O²-[2-(N^γ-(1,2,3,4-tetrahydroacridine)-γ-aminopropylamino)-2-oxoethyl]-1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate | 1011297-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: O²-[2-(N^γ-(1,2,3,4-tetrahydroacridine)-γ-aminopropylamino)-2-oxoethyl]-1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate
• 英文别名: (Z)-oxido-[2-oxo-2-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propylamino]ethoxy]imino-pyrrolidin-1-ylazanium
• CAS: 1011297-29-2
• 化学式: C₂₂H₃₀N₆O₃
• 分子量: 426.519
• InChiKey: ZMBLKJNXJLBMMG-SGEDCAFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  9-[N^γ-(2'-bromoacetyl)-γ-aminopropylamino]-1,2,3,4-tetrahydroacridine 、 sodium 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate 在 potassium carbonate 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 48.0h， 以29%的产率得到O²-[2-(N^γ-(1,2,3,4-tetrahydroacridine)-γ-aminopropylamino)-2-oxoethyl]-1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of NO-Donor-Tacrine Hybrids as Hepatoprotective Anti-Alzheimer Drug Candidates

  摘要：

  In search of safer anti-Alzheimer drugs, 14 NO-donor-tacrine hybrids (1-14) were synthesized and evaluated for their ability to inhibit cholinesterases and for vasorelaxation effects. Compounds 1-13 showed good cholinesterases inhibitory activities in vitro, while 14, particularly, was highly selective, preferring butyrylcholinesterase rather than acetylcholinesterase. Four selected compounds (1, 9, 11, and 14) moderately relaxed the porcine pulmonary arteries in organ bath. In the hepatotoxicity study, significant hepatotoxicity was caused by tacrine but not by 9.

  DOI：

  10.1021/jm701491k