(R)-(-)-11-hydroxy-N-allylnoraporphine | 130699-58-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 阿朴菲
• 英文名称: (R)-(-)-11-hydroxy-N-allylnoraporphine
• 英文别名: (-)-11-Hydroxy-N-allylnoraporphine；R(-)-N-allyl-11-hydroxynoraporphine；(6aR)-6-prop-2-enyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
• CAS: 130699-58-0
• 化学式: C₁₉H₁₉NO
• 分子量: 277.366
• InChiKey: AUVXRDCLWMODQH-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-allyl-3-deoxynormorphine 在 甲烷磺酸 作用下， 反应 0.5h， 生成 (R)-(-)-11-hydroxy-N-allylnoraporphine
  参考文献：
  名称：

  Synthesis and neuropharmacological evaluation of R(−)-N-alkyl-11-hydroxynoraporphines and their esters

  摘要：

  We synthesized several N-substituted-11-hydroxynoraporphines and their esters of varying chain length, evaluated their binding affinity at dopamine (DA) receptor sites in rat caudate-putamen membranes, and quantified their effects on motor activity in normal adult male rats. The 11-hydroxyaporphines showed similar neuropharmacological properties to the corresponding 10,11-catecholaporphines. At moderate doses, their esters proved to have more prolonged behavioral actions and superior oral bioavailability. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.029

文献信息

• R(-)-11-hydroxyaporphine derivatives and uses thereof
  申请人：Neumeyer L. John

  公开号：US20060040900A1

  公开（公告）日：2006-02-23

  The invention features derivatives of R(—)-11-hydroxyaporphines and methods of treating Parkinson's disease, sexual dysfunction, and depressive disorders therewith.

  本发明的特点是 R(-)-11-羟基阿扑啡的衍生物以及用其治疗帕金森病、性功能障碍和抑郁障碍的方法。
• R(-)-11-HYDROXYAPORPHINE DERIVATIVES AND USES THEREOF
  申请人：Neumeyer John L.

  公开号：US20100081651A1

  公开（公告）日：2010-04-01

  The invention features derivatives of R(−)-11-hydroxyaporphines and methods of treating Parkinson's disease, sexual dysfunction, and depressive disorders therewith.
• US7648995B2
  申请人：——

  公开号：US7648995B2

  公开（公告）日：2010-01-19
• US8063060B2
  申请人：——

  公开号：US8063060B2

  公开（公告）日：2011-11-22
• Synthesis and neuropharmacological evaluation of R(−)-N-alkyl-11-hydroxynoraporphines and their esters
  作者：Csaba Csutoras、Ao Zhang、Kehong Zhang、Nora S. Kula、Ross J. Baldessarini、John L. Neumeyer

  DOI：10.1016/j.bmc.2004.04.029

  日期：2004.7

  We synthesized several N-substituted-11-hydroxynoraporphines and their esters of varying chain length, evaluated their binding affinity at dopamine (DA) receptor sites in rat caudate-putamen membranes, and quantified their effects on motor activity in normal adult male rats. The 11-hydroxyaporphines showed similar neuropharmacological properties to the corresponding 10,11-catecholaporphines. At moderate doses, their esters proved to have more prolonged behavioral actions and superior oral bioavailability. (C) 2004 Elsevier Ltd. All rights reserved.