2-(2,6-二氟-3-硝基苯基)乙酸 | 361336-78-9

• 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: 2-(2,6-二氟-3-硝基苯基)乙酸
• 英文名称: (2,6-difluoro-3-nitrophenyl)acetic acid
• 英文别名: 2-(2,6-Difluoro-3-nitrophenyl)acetic acid
• CAS: 361336-78-9
• 化学式: C₈H₅F₂NO₄
• 分子量: 217.129
• InChiKey: GHFAYUZPPYDFBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2,6-二氟-3-硝基苯基)乙酸 在 吡啶 、 四(三苯基膦)钯 、 草酰氯 、 potassium carbonate 、 三乙胺 、 N,N-二甲基甲酰胺 、 lithium chloride 、 三甲基乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 0.25h， 生成 methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate
  参考文献：
  名称：

  Synthesis and Crystal Structures of Substituted Benzenes and Benzoquinones as Tissue Factor VIIa Inhibitors

  摘要：

  Several multistep syntheses of substituted benzenes are reported. The benzene analogues were designed such that their substitution pattern would occupy and interact with the S-1, S-2, and S-3 pockets of the tissue Factor VIIa enzyme. A variety of chemical transformations including nucleophilic additions, reductive aminations, Stille couplings, and polymer-assisted solution-phase (PASP) techniques were used to prepare key intermediates and final products. The initial analogues identified some weakly active compounds which ultimately led to a 340 nM (IC50) tissue Factor VIIa inhibitor with selectivity over other related enzymes. The structure-activity relationship of these inhibitors and the synthetic progression from the discovery of the lead compound to the development of potent analogues will be discussed. The X-ray crystal structures of fluorobenzene 50c and benzoquinone 54 inhibitors complexed with the TF/VIIa enzyme will also be described.

  DOI：

  10.1021/jm030233b
• 作为产物：
  描述：

  2,6-二氟苯乙酸 在 硝酸 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以91%的产率得到2-(2,6-二氟-3-硝基苯基)乙酸
  参考文献：
  名称：

  Synthesis and Crystal Structures of Substituted Benzenes and Benzoquinones as Tissue Factor VIIa Inhibitors

  摘要：

  Several multistep syntheses of substituted benzenes are reported. The benzene analogues were designed such that their substitution pattern would occupy and interact with the S-1, S-2, and S-3 pockets of the tissue Factor VIIa enzyme. A variety of chemical transformations including nucleophilic additions, reductive aminations, Stille couplings, and polymer-assisted solution-phase (PASP) techniques were used to prepare key intermediates and final products. The initial analogues identified some weakly active compounds which ultimately led to a 340 nM (IC50) tissue Factor VIIa inhibitor with selectivity over other related enzymes. The structure-activity relationship of these inhibitors and the synthetic progression from the discovery of the lead compound to the development of potent analogues will be discussed. The X-ray crystal structures of fluorobenzene 50c and benzoquinone 54 inhibitors complexed with the TF/VIIa enzyme will also be described.

  DOI：

  10.1021/jm030233b

文献信息

• 3-indolyl-4-phenyl-1H-pyrrole-2,5-dione derivatives as inhibitors of glycogen synthase kinase-3beta
  申请人：——

  公开号：US20020052397A1

  公开（公告）日：2002-05-02

  This invention relates to inhibitors of glycogen synthase kinase- 3 &bgr;, methods of treating diseases characterized by an excess of Th 2 cytokines, and to 3 -indolyl- 4 -phenyl- 1 H-pyrrole- 2,5 -dione derivatives of Formula (I): 1 that are inhibitors of glycogen synthase kinase - 3 &bgr;, pharmaceutical compositions containing them, methods for their use and methods for preparing these compounds.

  这项发明涉及抑制糖原合成酶激酶-3β的方法，用于治疗由Th2细胞因子过多引起的疾病，以及3-吲哚基-4-苯基-1H-吡咯-2,5-二酮衍生物的化合物(I)的方法：这些化合物是糖原合成酶激酶-3β的抑制剂，包含它们的药物组合物，使用它们的方法以及制备这些化合物的方法。
• 3-INDOLYL-4-PHENYL-1H-PYRROLE-2,5-DIONE DERIVATIVES AS INHIBITORS OF GLYCOGEN SYNTHASE KINASE-3BETA
  申请人：F. Hoffmann-La Roche AG

  公开号：EP1307447B1

  公开（公告）日：2004-12-15
• US6479490B2
  申请人：——

  公开号：US6479490B2

  公开（公告）日：2002-11-12
• [EN] 3-INDOLYL-4-PHENYL-1H-PYRROLE-2,5-DIONE DERIVATIVES AS INHIBITORS OF GLYCOGEN SYNTHASE KINASE-3BETA<br/>[FR] DERIVES DE 3-INDOLYL-4-PHENYL-1H-PYRROLE-2,5-DIONE AGISSANT COMME INHIBITEURS DE LA GLYCOGENE SYNTHASE KINASE-3BETA
  申请人：HOFFMANN LA ROCHE

  公开号：WO2002010158A2

  公开（公告）日：2002-02-07

  The present invention relates to 3-indolyl-4-phenyl-1H-pyrrole-2,5-dione derivatives of Formula (I), wherein R1 to R6 have the value given in the specification. The compounds are useful as inhibitors of glycogen synthase kinase-3β and, therefore, may be used for the treatment of GSK-3β mediated diseases.
• [EN] PHARMACEUTICAL COMPOUNDS FOR THE TREATMENT OF COMPLEMENT MEDIATED DISORDERS<br/>[FR] COMPOSÉS PHARMACEUTIQUES POUR LE TRAITEMENT DE TROUBLES MÉDIÉS PAR LE COMPLÉMENT
  申请人：[en]ALEXION PHARMACEUTICALS, INC.

  公开号：WO2024035686A1

  公开（公告）日：2024-02-15

  This disclosure provides compounds, compositions, and methods to treat medical disorders, such as complement-mediated disorders, including complement C1s-mediated disorders.