2-methyl-2-(naphthalen-1-yl)propan-1-amine | 780025-51-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-2-(naphthalen-1-yl)propan-1-amine
• 英文别名: 2-methyl-2-naphthalen-1-ylpropan-1-amine
• CAS: 780025-51-6
• 化学式: C₁₄H₁₇N
• 分子量: 199.296
• InChiKey: OBAOEPCLQMZBRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 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-methyl-2-(naphthalen-1-yl)propan-1-amine 在 盐酸 作用下， 以 乙醚 为溶剂， 以1.4 g的产率得到2-(naphth-1-yl)-2-methyl propanamine, HCl
  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-methyl-2-(naphthalen-1-yl)propanenitrile 在 氢气 、 镍 作用下， 以 ammonium hydroxide 、 乙醇 为溶剂， 反应 20.0h， 生成 2-methyl-2-(naphthalen-1-yl)propan-1-amine
  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

• CALCILYTIC COMPOUNDS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP1070048A1

  公开（公告）日：2001-01-24
• EP1070048A4
  申请人：——

  公开号：EP1070048A4

  公开（公告）日：2001-11-07
• SULFONAMIDE DERIVATIVES AND PHARMACEUTICAL APPLICATIONS THEREOF
  申请人：Sunshine Lake Pharma Co., Ltd.

  公开号：EP3134392B1

  公开（公告）日：2019-01-02
• Sulfonamide Derivatives And Pharmaceutical Applications Thereof
  申请人：Sunshine Lake Pharma Co., Ltd.

  公开号：US20170037017A1

  公开（公告）日：2017-02-09

  Provided herein are sulfonamide derivatives or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof, and their uses for treating Alzheimer's disease. Also provided herein are pharmaceutical compositions containing such compounds, and use of such compounds or pharmaceutical compositions thereof for managing or treating 5-HT 6 receptor-mediated diseases, especially in the manufacture of a medicament for managing or treating Alzheimer's disease.
• US9840482B2
  申请人：——

  公开号：US9840482B2

  公开（公告）日：2017-12-12