N-((1-benzylpiperidin-4-yl)methyl)ethanamine | 92566-75-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-((1-benzylpiperidin-4-yl)methyl)ethanamine
• 英文别名: N-ethyl-(1-benzylpiperidin-4-yl)-methylamine；1-Benzyl-4-[N-ethylamino]methylpiperidine；(1-Benzyl-piperidin-4-ylmethyl)-ethyl-amine；N-[(1-benzylpiperidin-4-yl)methyl]ethanamine
• CAS: 92566-75-1
• 化学式: C₁₅H₂₄N₂
• 分子量: 232.369
• InChiKey: NPUWCNWUUSYMTF-UHFFFAOYSA-N

物化性质

• 沸点：
  320.7±15.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-((1-benzylpiperidin-4-yl)methyl)ethanamine 在 盐酸 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 24.0h， 生成 N-((1-benzylpiperidin-4-yl)methyl)-4-chloro-N-ethylbenzamide hydrochloride
  参考文献：
  名称：

  Synthesis and receptor binding studies of some new arylcarboxamide derivatives as sigma-1 ligands

  摘要：

  We describe here the synthesis and the binding interaction with sigma(1) and sigma(2) receptors of a series of new arylcarboxamide derivatives variously substituted on the aromatic portions. Maintaining a partial scaffold of a series of compounds previously synthesized by us, we evaluate the effect of the substitution on r binding. The synthesized compounds have been tested to estimate their affinity and selectivity toward sigma(1) and sigma(2) receptors. Two out of 16 derivatives showed an interesting sigma(1) affinity (21.2 and 13.6 nM-compounds 2m and 2p) and a good selectivity (K-i(sigma(2))/K-i(sigma(1)) >140 and >40, respectively). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.032
• 作为产物：
  描述：

  (E)-N-ethylidene-1-(piperidin-4-yl)methanamine 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 12.0h， 生成 N-((1-benzylpiperidin-4-yl)methyl)ethanamine
  参考文献：
  名称：

  Synthesis and receptor binding studies of some new arylcarboxamide derivatives as sigma-1 ligands

  摘要：

  We describe here the synthesis and the binding interaction with sigma(1) and sigma(2) receptors of a series of new arylcarboxamide derivatives variously substituted on the aromatic portions. Maintaining a partial scaffold of a series of compounds previously synthesized by us, we evaluate the effect of the substitution on r binding. The synthesized compounds have been tested to estimate their affinity and selectivity toward sigma(1) and sigma(2) receptors. Two out of 16 derivatives showed an interesting sigma(1) affinity (21.2 and 13.6 nM-compounds 2m and 2p) and a good selectivity (K-i(sigma(2))/K-i(sigma(1)) >140 and >40, respectively). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.032

文献信息

• Pharmaceutical compositions containing naphthalene-and
  申请人：Rhone-Poulenc Sante

  公开号：US04684652A1

  公开（公告）日：1987-08-04

  Compounds of the formula: ##STR1## in which R.sub.1 is C.sub.1-6 alkyl, phenyl, C.sub.3-6 cycloalkyl, phenylalkyl, cycloalkyl-alkyl or ##STR2## R.sub.3 and R.sub.4 being H or alkyl, R.sub.5 being alkenyl or alkynyl, and the sum of the carbon atoms in R.sub.3, R.sub.4 and R.sub.5 being 2 to 5, R.sub.2 is as defined for R.sub.1 and may also represent ##STR3## in which n is 0, 1, 2 or 3, it also being possible for R.sub.1 and R.sub.2 to form, with the nitrogen atom to which they are attached, a 5-, 6- or 7-membered heterocyclic radical which can contain another hetero-atom chosen from O and N and which can carry 1 or 2 substituents, Z is phenyl, pyridinyl, thienyl, thiazol-2-yl or substituted phenyl, X and R.sub.0 are H, halogen, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, nitro or CF.sub.3, A represents N or CH and E represents N or CH, some of which are known compounds, are therapeutically useful compounds useful in the treatment of anxiety states or of pulmonary, renal, circulatory or cardiovascular disorders.

