特拉唑嗪杂质D | 84050-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 特拉唑嗪杂质D
• 英文名称: 4-amino-6,7-dimethoxy-2-(4-formylpiperazino)quinazoline hydrochloride
• 英文别名: 1-(4-Amino-6,7-dimethoxyquinazolin-2-yl)-4-formylpiperazine Hydrochloride；4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazine-1-carbaldehyde;hydrochloride
• CAS: 84050-21-5
• 化学式: C₁₅H₁₉N₅O₃*ClH
• 分子量: 353.808
• InChiKey: WLBHLVFARVXOAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.93
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  93.8
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  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-(3,5-dimethoxy-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
• 作为产物：
  描述：

  1-甲醛哌嗪 、 2-氯-4-氨基-6,7-二甲氧基喹唑啉 以 异戊醇 为溶剂， 反应 1.0h， 以33.4 g的产率得到特拉唑嗪杂质D
  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

• SEKIYA, TETSUO;HIRANUMA, HIDETOSHI;HATA, SHUNSUKE;MIZOGAMI, SUSUMU;HANAZU+, J. MED. CHEM., 1983, 26, N 3, 411-416
  作者：SEKIYA, TETSUO、HIRANUMA, HIDETOSHI、HATA, SHUNSUKE、MIZOGAMI, SUSUMU、HANAZU+

  DOI：——

  日期：——