4-(2,3-difluoro-6-methoxyl-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester | 1376334-84-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2,3-difluoro-6-methoxyl-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 4-(2,3-difluoro-6-methoxyphenyl)-3,6-dihydropyridine-1(2H)-carboxylate；4-(2,3-Difluoro-6-methoxyl-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester；tert-butyl 4-(2,3-difluoro-6-methoxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate
• CAS: 1376334-84-7
• 化学式: C₁₇H₂₁F₂NO₃
• 分子量: 325.355
• InChiKey: ITPMCLZVKNSHHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2,3-difluoro-6-methoxyl-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 在 盐酸 、 10 wt% Pd(OH)2 on carbon 、 氢气 作用下， 以 甲醇 、 乙醇 、 异丙醇 为溶剂， 反应 1.5h， 生成 4-(2,3-difluoro-6-methoxy-phenyl)-piperidine
  参考文献：
  名称：

  Synthesis, Evaluation, and Radiolabeling of New Potent Positive Allosteric Modulators of the Metabotropic Glutamate Receptor 2 as Potential Tracers for Positron Emission Tomography Imaging

  摘要：

  The synthesis and in vitro and in vivo evaluation of a new series of 7-(phenylpiperidinyl)-1,2,4-triazolo[4,3-a]pyridines, which were conveniently radiolabeled with carbon-11, as potential positron emission tomography (PET) radiotracers for in vivo imaging of the allosteric binding site of the metabotropic glutamate (mGlu) receptor subtype 2 are described. The synthesized compounds proved to be potent and selective positive allosteric modulators (PAMs) of the mGlu receptor 2 (mGluR2) in a [S-35]GTP gamma S binding assay and were able to displace an mGluR2 PAM radioligand, which we had previously developed, with IC50 values in the low nanomolar range. The most promising candidates were radiolabeled and subjected to biodistribution studies and radiometabolite analysis in rats. Preliminary small-animal PET (mu PET) studies in rats indicated that [C-11]20f binds specifically and reversibly to an mGluR2 allosteric site, strongly suggesting that it is a promising candidate for PET imaging of mGluR2 in the brain.

  DOI：

  10.1021/jm300912k
• 作为产物：
  描述：

  2-溴-3,4-二氟苯甲醚 、 N-Boc-1,2,5,6-四氢吡啶-4-硼酸频哪醇酯 以to yield intermediate I-20 (1.05 g, quant. yield)的产率得到4-(2,3-difluoro-6-methoxyl-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  RADIOLABELLED mGluR2 PET LIGANDS

  摘要：

  本发明涉及一种新型、选择性、放射性标记的mGluR2配体，可用于使用正电子发射断层扫描（PET）成像和定量mGluR2在组织中。本发明还涉及包含这些化合物的组合物、制备这些化合物和组合物的过程、使用这些化合物和组合物在体内或体外成像组织、细胞或宿主，以及这些化合物的前体。

  公开号：

  US20130230459A1

文献信息

• 4-[2,3-Difluoro-6-(2-fluoro-4-methyl-phenylsulfanyl)-phenyl]-piperidine
  申请人：Bang-Andersen Benny

  公开号：US20110039890A1

  公开（公告）日：2011-02-17

  The compound 4-[2,3-Difluoro-6-(2-fluoro-4-methyl-phenylsulfanyl)-phenyl]-piperidine according to the structure (formula I), and pharmaceutically acceptable salts thereof are provided for the treatment of CNS related disorders, such as: depressive disorder, dysthymic disorder; mood disorder due to a general medical condition; atypical depression; seasonal affective disorder; melancholia; treatment resistant depression; partial responders; depression associated with bipolar disorder, pain, Alzheimer's disease, psychosis, Parkinson's disease, Lewy body disease, Huntington's disease, multiple sclerosis or anxiety; general anxiety disorder, social anxiety disorder, panic attacks; phobia; social phobia, obsessive compulsive disorder; post traumatic stress disorder, acute stress; ADHD; and pain.