1-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-4-[3-(3-trifluoromethyl-phenyl)-acryloyl]-piperazine | 70842-87-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-4-[3-(3-trifluoromethyl-phenyl)-acryloyl]-piperazine
• 英文别名: 1-[4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-3-[3-(trifluoromethyl)phenyl]prop-2-en-1-one
• CAS: 70842-87-4
• 化学式: C₂₄H₂₄F₃N₅O₃
• 分子量: 487.481
• InChiKey: DKDOTNAUBYUJRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  93.8
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  特拉唑嗪杂质D 在 盐酸 、 三乙胺 作用下， 反应 1.5h， 生成 1-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-4-[3-(3-trifluoromethyl-phenyl)-acryloyl]-piperazine
  参考文献：
  名称：

  Pyrimidine derivatives. 4. Synthesis and antihypertensive activity of 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazoline derivatives

  摘要：

  A series of 30 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazoline derivatives was prepared and tested for their ability to reduce blood pressure in conscious, spontaneously hypertensive rates (SHR). A number of these compounds, notably 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazolines 3a (R1 = H; R2 = Ph), 3j (R1 = H; R2 = 4-EtOPh), and 5a (R1 = H; R2 = 2-furyl), showed activity at oral doses of 0.3-10 mg/kg. The effects of the 4-substituents of the piperazino group on activity are discussed. Compounds 3a, 3j, and 5a were effective in renal hypertensive rats at oral doses of 3 and 10 mg/kg and showed alpha-adrenoceptor blocking effects in isolated aortas of rats. A 5-day consecutive oral administration of 3a and 3j in SHR did not lead to development of tolerance.

  DOI：

  10.1021/jm00357a016

文献信息

• Pyrimidine derivatives. 4. Synthesis and antihypertensive activity of 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazoline derivatives
  作者：Tetsuo Sekiya、Hidetoshi Hiranuma、Shunsuke Hata、Susumu Mizogami、Mitsuo Hanazuka、Shunichi Yamada

  DOI：10.1021/jm00357a016

  日期：1983.3

  A series of 30 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazoline derivatives was prepared and tested for their ability to reduce blood pressure in conscious, spontaneously hypertensive rates (SHR). A number of these compounds, notably 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazolines 3a (R1 = H; R2 = Ph), 3j (R1 = H; R2 = 4-EtOPh), and 5a (R1 = H; R2 = 2-furyl), showed activity at oral doses of 0.3-10 mg/kg. The effects of the 4-substituents of the piperazino group on activity are discussed. Compounds 3a, 3j, and 5a were effective in renal hypertensive rats at oral doses of 3 and 10 mg/kg and showed alpha-adrenoceptor blocking effects in isolated aortas of rats. A 5-day consecutive oral administration of 3a and 3j in SHR did not lead to development of tolerance.