. One of the dicationicsalts, 2-[N-(1'-methyl-4'-N,N-diethylaminobutyl)aminometyl]anthraquinone diphosphate, exhibited very high water solubility and potent selective toxicity toward O. perornata. However, the tendency of this compound to potentially bind to suspended sediments may be the reason for its limitations in controlling O. perornata in catfish production ponds. The monocationic salt, 2-[N-(1'-methylethyl)]aminomethyl]anthraquinone monophosphate, showed good solubility and high selective toxicity toward O. perornata. Neutral water-soluble analogues prepared by conjugating terta- or pentaethylene glycol directly or by a methylene bridge to the 9,10-anthraquinone nucleus had less activity than the parent compound.

  DOI：

  10.1021/jf072836s

文献信息

• Synthesis of Water-Soluble 9,10-Anthraquinone Analogues with Potent Cyanobactericidal Activity toward the Musty-Odor Cyanobacterium Oscillatoria perornata
  作者：N. P. Dhammika Nanayakkara、Kevin K. Schrader

  DOI：10.1021/jf072836s

  日期：2008.2

  A series of water-soluble 9,10-anthraquinone analogues were prepared and evaluated for their selective toxicity toward Oscillatoria perornata, which grows in catfish production ponds and causes,"musty" off-flavor in channel catfish (Ictalurus punctatus). Water-soluble mono- and dicationic salts were prepared by conjugating various small amines directly or through a methylene or ethylene bridge to the 9,10-anthraquinone nucleus. One of the dicationicsalts, 2-[N-(1'-methyl-4'-N,N-diethylaminobutyl)aminometyl]anthraquinone diphosphate, exhibited very high water solubility and potent selective toxicity toward O. perornata. However, the tendency of this compound to potentially bind to suspended sediments may be the reason for its limitations in controlling O. perornata in catfish production ponds. The monocationic salt, 2-[N-(1'-methylethyl)]aminomethyl]anthraquinone monophosphate, showed good solubility and high selective toxicity toward O. perornata. Neutral water-soluble analogues prepared by conjugating terta- or pentaethylene glycol directly or by a methylene bridge to the 9,10-anthraquinone nucleus had less activity than the parent compound.