MESNET | 668470-70-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: MESNET
• 英文别名: (2S,3S)-2-[α-(2-methylphenylthio)phenylmethyl]morpholine；(2S)-2-[(S)-[(2-methylphenyl)thio](phenyl)methyl]morpholine；(S)-2-((S)-Phenyl-o-tolylsulfanyl-methyl)-morpholine；(2S)-2-[(S)-(2-methylphenyl)sulfanyl-phenylmethyl]morpholine
• CAS: 668470-70-0
• 化学式: C₁₈H₂₁NOS
• 分子量: 299.437
• InChiKey: YLQFFYJKBKUKLF-WMZOPIPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S,3S)-N-tert-butoxycarbonyl-2-[α-(2-methylphenylthio)phenylmethyl]morpholine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到MESNET
  参考文献：
  名称：

  Synthesis, Radiosynthesis, and Biological Evaluation of Carbon-11 and Fluorine-18 Labeled Reboxetine Analogues: Potential Positron Emission Tomography Radioligands for in Vivo Imaging of the Norepinephrine Transporter

  摘要：

  Reboxetine analogues with methyl and fluoroalkyl substituents at position 2 of the phenoxy ring 1-4 were synthesized. In vitro competition binding with [H-3]nisoxetine demonstrated that 1-4 have a high affinity for the norepinephrine transporter (NET) with K-i's = 1.02, 3.14, 3.68, and 0.30 nM, respectively. MicroPET imaging in rhesus monkeys showed that the relative regional distribution of [C-11]1 and [C-11]4 is consistent with distribution of the NET in the brain, while [F-18]2 and [F-18]3 showed only slight regional differentiation in brain uptake. Especially, the highest ratios of uptake of [C-11]1in NET-rich regions to that in caudate were obtained at 1.30-1.45 at 45 min and remained relatively constant over 85 min. Pretreatment of the monkey with the selective NET inhibitor, desipramine, decreased the specific binding for both ["C]l and [C-11]4. PET imaging in awake monkeys suggested that anesthesia influenced the binding potential of [C-11]1 and [C-11]4 at the NET.

  DOI：

  10.1021/jm800817h

文献信息

• Morpholine derivatives
  申请人：Walter Wilhelm Magnus

  公开号：US20060035894A1

  公开（公告）日：2006-02-16

  Compounds of formula (I): wherein A is S or O; R is H; Ar is an optionally substituted phenyl group; X is an optionally substituted phenyl group, a C 1 -C 4 alkyl, a C 3 -C 6 cycloalkyl group or a CH 2 (C 3 -C 6 cycloalkyl) group; R′ is H or C 1 -C 4 alkyl; and each R 1 is independently H or C 1 -C 4 alkyl; and pharmaceutically acceptable salts thereof are selective inhibitors of norepinephrine reuptake.

  分子式为（I）的化合物：其中A为S或O；R为H；Ar为可选取代的苯基；X为可选取代的苯基、C1-C4烷基、C3-C6环烷基或CH2（C3-C6环烷基）基；R'为H或C1-C4烷基；每个R1独立地为H或C1-C4烷基；以及其药物可接受的盐是去甲肾上腺素再摄取的选择性抑制剂。
• [EN] 2- (PHENOXYMETHYL)- AND 2- (PHENYLTHIOMETHYL)-MORPHOLINE DERIVATIVES FOR USE AS SELECTIVE NOREPINEPHRINE REUPTAKE INHIBITORS<br/>[FR] DERIVES DE MORPHOLINE
  申请人：LILLY CO ELI

  公开号：WO2004017977A3

  公开（公告）日：2004-04-01
• 2-(PHENYLTHIOMETHYL)- MORPHOLINE DERIVATIVES FOR USE AS SELECTIVE NOREPINEPHRINE REUPTAKE INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1534291B1

  公开（公告）日：2008-11-12
• TREATMENT OF STUTTERING AND OTHER COMMUNICATION DISORDERS WITH NOREPINEPHRINE REUPTAKE INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1660185A2

  公开（公告）日：2006-05-31
• TREATMENT OF LEARNING DISABILITIES AND MOTOR SKILLS DISORDER WITH NOREPINEPHRINE REUPTAKE INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1660064A2

  公开（公告）日：2006-05-31