2-[(1-[benzyloxymethyl])(1-hydroxy)methyl]piperidine | 115462-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(1-[benzyloxymethyl])(1-hydroxy)methyl]piperidine
• 英文别名: 2-Phenylmethoxy-1-piperidin-2-ylethanol
• CAS: 115462-50-5；115462-51-6
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: DCJOWWMUIMVZHV-UHFFFAOYSA-N

物化性质

• 熔点：
  69-71 °C
• 沸点：
  375.7±22.0 °C(predicted)
• 密度：
  1.073±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(1-[benzyloxymethyl])(1-hydroxy)methyl]piperidine 在 氢氧化钾 、 sodium hydroxide 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 (1R)-2-phenylmethoxy-1-[(2S)-piperidin-2-yl]ethanol
  参考文献：
  名称：

  Synthesis and .beta.-adrenergic antagonism of 2-(aryloxy)-1-(2-piperidyl)ethanols

  摘要：

  A series of erythro- and threo-2-(aryloxy)-1-(2-piperidyl)ethanol derivatives (3) was synthesized from 2-(2-oxiranyl)pyridine for evaluation as beta-antagonists. Most compounds displayed high competitive beta-blocking potency, but they lacked significant beta 1/beta 2 selectivity. The 1-naphthoxy derivative erythro-3b was 17 (beta 1) and 33 (beta 2) times more potent than its open-chain analogue, propranolol. Within the whole series, erythro-3 diastereomers were more potent beta-blockers than the threo-3 isomers, and the potency of the latter seems to be rather insensitive to structural modification. The effect of N-methylation and of interposition of an alkyl chain between the aromatic ring and the side chain, while being detrimental to beta-blocking activity, was less marked than in the classic (aryloxy)propanolamine blockers.

  DOI：

  10.1021/jm00119a011
• 作为产物：
  描述：

  2-乙烯基吡啶 在 platinum(IV) oxide 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 三氟化硼乙醚 、 氢气 、 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 2-[(1-[benzyloxymethyl])(1-hydroxy)methyl]piperidine
  参考文献：
  名称：

  Synthesis and .beta.-adrenergic antagonism of 2-(aryloxy)-1-(2-piperidyl)ethanols

  摘要：

  A series of erythro- and threo-2-(aryloxy)-1-(2-piperidyl)ethanol derivatives (3) was synthesized from 2-(2-oxiranyl)pyridine for evaluation as beta-antagonists. Most compounds displayed high competitive beta-blocking potency, but they lacked significant beta 1/beta 2 selectivity. The 1-naphthoxy derivative erythro-3b was 17 (beta 1) and 33 (beta 2) times more potent than its open-chain analogue, propranolol. Within the whole series, erythro-3 diastereomers were more potent beta-blockers than the threo-3 isomers, and the potency of the latter seems to be rather insensitive to structural modification. The effect of N-methylation and of interposition of an alkyl chain between the aromatic ring and the side chain, while being detrimental to beta-blocking activity, was less marked than in the classic (aryloxy)propanolamine blockers.

  DOI：

  10.1021/jm00119a011

文献信息

• Syntheis of 2-aryloxy- and 2-arylalkoxy-1-(2-piperidyl)ethanols
  作者：David Mauleón、M. Dolors Pujol、Cristina Minguillón、Jaume Miquel

  DOI：10.1002/jhet.5570260331

  日期：1989.5

  The preparation and separation of diastereomeric pairs of a series of 2-aryloxy- and 2-arylalkoxy-1-(2-piperidyl)ethanols is reported. The erythro aminoalcohols were converted into threo isomers by thionyl chloride treatment of their N-acetyl derivatives and alkaline hydrolysis.

  报道了一系列2-芳氧基-和2-芳基烷氧基-1-（2-哌啶基）乙醇的非对映体对的制备和分离。通过亚硫酰氯的N-乙酰基衍生物的亚硫酰氯处理和碱水解，将赤型氨基醇转化为苏式异构体。
• Composition for keeping away vermin
  申请人：——

  公开号：US20010003646A1

  公开（公告）日：2001-06-14

  1 The invention describes essentially a non-therapeutical process for deterring vermin, which is based on the usage of the largely known compounds of formula (I), as defined herein before. Furthermore, it describes the corresponding vermin-deterring compositions which contain these substances as the active ingredient, compounds of formula (I) for the preparation of vermin-deterring compositions, and the use of compounds of formula (I) in the defence against vermin. Thus, the invention describes how and in which form the compounds of formula (I) or their acid addition salts are used to deter vermin from materials, places or warm-blooded animals.

  1 本发明主要描述了一种非治疗性的驱除害虫的方法，该方法基于使用本文之前定义的大体已知的式 (I) 化合物。此外，本发明还描述了含有这些物质作为活性成分的相应驱虫组合物、用于制备驱虫组合物的式（I）化合物，以及式（I）化合物在防御害虫方面的用途。因此，本发明描述了如何以及以何种形式使用式 (I) 化合物或其酸加成盐来阻止害虫从材料、场所或温血动物中出来。
• COMPOSITION FOR KEEPING AWAY VERMIN
  申请人：Novartis AG

  公开号：EP1087662B1

  公开（公告）日：2002-04-10
• [EN] COMPOSITION FOR KEEPING AWAY VERMIN<br/>[FR] COMPOSITION REPOUSSANT LA VERMINE
  申请人：NOVARTIS AG

  公开号：WO1999065311A1

  公开（公告）日：1999-12-23

  (EN) The invention describes essentially a non-therapeutical process for deterring vermin, which is based on the usage of the largely known compounds of formula (I), as defined herein. Furthermore, it describes the corresponding vermin-deterring compositions which contain these substances as the active ingredient, compounds of formula (I) for the preparation of vermin-deterring compositions, and the use of compounds of formula (I) in the defence against vermin. Thus, the invention describes how and in which form the compounds of formula (I) or their acid addition salts are used to deter vermin from materials, places or warm-blooded animals.(FR) L'invention porte essentiellement sur un procédé non thérapeutique repoussant la vermine basé sur l'emploi de composés très connus de formule (I) définis préalablement dans la description; sur les compositions repoussant la vermine correspondantes contenant ces substances comme principe actif; sur des composés de formule (I) servant à préparer lesdites compositions, et sur l'utilisation de composés de formule (I) pour repousser la vermine. L'invention décrit ainsi comment et sous quelle forme les composés de formule (I) et leurs sels acidifiants s'utilisent pour protéger les matériaux, les lieux, et les animaux à sang chaud de la vermine.