3-({2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid ethyl ester | 791046-06-5

• 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-({2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid ethyl ester
• 英文别名: ethyl 3-(N-[2-[(4-carbamimidoylanilino)methyl]-1-methylbenzimidazole-5-carbonyl]anilino)propanoate
• CAS: 791046-06-5
• 化学式: C₂₈H₃₀N₆O₃
• 分子量: 498.585
• InChiKey: DUQNLAJZOTYCMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-({2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid ethyl ester 在 4-二甲氨基吡啶 、 水 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  多取代4-甲氨基苯甲脒的酯衍生物及其制备方 法和用途

  摘要：

  本发明提供具有通式(Ⅰ)结构的一类新的多取代4‑甲氨基苯甲脒的酯衍生物，式中A1、A2、A3、A4同说明书中的定义，或其医药上可接受的盐。该类化合物具有抗凝血作用，可用于制备预防和治疗血栓栓塞性疾病的药物。

  公开号：

  CN103524559B
• 作为产物：
  描述：

  N-(4-氰基苯基)甘氨酸 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.75h， 生成 3-({2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid ethyl ester
  参考文献：
  名称：

  多取代4-甲氨基苯甲脒的酯衍生物及其制备方 法和用途

  摘要：

  本发明提供具有通式(Ⅰ)结构的一类新的多取代4‑甲氨基苯甲脒的酯衍生物，式中A1、A2、A3、A4同说明书中的定义，或其医药上可接受的盐。该类化合物具有抗凝血作用，可用于制备预防和治疗血栓栓塞性疾病的药物。

  公开号：

  CN103524559B

文献信息

• Anticoagulant derivatives for cardiovascular imaging
  申请人：Elmaleh David R

  公开号：US10300154B2

  公开（公告）日：2019-05-28

  The invention provides cardiovascular imaging agents comprising an anticoagulant (e.g., dabigatran derivatives) with a label (e.g., radiolabeled, fluorinated or radiofluorinated). Methods for using the cardiovascular imaging agents and kits containing the cardiovascular imaging agents or components suitable for production of the cardiovascular imaging agents are also provided.

  本发明提供了心血管造影剂，该造影剂由带有标记（如放射性标记、氟化或放射性氟化）的抗凝剂（如达比加群衍生物）组成。本发明还提供了使用心血管造影剂的方法和含有心血管造影剂或适合生产心血管造影剂的成分的试剂盒。
• Structure-Based Design of Novel Potent Nonpeptide Thrombin Inhibitors
  作者：Norbert H. Hauel、Herbert Nar、Henning Priepke、Uwe Ries、Jean-Marie Stassen、Wolfgang Wienen

  DOI：10.1021/jm0109513

  日期：2002.4.1

  The clinical syndromes of thromboembolism are evoked by an excessive stimulation of the coagulation cascade. In this context, the serine protease thrombin plays a key role. Considerable efforts have therefore been devoted to the discovery of safe, orally active inhibitors of this enzyme. On the basis of the X-ray crystal structure of the peptidelike thrombin inhibitor NAPAP complexed with bovine thrombin, we have designed a new structural class of nonpeptidic inhibitors employing a 1,2,5-trisubstituted benzimidazole as the central scaffold. Supported by a series of X-ray structure analyses, we optimized the activity of these compounds. Thrombin inhibition in the lower nanomolar range could be achieved although the binding energy mainly results from nonpolar, hydrophobic interactions. To improve in vivo potency, we increased the overall hydrophilicity of the molecules by introducing carboxylate groups. The very polar compound 24 (BIBR 953) exhibited the most favorable activity profile in vivo. This zwitterionic molecule was converted into the double-prodrug 31 (BIBR 1048), which showed strong oral activity in different animal species. On the basis of these results, 31 was chosen for clinical development.
• ANTICOAGULANT DERIVATIVES FOR CARDIOVASCULAR IMAGING
  申请人：ELMALEH DAVID R

  公开号：US20170290931A1

  公开（公告）日：2017-10-12

  The invention provides cardiovascular imaging agents comprising an anticoagulant (e.g., dabigatran derivatives) with a label (e.g., radiolabeled, fluorinated or radiofluorinated). Methods for using the cardiovascular imaging agents and kits containing the cardiovascular imaging agents or components suitable for production of the cardiovascular imaging agents are also provided.
• [EN] ANTICOAGULANT DERIVATIVES FOR CARDIOVASCULAR IMAGING<br/>[FR] DÉRIVÉS D'ANTICOAGULANT POUR L'IMAGERIE CARDIO-VASCULAIRE
  申请人：ELMALEH DAVID R

  公开号：WO2016044645A1

  公开（公告）日：2016-03-24

  The invention provides cardiovascular imaging agents comprising an anticoagulant (e.g., dabigatran derivatives) with a label (e.g., radiolabeled, fluorinated or radiofluorinated). Methods for using the cardiovascular imaging agents and kits containing the cardiovascular imaging agents or components suitable for production of the cardiovascular imaging agents are also provided.