2-[5-(5-Carbamimidoyl-1H-benzoimidazol-2-yl)-3'-chloro-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester | 878674-53-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-[5-(5-Carbamimidoyl-1H-benzoimidazol-2-yl)-3'-chloro-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester
• CAS: 878674-53-4
• 化学式: C₃₀H₃₁ClN₄O₇
• 分子量: 595.052
• InChiKey: NUACDNZDPDLUNC-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2-[5-(5-Carbamimidoyl-1H-benzoimidazol-2-yl)-3'-chloro-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 1.0h， 生成 2-[5-(5-Carbamimidoyl-1H-benzoimidazol-2-yl)-3'-chloro-6-hydroxy-biphenyl-3-yl]-succinic acid dimethyl ester
  参考文献：
  名称：

  Factor VIIa inhibitors: Gaining selectivity within the trypsin family

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2005.12.040
• 作为产物：
  描述：

  2-[3'-Chloro-5-formyl-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester 、 3,4-diaminobenzamidine monohydrochloride 在 对苯醌 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以90%的产率得到2-[5-(5-Carbamimidoyl-1H-benzoimidazol-2-yl)-3'-chloro-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester
  参考文献：
  名称：

  Factor VIIa inhibitors: Gaining selectivity within the trypsin family

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2005.12.040