2-(5'-aminomethyl-2,2'-dihydroxybiphenyl-3-yl)-1H-benzoimidazole-5-carboxamidine | 706821-72-9

• 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'-aminomethyl-2,2'-dihydroxybiphenyl-3-yl)-1H-benzoimidazole-5-carboxamidine
• 英文别名: 2-[3-[5-(aminomethyl)-2-hydroxyphenyl]-2-hydroxyphenyl]-3H-benzimidazole-5-carboximidamide
• CAS: 706821-72-9
• 化学式: C₂₁H₁₉N₅O₂
• 分子量: 373.414
• InChiKey: KWXCIPOPRPTZGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  145
• 氢给体数：
  6
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(5'-aminomethyl-2,2'-dihydroxybiphenyl-3-yl)-1H-benzoimidazole-5-carboxamidine 、 potassium cyanate 以 甲醇 为溶剂， 生成 ({3-[3-(5-carbamimidoyl-1H-1,3-benzodiazol-2-yl)-2-hydroxyphenyl]-4-hydroxyphenyl}methyl)urea
  参考文献：
  名称：

  Efforts toward oral bioavailability in factor VIIa inhibitors

  摘要：

  Efforts toward developing orally bioavailable factor VIIa inhibitors starting from parenteral lead compound 1 are described. SAR resulted in improved physicochemical properties, leading to enhanced oral absorption in rat. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.018
• 作为产物：
  描述：

  3-溴-4-羟基氰苯 在 盐酸 、 四(三苯基膦)钯 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 、 对苯醌 、 diborane(6) 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 2-(5'-aminomethyl-2,2'-dihydroxybiphenyl-3-yl)-1H-benzoimidazole-5-carboxamidine
  参考文献：
  名称：

  Efforts toward oral bioavailability in factor VIIa inhibitors

  摘要：

  Efforts toward developing orally bioavailable factor VIIa inhibitors starting from parenteral lead compound 1 are described. SAR resulted in improved physicochemical properties, leading to enhanced oral absorption in rat. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.018

文献信息

• 2-(2-Hydroxybiphenyl-3-yl)-1h-benzoimidazole-5-carboxamidine derivatives as factor viia inhibitors
  申请人：Kolesnikov Aleksandr

  公开号：US20060205942A1

  公开（公告）日：2006-09-14

  The present invention relates to novel inhibitors of Factors VIIa, IXa, Xa, XIa, in particular Factor VIIa, pharmaceutical compositions comprising these inhibitors, and methods for using these inhibitors for treating or preventing thromboembolic disorders, cancer or rheumatoid arthritis. Processes for preparing these inhibitors are also disclosed.

  本发明涉及新型因子VIIa，IXa，Xa，XIa的抑制剂，尤其是因子VIIa，包含这些抑制剂的制药组合物，以及使用这些抑制剂治疗或预防血栓栓塞性疾病、癌症或类风湿性关节炎的方法。还公开了制备这些抑制剂的过程。
• 2-(2-Hydroxybiphenyl-3-yl)-1H-Benzoimidazole-5-Carboxamidine Derivatives as Factor VIIA Inhibitors
  申请人：KOLESNIKOV Aleksandr

  公开号：US20090054432A1

  公开（公告）日：2009-02-26

  The present invention relates to novel inhibitors of Factors VIIa, IXa, Xa, XIa, in particular Factor VIIa, pharmaceutical compositions comprising these inhibitors, and methods for using these inhibitors for treating or preventing thromboembolic disorders, cancer or rheumatoid arthritis. Processes for preparing these inhibitors are also disclosed.

  本发明涉及新型 VIIa、IXa、Xa、XIa 因子的抑制剂，特别是 VIIa 因子的抑制剂，包括这些抑制剂的药物组合物，以及使用这些抑制剂治疗或预防血栓栓塞性疾病、癌症或类风湿关节炎的方法。本发明还公开了制备这些抑制剂的方法。
• 2-(2-HYDROXYBIPHENYL-3-YL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE DERIVATIVES AS FACTOR VIIA INHIBITORS
  申请人：Kolesnikov Aleksandr

  公开号：US20110269806A1

  公开（公告）日：2011-11-03

  The present invention relates to novel inhibitors of Factors VIIa, IXa, Xa, XIa, in particular Factor VIIa, pharmaceutical compositions comprising these inhibitors, and methods for using these inhibitors for treating or preventing thromboembolic disorders, cancer or rheumatoid arthritis. Processes for preparing these inhibitors are also disclosed.

  本发明涉及新型因子VIIa、IXa、Xa、XIa抑制剂，特别是因子VIIa，以及包含这些抑制剂的制药组合物，以及使用这些抑制剂治疗或预防血栓栓塞性疾病、癌症或类风湿性关节炎的方法。本发明还公开了制备这些抑制剂的过程。
• 2-(2-HYDROXYBIPHENYL-3-YL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE DERIVATIVES AS FACTOR VIIA INHIBITORS FOR THE TREATMENT OF THROMBOEMBOLIC DISORDERS
  申请人：Pharmacyclics LLC

  公开号：EP2982668A2

  公开（公告）日：2016-02-10

  The present invention relates to 2-(2-hydroxybiphenyl-3-yl)-1H-benzoimidazole-5-carboxamidine derivatives as factor VIIa inhibitors for the treatment of thromboembolic disorders, cancers and rheumatoid arthritis. Processes for preparing these inhibitors and intermediates thereof are also disclosed.

  本发明涉及作为因子 VIIa 抑制剂的 2-(2-羟基联苯-3-基)-1H-苯并咪唑-5-甲脒衍生物，用于治疗血栓栓塞性疾病、癌症和类风湿性关节炎。还公开了制备这些抑制剂及其中间体的工艺。
• [EN] 2-(2-HYDROXYBIPHENYL-3-YL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE DERIVATIVES AS FACTOR VIIA INHIBITORS<br/>[FR] DERIVES DE 2-(2-HYDROXYBIPHENYL-3-YL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE UTILISES EN TANT QU'INHIBITEURS DU FACTEUR VIIA
  申请人：AXYS PHARM INC

  公开号：WO2004050637A3

  公开（公告）日：2004-09-02