1,4-dihydro-2,6-dimethyl-4-(5-bromo-2-thienyl)-3,5-pyridinedicarboxylic acid bis-(1,1-propen-2-yl ester)

• 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: 1,4-dihydro-2,6-dimethyl-4-(5-bromo-2-thienyl)-3,5-pyridinedicarboxylic acid bis-(1,1-propen-2-yl ester)
• 英文别名: Bis(prop-2-enyl) 4-(5-bromothiophen-2-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 化学式: C₁₉H₂₀BrNO₄S
• 分子量: 438.342
• InChiKey: SLHNKDWZSAPBPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  92.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-溴噻吩-2-甲醛 、 乙酰乙酸烯丙酯 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以12%的产率得到1,4-dihydro-2,6-dimethyl-4-(5-bromo-2-thienyl)-3,5-pyridinedicarboxylic acid bis-(1,1-propen-2-yl ester)
  参考文献：
  名称：

  Synthesis and activities of a thienyl dihydropyridine series on intracellular calcium in a rat pituitary cell line (GH3/B6)

  摘要：

  The synthesis of a thienyl dihydropyridine series according to the Hantzsch method is described. The influence of these derivatives on intracellular calcium ([Ca2+]i) in GH3 cells was evaluated in vitro using spectrofluorimetry with indol as Ca2+ fluorescent probe. We compared their effects on [Ca2+]i and hormone release with those of nifedipine. The most active tested compounds on [Ca2+]i were those methylated on the 3-position of the thienyl ring (activity was about 75% of nifedipine). Interestingly, the most efficient compounds on [Ca2+]i were also the most efficient on hormone release.

  DOI：

  10.1016/0223-5234(96)89551-1

文献信息

• Synthesis and activities of a thienyl dihydropyridine series on intracellular calcium in a rat pituitary cell line (GH3/B6)
  作者：M Varache-Lembège、A Nuhrich、V Zemb、G Devaux、P Vacher、AM Vacher、B Dufy

  DOI：10.1016/0223-5234(96)89551-1

  日期：1996.1

  The synthesis of a thienyl dihydropyridine series according to the Hantzsch method is described. The influence of these derivatives on intracellular calcium ([Ca2+]i) in GH3 cells was evaluated in vitro using spectrofluorimetry with indol as Ca2+ fluorescent probe. We compared their effects on [Ca2+]i and hormone release with those of nifedipine. The most active tested compounds on [Ca2+]i were those methylated on the 3-position of the thienyl ring (activity was about 75% of nifedipine). Interestingly, the most efficient compounds on [Ca2+]i were also the most efficient on hormone release.