  公式中的化合物：##STR1## 其中R.sub.1是C.sub.1-6烷基，苯基，C.sub.3-6环烷基，苯基烷基，环烷基-烷基或##STR2## R.sub.3和R.sub.4为H或烷基，R.sub.5为烯基或炔基，且R.sub.3，R.sub.4和R.sub.5中碳原子的总和为2至5，R.sub.2的定义与R.sub.1相同，也可以表示为##STR3## 其中n为0、1、2或3，R.sub.1和R.sub.2也可以与它们所连接的氮原子形成一个5-、6-或7-成员的杂环基团，该杂环基团可以含有另一个来自O和N的杂原子，并且可以携带1个或2个取代基，Z是苯基，吡啶基，噻吩基，噻唑-2-基或取代的苯基，X和R.sub.0是H，卤素，C.sub.1-3烷基，C.sub.1-3烷氧基，硝基或CF.sub.3，A代表N或CH，E代表N或CH，其中一些是已知的化合物，是有治疗焦虑状态或肺、肾、循环或心血管障碍的药用化合物。
• New piperidine-based derivatives as sigma receptor ligands. Synthesis and pharmacological evaluation
  作者：Daniele Zampieri、Maurizio Romano、Renzo Menegazzi、Maria Grazia Mamolo

  DOI：10.1016/j.bmcl.2018.08.016

  日期：2018.10

  involved in cholesterol biosynthesis and implicated in the pathogenesis of cancer and neurologic disorders. With the aim of developing new chemical entities gifted with σR affinity, herein we report the design and synthesis of new piperidine-based alkylacetamide derivatives with mixed affinity towards both σ1 and σ2R subtypes.

  长期以来，人们一直认为sigma受体（σR）家族是神秘的。实际上，σ2R亚型直到最近才被克隆，揭示了其与TMEM97的同一性，TMEM97是一种NPC1结合蛋白，参与胆固醇的生物合成，并与癌症和神经系统疾病的发病机理有关。为了开发具有σR亲和力的新化学实体，我们在此报告了对σ1和σ2R亚型具有混合亲和力的新哌啶基烷基乙酰胺衍生物的设计和合成。
• Alkyl substituted piperadinyl and piperazinyl anti-AIDS compounds
  申请人：Pharmacia & Upjohn Company

  公开号：US05866589A1

  公开（公告）日：1999-02-02

  Anti-AIDS compounds of formula (I) ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, and R.sub.7 are as defined in the specification and R.sub.8 is alkyl of substituted alkyl.

  化合物的抗艾滋病公式（I）##STR1##其中R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.5、R.sub.6和R.sub.7如规范中定义，R.sub.8是取代烷基的烷基。
• [EN] ALKYL SUBSTITUTED PIPERADINYL AND PIPERAZINYL ANTI-AIDS COMPOUNDS<br/>[FR] COMPOSES DE PIPERADINYLE ET PIPERAZINYLE ANTI-SIDA A SUBSTITUTION ALKYLE
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：WO1996018628A1

  公开（公告）日：1996-06-20

  (EN) Anti-AIDS compounds of formula (I), where the aromatic/heteroaromatic ring is bonded to a carbon atom of the R8 substituent are disclosed as well as specific Anti-AIDS pyridines (V).(FR) L'invention se rapporte à des composés anti-SIDA de la formule (I) dans laquelle le noyau aromatique/hétéroaromatique est lié à un atome de carbone du substituant de R8, ainsi qu'à des pyridines (V) spécifiques anti-SIDA.

  抗艾滋病化合物的公式（I）被揭示，其中芳香/杂环芳香环与R8取代基的一个碳原子结合，以及特定的抗艾滋病吡啶（V）。
• ANTIVIRAL NUCLEOSIDE ANALOGUES CONTAINING A SUBSTITUTED BENZIMIDAZOLE BASE ATTACHED TO A CARBOCYCLIC RING
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0779885A1

  公开（公告）日：1997-06-25