methyl 1,4-dihydro-4,4-dimethyl-1-pyridinebutanoate | 115932-98-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 1,4-dihydro-4,4-dimethyl-1-pyridinebutanoate
• 英文别名: methyl 4-(4,4-dimethylpyridin-1-yl)butanoate
• CAS: 115932-98-4
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: FDGZTWUAEHVUBS-UHFFFAOYSA-N

物化性质

• 沸点：
  296.8±40.0 °C(predicted)
• 密度：
  0.982±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3-dimethylglutaraldehyde 、 4-氨基丁酸甲酯盐酸盐 在 molecular sieve 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 21.0h， 以26%的产率得到methyl 1,4-dihydro-4,4-dimethyl-1-pyridinebutanoate
  参考文献：
  名称：

  Antihypertensive dihydropyridines with 1,4,4-trisubstitution

  摘要：

  Dihydropyridines with 1,4,4-trisubstitution were synthesized and tested for antihypertensive activity in a spontaneously hypertensive rat model. This substitution pattern on the dihydropyridine nucleus differs markedly from that found most active in the structure-activity relationship established for nifedipine-like compounds. However, some were found to significantly lower blood pressure at testing doses (30 mg/kg, ip and 100 mg/kg, po) for up to 24 h. Methyl 1,4-dihydro-4,4-dimethyl-1-pyridinepropanoate (2-1), for example, lowered blood pressure 71 mmHg at 30 mg/kg, ip and the effect endured for greater than 24 h. Unlike prototypical dihydropyridines such as nifedipine, these compounds did not seem to have any effect on calcium channels.

  DOI：

  10.1021/jm00163a037

文献信息

• Dihydropyridine compounds having 1,4,4-trisubstitution useful as
  申请人：McNeilab, Inc.

  公开号：US04742068A1

  公开（公告）日：1988-05-03

  Dihydropyridine compounds having 1,4,4-trisubstitution of the following formula (I): ##STR1## wherein R is one of --COR.sup.3, R.sup.3 being a group such as phenyl or benzyl; R.sup.4 where R.sup.4 is a heterocycle; --(CH.sub.2).sub.n NR.sup.5 R.sup.6, with R.sup.5 and R.sup.6 being alkyl or joined to define a ring; or --(CH.sub.2).sub.n COOR.sup.7, with R.sup.7 being alkyl or benzyl. R.sup.1 and R.sup.2 are alkyl, phenyl or substituted phenyl. The compounds are useful for the treatment of hypertension in mammals, e.g., in humans.

  具有以下公式（I）的1,4,4-三取代的二氢吡啶化合物：##STR1## 其中R是--COR.sup.3之一，R.sup.3是如苯基或苄基等的基团；R.sup.4是杂环；--(CH.sub.2).sub.n NR.sup.5 R.sup.6，其中R.sup.5和R.sup.6是烷基或连接以定义环；或--(CH.sub.2).sub.n COOR.sup.7，其中R.sup.7是烷基或苄基。R.sup.1和R.sup.2是烷基，苯基或取代苯基。该化合物可用于治疗哺乳动物，例如人类的高血压。
• US4742068A
  申请人：——

  公开号：US4742068A

  公开（公告）日：1988-05-03
• Antihypertensive dihydropyridines with 1,4,4-trisubstitution
  作者：Michael J. Kukla、Henry J. Breslin、Alan Gill

  DOI：10.1021/jm00163a037

  日期：1990.1

  Dihydropyridines with 1,4,4-trisubstitution were synthesized and tested for antihypertensive activity in a spontaneously hypertensive rat model. This substitution pattern on the dihydropyridine nucleus differs markedly from that found most active in the structure-activity relationship established for nifedipine-like compounds. However, some were found to significantly lower blood pressure at testing doses (30 mg/kg, ip and 100 mg/kg, po) for up to 24 h. Methyl 1,4-dihydro-4,4-dimethyl-1-pyridinepropanoate (2-1), for example, lowered blood pressure 71 mmHg at 30 mg/kg, ip and the effect endured for greater than 24 h. Unlike prototypical dihydropyridines such as nifedipine, these compounds did not seem to have any effect on calcium channels.