2-bromo-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one | 204687-85-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-bromo-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one
• CAS: 204687-85-4
• 化学式: C₁₄H₁₂BrClO₂
• 分子量: 327.605
• InChiKey: JXTHJXQROGPEKP-UHFFFAOYSA-N

物化性质

• 沸点：
  419.1±30.0 °C(Predicted)
• 密度：
  1.481±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one 在 盐酸 、 aluminum (III) chloride 、 aluminum isopropoxide 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 乙酸乙酯 、 异丙醇 、 乙腈 为溶剂， 反应 13.0h， 生成 4-benzyl-1-(1-(5-chloro-6-methoxynaphthalen-2-yl)-1-hydroxypropan-2-yl)piperidin-4-ol
  参考文献：
  名称：

  Synthesis and antidepressant activity of arylalkanol-piperidine derivatives as triple reuptake inhibitors

  摘要：

  A series of arylalkanol-piperidine derivatives was synthesized, and their triple reuptake inhibition and in vivo activities have been evaluated. Among them, compounds 2a, 2j, 2k, 2m and 2n exhibited high potency for 5-HT, NA and DA transporters. Optimized compounds 2j and 2m showed significant reduction of immobility time compared to that of vehicle in the mouse tail suspension test (TST) test at doses ranging from 10 to 50 mg/kg po, and were not generally motor stimulants at 50 mg/kg dose. In addition, compounds 2j and 2m displayed desirable pharmacokinetic properties in SD rats. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.030
• 作为产物：
  描述：

  1-氯-2-甲氧基萘 在 aluminum (III) chloride 、 copper(ll) bromide 作用下， 以 二氯甲烷 、 氯仿 、 乙酸乙酯 为溶剂， 反应 5.17h， 生成 2-bromo-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one
  参考文献：
  名称：

  Synthesis and antidepressant activity of arylalkanol-piperidine derivatives as triple reuptake inhibitors

  摘要：

  A series of arylalkanol-piperidine derivatives was synthesized, and their triple reuptake inhibition and in vivo activities have been evaluated. Among them, compounds 2a, 2j, 2k, 2m and 2n exhibited high potency for 5-HT, NA and DA transporters. Optimized compounds 2j and 2m showed significant reduction of immobility time compared to that of vehicle in the mouse tail suspension test (TST) test at doses ranging from 10 to 50 mg/kg po, and were not generally motor stimulants at 50 mg/kg dose. In addition, compounds 2j and 2m displayed desirable pharmacokinetic properties in SD rats. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.030

文献信息

• Aralkyl-alcohol peiperazine derivatives adn their uses as antidepressant
  申请人：Li Jianqi

  公开号：US20050267121A1

  公开（公告）日：2005-12-01

  Aryl alkanol piperazine derivatives of the formula and pharmaceutical compositions comprising the same. Also disclosed are methods for treating depression using the pharmaceutical compositon. Compounds of the invention have excellent dual inhibitory actions to the uptake of the mono-amines neurotransmitter, good antidepressant activities and minor side effects.

  Aryl alkanol piperazine衍生物的公式和包含它们的药物组合物。还公开了使用药物组合物治疗抑郁症的方法。本发明的化合物对单胺类神经递质的摄取具有优良的双重抑制作用，具有良好的抗抑郁活性和较小的副作用。
• Aralkyl-ketone piperazine derivatives and their uses as new antalgic or ataractic agent
  申请人：Li Jianqi

  公开号：US20060148811A1

  公开（公告）日：2006-07-06

  Arylalkyl ketone piperazine derivatives of the formula: and pharmaceutical compositions comprising the same. Also dislcosed are methods for using the compounds as analgesic and sedative agents. The compounds of the present invention have good analgesic and sedative activities but few side effects.

  Arylalkyl酮哌嗪衍生物的公式为： 以及包含该化合物的药物组合物。还公开了将化合物用作镇痛和镇静剂的方法。本发明的化合物具有良好的镇痛和镇静活性，但副作用很少。
• Aralkyl formly-alkyl piperazine derivatives and their uses as a cerebral nerve protective agent
  申请人：Li Jianqi

  公开号：US20050153981A1

  公开（公告）日：2005-07-14

  Aralkyl formyl alkyl piperazine derivatives Pharmaceutical compositions comprising the same, and methods of using them as a neuroprotective agent. Pharmaceutical results indicate that these compounds have excellent neuroprotective activities and fewer side effects.

  阿拉基基甲酰基烷基哌嗪衍生物，包括它们的制药组合物，以及使用它们作为神经保护剂的方法。制药结果表明，这些化合物具有出色的神经保护活性和较少的副作用。
• Aralkyl formyl-alkyl piperazine derivatives and their uses as a cerebral nerve protective agent
  申请人：Shanghai Institute of Pharmaceutical Industry

  公开号：US07326710B2

  公开（公告）日：2008-02-05

  Aralkyl formyl alkyl piperazine derivatives Pharmaceutical compositions comprising the same, and methods of using them as a neuroprotective agent. Pharmaceutical results indicate that these compounds have excellent neuroprotective activities and fewer side effects.

  阿拉基基甲酰基烷基哌嗪衍生物，包括其药物组合物和使用它们作为神经保护剂的方法。药理学结果表明，这些化合物具有出色的神经保护活性和较少的副作用。
• Aralkyl-alcohol peiperazine derivatives and their uses as antidepressant
  申请人：Shanghai Institute of Pharmaceutical Industry

  公开号：US07576086B2

  公开（公告）日：2009-08-18

  Aryl alkanol piperazine derivatives of the formula and pharmaceutical compositions comprising the same. Also disclosed are methods for treating depression using the pharmaceutical composition. Compounds of the invention have excellent dual inhibitory actions to the uptake of the mono-amines neurotransmitter, good antidepressant activities and minor side effects.

  本发明涉及一种公式为Aryl alkanol piperazine衍生物的制备方法，以及包含此类衍生物的药物组合物。同时还揭示了使用该药物组合物治疗抑郁症的方法。本发明的化合物具有出色的双重抑制单胺神经递质的摄取作用，良好的抗抑郁活性和轻微的副作用。