4-(3,4-difluoro)phenyl-2,7-dimethyl-1,2,3,4-tetrahydroisoquinoline | 339000-45-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 4-(3,4-difluoro)phenyl-2,7-dimethyl-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 4-(3,4-difluorophenyl)-2,7-dimethyl-3,4-dihydro-1H-isoquinoline
• CAS: 339000-45-2
• 化学式: C₁₇H₁₇F₂N
• 分子量: 273.325
• InChiKey: WUPUWAHXLJUMFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3,4-difluoro)phenyl-2,7-dimethyl-1,2,3,4-tetrahydroisoquinoline 在 Chiracel AD column 作用下， 以 正己烷 、 异丙醇 为溶剂， 生成 (4S)-4-(3,4-difluorophenyl)-2,7-dimethyl-3,4-dihydro-1H-isoquinoline 、 (4R)-4-(3,4-difluorophenyl)-2,7-dimethyl-3,4-dihydro-1H-isoquinoline
  参考文献：
  名称：

  4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors

  摘要：

  Novel 4-phenyl tetrahydroisoquinolines that inhibit both dopamine and norepinephrine transporters were designed and prepared. In this Letter, we describe the synthesis, in vitro activity and associated structure-activity relationships of this series. We also report the ex vivo NET occupancy of a representative compound, 41. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.050
• 作为产物：
  描述：

  N,3-二甲基苄胺 在 sodium tetrahydroborate 、 硫酸 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 19.83h， 生成 4-(3,4-difluoro)phenyl-2,7-dimethyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors

  摘要：

  Novel 4-phenyl tetrahydroisoquinolines that inhibit both dopamine and norepinephrine transporters were designed and prepared. In this Letter, we describe the synthesis, in vitro activity and associated structure-activity relationships of this series. We also report the ex vivo NET occupancy of a representative compound, 41. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.050

文献信息

• 4-Phenyl substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin
  申请人：Molino F. Bruce

  公开号：US20060111393A1

  公开（公告）日：2006-05-25

  The present invention relates to a method of treating disorders by administering a compound of the formulae IA-IF. These compounds are tetrahydroisoquinolines of the following structure: wherein R 1 -R 8 for compounds of each of the formulae IA, IB, IC, ID, IE and IF are as described herein.

  本发明涉及通过给予式IA-IF的化合物治疗疾病的方法。这些化合物是以下结构的四氢异喹啉：其中对于式IA、IB、IC、ID、IE和IF的化合物，R1-R8如本文所述。
• 4-PHENYL-SUBSTITUTED TETRAHYDROISOQUINOLINES AND USE THEREOF TO BLOCK REUPTAKE OF NOREPINEPHRINE, DOPAMINE AND SEROTONIN
  申请人：ALBANY MOLECULAR RESEARCH, INC.

  公开号：EP1246805A1

  公开（公告）日：2002-10-09
• 4-PHENYL SUBSTITUTED TETRAHYDROISOQUINOLINES AND USE THEREOF TO BLOCK REUPTAKE OF NOREPINEPHRINE, DOPAMINE AND SEROTONIN
  申请人：AMR Technology, Inc.

  公开号：EP1827435A2

  公开（公告）日：2007-09-05
• Use of 4-phenyl-substituted tetrahydroisoquinolines in the treatment of pain, migraine headaches and urinary incontinence
  申请人：——

  公开号：US20040248933A1

  公开（公告）日：2004-12-09

  Provided herein are methods of using compounds of formula (IA-IF) that are aryl- and heteroaryl-substituted tetrahydroisoquinolines, for the treatment of chronic and neuropathic pain, the treatment and prevention of migraine headache, and the treatment of stress, urge and mixed urinary incontinence.
• US7163949B1
  申请人：——

  公开号：US7163949B1

  公开（公告）日：2007-01-16