4-(Tetradecyloxy)benzeneacetyl chloride | 63290-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(Tetradecyloxy)benzeneacetyl chloride
• 英文别名: p-tetradecyloxyphenylacetyl chloride；p-tetradecyloxyphenylacetylchloride；2-(4-tetradecoxyphenyl)acetyl chloride
• CAS: 63290-16-4
• 化学式: C₂₂H₃₅ClO₂
• 分子量: 366.972
• InChiKey: VEBLYBKIDNJSAX-UHFFFAOYSA-N

物化性质

• 沸点：
  459.2±28.0 °C(Predicted)
• 密度：
  0.993±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(Tetradecyloxy)benzeneacetyl chloride 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [3-[Acetyl-[2-(4-tetradecoxyphenyl)ethyl]amino]phenyl]methyl acetate
  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
• 作为产物：
  描述：

  4-羟基苯乙酸甲酯 在 氢氧化钾 、 草酰氯 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 108.0h， 生成 4-(Tetradecyloxy)benzeneacetyl chloride
  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

• Hypolipidemic allene carboxylic acids
  申请人：Sandoz, Inc.

  公开号：US04011339A1

  公开（公告）日：1977-03-08

  The compounds are 4-aryl substituted buta-2,3-dienoic acids and esters thereof which may also be lower alkyl-substituted at any of the 2- and 4-positions, e.g., 4-(p-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid. The compounds are useful as pharmaceuticals, e.g., as anti-inflammatory agents and hypolipidemic agents.

  这些化合物是4-芳基取代的丁二烯酸及其酯，也可在2-和4-位置之一进行较低烷基取代，例如4-(对甲氧基苯基)-2-甲基丁二烯酸。这些化合物可作为药物使用，例如作为抗炎药和降脂药。
• Bis-aryl amide and urea antagonists of platelet activating factor
  申请人：American Cyanamid Company

  公开号：US05128351A1

  公开（公告）日：1992-07-07

  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.

  一般公式为：其中 X 是双价酰胺或尿素取代基，Y 是含氮杂环的双芳基酰胺和尿素化合物，这些化合物是血小板活化因子的抑制剂。还包括含有这些化合物的药物组合物和治疗血小板活化因子相关疾病的方法。
• Method of preparing bis-aryl amide and urea antagonists of platelet
  申请人：American Cyanamid Company

  公开号：US05077409A1

  公开（公告）日：1991-12-31

  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##的双芳基酰胺和尿素化合物的方法，其中x是双价酰胺或尿素取代基，Y是含氮杂环，这些化合物是血小板活化因子的抑制剂。
• Pyridinium compounds which are useful as antagonists of platelet
  申请人：American Cyanamid Company

  公开号：US05208247A1

  公开（公告）日：1993-05-04

  The invention is aryl, amide, imide and carbamate pyridine antagonists of platelet activating factor.

  这项发明是关于芳基、酰胺、亚酰胺和氨基甲酸酯吡啶对血小板活化因子的拮抗剂。
• 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。