(R)-5-chloro-7-(1-(2,5-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine | 1160358-40-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-5-chloro-7-(1-(2,5-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine
• 英文别名: 5-chloro-7-[(1R)-1-(2,5-difluorophenyl)ethyl]-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]pyrazolo[3,4-b]pyridine
• CAS: 1160358-40-6
• 化学式: C₂₅H₂₀ClF₂N₅O
• 分子量: 479.917
• InChiKey: WCHPMNSFIOIKJA-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  57.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,5-Difluor-α-brom-ethylbenzol 在 吡啶 、 lithium chloro-isopropyl-magnesium chloride 、 sodium hydride 、 戴斯-马丁氧化剂 、 肼 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.5h， 生成 (R)-5-chloro-7-(1-(2,5-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine 、 (S)-5-chloro-7-(1-(2,5-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  Discovery of a Potent Pyrazolopyridine Series of γ-Secretase Modulators

  摘要：

  The synthesis and structure activity relationship of a novel series of pyrazolopyridines are reported. These compounds represent a new class of gamma-secretase modulators that demonstrate good in vitro potency in inhibiting A beta(42) production. Examples with statistically significant in vivo efficacy in reducing the production of rat cerebrospinal fluid A beta(42) were also identified.

  DOI：

  10.1021/ml2000438

文献信息

• GAMMA SECRETASE MODULATORS
  申请人：Huang Xianhai

  公开号：US20110015190A1

  公开（公告）日：2011-01-20

  This invention provides novel compounds that are modulators of gamma secretase. The compounds have the formula (I) wherein R 2 is a fused bicyclic ring of the formula (II). Also disclosed are methods of modulating gamma secretase activity and methods of treating Alzheimer's disease using the compounds of formula (I).

  本发明提供了一种新型化合物，其为γ-分泌酶的调节剂。该化合物的化学式为(I)，其中R2是化学式(II)的融合双环。此外，还揭示了利用化合物(I)调节γ-分泌酶活性和治疗阿尔茨海默病的方法。
• US8450343B2
  申请人：——

  公开号：US8450343B2

  公开（公告）日：2013-05-28
• Discovery of a Potent Pyrazolopyridine Series of γ-Secretase Modulators
  作者：Jun Qin、Wei Zhou、Xianhai Huang、Pawan Dhondi、Anandan Palani、Robert Aslanian、Zhaoning Zhu、William Greenlee、Mary Cohen-Williams、Nicholas Jones、Lynn Hyde、Lili Zhang

  DOI：10.1021/ml2000438

  日期：2011.6.9

  The synthesis and structure activity relationship of a novel series of pyrazolopyridines are reported. These compounds represent a new class of gamma-secretase modulators that demonstrate good in vitro potency in inhibiting A beta(42) production. Examples with statistically significant in vivo efficacy in reducing the production of rat cerebrospinal fluid A beta(42) were also identified.