N-[3-(bromomethyl)phenyl]-N'-[4-(tetradecyloxy)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: N-[3-(bromomethyl)phenyl]-N'-[4-(tetradecyloxy)phenyl]urea
• 英文别名: 1-[3-(bromomethyl)phenyl]-3-(4-tetradecoxyphenyl)urea
• 化学式: C₂₈H₄₁BrN₂O₂
• 分子量: 517.55
• InChiKey: GSDRKLRODAPVSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  33
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[3-(bromomethyl)phenyl]-N'-[4-(tetradecyloxy)phenyl]urea 、 5-甲基噻唑 在 甲苯 、 乙醚 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以to give 4.7 g of the desired product as a white powder, m.p. 65°-168° C.的产率得到5-Methyl-3-[[3-[[[[4-(tetradecyloxy)phenyl]amino]carbonyl]amino]phenyl]methyl]thiazolium bromide
  参考文献：
  名称：

  Bis-aryl amide antagonists of platelet activating factor

  摘要：

  该专利描述了一种抑制血小板活化因子的化合物，其通式为：##STR1## 其中X为二价酰胺或脲取代基，Y为含氮杂环。本专利还涵盖了包含该化合物的制药组合物和治疗血小板活化因子相关疾病的方法。

  公开号：

  US05225425A1
• 作为产物：
  描述：

  4-十四烷氧基苯胺 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-[3-(bromomethyl)phenyl]-N'-[4-(tetradecyloxy)phenyl]urea
  参考文献：
  名称：

  Analogs of platelet activating factor. 7. Bis-aryl amide and bis-aryl urea receptor antagonists of PAF

  摘要：

  A series of bis-aryl amide (13-57 and 66-81) and bis-aryl urea (58 and 85) antagonists of platelet-activating factor (PAF) was prepared that contain, separating the two aromatic rings, linear amide linkages of the form -(CH2)nCONH- (n = 0-2), -OCH2CONH-, and -(CH2)nNHCO- (n = 0-1), branched amide linkages of the form -(CH2)nN(COR)- (n = 1-3, R = CH3 or n-C3H7), and -N(COCH3)CH2-, and urea linkages of the form -NHCONH- and -CH2N(CONHCH3)-. These compounds were examined for their ability to inhibit PAF-induced platelet aggregation of rabbit platelets. These in vitro data were compared to similar data obtained for a number of known PAF antagonists. The compounds were evaluated in vivo, in the mouse, for their ability to prevent death induced by a lethal challenge of PAF. The relationships between the biological activity and the nature, lipophilicity, and position of substituents of the aromatic rings were studied. Best activity was observed for compounds having linkages of the type -CH2CONH-, -CH2N(COR)-, and -CH2NHCO-. Many of these compounds inhibit PAF-induced platelet aggregation with IC50's under 1 muM.

  DOI：

  10.1021/jm00104a002

文献信息

• Method of making certain aryl containing amides
  申请人：American Cyanamid Company

  公开号：US05231182A1

  公开（公告）日：1993-07-27

  Methods of preparing bis-aryl amide and urea compounds of the general formula: ##STR1## wherein x is a divalent amide or urea substituent and Y is a nitrogen containing heterocycle, which compounds are inhibitors of platelet activating factor.

  制备一般式为##STR1##的双芳基酰胺和脲化合物的方法：其中x是二价酰胺或脲取代基，Y是含氮杂环，这些化合物是血小板活化因子抑制剂。
• Bis-aryl amide antagonists of platelet activating factor
  申请人：American Cyanamid Company

  公开号：US05225425A1

  公开（公告）日：1993-07-06

  Bis-aryl amide and urea compounds of the general formula: ##STR1## wherein X is a divalent amide or urea substituent and Y is a nitrogen containing heterocycle, which compounds are inhibitors of platelet activating factor. Pharmaceutical compositions containing the compounds and methods of treating platelet activating factor associated conditions are also included.

  该专利描述了一种抑制血小板活化因子的化合物，其通式为：##STR1## 其中X为二价酰胺或脲取代基，Y为含氮杂环。本专利还涵盖了包含该化合物的制药组合物和治疗血小板活化因子相关疾病的方法。
• US5077409A
  申请人：——

  公开号：US5077409A

  公开（公告）日：1991-12-31
• US5128351A
  申请人：——

  公开号：US5128351A

  公开（公告）日：1992-07-07
• US5225425A
  申请人：——

  公开号：US5225425A

  公开（公告）日：1993-07-06