2-[5'-Fluoro-5-formyl-2'-methoxy-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester | 878674-22-7

• 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: 2-[5'-Fluoro-5-formyl-2'-methoxy-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester
• CAS: 878674-22-7
• 化学式: C₂₄H₂₇FO₉
• 分子量: 478.471
• InChiKey: YLFOXZFYUTWNKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  34.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  106.59
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-[5'-Fluoro-5-formyl-2'-methoxy-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester 在 氢溴酸 、 对苯醌 作用下， 以 甲醇 为溶剂， 生成 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-fluoro-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid
  参考文献：
  名称：

  Factor VIIa inhibitors: Improved pharmacokinetic parameters

  摘要：

  Efforts to improve the potency and pharmacokinetic properties of small molecule factor VIIa inhibitors are described. Small structural modifications to existing leads allow the modulation of half-life and clearance, potentially making these compounds suitable candidates for drug development. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.037
• 作为产物：
  描述：

  2-(3-溴-5-甲酰基-4-羟基苯基)琥珀酸二甲酯 在 tris(triphenylphosphano)palladium 、 N,N-二异丙基乙胺 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 生成 2-[5'-Fluoro-5-formyl-2'-methoxy-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester
  参考文献：
  名称：

  Factor VIIa inhibitors: Improved pharmacokinetic parameters

  摘要：

  Efforts to improve the potency and pharmacokinetic properties of small molecule factor VIIa inhibitors are described. Small structural modifications to existing leads allow the modulation of half-life and clearance, potentially making these compounds suitable candidates for drug development. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.037

文献信息

• Factor VIIa inhibitors: Gaining selectivity within the trypsin family
  作者：William D. Shrader、Aleksandr Kolesnikov、Jana Burgess-Henry、Roopa Rai、John Hendrix、Huiyong Hu、Steve Torkelson、Tony Ton、Wendy B. Young、Bradley A. Katz、Christine Yu、Jie Tang、Ronnel Cabuslay、Ellen Sanford、James W. Janc、Paul A. Sprengeler

  DOI：10.1016/j.bmcl.2005.12.040

  日期：2006.3

  Within the trypsin family of coagulation proteases, obtaining highly selective inhibitors of factor VIIa has been challenging. We report a series of factor Vila (fVIIa) inhibitors based on the 5-amidino-2-(2-hydroxy-biphenyl-3-yl)-benzimidazole (1) scaffold with potency for fVIIa and high selectivity against factors IIa, Xa, and trypsin. With this scaffold class, we propose that a unique hydrogen bond interaction between a hydroxyl on the distal ring of the biaryl system and the backbone carbonyl of fVIIa lysine-192 provides a basis for enhanced selectivity and potency for fVIIa. (C) 2005 Elsevier Ltd. All rights reserved.