1-benzyl-3-[1-(tetrahydro-pyran-2-yl)-1H-indazol-5-yl]-pyrrolidine-2,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 1-benzyl-3-[1-(tetrahydro-pyran-2-yl)-1H-indazol-5-yl]-pyrrolidine-2,5-dione
• 英文别名: 1-Benzyl-3-[1-(oxan-2-yl)indazol-5-yl]pyrrolidine-2,5-dione
• 化学式: C₂₃H₂₃N₃O₃
• 分子量: 389.454
• InChiKey: FWJGZWLVCPKNDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-[1-(tetrahydro-pyran-2-yl)-1H-indazol-5-yl]-pyrrolidine-2,5-dione 、 溴甲苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到1,3-dibenzyl-3-[1-(tetrahydro-pyran-2-yl)-1H-indazol-5-yl]-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Novel 3,3-disubstituted pyrrolidines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors

  摘要：

  A series of 3,3-disubstituted pyrrolidine monoamine triple reuptake inhibitors were discovered. Analogues with low nanomolar potency, good human in vitro microsomal stability and in vitro permeability, and low drug-drug interaction potential are described. One example showed in vivo anti-depressant-like effects in the mouse tail suspension assay with a minimum effective dose of 30 mg/kg ip. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.025
• 作为产物：
  描述：

  N-苄基马来酰亚胺 、 1-(四氢-2H-吡喃-2-基)-5-(4,4,5,5-四甲基-1,3,2-二氧硼杂环戊烷-2-基) 在 RhOH(cod)2 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以80%的产率得到1-benzyl-3-[1-(tetrahydro-pyran-2-yl)-1H-indazol-5-yl]-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Novel 3,3-disubstituted pyrrolidines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors

  摘要：

  A series of 3,3-disubstituted pyrrolidine monoamine triple reuptake inhibitors were discovered. Analogues with low nanomolar potency, good human in vitro microsomal stability and in vitro permeability, and low drug-drug interaction potential are described. One example showed in vivo anti-depressant-like effects in the mouse tail suspension assay with a minimum effective dose of 30 mg/kg ip. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.025

文献信息

• [EN] PYRROLIDINYL DERIVATIVES AND USES THEREOF<br/>[FR] DÉRIVÉS DE PYRROLIDINYLE ET LEURS UTILISATIONS
  申请人：HOFFMANN LA ROCHE

  公开号：WO2009115427A1

  公开（公告）日：2009-09-24

  The invention relates to 3,3 disubstituted pyrrole derivatives useful for treatment of diseases associated with monoamine reuptake inhibitors.Also provided pharmaceutical compositions, methods of using, and methods of preparing the compounds.

  这项发明涉及用于治疗与单胺再摄取抑制剂相关疾病的3,3-二取代吡咯衍生物。还提供了药物组合物、使用方法和化合物制备方法。
• PYRROLIDINYL DERIVATIVES AND USES THEREOF
  申请人：Lucas Matthew C.

  公开号：US20110021556A1

  公开（公告）日：2011-01-27

  The invention relates to 3,3 disubstituted pyrrole derivatives useful for treatment of diseases associated with monoamine reuptake inhibitors. Also provided pharmaceutical compositions, methods of using, and methods of preparing the compounds.

  本发明涉及用于治疗与单胺再摄取抑制剂相关的疾病的3,3-二取代吡咯衍生物。同时提供了药物组合物、使用方法和化合物的制备方法。
• Novel 3,3-disubstituted pyrrolidines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors
  作者：Linda M. Bannwart、David S. Carter、Hai-Ying Cai、Jason C. Choy、Robert Greenhouse、Saul Jaime-Figueroa、Pravin S. Iyer、Clara J. Lin、Eun Kyung Lee、Matthew C. Lucas、Stephen M. Lynch、Ann Marie Madera、Amy Moore、Kerem Ozboya、Lubica Raptova、Ralf Roetz、Ryan C. Schoenfeld、Karin Ann Stein、Sandra Steiner、Marzia Villa、Robert J. Weikert、Yansheng Zhai

  DOI：10.1016/j.bmcl.2008.10.025

  日期：2008.12

  A series of 3,3-disubstituted pyrrolidine monoamine triple reuptake inhibitors were discovered. Analogues with low nanomolar potency, good human in vitro microsomal stability and in vitro permeability, and low drug-drug interaction potential are described. One example showed in vivo anti-depressant-like effects in the mouse tail suspension assay with a minimum effective dose of 30 mg/kg ip. (C) 2008 Elsevier Ltd. All rights reserved.