5-(4-Methoxy-benzyl)-1,4-dihydro-2H-isoquinoline-3,3-dicarboxylic acid diethyl ester | 1026228-02-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-(4-Methoxy-benzyl)-1,4-dihydro-2H-isoquinoline-3,3-dicarboxylic acid diethyl ester
• 英文别名: diethyl 5-[(4-methoxyphenyl)methyl]-2,4-dihydro-1H-isoquinoline-3,3-dicarboxylate
• CAS: 1026228-02-3
• 化学式: C₂₃H₂₇NO₅
• 分子量: 397.471
• InChiKey: AAGNSZLYIDYRFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 5-(4-Methoxy-benzyl)-1,4-dihydro-2H-isoquinoline-3,3-dicarboxylic acid diethyl ester 在 氢氧化钾 、 硫酸 作用下， 生成 methyl 5-<(4-methoxyphenyl)methyl>tetrahydroisoquinoline-3-carboxylate
  参考文献：
  名称：

  A novel series of selective, non-peptide inhibitors of angiotensin II binding to the AT2 site

  摘要：

  The availability of peptide and non-peptide Ang II receptor antagonists has permitted the study of Ang II receptor heterogeneity. It is now widely recognized that there are at least two distinct Ang II receptor subtypes. AT(1) receptors are selective in their recognition of agents such as losartan, DuP 532, L-158,809, SK&F108566, and similar non-peptides. To date, all of the well-known actions of Ang II in mammals are blocked by the AT(1) selective antagonists such as losartan and are thus designated as being mediated by the AT(1) receptor. Although there have been reports of functional activity mediated through AT(2) sites, the pharmacological role for the AT(2) receptor has not yet been elucidated. Herein, we report the chemistry and SAR on a novel series of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids which have selective affinity for AT(2) receptors. The most potent of which (19) has an IC50 Of 30 nM for the AT(2) receptor in the rat adrenal radioligand binding assay.

  DOI：

  10.1021/jm00077a001
• 作为产物：
  描述：

  2-(4-甲氧基苯甲酰基)苯甲酸 在 palladium on activated charcoal 锂硼氢 、 硫酸 、 氢气 、 phosphorus pentoxide 、 sodium hydride 、 sodium cyanoborohydride 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 溶剂黄146 、 甲苯 为溶剂， 70.0 ℃ 、2.03 MPa 条件下， 反应 21.33h， 生成 5-(4-Methoxy-benzyl)-1,4-dihydro-2H-isoquinoline-3,3-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  A novel series of selective, non-peptide inhibitors of angiotensin II binding to the AT2 site

  摘要：

  The availability of peptide and non-peptide Ang II receptor antagonists has permitted the study of Ang II receptor heterogeneity. It is now widely recognized that there are at least two distinct Ang II receptor subtypes. AT(1) receptors are selective in their recognition of agents such as losartan, DuP 532, L-158,809, SK&F108566, and similar non-peptides. To date, all of the well-known actions of Ang II in mammals are blocked by the AT(1) selective antagonists such as losartan and are thus designated as being mediated by the AT(1) receptor. Although there have been reports of functional activity mediated through AT(2) sites, the pharmacological role for the AT(2) receptor has not yet been elucidated. Herein, we report the chemistry and SAR on a novel series of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids which have selective affinity for AT(2) receptors. The most potent of which (19) has an IC50 Of 30 nM for the AT(2) receptor in the rat adrenal radioligand binding assay.

  DOI：

  10.1021/jm00077a001