s-riva-d-methamphetamine | 1104546-31-7

• 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: s-riva-d-methamphetamine
• 英文别名: S-rivastigmine-d-methamphetamine；3-((S)-1-(dimethylamino)ethyl)phenylmethyl((S)-1-phenylpropan-2-yl)carbamate hydrochloride；[3-[(1S)-1-(dimethylamino)ethyl]phenyl] N-methyl-N-[(2S)-1-phenylpropan-2-yl]carbamate
• CAS: 1104546-31-7
• 化学式: C₂₁H₂₈N₂O₂
• 分子量: 340.466
• InChiKey: QGKSWUZOCNWHHA-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  s-riva-d-methamphetamine 在 盐酸 作用下， 以 乙醚 为溶剂， 以100%的产率得到[3-[(1S)-1-(dimethylamino)ethyl]phenyl] N-methyl-N-[(2S)-1-phenylpropan-2-yl]carbamate;hydrochloride
  参考文献：
  名称：

  Novel carbamate cholinesterase inhibitors that release biologically active amines following enzyme inhibition

  摘要：

  Conjugation of the phenol derived from rivastigmine with amphetamines gave access to novel carbamate cholinesterase inhibitors. All compounds possessed increased affinity and selectivity for AChE compared to rivastigmine and were orally bioavailable. Compound 4a, incorporating d-amphetamine, caused significant inhibition of cholinesterase in vivo at doses that were well tolerated. Release of amphetamine from 4a was demonstrated following in vitro and in vivo inhibition of cholinesterase. Compound 4a was also effective in alleviating scopolamine induced amnesia in a rat passive avoidance model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.089
• 作为产物：
  描述：

  N,N'-羰基二咪唑 、 3-(1-(S)-(N,N-二甲基氨基)乙基)苯酚 、 甲基安非他命 以 乙酸乙酯 为溶剂， 生成 s-riva-d-methamphetamine
  参考文献：
  名称：

  Novel carbamate cholinesterase inhibitors that release biologically active amines following enzyme inhibition

  摘要：

  Conjugation of the phenol derived from rivastigmine with amphetamines gave access to novel carbamate cholinesterase inhibitors. All compounds possessed increased affinity and selectivity for AChE compared to rivastigmine and were orally bioavailable. Compound 4a, incorporating d-amphetamine, caused significant inhibition of cholinesterase in vivo at doses that were well tolerated. Release of amphetamine from 4a was demonstrated following in vitro and in vivo inhibition of cholinesterase. Compound 4a was also effective in alleviating scopolamine induced amnesia in a rat passive avoidance model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.089

文献信息

• COMPOSITIONS OF CHOLINESTERASE INHIBITORS
  申请人：Du Shoucheng

  公开号：US20100256229A1

  公开（公告）日：2010-10-07

  The present invention is directed to compositions, methods of use, and processes for the synthesis related to 3-((S)-1-(dimethylamino)ethyl)phenyl methyl-((R)-1-phenylpropan-2 yl)carbamate, and its pharmaceutically acceptable salt forms, including the hydrogen fumarate salt. The present invention also relates to a novel form polymorph of 3-((S)-1-(dimethylamino)ethyl)phenylmethyl-((R)-1-phenylpropan-2 yl)carbamate, characterized by a unique X-ray diffraction pattern and Differential Scanning Calorimetry profile, as well a unique crystalline structure.

  本发明涉及与3-((S)-1-(二甲基氨基)乙基)苯基甲基-((R)-1-苯基丙烷-2基)氨基甲酸酯及其药用可接受盐形式相关的合成的组合物、使用方法和过程，包括富马酸盐。本发明还涉及3-((S)-1-(二甲基氨基)乙基)苯基甲基-((R)-1-苯基丙烷-2基)氨基甲酸酯的新型形态多晶形态，其具有独特的X射线衍射图案和差示扫描量热分析剖面，以及独特的晶体结构。
• [EN] STIGMINE CONJUGATES FOR SUBSTANCE USE DISORDERS<br/>[FR] CONJUGUÉS DE STIGMINE POUR DES TROUBLES DE TOXICOMANIE
  申请人：COLUCID PHARMACEUTICALS INC

  公开号：WO2010009316A1

  公开（公告）日：2010-01-21

  The invention relates to methods for the treatment or prevention of substance use disorders.

  该发明涉及用于治疗或预防物质使用障碍的方法。
• Methods for promoting wakefulness
  申请人：Rupniak Nadia M.J.

  公开号：US20090048229A1

  公开（公告）日：2009-02-19

  The present invention relates to methods of promoting wakefulness in an individual by administering a carbamoyl ester or a pharmaceutically acceptable salt thereof.
• Stigmine Conjugates for Substance Use Disorders
  申请人：Rupniak Nadia

  公开号：US20110251175A1

  公开（公告）日：2011-10-13

  The invention relates to methods for the treatment or prevention of substance use disorders.
• [EN] METHODS FOR PROMOTING WAKEFULNESS<br/>[FR] PROCÉDÉS POUR FAVORISER LA VEILLE
  申请人：COLUCID PHARMACEUTICALS INC

  公开号：WO2009011901A2

  公开（公告）日：2009-01-22

  The present invention relates to methods of promoting wakefulness in an individual by administering a carbamoyl ester or a pharmaceutically acceptable salt thereof.