3'-fluoro-4-(methylsulfonyl)-[1,1'-biphenyl]-2-carboxylic acid | 905275-66-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3'-fluoro-4-(methylsulfonyl)-[1,1'-biphenyl]-2-carboxylic acid
• 英文别名: 3'-fluoro-4-(methylsulfonyl)-2-biphenylcarboxylic acid；3'-fluoro-4-methanesulfonyl-biphenyl-2-carboxylic acid；2-(3-fluorophenyl)-5-methylsulfonylbenzoic acid
• CAS: 905275-66-3
• 化学式: C₁₄H₁₁FO₄S
• 分子量: 294.303
• InChiKey: GFHLFCGCATWRMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3'-fluoro-4-(methylsulfonyl)-[1,1'-biphenyl]-2-carboxylic acid 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.92h， 生成 3-fluoro-5-{5-[2-(3-fluorophenyl)-5-methanesulfonylbenzoyl]-2H,4H,5H,6H-pyrrolo[3,4-c]pyrazol-2-yl}pyridine
  参考文献：
  名称：

  Design and Synthesis of Novel and Selective Glycine Transporter-1 (GlyT1) Inhibitors with Memory Enhancing Properties

  摘要：

  We report here the identification and optimization of a novel series of potent GlyT1 inhibitors. A ligand design campaign that utilized known GlyT1 inhibitors as starting points led to the identification of a novel series of pyrrolo[3,4-c]pyrazoles amides (21-50) with good in vitro potency. Subsequent optimization of physicochemical and in vitro ADME properties produced several compounds with promising pharmacokinetic profiles. In vivo inhibition of GlyT1 was demonstrated for select compounds within this series by measuring the elevation of glycine in the cerebro-spinal fluid (CSF) of rats after a single oral dose of 10 mg/kg. Ultimately, an optimized lead, compound 46, demonstrated in vivo efficacy in a rat novel object recognition (NOR) assay after oral dosing at 0.1, 1, and 3 mg/kg.

  DOI：

  10.1021/acs.jmedchem.8b00372
• 作为产物：
  描述：

  2-iodo-5-methanesulfonyl-benzoic acid 、 3-氟苯基硼酸 生成 3'-fluoro-4-(methylsulfonyl)-[1,1'-biphenyl]-2-carboxylic acid
  参考文献：
  名称：

  Heterocyclic-substituted phenyl methanones

  摘要：

  本发明涉及公式I的化合物，其中R1，R2和在规范中定义，并且其药学上可接受的酸加盐。

  公开号：

  US08188139B2

文献信息

• Heterocyclic-substituted phenyl methanones
  申请人：Jolidon Synese

  公开号：US20060178381A1

  公开（公告）日：2006-08-10

  The present invention relates to compounds of formula I wherein R 1 , R 2 , and are defined in the specification and to pharmaceutically acceptable acid addition salts thereof.

  本发明涉及式I的化合物 其中 R 1 ， R 2 ，并在规范中定义，并且其药学上可接受的酸盐。
• Acylated Piperidines as Glycine Transporter Inhibitors
  申请人：Bradley Daniel Marcus

  公开号：US20080255144A1

  公开（公告）日：2008-10-16

  The invention provides a compound of formula (I) or a salt or solvate thereof: wherein R 1 , n, X, Y and Z are as defined in the specification, and uses of such compounds. The compounds inhibit GlyT1 transporters and are useful in the treatment of certain neurological and neuropsychiatric disorders, including schizophrenia.

  本发明提供了化合物(I)的公式或其盐或溶剂化物：其中R1、n、X、Y和Z如规范中所定义，并提供了这些化合物的用途。这些化合物抑制GlyT1转运体，在治疗某些神经和神经精神障碍，包括精神分裂症方面具有用处。
• HETEROCYCLIC-SUBSTITUTED PHENYL METHANONES
  申请人：Jolidon Synese

  公开号：US20090203665A1

  公开（公告）日：2009-08-13

  The present invention relates to compounds of formula I wherein R 1 , R 2 , and are defined in the specification and to pharmaceutically acceptable acid addition salts thereof.

  本发明涉及式I的化合物，其中R1，R2和在规范中定义，并且其药学上可接受的酸加合盐。
• HETEROCYCLIC SUBSTITUTED PHENYL METHANONES AS INHIBITORS OF THE GLYCINE TRANSPORTER 1
  申请人：F. Hoffmann-Roche AG

  公开号：EP1848694A1

  公开（公告）日：2007-10-31
• ACYLATED PIPERIDINES AS GLYCINE TRANSPORTER INHIBITORS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1858869A1

  公开（公告）日：2007-11-28