N-methyl-N-[2-(1-naphthyloxy)ethyl]amine | 50882-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-methyl-N-[2-(1-naphthyloxy)ethyl]amine
• 英文别名: N-methyl-2-naphthalen-1-yloxyethanamine
• CAS: 50882-69-4
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: GYIQQYDOLSGVHC-UHFFFAOYSA-N

物化性质

• 沸点：
  345.4±25.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  N-methyl-N-[2-(1-naphthyloxy)ethyl]amine 在 盐酸 作用下， 以 水 为溶剂， 生成 N-Methyl-2-(1-naphthyloxy)-1-ethanamine hydrochloride
  参考文献：
  名称：

  手性芳氧基烷基胺：选择性5‐HT1B / 1D活化和止痛活性

  摘要：

  合成了一系列手性2,3-二氯苯氧基和1-萘氧基烷基胺，并评估了它们对5-HT 1D和h5-HT 1B受体的结合亲和力。在萘氧基系列中，（ R ）-脯氨醇衍生物是选择性最高的5-HT 1D配体，而（ S ） -N-甲基-2-（1-萘氧基）丙-1-胺对h5-的选择性最高HT 1B。两种化合物在分离的豚鼠试验中均作为5‐HT 1D激动剂发挥作用，并且显示出比舒马曲坦和非手性类似物20  b更高的镇痛活性。在鼠标热板测试中。两种配体都没有对小鼠脑膜中存在的烟碱型ACh受体表现出任何亲和力，因此表明它们的镇痛活性不会通过与这些受体的相互作用而产生。

  DOI：

  10.1002/cmdc.200900530
• 作为产物：
  描述：

  2-(1-萘氧基)乙醇 在 吡啶 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 51.0h， 生成 N-methyl-N-[2-(1-naphthyloxy)ethyl]amine
  参考文献：
  名称：

  2-(1-Naphthyloxy)ethylamines with Enhanced Affinity for Human 5-HT_1Dβ (h5-HT_1B) Serotonin Receptors

  摘要：

  Although the beta-adrenergic antagonist propranolol (1) binds at rodent 5-HT1B serotonin receptors, it displays low affinity (K-i > 10 000 nM) for its species homologue 5-HT1D beta (i.e., h5-HT1B) receptors. The structure of propranolol was systematically modified in an attempt to enhance its affinity for the latter population of receptors. Removal of the alkyl hydroxyl group, shortening of the O-alkyl chain from three to two methylene groups, and variation of the terminal amine substituent resulted in compounds, such as N-monomethyl-2-(1-naphthyloxy)ethylamine (11; K-i = 26 nM), that display significantly higher h5-HT1B affinity than propranolol. Compound 11 was shown to bind equally well at human 5-HT1D alpha (h5-HT1D) receptors (K-i = 34 nM) and was further demonstrated to possess h5-HT1B agonist character in an adenylate cyclase assay. It would appear that such (aryloxy)alkylamines may represent a novel class of 5-HT1D receptor agonists.

  DOI：

  10.1021/jm970507t

文献信息

• Imidazole compounds
  申请人：——

  公开号：US20020058659A1

  公开（公告）日：2002-05-16

  A novel class of imidazo heterocyclic compounds, pharmaceutical compositions comprising them and use thereof in the treatment and/or prevention of diseases and disorders related to the histamine H3 receptor. More particularly, the compounds are useful for the treatment and/or prevention of diseases and disorders in which an interaction with the histamine H3 receptor is beneficial.

  一种新型的咪唑杂环化合物类，包括它们的药物组合物以及在治疗和/或预防与组织胺H3受体相关的疾病和疾病的用途。更具体地说，这些化合物对于治疗和/或预防与组织胺H3受体相互作用有益的疾病和疾病是有用的。
• Cross-linked polymer
  申请人：MITSUI CHEMICALS, INC.

  公开号：EP0856539A1

  公开（公告）日：1998-08-05

  A cross-linked polymer containing, in its molecule, recurring units represented by the following formula (1), and having biodegradability and high water-absorbency: wherein R1 is a pendant group having at least one functional group selected from the group consisting of acidic groups and salts thereof, a glycino group and salts thereof, cationic groups and betaine groups; X1 is NH, NR1', R1' being an alkyl, aralkyl or aryl group, O or S; and n1 is 1 or 2.

  一种交联聚合物，其分子中含有下式(1)所代表的循环单元，并具有生物降解性和高吸水性： 其中，R1 是具有至少一个官能团的悬垂基团，该官能团选自由酸性基团及其盐、甘氨酸基团及其盐、阳离子基团和甜菜碱基团组成的组；X1 是 NH、NR1'，R1' 是烷基、芳烷基或芳基、O 或 S；n1 是 1 或 2。
• Duloxetine (Cymbalta™), a dual inhibitor of serotonin and norepinephrine reuptake
  作者：F.P. Bymaster、E.E. Beedle、J. Findlay、P.T. Gallagher、J.H. Krushinski、S. Mitchell、D.W. Robertson、D.C. Thompson、L. Wallace、D.T. Wong

  DOI：10.1016/j.bmcl.2003.08.079

  日期：2003.12

  A series of naphthalenyloxy-arylpropylamines have been prepared and are demonstrated to be inhibitors of both serotonin and norepinephrine reuptake. One member of this series, duloxetine (Cymbalta(TM)) has proven to be effective in clinical trials for the treatment of depression. (C) 2003 Elsevier Ltd. All rights reserved.
• ANIONIC EXCHANGE-HYDROPHOBIC MIXED MODE CHROMATOGRAPHY RESINS
  申请人：BIO-RAD LABORATORIES, INC.

  公开号：US20210069692A1

  公开（公告）日：2021-03-11

  Chromatography resins having anionic exchange-hydrophobic mixed mode ligands and methods of using such resins are provided.
• US5986042A
  申请人：——

  公开号：US5986042A

  公开（公告）日：1999-11-16