3-(3-dimethylamino-propyl)-5,5-diphenyl-imidazolidine-2,4-dione | 109399-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-(3-dimethylamino-propyl)-5,5-diphenyl-imidazolidine-2,4-dione
• 英文别名: 3-(3-Dimethylamino-propyl)-5,5-diphenyl-imidazolidin-2,4-dion；3-[3-(dimethylamino)propyl]-5,5-diphenylimidazolidine-2,4-dione
• CAS: 109399-11-3
• 化学式: C₂₀H₂₃N₃O₂
• 分子量: 337.422
• InChiKey: HJIPTYIITWBCLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-dimethylamino-propyl)-5,5-diphenyl-imidazolidine-2,4-dione 在 红铝 作用下， 以 四氢呋喃 、 甲苯 、 乙腈 为溶剂， 反应 6.0h， 生成 benzyl-dimethyl-[3-(2-oxo-4,4-diphenyl-imidazolidin-1-yl)-propyl]-ammonium trifluoroacetate
  参考文献：
  名称：

  Discovery of Diaryl Imidazolidin-2-one Derivatives, a Novel Class of Muscarinic M3 Selective Antagonists (Part 2)

  摘要：

  Synthesis and biological activity of a novel class of quaternary ammonium salt muscarinic M3 receptor antagonists, showing high selectivity versus the M2 receptor, are described. Selected compounds exhibited potent anticholinergic properties, in isolated guinea-pig trachea, and good functional selectivity for trachea over atria. In vivo, the same compounds potently inhibited acetylcholine-induced bronchoconstriction after intratracheal administration in the guinea pig.

  DOI：

  10.1021/jm061160+
• 作为产物：
  描述：

  3-二甲氨基-1-丙醇 、 苯妥英 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 3-(3-dimethylamino-propyl)-5,5-diphenyl-imidazolidine-2,4-dione
  参考文献：
  名称：

  Discovery of Diaryl Imidazolidin-2-one Derivatives, a Novel Class of Muscarinic M3 Selective Antagonists (Part 2)

  摘要：

  Synthesis and biological activity of a novel class of quaternary ammonium salt muscarinic M3 receptor antagonists, showing high selectivity versus the M2 receptor, are described. Selected compounds exhibited potent anticholinergic properties, in isolated guinea-pig trachea, and good functional selectivity for trachea over atria. In vivo, the same compounds potently inhibited acetylcholine-induced bronchoconstriction after intratracheal administration in the guinea pig.

  DOI：

  10.1021/jm061160+

文献信息

• Discovery of Diaryl Imidazolidin-2-one Derivatives, a Novel Class of Muscarinic M3 Selective Antagonists (Part 2)
  作者：Ilaria Peretto、Claudia Fossati、Giuseppe A. M. Giardina、Alessandra Giardini、Matilde Guala、Elena La Porta、Paola Petrillo、Stefano Radaelli、Luigi Radice、Luca F. Raveglia、Enza Santoro、Roberta Scudellaro、Francesca Scarpitta、Alberto Cerri、Sergio Menegon、Giulio M. Dondio、Andrea Rizzi、Elisabetta Armani、Gabriele Amari、Maurizio Civelli、Gino Villetti、Riccardo Patacchini、Marco Bergamaschi、Franco Bassani、Maurizio Delcanale、Bruno P. Imbimbo

  DOI：10.1021/jm061160+

  日期：2007.4.1

  Synthesis and biological activity of a novel class of quaternary ammonium salt muscarinic M3 receptor antagonists, showing high selectivity versus the M2 receptor, are described. Selected compounds exhibited potent anticholinergic properties, in isolated guinea-pig trachea, and good functional selectivity for trachea over atria. In vivo, the same compounds potently inhibited acetylcholine-induced bronchoconstriction after intratracheal administration in the guinea pig.