MCL-514 | 1119969-26-4

• 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: MCL-514
• 英文别名: Acetic acid (R)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-yl ester；[(6aR)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-yl] acetate
• CAS: 1119969-26-4
• 化学式: C₂₀H₂₁NO₃
• 分子量: 323.392
• InChiKey: LDYRKVDHSYMRQS-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  11-hydroxy-2-methoxyaporphine 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 生成 MCL-514
  参考文献：
  名称：

  Synthesis and neuropharmacological evaluation of esters of R(−)-N-alkyl-11-hydroxy-2-methoxynoraporphines

  摘要：

  We synthesized several esters of R(-)-N-alkyl-11-hydroxy-2-methoxynoraporphines, assessed their affinities at dopamine D-1 and D-2 receptors in rat forebrain tissue and quantified their effects on motor activity in normal adult male rats. Tested compounds displayed moderate to high affinities to D-2 receptors but low affinities to D-1 receptors. The most D-2-potent (K-i = 18.9 nM) and selective novel agent (>529-fold vs D-1 sites) was R(-)-2-methoxy-11-acetyloxy-N-n-propylnoraporphine (compound 4b). At moderate doses, the compound proved to have prolonged behavioral locomotor activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.025

文献信息

• Synthesis and neuropharmacological evaluation of esters of R(−)-N-alkyl-11-hydroxy-2-methoxynoraporphines
  作者：Yu-Gui Si、Yong-Kee Choi、Matthew P. Gardner、Frank I. Tarazi、Ross J. Baldessarini、John L. Neumeyer

  DOI：10.1016/j.bmcl.2008.11.025

  日期：2009.1

  We synthesized several esters of R(-)-N-alkyl-11-hydroxy-2-methoxynoraporphines, assessed their affinities at dopamine D-1 and D-2 receptors in rat forebrain tissue and quantified their effects on motor activity in normal adult male rats. Tested compounds displayed moderate to high affinities to D-2 receptors but low affinities to D-1 receptors. The most D-2-potent (K-i = 18.9 nM) and selective novel agent (>529-fold vs D-1 sites) was R(-)-2-methoxy-11-acetyloxy-N-n-propylnoraporphine (compound 4b). At moderate doses, the compound proved to have prolonged behavioral locomotor activity. (C) 2008 Elsevier Ltd. All rights reserved.