4-bromo-6-methoxy-3,8-dimethyl-2H-pyrazolo[3,4-b]quinoline | 1228245-69-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-bromo-6-methoxy-3,8-dimethyl-2H-pyrazolo[3,4-b]quinoline
• CAS: 1228245-69-9
• 化学式: C₁₃H₁₂BrN₃O
• 分子量: 306.162
• InChiKey: VRPKTYUAFUJQOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromo-6-methoxy-3,8-dimethyl-2H-pyrazolo[3,4-b]quinoline 在 正丁基锂 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 为溶剂， 生成 (6-methoxy-3,8-dimethyl-2H-pyrazolo[3,4-b]quinolin-4-yl)-pyridin-4-ylmethanone
  参考文献：
  名称：

  Pyrazoloquinolines as PDE10A inhibitors: Discovery of a tool compound

  摘要：

  A series of pyrazoloquinolines, possessing (hetero)arylhydroxymethyl substituents at the quinoline C-4 position were evaluated as PDE10A inhibitors. Among these, methylpyrimidyl analogue 15 was identified as having good rodent and monkey exposure, and a MED of 10 mg/kg in an in vivo model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.080
• 作为产物：
  描述：

  2-甲基-4-甲氧基苯胺 在 盐酸 、 ammonium hydroxide 、 sodium monochloroacetic acid 、 一水合肼 、 potassium hydroxide 、 三氯氧磷 、 三溴氧磷 作用下， 以 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-bromo-6-methoxy-3,8-dimethyl-2H-pyrazolo[3,4-b]quinoline
  参考文献：
  名称：

  Pyrazoloquinolines as PDE10A inhibitors: Discovery of a tool compound

  摘要：

  A series of pyrazoloquinolines, possessing (hetero)arylhydroxymethyl substituents at the quinoline C-4 position were evaluated as PDE10A inhibitors. Among these, methylpyrimidyl analogue 15 was identified as having good rodent and monkey exposure, and a MED of 10 mg/kg in an in vivo model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.080

文献信息

• [EN] SUBSTITUTED PYRAZOLOQUINOLINES AND DERIVATIVES THEREOF<br/>[FR] PYRAZOLOQUINOLÉINES SUBSTITUÉES ET LEURS DÉRIVÉS
  申请人：SCHERING CORP

  公开号：WO2010062559A1

  公开（公告）日：2010-06-03

  The present invention relates to substituted pyrazoloquinolines of formula I and derivatives thereof, the use of the compounds as phosphodiesterase 10 (PDElO) inhibitors for the treatment of PDElO -modulated disorders, to pharmaceutical compositions comprising the compounds, and to the use of additional substituted pyrazoloquinolines and derivatives thereof for the treatment of PDElO -modulated disorders.

  本发明涉及式I的取代吡唑喹啉及其衍生物，将这些化合物用作磷酸二酯酶10（PDE10）抑制剂，用于治疗PDE10调控的疾病，以及包含这些化合物的药物组合物，以及用于治疗PDE10调控的疾病的其他取代吡唑喹啉及其衍生物的使用。
• Pyrazoloquinolines as PDE10A inhibitors: Discovery of a tool compound
  作者：William T. McElroy、Zheng Tan、Kallol Basu、Shu-Wei Yang、Jennifer Smotryski、Ginny D. Ho、Deen Tulshian、William J. Greenlee、Deborra Mullins、Mario Guzzi、Xiaoping Zhang、Carina Bleickardt、Robert Hodgson

  DOI：10.1016/j.bmcl.2011.12.080

  日期：2012.2

  A series of pyrazoloquinolines, possessing (hetero)arylhydroxymethyl substituents at the quinoline C-4 position were evaluated as PDE10A inhibitors. Among these, methylpyrimidyl analogue 15 was identified as having good rodent and monkey exposure, and a MED of 10 mg/kg in an in vivo model. (C) 2011 Elsevier Ltd. All rights reserved.