2-(naphth-1-yl) butanamine | 259866-22-3

• 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) butanamine
• 英文别名: (+/-)-2-<1>Naphthyl-butylamin；2-Naphthalen-1-ylbutan-1-amine
• CAS: 259866-22-3
• 化学式: C₁₄H₁₇N
• 分子量: 199.296
• InChiKey: GXSVVHAJNPNECN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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) butanamine 、 3,4,5-三甲氧基苯甲酰氯 在 吡啶 作用下， 生成 (+/-)-3,4,5-Trimethoxy-benzoesaeure-<2-<1>naphthyl-butyl-amid>
  参考文献：
  名称：

  Pacheco,H.; Gaige,R., Bulletin de la Societe Chimique de France, 1965, p. 861 - 868

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(萘-1-基)丁腈 在 氢气 、 镍 作用下， 以 ammonium hydroxide 、 乙醇 为溶剂， 反应 20.0h， 以67%的产率得到2-(naphth-1-yl) butanamine
  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

• Saturated heterocyclic carboxamide derivatives
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0279681A2

  公开（公告）日：1988-08-24

  A saturated heterocyclic carboxamide derivative of the following general formula (I) and salts thereof which have platelet activating factor (PAF) antagonizing activity.

  具有血小板活化因子（PAF）拮抗活性的下式（I）饱和杂环羧酰胺衍生物及其盐类。
• US4987132A
  申请人：——

  公开号：US4987132A

  公开（公告）日：1991-01-22
• Pacheco,H.; Gaige,R., Bulletin de la Societe Chimique de France, 1965, p. 861 - 868
  作者：Pacheco,H.、Gaige,R.

  DOI：——

  日期：——
• Synthesis of β-Substituted Naphth-1-yl Ethylamido Derivatives as New Melatoninergic agonists
  作者：Monique Mathé-Allainmat、Marie Le Gall、Carole Jellimann、Jean Andrieux、Michel Langlois

  DOI：10.1016/s0968-0896(99)00236-9

  日期：1999.12

  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.