N-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamide | 147236-50-8

• 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-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamide
• 英文别名: N-acetyl-3-tert-butyl-4-decoxy-N-(pyridin-2-ylmethyl)benzamide
• CAS: 147236-50-8
• 化学式: C₂₉H₄₂N₂O₃
• 分子量: 466.664
• InChiKey: FVHYPMPLRVXHLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamide 、 碘甲烷 反应 18.0h， 以to give 1.86 g of the desired product as light yellow crystals的产率得到2-[[acetyl[4-(decyloxy)-3-(1,1-dimethylethyl)benzoyl]amino]methyl]-1-methylpyridinium iodide
  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
• 作为产物：
  描述：

  2-氨甲基吡啶 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydride 作用下， 反应 92.0h， 生成 N-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamide
  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
• 作为试剂：
  描述：

  4-(Decyloxy)-3-(1,1-dimethylethyl)benzoyl chloride 、 2-乙酰氨基甲基吡啶 、 sodium;hydride 在 N-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamide 作用下， 以 四氢呋喃 为溶剂， 以to give 1.74 g of the desired product as a yellow oil的产率得到N-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamide
  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

• 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。
• 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. 8. Antagonists of PAF containing an aromatic ring linked to a pyridinium ring
  作者：Michael P. Trova、Allan Wissner、Marion L. Carroll、Suresh S. Kerwar、Walter C. Pickett、Robert E. Schaub、Lawrence W. Torley、Constance A. Kohler

  DOI：10.1021/jm00057a008

  日期：1993.3

  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.