2-(naphth-1-yl)pentanamine | 752189-86-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(naphth-1-yl)pentanamine
• 英文别名: 2-Naphthalen-1-ylpentan-1-amine
• CAS: 752189-86-9
• 化学式: C₁₅H₁₉N
• 分子量: 213.323
• InChiKey: KLTXPLHEHMQATC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(naphth-1-yl)pentanamine 在 盐酸 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 N-(2-Naphthalen-1-yl-pentyl)-acetamide
  参考文献：
  名称：

  Synthesis of β-Substituted Naphth-1-yl Ethylamido Derivatives as New Melatoninergic agonists

  摘要：

  Naphthalene melatoninergic ligands with alkyl groups (Me, Et, Pr, Bz) in the beta position of the ethylamido chain were synthesised. The affinity of the compounds for chicken brain melatonin receptors was evaluated using 2-[I-125]-iodomelatonin as the radioligand. An increase in the affinity was observed with the beta-methyl derivatives and the greatest increase was seen with the (-) enantiomers. The introduction of a 2- or 7-MeO group on the naphthalene ring and the lengthening (Et, Pr) of the alkylamido chain gave potent compounds such as (-)1h (K-i = 24 pM). The functional activity of these compounds was evaluated by the aggregation of melanophores in Xenopus laevis tadpoles. The potency to produce lightening of the skin of Xenopus laevis was related to the affinities values of the molecules at melatonin chicken brain receptors. The most potent ligands were found to be full agonists and compound 1h was 25 fold more potent than melatonin in this bioassay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00236-9
• 作为产物：
  描述：

  2-(naphthalene-1-yl)pentanenitrile 在 氢气 、 镍 作用下， 以 ammonium hydroxide 、 乙醇 为溶剂， 反应 20.0h， 生成 2-(naphth-1-yl)pentanamine
  参考文献：
  名称：

  Synthesis of β-Substituted Naphth-1-yl Ethylamido Derivatives as New Melatoninergic agonists

  摘要：

  Naphthalene melatoninergic ligands with alkyl groups (Me, Et, Pr, Bz) in the beta position of the ethylamido chain were synthesised. The affinity of the compounds for chicken brain melatonin receptors was evaluated using 2-[I-125]-iodomelatonin as the radioligand. An increase in the affinity was observed with the beta-methyl derivatives and the greatest increase was seen with the (-) enantiomers. The introduction of a 2- or 7-MeO group on the naphthalene ring and the lengthening (Et, Pr) of the alkylamido chain gave potent compounds such as (-)1h (K-i = 24 pM). The functional activity of these compounds was evaluated by the aggregation of melanophores in Xenopus laevis tadpoles. The potency to produce lightening of the skin of Xenopus laevis was related to the affinities values of the molecules at melatonin chicken brain receptors. The most potent ligands were found to be full agonists and compound 1h was 25 fold more potent than melatonin in this bioassay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00236-9

文献信息

• Amine oxide process
  申请人：ETHYL CORPORATION

  公开号：EP0356918A1

  公开（公告）日：1990-03-07

  Amine oxides which have decreased levels of nitros­amines are made by reacting tert-amines with hydrogen peroxide in the presence of titanium metal. Addition of carbon dioxide to the process results in a substantially nitrosamine-free amine oxide.

  通过在钛金属存在下，将三级胺与过氧化氢反应，可以制得含有较少亚硝胺的胺氧化物。在该过程中加入二氧化碳可以使胺氧化物基本不含亚硝胺。
• Preparation of Amine Oxides
  申请人：ETHYL CORPORATION

  公开号：EP0307184A2

  公开（公告）日：1989-03-15

  Tertiary amine oxides are made which are substantially free of nitrosamine impurities by reacting the desired tert-amine with aqueous hydrogen peroxide in the presence of carbon dioxide and at a temperature below about 45°C, especially below 40°C. Nitrosamines are suspect carcinogens and mutagens.

  将所需的叔胺与过氧化氢水溶液在有二氧化碳存在的情况下，在低于约 45℃，特别是低于 40℃的温度下进行反应，可制成基本上不含亚硝胺杂质的叔胺氧化物。亚硝胺是可疑的致癌物质和诱变剂。
• US4889954A
  申请人：——

  公开号：US4889954A

  公开（公告）日：1989-12-26
• US4942260A
  申请人：——

  公开号：US4942260A

  公开（公告）日：1990-07-17
• US4960934A
  申请人：——

  公开号：US4960934A

  公开（公告）日：1990-10-02