2-bromomethyl-3,5-dicarboethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine | 204848-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-bromomethyl-3,5-dicarboethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine
• 英文别名: Diethyl 2-(bromomethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 204848-35-1
• 化学式: C₁₉H₂₁BrN₂O₆
• 分子量: 453.29
• InChiKey: JDLOKCHLTALMGT-UHFFFAOYSA-N

物化性质

• 沸点：
  533.5±50.0 °C(predicted)
• 密度：
  1.418±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-bromomethyl-3,5-dicarboethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 生成 2-(methylthio)methyl-3,5-dicarboethoxy-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine
  参考文献：
  名称：

  Synthesis of Novel Asymmetrical 1,4‐Dihydropyridine Derivatives

  摘要：

  Asymmetrical 1,4-dihydropyridine esters 3a and 3i-k were synthesized from the symmetrical precursor 1 through the intermediate 2-bromomethyl derivative 2. Then, compound 3a was subjected to a different transformation for preparation of 1,4-dihydropyridine derivatives 3b-h.

  DOI：

  10.1080/00397910500297305
• 作为产物：
  描述：

  间硝苯地平 在 吡啶 、 pyridinium hydrobromide perbromide 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 2-bromomethyl-3,5-dicarboethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine
  参考文献：
  名称：

  1,4-Dihydropyridines bearing a pharmacophoric fragment of lidoflazine

  摘要：

  A series of 1,4-dihydropyridines bearing a pharmacophoric fragment of Iidoflazine was synthesized. The compounds were evaluated for inotropic, chronotropic, and calcium antagonist activities. All compounds behave as inotropic and chronotropic agents, except for compounds 4b, 5a, and 5b, which exibit a rather weak calcium antagonism in vascular smooth muscle (like aorta). Compound 5b is about twofold more potent in decreasing both chronotropy and inotropy, while compound 5c is about fivefold more potent in decreasing inotropy than nifedipine. Moreover, compound 5b is the most potent calcium antagonist derivative of the series. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00155-1

文献信息

• Synthesis of Novel Asymmetrical 1,4‐Dihydropyridine Derivatives
  作者：Adeleh Moshtaghi Zenouz、Mina Raisossadat Oskuie、Shirin Mollazadeh

  DOI：10.1080/00397910500297305

  日期：2005.11

  Asymmetrical 1,4-dihydropyridine esters 3a and 3i-k were synthesized from the symmetrical precursor 1 through the intermediate 2-bromomethyl derivative 2. Then, compound 3a was subjected to a different transformation for preparation of 1,4-dihydropyridine derivatives 3b-h.
• 1,4-Dihydropyridines bearing a pharmacophoric fragment of lidoflazine
  作者：A. Chiarini、A. Rampa、R. Budriesi、A. Bisi、G. Fabbri、P. Valenti

  DOI：10.1016/0968-0896(96)00155-1

  日期：1996.10

  A series of 1,4-dihydropyridines bearing a pharmacophoric fragment of Iidoflazine was synthesized. The compounds were evaluated for inotropic, chronotropic, and calcium antagonist activities. All compounds behave as inotropic and chronotropic agents, except for compounds 4b, 5a, and 5b, which exibit a rather weak calcium antagonism in vascular smooth muscle (like aorta). Compound 5b is about twofold more potent in decreasing both chronotropy and inotropy, while compound 5c is about fivefold more potent in decreasing inotropy than nifedipine. Moreover, compound 5b is the most potent calcium antagonist derivative of the series. Copyright (C) 1996 Elsevier Science Ltd