R-（-）-去甲基去异戊烯基盐酸盐

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: R-（-）-去甲基去异戊烯基盐酸盐
• 中文别名: (R)-N-脱甲基司来吉兰盐酸；(R)-N-去甲基盐酸司来吉兰
• 英文名称: (-)-Desmethylselegiline hydrochloride
• 英文别名: N-[(2R)-1-phenylpropan-2-yl]prop-2-yn-1-aminium chloride；[(2R)-1-phenylpropan-2-yl]-prop-2-ynylazanium;chloride
• 化学式: C₁₂H₁₅N*ClH
• 分子量: 209.719
• InChiKey: KJZZTCSJZCYCQS-RFVHGSKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  R-（-）-去甲基去异戊烯基盐酸盐 在 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 R-(-)-N-去甲基塞利吉林
  参考文献：
  名称：

  [EN] COMPOUNDS FOR USE IN IMAGING, DIAGNOSING, AND/OR TREATMENT OF DISEASES OF THE CENTRAL NERVOUS SYSTEM OR OF TUMORS
  [FR] COMPOSÉS DESTINÉS À ÊTRE UTILISÉS DANS LE CADRE D'IMAGERIE, DE DIAGNOSTIC ET/OU DE TRAITEMENT DE MALADIES DU SYSTÈME NERVEUX CENTRAL OU DE TUMEURS

  摘要：

  公开号：

  WO2009052970A3

文献信息

• Efficient synthesis and formulation of (R)-(?)-[11C]Deprenyl, a selective radioligand for the quantification of MAO-B activity using PET
  作者：Fr�d�ric Dolle、Yann Bramoulle、Fran�oise Hinnen、Joanna S. Fowler

  DOI：10.1002/jlcr.604

  日期：2002.9

  Carbon-11 labeled (R)-(−)-Deprenyl is the tracer of reference for the quantification of monoamine oxidase (MAO)-B activity with PET. In this paper, its radiosynthesis is re-investigated and oriented towards the preparation of multi-milliCuries of radiotracer. Typically, using no-carrier-added [11C]methyl triflate as the alkylating agent, 140–190 mCi (5.1–7.0 GBq) of (R)-(−)-[11C]Deprenyl was obtained within 30 min of radiosynthesis (including HPLC purification and formulation) with specific radioactivities ranging from 0.8 to 1.2 Ci/μmol (29.6–44.4 GBq/μmol). The high efficiency of these radiosyntheses allows for multi-injection protocols and kinetic approaches for absolute quantification of the tracer. Copyright © 2002 John Wiley & Sons, Ltd.

  碳-11标记的(R)-(-)-癸烯基是利用正电子发射计算机断层显像技术（PET）量化单胺氧化酶（MAO）-B活性的参考示踪剂。本文对其放射合成进行了重新研究，旨在制备多毫居里的放射性示踪剂。通常情况下，使用无载体添加的[11C]甲基三酸酯作为烷基化剂，在 30 分钟的放射合成（包括 HPLC 纯化和配制）过程中，可获得 140-190 mCi（5.1-7.0 GBq）的(R)-(-)-[11C]Deprenyl，其特定放射性活度范围为 0.8 至 1.2 Ci/μmol（29.6-44.4 GBq/μmol）。这些放射合成技术的高效率允许采用多注射方案和动力学方法对示踪剂进行绝对定量。Copyright © 2002 John Wiley & Sons, Ltd. All Rights Reserved.
• COMPOUNDS FOR USE IN IMAGING, DIAGNOSING AND/OR TREATMENT OF DISEASES OF THE CENTRAL NERVOUS SYSTEM OR OF TUMORS
  申请人：Lehmann Lutz

  公开号：US20100233086A1

  公开（公告）日：2010-09-16

  This invention relates to novel compounds suitable for labelling or already labelled by 18 F, methods of preparing such a compound, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging by positron emission tomography (PET).

  本发明涉及适用于标记或已经通过18F标记的新型化合物，制备这种化合物的方法，包含这种化合物的组合物，包含这种化合物或组合物的试剂盒以及这种化合物，组合物或试剂盒用于正电子发射断层摄影（PET）的诊断成像的用途。
• Compounds for use in imaging, diagnosing and/or treatment of diseases of the central nervous system or of tumors
  申请人：Lehmann Lutz

  公开号：US08784775B2

  公开（公告）日：2014-07-22

  This invention relates to novel compounds suitable for labeling or already labeled by 18F, methods of preparing such a compound, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging by positron emission tomography (PET).

  本发明涉及一种新型化合物，适用于标记或已经用18F标记，制备此类化合物的方法，包含此类化合物的组合物，包含此类化合物或组合物的工具箱以及此类化合物、组合物或工具箱用于正电子发射断层摄影（PET）诊断成像的用途。
• Compounds for use in imaging, diagnosing and/or treatment of diseases of the central nervous system or of tumors
  申请人：Bayer Schering Pharma AG

  公开号：EP2053033A1

  公开（公告）日：2009-04-29

  This invention relates to novel compounds suitable for labelling or already labelled by 18F, methods of preparing such a compound, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging by positron emission tomography (PET).

  本发明涉及适合标记或已经标记 18F 的新型化合物、制备此类化合物的方法、包含此类化合物的组合物、包含此类化合物或组合物的试剂盒以及此类化合物、组合物或试剂盒在正电子发射断层扫描（PET）诊断成像中的用途。
• Synthesis of Three Novel Fluorine-18 Labeled Analogues of <scp>l</scp>-Deprenyl for Positron Emission Tomography (PET) studies of Monoamine Oxidase B (MAO-B)
  作者：Sangram Nag、Lutz Lehmann、Tobias Heinrich、Andrea Thiele、Georg Kettschau、Ryuji Nakao、Balázs Gulyás、Christer Halldin

  DOI：10.1021/jm200710b

  日期：2011.10.27

  The aim in this project was to synthesize and to study fluorine-18 labeled analogues of L-deprenyl which bind selectively to the enzyme monoamine oxidase B (MAO-B). Three fluorinated L-deprenyl analogues have been generated in multistep organic syntheses. The most promising fluorine-18 compound N-[(2S)-1-[F-18]fluoro-3-phenylpropan-2-yl]-N-methylprop-2-yn-1-amine (4c) was synthesized by a one-step fluorine-18 nucleophilic substitution reaction. Autoradiography on human brain tissue sections demonstrated specific binding for compound 4c to brain regions known to have a high content of MAO-B. In addition, the corresponding nonradioactive fluorine-19 compound (13) inhibited recombinant human MAO-B with an IC50 of 170.5 +/- 29 n/v1 but did not inhibit recombinant human MAO-A (IC50 > 2000 nM), demonstrating its specificity. Biodistribution of 4c in mice showed high initial brain uptake leveling at 5.4 +/- 0.04%ID/g after 2 min post injection. In conclusion, compound 4c is a specific inhibitor of MAO-B with high initial brain uptake in mice and is, therefore, a candidate for further investigation in PET.