8-(4-bromo-benzyl)-2,4-bis(methoxymethyl)pyrido[2,3-d]pyrimidin-7(8H)-one | 499775-94-9

• 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)-2,4-bis(methoxymethyl)pyrido[2,3-d]pyrimidin-7(8H)-one
• 英文别名: 8-[(4-Bromophenyl)methyl]-2,4-bis(methoxymethyl)pyrido[2,3-d]pyrimidin-7-one；8-[(4-bromophenyl)methyl]-2,4-bis(methoxymethyl)pyrido[2,3-d]pyrimidin-7-one
• CAS: 499775-94-9
• 化学式: C₁₈H₁₈BrN₃O₃
• 分子量: 404.263
• InChiKey: UMYUXNPGDJIQAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-(4-bromo-benzyl)-2,4-bis(methoxymethyl)pyrido[2,3-d]pyrimidin-7(8H)-one 在 四(三苯基膦)钯 三溴化硼 、 sodium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 21.0h， 生成 8-({2'-[2-(tert-butyl)-2H-1,2,3,4-tetrazol-5-yl][1,1'-biphenyl]-4-yl}methyl)-2,4-bis(hydroxymethyl)pyrido[2,3-d]pyrimidin-7(8H)-one
  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：

  2,6-bis(methoxymethyl)-4-pyrimidinol 在 palladium diacetate 碘 、 potassium carbonate 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 正丁醇 、 苯 为溶剂， 反应 14.75h， 生成 8-(4-bromo-benzyl)-2,4-bis(methoxymethyl)pyrido[2,3-d]pyrimidin-7(8H)-one
  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.