(S)-4,5,6,7-tetrahydro-1-<(3-methyl-4-nitrophenyl)methyl>-1H-imidazo<4,5-c>pyridine-6-carboxylic acid dihydrochloride | 136677-02-6

• 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: (S)-4,5,6,7-tetrahydro-1-<(3-methyl-4-nitrophenyl)methyl>-1H-imidazo<4,5-c>pyridine-6-carboxylic acid dihydrochloride
• 英文别名: (S)-1-(3-methyl-4-nitrophenyl)methyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid dihydrochloride；(S)-4,5,6,7-tetrahydro-1-[(3-methyl-4-nitrophenyl)methyl]-1H-imidazo[4,5-c]pyridine-6-carboxylic acid dihydrochloride
• CAS: 136677-02-6
• 化学式: C₁₅H₁₆N₄O₄*2ClH
• 分子量: 389.238
• InChiKey: QQXBZIGXSLJAEQ-MERQFXBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  110.29
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-4,5,6,7-tetrahydro-1-<(3-methyl-4-nitrophenyl)methyl>-1H-imidazo<4,5-c>pyridine-6-carboxylic acid dihydrochloride 在 镍 盐酸 、 sodium hydroxide 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 80.0h， 生成 (+)-PD 123177
  参考文献：
  名称：

  Synthesis and structure-activity relationships of a novel series of non-peptide angiotensin II receptor binding inhibitors specific for the AT2 subtype

  摘要：

  Structure-activity relationships are reported for a novel class of 4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid derivatives that displace I-125-labeled angiotensin II from a specific subset of angiotensin II (Ang II) binding sites in rat adrenal preparations. This binding site is not the Ang II receptor mediating vascular contraction or aldosterone release, but, rather, is one whose function has not yet been fully elucidated. It has been identified in a number of tissues and has a similar affinity for Ang II and its peptide analogues as does the vascular receptor. The non-peptide compounds reported here are uniquely specific in displacing Ang II at this binding site and are inactive in antagonizing Ang II at the vascular receptor or in pharmacological assays measuring vascular effects. PD 123,319 (79), one of the most potent compounds, has an IC50 of 34 nM. Certain of these compounds may have utility in the definition and study of Ang II receptor subtypes.

  DOI：

  10.1021/jm00115a014
• 作为产物：
  描述：

  3-(3-甲基-4-硝基苄基)-L-组氨酸二盐酸 在 盐酸 、 聚合甲醛 作用下， 生成 (S)-4,5,6,7-tetrahydro-1-<(3-methyl-4-nitrophenyl)methyl>-1H-imidazo<4,5-c>pyridine-6-carboxylic acid dihydrochloride
  参考文献：
  名称：

  4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid amide

  摘要：

  本文揭示了具有高拮抗活性对抗血管紧张素II和对抗血管紧张素II受体具有高特异性的4,5,6,7-四氢-1H-咪唑[4,5-c]吡啶-6-羧酸酰胺衍生物，用于制备这些衍生物的中间体，以及包括这些衍生物的抗血管紧张素II拮抗剂。

  公开号：

  US05401736A1