3-[4-[6-[[(2R)-2-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl]amino]hexoxy]butyl]benzenesulfonamide;3-phenylprop-2-enoic acid | 452342-11-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-[4-[6-[[(2R)-2-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl]amino]hexoxy]butyl]benzenesulfonamide;3-phenylprop-2-enoic acid
• CAS: 452342-11-9
• 化学式: C₉H₈O₂*C₂₅H₃₈N₂O₆S
• 分子量: 642.814
• InChiKey: YAZYYGDPISTBAK-UQIIZPHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  45.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  179.41
• 氢给体数：
  6.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  3-(4-{[6-({(2R)-2-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethyl}amino)hexyl]oxy}butyl)benzenesulfonamide 、 肉桂酸 以 甲醇 、 水 为溶剂， 反应 24.0h， 以42%的产率得到3-[4-[6-[[(2R)-2-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl]amino]hexoxy]butyl]benzenesulfonamide;3-phenylprop-2-enoic acid
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Long-acting β₂ Adrenergic Receptor Agonists Incorporating Arylsulfonamide Groups

  摘要：

  A series of saligenin alkoxyalkylphenylsulfonamide beta(2) adrenoceptor agonists were prepared by reacting a protected saligenin oxazolidinone with alkynyloxyalkyl bromides, followed by Sonogashira reaction, hydrogenation, and deprotection. The meta-substituted primary sulfonamide was more potent than the para and the ortho-analogues. Primary sulfonamides were more potent than the secondary and tertiary analogues. The onset and duration of action in vitro of selected compounds was assessed on isolated superfused guinea pig trachea. Sulfonamide 29b had the best profile of potency, selectivity, onset, and duration of action on both guinea pig trachea and human bronchus. Furthermore, 29b was found to have low oral bioavailability in rat and dog and also to have long duration of action in an in vivo model of bronchodilation. Crystalline salts of 29b were identified that had suitable properties for inhaled administration. A proposed binding mode for 29b to the beta(2)-receptor is presented.

  DOI：

  10.1021/jm801016j

文献信息

• PHENETHANOLAMINE DERIVATIVES FOR TREATMENT OF RESPIRATORY DISEASES
  申请人：BIGGADIKE Keith

  公开号：US20060287286A1

  公开（公告）日：2006-12-21

  The present invention relates to novel compounds of Formula (I), to a process for their manufacture, to pharmaceutical compositions containing them, and to their use in therapy, in particular their use in the prophylaxis and treatment of respiratory diseases.

  本发明涉及式(I)的新化合物、其制备方法、含有它们的制药组合物以及它们在治疗中的应用，特别是它们在预防和治疗呼吸系统疾病中的应用。
• Method of chemically stabilizing pharmaceutical formulations with cholesterol
  申请人：Noga Brian

  公开号：US20060165785A1

  公开（公告）日：2006-07-27

  The invention relates to a method of improving the chemical stability of an active ingredient substance in a particulate formulation in chemically reactive environment comprising associating the active ingredient substance with a chemically stabilising amount of cholesterol to form composite particles comprising said active ingredient substance and cholesterol.

  本发明涉及一种在化学反应环境中提高微粒制剂中活性成分物质化学稳定性的方法，包括将活性成分物质与一定量的胆固醇化学稳定剂结合，形成由所述活性成分物质和胆固醇组成的复合微粒。
• US7442837B2
  申请人：——

  公开号：US7442837B2

  公开（公告）日：2008-10-28