8-[(4-Bromophenyl)methyl]-2-methyl-4-(trifluoromethyl)-5,6-dihydropyrido[2,3-d]pyrimidin-7-one | 1026867-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 8-[(4-Bromophenyl)methyl]-2-methyl-4-(trifluoromethyl)-5,6-dihydropyrido[2,3-d]pyrimidin-7-one
• CAS: 1026867-32-2
• 化学式: C₁₆H₁₃BrF₃N₃O
• 分子量: 400.198
• InChiKey: PQKWTQDFQIEEIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-[(4-Bromophenyl)methyl]-2-methyl-4-(trifluoromethyl)-5,6-dihydropyrido[2,3-d]pyrimidin-7-one 在 四(三苯基膦)钯 、 甲烷磺酸 、 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 40.0h， 生成 2-methyl-4-trifluoromethyl-5,6,8-trihydro-8-[[2'-(1H-tetrazol-5-yl)[1,1-biphenyl]-4-yl]methyl]-7H-pyrido[2,3-d]pyrimidin-7-one
  参考文献：
  名称：

  Pyrido[2,3-d]pyrimidine Angiotensin II Antagonists

  摘要：

  A series of pyrido[2,3-d]pyrimidine angiotensin II (A II) antagonists was synthesized and tested for antagonism of A II. Compounds with a biphenylyltetrazole pharmacophore and small alkyl groups at the 2- and ii-positions Of the pyridopyrimidine ring were found to be the most potent in an AT(1) receptor binding assay and in blocking the A II presser response in anesthetized, ganglion-blocked A II-infused rats. 5,8-Dihydro-2,4-dimethyl-8-[(2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl)methyl] pyrido[2,3-d]pyrimidin-7(6H)-one (4a) was one of the more potent compounds in the binding assay and was the most efficacious compound in the A II-infused rat model. Further study of 4a;in Goldblatt (2K-1C) rats showed the compound to have oral bioavailability and to be an efficacious and potent compound in a high renin form of hypertension.

  DOI：

  10.1021/jm00030a013
• 作为产物：
  描述：

  diethyl 2-trifluoroacetylglutarate 在 sodium ethanolate 、 碳酸氢钠 、 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 乙醇 、 正丁醇 为溶剂， 反应 72.0h， 生成 8-[(4-Bromophenyl)methyl]-2-methyl-4-(trifluoromethyl)-5,6-dihydropyrido[2,3-d]pyrimidin-7-one
  参考文献：
  名称：

  Pyrido[2,3-d]pyrimidine Angiotensin II Antagonists

  摘要：

  A series of pyrido[2,3-d]pyrimidine angiotensin II (A II) antagonists was synthesized and tested for antagonism of A II. Compounds with a biphenylyltetrazole pharmacophore and small alkyl groups at the 2- and ii-positions Of the pyridopyrimidine ring were found to be the most potent in an AT(1) receptor binding assay and in blocking the A II presser response in anesthetized, ganglion-blocked A II-infused rats. 5,8-Dihydro-2,4-dimethyl-8-[(2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl)methyl] pyrido[2,3-d]pyrimidin-7(6H)-one (4a) was one of the more potent compounds in the binding assay and was the most efficacious compound in the A II-infused rat model. Further study of 4a;in Goldblatt (2K-1C) rats showed the compound to have oral bioavailability and to be an efficacious and potent compound in a high renin form of hypertension.

  DOI：

  10.1021/jm00030a013