MCL-537 | 1264293-65-3

• 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-537
• 英文别名: R(-)-N-ethyl-2-(3-fluoropropanoxy)-11-hydroxynoraporphine；N-ethyl-2-fluoropropanoxy-11-monohydroxy aporphine；(6aR)-6-ethyl-2-(3-fluoropropoxy)-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
• CAS: 1264293-65-3
• 化学式: C₂₁H₂₄FNO₂
• 分子量: 341.425
• InChiKey: LODBNYQJHVOXNX-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-ethylnororipavine 在 甲烷磺酸 、 palladium on carbon 、 ammonium acetate 、 magnesium 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 MCL-537
  参考文献：
  名称：

  Synthesis and Evaluation of Fluorinated Aporphines: Potential Positron Emission Tomography Ligands for D₂ Receptors

  摘要：

  The 2-fluoroalkoxy-substituted catechol-aporphines 6, 8a-f and 11-mono-hydroxyaporphines 11a-e were synthesized and found to have high in vitro affinity and selectivity for the dopamine D-2 receptors. The catechol aporphines, 8b and 8d, and the monohydroxy aporphines, 11-ad, were identified as candidates for development as potential PET ligands.

  DOI：

  10.1021/ml1001689

文献信息

• 2-alkoxy-11-hydroxyaporphine derivatives and uses thereof
  申请人：The McLean Hospital Corporation

  公开号：US10081600B2

  公开（公告）日：2018-09-25

  The invention features 2-alkoxy-11-hydroxyaporphine derivatives that selectively bind D2high receptors. The compounds are useful for imaging D2high receptors and for the treatment of diseases, such as Parkinson's disease, sexual dysfunction, and depressive disorders.

  本发明具有选择性结合 D2high 受体的 2-烷氧基-11-羟基吗啡衍生物。这些化合物可用于 D2high 受体成像和疾病治疗，如帕金森病、性功能障碍和抑郁症。
• 2-ALKOXY-11-HYDROXYAPORPHINE DERIVATIVES AND USES THEREOF
  申请人：Neumeyer John L.

  公开号：US20130209362A1

  公开（公告）日：2013-08-15

  The invention features 2-alkoxy-11-hydroxyaporphine derivatives that selectively bind D 2 high receptors. The compounds are useful for imaging D 2 high receptors and for the treatment of diseases, such as Parkinson's disease, sexual dysfunction, and depressive disorders.
• US9517279B2
  申请人：——

  公开号：US9517279B2

  公开（公告）日：2016-12-13
• Synthesis and Evaluation of Fluorinated Aporphines: Potential Positron Emission Tomography Ligands for D₂ Receptors
  作者：Anna W. Sromek、Yu-Gui Si、Tangzhi Zhang、Susan R. George、Philip Seeman、John L. Neumeyer

  DOI：10.1021/ml1001689

  日期：2011.3.10

  The 2-fluoroalkoxy-substituted catechol-aporphines 6, 8a-f and 11-mono-hydroxyaporphines 11a-e were synthesized and found to have high in vitro affinity and selectivity for the dopamine D-2 receptors. The catechol aporphines, 8b and 8d, and the monohydroxy aporphines, 11-ad, were identified as candidates for development as potential PET ligands.