N-[1-(5-chloro-1H-benzoimidazol-2-yl)-ethyl]-3-ethyl-4-(pyrrolidine-1-carbonyl)-benzamide

• 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: N-[1-(5-chloro-1H-benzoimidazol-2-yl)-ethyl]-3-ethyl-4-(pyrrolidine-1-carbonyl)-benzamide
• 英文别名: N-[1-(5-chloro-1H-benzimidazol-2-yl)-ethyl]-3-ethyl-4-(pyrrolidin-1-yl-carbonyl)-benzamide；N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]-3-ethyl-4-(pyrrolidin-1-ylcarbonyl)benzamide；N-[1-(6-chloro-1H-benzimidazol-2-yl)ethyl]-3-ethyl-4-(pyrrolidine-1-carbonyl)benzamide
• 化学式: C₂₃H₂₅ClN₄O₂
• 分子量: 424.93
• InChiKey: XSXSXHGFTUXHHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  rac.-N-[1-(5-chloro-1H-benzoimidazol-2-yl)-ethyl]-3-ethynyl-4-(pyrrolidine-1-carbonyl)-benzamide 在 platinum on activated charcoal 氢气 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 7.0h， 以99%的产率得到N-[1-(5-chloro-1H-benzoimidazol-2-yl)-ethyl]-3-ethyl-4-(pyrrolidine-1-carbonyl)-benzamide
  参考文献：
  名称：

  [DE] NEUE CARBONSÄUREAMIDE, DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS ARZNEIMITTEL
  [EN] NOVEL CARBOXAMIDES, THE PRODUCTION AND USE THEREOF AS MEDICAMENTS
  [FR] NOUVEAUX AMIDES D'ACIDE CARBOXYLIQUE, LEUR PRODUCTION ET LEUR UTILISATION EN TANT QUE MEDICAMENTS

  摘要：

  本发明涉及一种新的取代羧酰胺，其通式为(I)，其中A、B和R1至R5如权利要求1所定义，其互变异构体、对映异构体、非对映异构体、混合物和盐，特别是其与无机或有机酸或碱形成的生理相容盐，具有有价值的特性。上述通式(I)的化合物及其互变异构体、对映异构体、非对映异构体、混合物和盐，特别是其与无机或有机酸或碱形成的生理相容盐，以及其立体异构体具有有价值的药理特性，特别是抗血栓作用和Xa因子抑制作用。

  公开号：

  WO2004056784A1

文献信息

• Carboxylic acid amides, the preparation thereof, and their use as pharmaceutical compositions
  申请人：Boehringer Ingelheim Pharma GmbH & Co. KG

  公开号：US20040220169A1

  公开（公告）日：2004-11-04

  The present invention relates to new substituted carboxylic acid amides of general formula 1 wherein A, B and R 1 to R 5 are defined as in claim 1, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties. The compounds of the above general formula I as well as the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, and their stereoisomers have valuable pharmacological properties, particularly an antithrombotic activity and a factor Xa-inhibiting activity.

  本发明涉及一般式1的新取代羧酸酰胺，其中A、B和R1至R5如权利要求1中所定义，其互变异构体、对映异构体、非对映异构体、它们的混合物及其盐，特别是其与无机或有机酸或碱的生理上可接受的盐，具有有价值的性质。 上述一般式I的化合物以及其互变异构体、对映异构体、非对映异构体、它们的混合物及其盐，特别是其与无机或有机酸或碱的生理上可接受的盐，及其立体异构体具有有价值的药理学性质，特别是抗血栓活性和Xa因子抑制活性。
• CARBOXYLIC ACID AMIDES, THE PREPARATION THEREOF, AND THEIR USE AS PHARMACEUTICAL COMPOSITIONS
  申请人：Gillard James

  公开号：US20080132496A1

  公开（公告）日：2008-06-05

  Substituted carboxylic acid amides of general formula wherein A, B, and R 1 to R 5 are as defined herein, and the tautomers and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties, such as antithrombotic activity and factor Xa-inhibiting activity.

  通式为的取代羧酸酰胺，其中A、B和R1至R5的定义如本文所述，以及它们的互变异构体和盐，特别是与无机或有机酸或碱的生理上可接受的盐，具有有价值的性质，如抗血栓活性和Xa因子抑制活性。
• NEW PHARMACEUTICAL COMPOSITIONS FOR TREATMENT OF THROMBOSIS
  申请人：Reilly A. Paul

  公开号：US20060222640A1

  公开（公告）日：2006-10-05

  The present invention relates to novel pharmaceutical compositions comprising at least one direct thrombin inhibitor and at least one additional active compound selected from the groups consisting of platelet inhibitors, low molecular weight heparins (LMWH) and heparinoids as well as unfractionated heparin, factor X a inhibitors, combined thrombin/factor X a inhibitors, fibrinogen receptor antagonists (glycolprotein IIb/IIa antagonists) and Vitamin K antagonists, optionally together with one or more pharmaceutically acceptable excipients or carriers for the treatment of thrombosis.

  本发明涉及新型药物组合物，该组合物包含至少一种直接凝血酶抑制剂和至少一种额外的活性化合物，这些化合物选自血小板抑制剂、低分子量肝素（LMWH）和肝素类以及未分馏肝素、因子 X a 抑制剂、凝血酶/因子 X a a 抑制剂、纤维蛋白原受体拮抗剂（糖蛋白 IIb/IIa 拮抗剂）和维生素 K 拮抗剂，可选择与一种或多种药学上可接受的赋形剂或载体一起用于治疗血栓。
• Use Of Dipyridamole For Treatment Of Resistance To Platelet Inhibitors
  申请人：Eisert Wolfgang

  公开号：US20090048173A1

  公开（公告）日：2009-02-19

  The invention relates to a method of treatment of resistance to platelet inhibitors, i.e. a method to overcome resistance of treatment with platelet inhibitors, said method comprising administering a therapeutically effective amount of dipyridamole in combination with a platelet inhibitor and, optionally, in combination with a third antithrombotic component such as direct thrombin inhibitors, factor Xa inhibitors, combined thrombin/factor Xa inhibitors, heparin, low molecular weight heparin, argatroban, bivalrudin, hirulog or polyglycans to a patient in need thereof. The invention further relates to the use of dipyridamole for the manufacture of a pharmaceutical composition for treatment of resistance to platelet inhibitors. The invention also relates to a method to diagnose resistance to treatment with platelet inhibitors, said method comprising measurement of the density of binding of Annexin V on platelets.
• Use of dipyridamole in combination with antithrombotics for treatment and prevention of thromboembolic diseases
  申请人：Eisert Wolfgang

  公开号：US20090075949A1

  公开（公告）日：2009-03-19

  The invention relates to a method of treating and preventing thromboembolic disorders, comprising administering dipyridamole in combination with an antithrombotic selected from direct thrombin inhibitors, factor Xa inhibitors and combined thrombin/factor Xa inhibitors to a patient, pharmaceutical compositions suitable for this method of treatment as well as the use of dipyridamole for the manufacture of these pharmaceutical compositions.