(1R,3S)-3-(azidomethyl)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalene | 944054-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (1R,3S)-3-(azidomethyl)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalene
• CAS: 944054-71-1
• 化学式: C₁₇H₁₅Cl₂N₃
• 分子量: 332.232
• InChiKey: AHRZQNGPODNKJV-IAQYHMDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48.76
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (1R,3S)-3-(azidomethyl)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalene 在 10% palladium on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 0.25h， 以70%的产率得到trans-((2S,4R)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-2-yl)methanamine
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalenyl amines as triple reuptake inhibitors

  摘要：

  The present work describes a series of novel chiral amines that potently inhibit the in vitro reuptake of serotonin, norepinephrine and dopamine (triple reuptake inhibitors) and were active in vivo in a mouse model predictive of antidepressant like activity. The detailed synthesis and in vitro activity and ADME profile of compounds is described, which represent a previously undisclosed triple reuptake inhibitor chemotype. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.034
• 作为产物：
  描述：

  4-(3,4-二氯苯基)-1-四氢萘酮 在 三乙基硅烷 、 lithium aluminium tetrahydride 、 sodium azide 、 四溴化碳 、 sodium hydride 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 77.0h， 生成 (1R,3S)-3-(azidomethyl)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalenyl amines as triple reuptake inhibitors

  摘要：

  The present work describes a series of novel chiral amines that potently inhibit the in vitro reuptake of serotonin, norepinephrine and dopamine (triple reuptake inhibitors) and were active in vivo in a mouse model predictive of antidepressant like activity. The detailed synthesis and in vitro activity and ADME profile of compounds is described, which represent a previously undisclosed triple reuptake inhibitor chemotype. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.034