1-((4S,5S)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-3-(2-thiophen-3-yl-phenyl)-urea

• 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: 1-((4S,5S)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-3-(2-thiophen-3-yl-phenyl)-urea
• 英文别名: 1-[(4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]-3-(2-thiophen-3-ylphenyl)urea
• 化学式: C₂₃H₂₄N₂O₃S
• 分子量: 408.521
• InChiKey: FNKMDCFLUDBVIP-SFTDATJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  87.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (4S,5S)-2,2-二甲基-4-苯基-1,3-二恶烷-5-胺 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 正戊烷 为溶剂， 反应 2.0h， 生成 1-((4S,5S)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-3-(2-thiophen-3-yl-phenyl)-urea
  参考文献：
  名称：

  Novel substituted 4-phenyl-[1,3]dioxanes: potent and selective orexin receptor 2 (OX2R) antagonists

  摘要：

  Orexins, also termed hypocretins, consist of two neuropeptide agonists (orexin A and B) interacting with two known G-protein coupled receptors (OX1R and OX2R). In addition to other biological functions, the orexin-2 receptor is thought to be an important modulator of sleep and wakefulness. Herein we describe a series of novel, selective OX2R antagonists consisting of substituted 4-phenyl-[1,3]dioxanes. One such antagonist is compound 9, 1-(2,4-dibromo-phenyl)-3-((4S,5s)-2,2-dimethyl-4-phenyl[1,3]dioxan-5-yl)-urea, which is bound by the OX2R with a pK(i) of 8.3, has a pK(b) of 7.9, and is 600-fold selective for the OX2R over the OX1R. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.032

文献信息

• [EN] SUBSTITUTED 4-PHENYL-[1,3]-DIOXANES<br/>[FR] 4-PHENYL-[1,3]-DIOXANES SUBSTITUES
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2004052876A1

  公开（公告）日：2004-06-24

  Urea-containing, substituted 4-phenyl-[1,3]-dioxanes, methods of manufacturing them, compositions containing them, and methods of using them to treat, for example, obesity or a sleep/wake disorder mediated by orexin-2 are described.

  本文描述了含尿素、取代的4-苯基-[1,3]-二氧杂环戊烷类化合物的制备方法、含有这些化合物的组合物，以及利用它们治疗肥胖或由促觉醒素-2介导的睡眠/清醒障碍的方法。
• Substituted 4-phenyl-[1,3]-dioxanes
  申请人：Carruthers Nicholas I

  公开号：US06951882B2

  公开（公告）日：2005-10-04

  Urea-containing, substituted 4-phenyl-[1,3]-dioxanes, methods of manufacturing them, compositions containing them, and methods of using them to treat, for example, obesity or a sleep/wake disorder mediated by orexin-2 are described.

  本文描述了含有尿素，取代的4-苯基-[1,3]-二氧杂环烷的制造方法、包含它们的组合物以及使用它们治疗例如肥胖症或由促进觉醒的促进素-2介导的睡眠/觉醒障碍的方法。
• US6951882B2
  申请人：——

  公开号：US6951882B2

  公开（公告）日：2005-10-04