(R)-4-hydroxyphenylglycinol hydrochloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (R)-4-hydroxyphenylglycinol hydrochloride
• 英文别名: (R)-4-(1-Amino-2-hydroxyethyl)phenol hydrochloride；4-[(1R)-1-amino-2-hydroxyethyl]phenol;hydrochloride
• 化学式: C₈H₁₁NO₂*ClH
• 分子量: 189.642
• InChiKey: YUEKJBCPERBCDN-QRPNPIFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.5
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-4-hydroxyphenylglycinol hydrochloride 、 花生四烯酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 TEA 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以74%的产率得到
  参考文献：
  名称：

  The anandamide membrane transporter. Structure–activity relationships of anandamide and oleoylethanolamine analogs with phenyl rings in the polar head group region

  摘要：

  A new series of anandamide and N-oleoylethanolamine analogs, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. Some of them efficaciously inhibit the uptake process with K-i values in the low micromolar range (2.4-21.2 muM). Strict structural requisites are needed to observe a significant inhibition and in no case inhibition of fatty acid amidohydrolase overlaps with inhibition of anandamide uptake. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.026
• 作为产物：
  描述：

  (R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate 在 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.0h， 生成 (R)-4-hydroxyphenylglycinol hydrochloride
  参考文献：
  名称：

  The anandamide membrane transporter. Structure–activity relationships of anandamide and oleoylethanolamine analogs with phenyl rings in the polar head group region

  摘要：

  A new series of anandamide and N-oleoylethanolamine analogs, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. Some of them efficaciously inhibit the uptake process with K-i values in the low micromolar range (2.4-21.2 muM). Strict structural requisites are needed to observe a significant inhibition and in no case inhibition of fatty acid amidohydrolase overlaps with inhibition of anandamide uptake. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.026

文献信息

• New positive allosteric modulators of nicotinic acetylcholine receptor
  申请人：H. LUNDBECK A/S

  公开号：US20150315130A1

  公开（公告）日：2015-11-05

  The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said compounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine α7 receptor.

  本发明涉及在治疗中有用的化合物，包括含有该化合物的组合物，以及通过给予该化合物治疗疾病的方法。所提到的化合物是尼古丁乙酰胆碱α7受体的正向变构调节剂（PAMs）。
• NEW POSITIVE ALLOSTERIC MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTOR
  申请人：H. Lundbeck A/S

  公开号：EP2928860A1

  公开（公告）日：2015-10-14
• [EN] NEW POSITIVE ALLOSTERIC MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTOR<br/>[FR] NOUVEAUX MODULATEURS ALLOSTÉRIQUES POSITIFS D'UN RÉCEPTEUR NICOTINIQUE DE L'ACÉTYLCHOLINE
  申请人：LUNDBECK & CO AS H

  公开号：WO2014090731A1

  公开（公告）日：2014-06-19

  The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said compounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine α7 receptor.
• The anandamide membrane transporter. Structure–activity relationships of anandamide and oleoylethanolamine analogs with phenyl rings in the polar head group region
  作者：Vincenzo Di Marzo、Alessia Ligresti、Enrico Morera、Marianna Nalli、Giorgio Ortar

  DOI：10.1016/j.bmc.2004.07.026

  日期：2004.10

  A new series of anandamide and N-oleoylethanolamine analogs, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. Some of them efficaciously inhibit the uptake process with K-i values in the low micromolar range (2.4-21.2 muM). Strict structural requisites are needed to observe a significant inhibition and in no case inhibition of fatty acid amidohydrolase overlaps with inhibition of anandamide uptake. (C) 2004 Elsevier Ltd. All rights reserved.