N-[3-{4-[(6-{[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]but-1-ynyl}-5-(trifluoromethyl)phenyl]urea | 594862-13-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[3-{4-[(6-{[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]but-1-ynyl}-5-(trifluoromethyl)phenyl]urea
• 英文别名: [3-[4-[6-[[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino]hexoxy]but-1-ynyl]-5-(trifluoromethyl)phenyl]urea
• CAS: 594862-13-2
• 化学式: C₃₀H₃₈F₃N₃O₅
• 分子量: 577.644
• InChiKey: XJTZLKMRPYYSRZ-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-[3-{4-[(6-{[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]but-1-ynyl}-5-(trifluoromethyl)phenyl]urea 在 platinum(IV) oxide 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 N-[3-{4-[(6-{[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]butyl}-5-(trifluoromethyl)phenyl]urea
  参考文献：
  名称：

  The discovery of long-acting saligenin β2 adrenergic receptor agonists incorporating a urea group

  摘要：

  A series of novel, potent and selective human beta(2) adrenoceptor agonists incorporating a urea moiety on the terminal right-hand side phenyl ring of (R)-salmeterol is presented. Urea 9j had long duration of action in vitro on guinea pig trachea, and also in vivo similar to that of salmeterol. It had lower oral absorption and bioavailability than salmeterol in both rat and dog. It had a turnover ratio similar to salmeterol, with no evidence for formation of any aniline metabolites in human liver microsomes and hepatocytes. However no crystalline salts suitable for inhaled delivery were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.043
• 作为产物：
  描述：

  维兰特罗杂质4 、 N-[3-{4-[(6-bromohexyl)oxy]but-1-ynyl}-5-(trifluoromethyl)phenyl]urea 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[3-{4-[(6-{[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]but-1-ynyl}-5-(trifluoromethyl)phenyl]urea
  参考文献：
  名称：

  The discovery of long-acting saligenin β2 adrenergic receptor agonists incorporating a urea group

  摘要：

  A series of novel, potent and selective human beta(2) adrenoceptor agonists incorporating a urea moiety on the terminal right-hand side phenyl ring of (R)-salmeterol is presented. Urea 9j had long duration of action in vitro on guinea pig trachea, and also in vivo similar to that of salmeterol. It had lower oral absorption and bioavailability than salmeterol in both rat and dog. It had a turnover ratio similar to salmeterol, with no evidence for formation of any aniline metabolites in human liver microsomes and hepatocytes. However no crystalline salts suitable for inhaled delivery were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.043

文献信息

• Phenethanolamine derivatives for treatment of respiratory diseases
  申请人：Blake Keith

  公开号：US20050209338A1

  公开（公告）日：2005-09-22

  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，以及制造它们的方法，包含它们的制药组合物，以及它们在治疗中的应用，特别是在预防和治疗呼吸系统疾病方面的应用。
• The discovery of long-acting saligenin β2 adrenergic receptor agonists incorporating a urea group
  作者：Panayiotis A. Procopiou、Victoria J. Barrett、Alison J. Ford、Brian E. Looker、Gillian E. Lunniss、Deborah Needham、Claire E. Smith、Graham Somers

  DOI：10.1016/j.bmc.2011.08.043

  日期：2011.10

  A series of novel, potent and selective human beta(2) adrenoceptor agonists incorporating a urea moiety on the terminal right-hand side phenyl ring of (R)-salmeterol is presented. Urea 9j had long duration of action in vitro on guinea pig trachea, and also in vivo similar to that of salmeterol. It had lower oral absorption and bioavailability than salmeterol in both rat and dog. It had a turnover ratio similar to salmeterol, with no evidence for formation of any aniline metabolites in human liver microsomes and hepatocytes. However no crystalline salts suitable for inhaled delivery were identified. (C) 2011 Elsevier Ltd. All rights reserved.