(4-tetradecyloxyphenyl)acetic acid | 63290-17-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-tetradecyloxyphenyl)acetic acid
• 英文别名: 4-(tetradecyloxy)benzeneacetic acid；p-tetradecyloxyphenylacetic acid；2-(4-tetradecoxyphenyl)acetic acid
• CAS: 63290-17-5
• 化学式: C₂₂H₃₆O₃
• 分子量: 348.526
• InChiKey: XRPCSCVPVIJJEP-UHFFFAOYSA-N

物化性质

• 熔点：
  70 °C(Solv: ethanol (64-17-5))
• 沸点：
  476.9±20.0 °C(Predicted)
• 密度：
  0.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 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：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-tetradecyloxyphenyl)acetic acid 在 吡啶 、 lithium aluminium tetrahydride 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 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 sodium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 (4-tetradecyloxyphenyl)acetic acid
  参考文献：
  名称：

  分泌型磷脂酶A2的抑制作用。从4-十四烷基氧基苯甲relationship开始的1-设计，合成和结构-活性关系研究，以获得II组sPLA2s的特异性抑制剂。

  摘要：

  从GI和GII PLA2s的非特异性抑制剂4-十四烷氧基苯甲m（PMS815）开始，我们在这项工作中报告了通过设计，合成和不同种类的PMS815衍生物的结构活性关系研究发现特异性。领先的化合物4,5-二氢-3-（4-十四烷基氧基苄基）-1,2,4-4H-恶二唑-5-酮（9b，PMS1062）对3个II类PLA2表现出微摩尔IC50，对4个PLA2则无活性在两种体外酶分析条件下，第I组和第III组酶。它还能够阻断HepG2细胞系中LPS和IL-6诱导的PLA2-II活性，并且在两种不同的细胞系（A549和LLC-PK1）中测试PMS1062的浓度高达100 microM时，未观察到细胞毒性。 。

  DOI：

  10.1016/j.ejmech.2005.03.027
• 作为试剂：
  描述：

  4-(十四烷氧基)苯乙酸甲酯 、 氢氧化钾 、 水 在 (4-tetradecyloxyphenyl)acetic acid 、 Carbon tetrachloride hexane 作用下， 以 乙醇 为溶剂， 以to give 60.6 g of the desired product as white crystals的产率得到(4-tetradecyloxyphenyl)acetic acid
  参考文献：
  名称：

  Pyridinium compounds which are useful as antagonists of platelet

  摘要：

  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。

  公开号：

  US05208247A1

文献信息

• Phosphocholine derivatives having antihypertensive action
  申请人：American Cyanamid Company

  公开号：US04640913A1

  公开（公告）日：1987-02-03

  Phosphocholine derivatives and compositions are described which are useful as hypotensive agents and in the treatment of hypertension in warm-blooded animals.

  磷酸胆碱衍生物和组合物被描述为在温血动物中作为降压剂和治疗高血压的有用药物。
• 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。
• 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。