3-Chloro-4-(tetradecyloxy)benzoyl chloride | 144766-65-4

• 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: 3-Chloro-4-(tetradecyloxy)benzoyl chloride
• 英文别名: 3-chloro-4-tetradecoxybenzoyl chloride
• CAS: 144766-65-4
• 化学式: C₂₁H₃₂Cl₂O₂
• 分子量: 387.39
• InChiKey: CPKRUQDCAPIQPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  3-Chloro-4-(tetradecyloxy)benzoyl chloride 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 [3-(3-Chloro-4-tetradecyloxy-benzylamino)-phenyl]-methanol
  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：

  3-Chloro-4-(tetradecyloxy)benzoic acid 、 草酰氯 在 N,N-二甲基甲酰胺 乙醚 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以to give 51.1 g of the desired product as white crystals的产率得到3-Chloro-4-(tetradecyloxy)benzoyl chloride
  参考文献：
  名称：

  Aryl pyridinium compounds which are useful in treating shock

  摘要：

  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。

  公开号：

  US05328921A1

文献信息

• 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, amide, imide, and carbamate pyridine antagonists of platelet activating factor
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0530444A1

  公开（公告）日：1993-03-10

  Pyridine derivatives of the general formula wherein:    X is a divalent radical of: are PAF antagonists. Processes for their preparation and pharmaceutical compositions containing them are also included.

  通式如下的吡啶衍生物 其中 X 是下列物质的二价基 是 PAF 拮抗剂。它们的制备方法和含有它们的药物组合物也包括在内。
• US5208247A
  申请人：——

  公开号：US5208247A

  公开（公告）日：1993-05-04
• US5328921A
  申请人：——

  公开号：US5328921A

  公开（公告）日：1994-07-12
• Analogs of platelet activating factor. 7. Bis-aryl amide and bis-aryl urea receptor antagonists of PAF
  作者：Allan Wissner、Marion L. Carroll、Bernard D. Johnson、Suresh S. Kerwar、Walter C. Pickett、Robert E. Schaub、Lawrence W. Torley、Michael P. Trova、Constance A. Kohler

  DOI：10.1021/jm00104a002

  日期：1992.12

  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.