3-(tetradecyloxy)benzyl alcohol | 97067-74-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(tetradecyloxy)benzyl alcohol
• 英文别名: 3-(tetradecyloxy)benzenemethanol；3-tetradecyloxybenzyl alcohol；(3-tetradecoxyphenyl)methanol
• CAS: 97067-74-8
• 化学式: C₂₁H₃₆O₂
• 分子量: 320.516
• InChiKey: CSYLVKFFXDBXDL-UHFFFAOYSA-N

物化性质

• 沸点：
  440.7±20.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(tetradecyloxy)benzyl alcohol 在 吡啶 、 三溴化磷 作用下， 以 乙腈 为溶剂， 以83%的产率得到1-(bromomethyl)-3-(tetradecyloxy)benzene
  参考文献：
  名称：

  Analogs of platelet activating factor. 8. Antagonists of PAF containing an aromatic ring linked to a pyridinium ring

  摘要：

  A series of platelet activating factor (PAF) antagonists containing a quaternary pyridinium ring connected through an amide, imide, or carbamate linkage to a substituted aromatic ring was prepared. Of these compounds, those containing a branched imide linkage of the form (CON-(COCH3)CH2, 37-51, and 59) generally showed excellent PAF antagonist properties in vitro. Structure-activity relationships within this series of compounds were studied extensively with respect to substituents and the position of substitution in both the aromatic and pyridinium rings. Several of these compounds (40 and 44) showed in vitro PAF antagonism at less than 0.1 muM and are as potent as CV-6209, the most potent PAF antagonist reported in the literature. Less active PAF antagonists were those bearing simple amide linkages (20-23, 27-29, and 31-35), linear imide linkages (62-63), or carbamate linkages (66 and 68), between the two aromatic rings. A number of our PAF antagonists were tested in vivo in mice and rabbits for their ability to protect these animals against a lethal injection of PAF. Those antagonists that are particularly potent (IC50 <0.1 muM) provide excellent protection against an LD97 dose of PAF in rabbits. The relationships between structure and activity in vitro and in vivo are presented and compared to literature standards.

  DOI：

  10.1021/jm00057a008
• 作为产物：
  描述：

  3-(Tetradecyloxy)benzoic acid 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 60.0h， 以98%的产率得到3-(tetradecyloxy)benzyl alcohol
  参考文献：
  名称：

  Analogs of platelet activating factor. 8. Antagonists of PAF containing an aromatic ring linked to a pyridinium ring

  摘要：

  A series of platelet activating factor (PAF) antagonists containing a quaternary pyridinium ring connected through an amide, imide, or carbamate linkage to a substituted aromatic ring was prepared. Of these compounds, those containing a branched imide linkage of the form (CON-(COCH3)CH2, 37-51, and 59) generally showed excellent PAF antagonist properties in vitro. Structure-activity relationships within this series of compounds were studied extensively with respect to substituents and the position of substitution in both the aromatic and pyridinium rings. Several of these compounds (40 and 44) showed in vitro PAF antagonism at less than 0.1 muM and are as potent as CV-6209, the most potent PAF antagonist reported in the literature. Less active PAF antagonists were those bearing simple amide linkages (20-23, 27-29, and 31-35), linear imide linkages (62-63), or carbamate linkages (66 and 68), between the two aromatic rings. A number of our PAF antagonists were tested in vivo in mice and rabbits for their ability to protect these animals against a lethal injection of PAF. Those antagonists that are particularly potent (IC50 <0.1 muM) provide excellent protection against an LD97 dose of PAF in rabbits. The relationships between structure and activity in vitro and in vivo are presented and compared to literature standards.

  DOI：

  10.1021/jm00057a008

文献信息

• Bis-arylphosphate ester antagonists of platelet activating factor
  申请人：American Cyanamid Co.

  公开号：US04983592A1

  公开（公告）日：1991-01-08

  The invention is novel compounds of the formula: ##STR1## which are antagonists of platelet activating factor.

  这项发明是一种新型化合物，化学式为：##STR1##，它们是血小板活化因子的拮抗剂。
• 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。
• Aryl pyridinium compounds which are useful in treating shock
  申请人：American Cyanamid Company

  公开号：US05328921A1

  公开（公告）日：1994-07-12

  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类抗血小板活化因子拮抗剂。
• Sebosuppressive kosmetische Mittel, enthaltend Alkoxyaryl-alkanole
  申请人：Henkel Kommanditgesellschaft auf Aktien

  公开号：EP0140033A2

  公开（公告）日：1985-05-08

  Sebosuppressive Wirkstoffe in Kosmetika zur Behandlung von fettiger Haut und fettigem Haar sind Alkoxyaryl- alkanole der allgemeinen Formel: R'O in Position 2, 3 oder bevorzugt 4 = Alkyl-(C4-20) R2 = Alkyl-(C1-4),Alkoxy-C1-4), OH oder vorzugsweise H n=0 oder Die Substanzen sind zum Teil neue Verbindungen, die durch katalytische oder chemische Reduktion von entsprechend substituierten Arencarbonsäureestern, Arencarbaldehyden bzw. Arylessigsäureestern oder Arylacetaldehyden mit komplexen Hydriden des Aluminiums oder Bors herstellbar sind.

  用于治疗油性皮肤和油性头发的化妆品中的降脂活性成分是通式如下的烷氧基芳基烷醇 R'O在第 2、3 位或最好是第 4 位=烷基-(C4-20) R2=烷基-(C1-4)、烷氧基-C1-4)、OH 或最好是 H n=0 或 这些物质部分是新化合物，可以通过催化或化学还原相应取代的苯甲酸酯、苯乙醛或芳基乙酸酯或芳基乙醛与铝或硼的复合氢化物来制备。
• Novel bis-arylphosphate ester antagonists of platelet activating factor
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0374513A2

  公开（公告）日：1990-06-27

  The invention is novel compounds of the formula: which are antagonists of platelet activating factor.

  本发明是式中的新型化合物： 是血小板活化因子的拮抗剂。