1-benzoyl-4,4-dimethyl-1,4-dihydro-pyridine | 67402-85-1

• 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: 1-benzoyl-4,4-dimethyl-1,4-dihydro-pyridine
• 英文别名: N-Benzoyl-4,4-dimethyl-1,4-dihydropyridine；(4,4-Dimethylpyridin-1-yl)-phenylmethanone
• CAS: 67402-85-1
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: DNQDBPMUZUAYSR-UHFFFAOYSA-N

物化性质

• 沸点：
  165-170 °C(Press: 0.2 Torr)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,3-dimethylglutaraldehyde 、 苯甲酰胺 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 3.0h， 以50%的产率得到1-benzoyl-4,4-dimethyl-1,4-dihydro-pyridine
  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

• FRAENKEL G.; FOOS J. S.; KILLIAN W.; RIZVI S. Q. A.; UNGER M., TETRAHEDRON LETT. <TELE-AY>, 1978, NO 16, 1407-1410
  作者：FRAENKEL G.、 FOOS J. S.、 KILLIAN W.、 RIZVI S. Q. A.、 UNGER M.

  DOI：——

  日期：——
• 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.