苯酰胺,2-丁氧基-N-[[(8-甲基-8-氮杂二环[3.2.1]辛-3-基)氨基]羰基]-,内- | 139632-45-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 中文名称: 苯酰胺,2-丁氧基-N-[[(8-甲基-8-氮杂二环[3.2.1]辛-3-基)氨基]羰基]-,内-
• 英文名称: 1-(2-Butoxy-benzoyl)-3-((1R,3R,5S)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-urea
• CAS: 139632-45-4
• 化学式: C₂₀H₂₉N₃O₃
• 分子量: 359.469
• InChiKey: NOHMWZYUEOBMOP-MUJYYYPQSA-N

物化性质

• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  70.67
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-butoxybenzamide 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 19.0h， 生成 苯酰胺,2-丁氧基-N-[[(8-甲基-8-氮杂二环[3.2.1]辛-3-基)氨基]羰基]-,内-
  参考文献：
  名称：

  Novel antagonists of the 5-HT3 receptor. Synthesis and structure-activity relationships of (2-alkoxybenzoyl)ureas

  摘要：

  A series of benzoylureas derived from bicycle amines were prepared and evaluated for 5-HT3 antagonist activity on the rat isolated vagus nerve. From among these compounds, those analogues which were ortho substituted by an alkoxy group on the benzoyl function were shown to be potent 5-HT3 antagonists with similar or greater potency than the standard agent ondansetron. NMR and X-ray crystallography studies showed these o-alkoxy compounds to exist as a planar, hydrogen-bonded, tricyclic ring system. In molecular modeling studies on endo-N-[[(8-methyl-8-azabicyclo [3.2.1]octan-3-yl)amino]carbonyl]-2-(cyclopropylmethoxy)benzamide (30) the central hydrogen-bonded ring was able to mimic an aromatic ring present in previously reported 5-HT3 antagonists.

  DOI：

  10.1021/jm00087a003