4-(3-chlorophenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

• 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-chlorophenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 4-(3-chlorophenyl)-2-methyl-3,4-dihydro-1H-isoquinoline
• 化学式: C₁₆H₁₆ClN
• 分子量: 257.763
• InChiKey: LQZRLQUNISYUMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基-1,2,3,4-四氢异喹啉 、 1,3-二氯苯 在 仲丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 0.5h， 以29%的产率得到4-(3-chlorophenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Nucleophilic Addition of β-Amino Carbanions to Arynes: One-Pot Synthesis of 4-Aryl-N-methyl-1,2,3,4-tetrahydroisoquinolines

  摘要：

  A novel approach for the direct C-4 arylation of N-methyl-1,2,3,4-tetrahydroisoquinolines by nucleophilic addition of beta-aminocarbanions to benzynes is described which provides a one-pot procedure for synthesis of the title compounds.

  DOI：

  10.1021/ol300360r

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