4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(2-naphthylethyl)-3-methylisoxazole | 244071-32-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(2-naphthylethyl)-3-methylisoxazole
• 英文别名: 4-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-3-methyl-5-(2-naphthalen-2-ylethyl)-1,2-oxazole
• CAS: 244071-32-7
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: CNVTYMVISCBBOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(2-naphthylethyl)-3-methylisoxazole 在 盐酸 、 ammonium hydroxide 、 sodium tetrahydroborate 、 三氟甲烷磺酸甲酯 作用下， 以 乙醇 为溶剂， 100.0~110.0 ℃ 、275.79 kPa 条件下， 反应 48.0h， 生成 Diethyl 2,6-dimethyl-4-[3-methyl-5-(2-naphthalen-2-ylethyl)-1,2-oxazol-4-yl]-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Lipophilic 4-Isoxazolyl-1,4-dihydropyridines:  Synthesis and Structure−Activity Relationships

  摘要：

  A series of 4-isoxazolyl-1,4-dihydropyridines bearing lipophilic side chains at the C-5 position of the isoxazole ring have been prepared. The calcium channel antagonistic activity of these compounds has been evaluated. A hypothetical model for binding of these compounds in the calcium channel. is proposed, and the validity of this model is evaluated based on the. SAR of this series of calcium binding, especially for the two most active derivatives, 1a,g. The solid-state structure for the most active compound, 1a, has also been determined, and its important features are reported.

  DOI：

  10.1021/jm980439q
• 作为产物：
  描述：

  2-萘甲醇 在 盐酸 、 正丁基锂 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(2-naphthylethyl)-3-methylisoxazole
  参考文献：
  名称：

  Lipophilic 4-Isoxazolyl-1,4-dihydropyridines:  Synthesis and Structure−Activity Relationships

  摘要：

  A series of 4-isoxazolyl-1,4-dihydropyridines bearing lipophilic side chains at the C-5 position of the isoxazole ring have been prepared. The calcium channel antagonistic activity of these compounds has been evaluated. A hypothetical model for binding of these compounds in the calcium channel. is proposed, and the validity of this model is evaluated based on the. SAR of this series of calcium binding, especially for the two most active derivatives, 1a,g. The solid-state structure for the most active compound, 1a, has also been determined, and its important features are reported.

  DOI：

  10.1021/jm980439q

文献信息

• Lipophilic 4-Isoxazolyl-1,4-dihydropyridines:  Synthesis and Structure−Activity Relationships
  作者：Nicholas R. Natale、Mark E. Rogers、Richard Staples、David J. Triggle、Aleta Rutledge

  DOI：10.1021/jm980439q

  日期：1999.8.1

  A series of 4-isoxazolyl-1,4-dihydropyridines bearing lipophilic side chains at the C-5 position of the isoxazole ring have been prepared. The calcium channel antagonistic activity of these compounds has been evaluated. A hypothetical model for binding of these compounds in the calcium channel. is proposed, and the validity of this model is evaluated based on the. SAR of this series of calcium binding, especially for the two most active derivatives, 1a,g. The solid-state structure for the most active compound, 1a, has also been determined, and its important features are reported.