(S)-1-Benzyl-6-(tert-butyl-dimethyl-silanyloxymethyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine | 114788-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-1-Benzyl-6-(tert-butyl-dimethyl-silanyloxymethyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
• 英文别名: [(6S)-1-benzyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridin-6-yl]methoxy-tert-butyl-dimethylsilane
• CAS: 114788-09-9
• 化学式: C₂₀H₃₁N₃OSi
• 分子量: 357.571
• InChiKey: PMDDKZORSQZZIO-KRWDZBQOSA-N

物化性质

• 沸点：
  472.2±40.0 °C(predicted)
• 密度：
  1.06±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  39.08
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-1-Benzyl-6-(tert-butyl-dimethyl-silanyloxymethyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine 在 氢氟酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 8.0h， 生成 (S)-1,4,6,7-tetrahydro-6-(hydroxymethyl)-N-methyl-N-phenyl-1-(phenylmethyl)-5H-imidazo[4,5-c]pyridine-5-carboxamide
  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：

  (S)-4,5,6,7-tetrahydro-1-(phenylmethyl)-1H-imidazo<4,5-c>pyridine-6-carboxylic acid methyl ester 在 咪唑 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 (S)-1-Benzyl-6-(tert-butyl-dimethyl-silanyloxymethyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
  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