8-(4-Bromo-benzyl)-4-methyl-7-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-2-carboxylic acid | 499775-88-1

• 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-Bromo-benzyl)-4-methyl-7-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-2-carboxylic acid
• 英文别名: 8-[(4-Bromophenyl)methyl]-4-methyl-7-oxo-5,6-dihydropyrido[2,3-d]pyrimidine-2-carboxylic acid；8-[(4-bromophenyl)methyl]-4-methyl-7-oxo-5,6-dihydropyrido[2,3-d]pyrimidine-2-carboxylic acid
• CAS: 499775-88-1
• 化学式: C₁₆H₁₄BrN₃O₃
• 分子量: 376.209
• InChiKey: WKBYZJUMWHOILB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-(4-Bromo-benzyl)-4-methyl-7-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-2-carboxylic acid 在 四(三苯基膦)钯 盐酸 、 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 4-Methyl-7-oxo-8-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-2-carboxylic acid
  参考文献：
  名称：

  Novel human metabolites of the angiotensin-II antagonist tasosartan and their pharmacological effects

  摘要：

  Three novel metabolites of the angiotensin-II (A-II) receptor antagonist tasosartan have been identified in humans, and the syntheses and pharmacologic profiling of these metabolites are reported. Each metabolite bound the human A-II receptor with IC(50)s between 20 and 45 nM. The in vivo effects of these compounds in attenuating the pressor response to angiotensin-II challenge in anesthetized rats were also investigated. An unsaturated diol metabolite exhibited in vivo efficacy at intravenous doses of 1 and 3 mg/kg, while the other metabolites, both carboxylic acids, had no significant effect at the same doses. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00303-7
• 作为产物：
  描述：

  5,8-dihydro-2-(hydroxymethyl)-4-methyl-8-<(4-bromophenyl)methyl>pyrido<2,3-d>pyrimidin-7(6H)-one 在 manganese(IV) oxide 作用下， 以 丙酮 为溶剂， 生成 8-(4-Bromo-benzyl)-4-methyl-7-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-2-carboxylic acid
  参考文献：
  名称：

  Novel human metabolites of the angiotensin-II antagonist tasosartan and their pharmacological effects

  摘要：

  Three novel metabolites of the angiotensin-II (A-II) receptor antagonist tasosartan have been identified in humans, and the syntheses and pharmacologic profiling of these metabolites are reported. Each metabolite bound the human A-II receptor with IC(50)s between 20 and 45 nM. The in vivo effects of these compounds in attenuating the pressor response to angiotensin-II challenge in anesthetized rats were also investigated. An unsaturated diol metabolite exhibited in vivo efficacy at intravenous doses of 1 and 3 mg/kg, while the other metabolites, both carboxylic acids, had no significant effect at the same doses. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00303-7

文献信息

• Novel human metabolites of the angiotensin-II antagonist tasosartan and their pharmacological effects
  作者：Hassan M Elokdah、Gregory S Friedrichs、Sie-Yearl Chai、Boyd L Harrison、John Primeau、Michael Chlenov、David L Crandall

  DOI：10.1016/s0960-894x(02)00303-7

  日期：2002.8

  Three novel metabolites of the angiotensin-II (A-II) receptor antagonist tasosartan have been identified in humans, and the syntheses and pharmacologic profiling of these metabolites are reported. Each metabolite bound the human A-II receptor with IC(50)s between 20 and 45 nM. The in vivo effects of these compounds in attenuating the pressor response to angiotensin-II challenge in anesthetized rats were also investigated. An unsaturated diol metabolite exhibited in vivo efficacy at intravenous doses of 1 and 3 mg/kg, while the other metabolites, both carboxylic acids, had no significant effect at the same doses. (C) 2002 Elsevier Science Ltd. All rights reserved.