2-(4-fluoro-3-methylphenoxy)-5-nitrothiophene | 190966-76-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-fluoro-3-methylphenoxy)-5-nitrothiophene
• CAS: 190966-76-8
• 化学式: C₁₁H₈FNO₃S
• 分子量: 253.254
• InChiKey: NECJJSYNGIXPFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.37
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(4-fluoro-3-methylphenoxy)-5-nitrothiophene 在 铁粉 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 反应 6.25h， 生成 N-Acetyl-N-[5-(4-fluoro-3-methyl-phenoxy)-thiophen-2-yl]-methanesulfonamide
  参考文献：
  名称：

  N-(5-substituted) thiophene-2-alkylsulfonamides as potent inhibitors of 5-lipoxygenase

  摘要：

  Compound 4k N-[5-(4-fluoro) phenoxythien-2-yl] methanesulfonamide is representative of a new class of potent inhibitors of 5-lipoxygenase (5-LO). These versatile compounds exhibit dose-dependent inhibition of 5-LO with IC(50)s ranging from 20-100 nM in the rat basophilic leukemia (RBL-1) cell homogenate assay and submicromolar IC,,s in both the RBL-1 and human peripheral blood leukocyte (PBL) whole cell assays. Compound 4k also showed significant anti-inflammatory activity in the adjuvant arthritic rat at an oral dose of 3 mg/kg. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00025-4
• 作为产物：
  描述：

  2-溴-5-硝基噻吩 、 4-氟-3-甲基苯酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以69%的产率得到2-(4-fluoro-3-methylphenoxy)-5-nitrothiophene
  参考文献：
  名称：

  N-(5-substituted) thiophene-2-alkylsulfonamides as potent inhibitors of 5-lipoxygenase

  摘要：

  Compound 4k N-[5-(4-fluoro) phenoxythien-2-yl] methanesulfonamide is representative of a new class of potent inhibitors of 5-lipoxygenase (5-LO). These versatile compounds exhibit dose-dependent inhibition of 5-LO with IC(50)s ranging from 20-100 nM in the rat basophilic leukemia (RBL-1) cell homogenate assay and submicromolar IC,,s in both the RBL-1 and human peripheral blood leukocyte (PBL) whole cell assays. Compound 4k also showed significant anti-inflammatory activity in the adjuvant arthritic rat at an oral dose of 3 mg/kg. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00025-4