4-(Benzimidazol-1-yl)-2-fluoroaniline | 774218-66-5

• 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: 4-(Benzimidazol-1-yl)-2-fluoroaniline
• 英文别名: 4-(benzimidazol-1-yl)-2-fluoroaniline
• CAS: 774218-66-5
• 化学式: C₁₃H₁₀FN₃
• 分子量: 227.241
• InChiKey: ANQLZENZIVXAEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(Benzimidazol-1-yl)-2-fluoroaniline 在 吡啶 、 盐酸 、 甲醇 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 1-{3-[Amino(imino)methyl]phenyl}-N-[4-(1H-benzimidazol-1-YL)-2-fluorophenyl]-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  SAR and factor IXa crystal structure of a dual inhibitor of factors IXa and Xa

  摘要：

  Modifications to the P4 moiety and pyrazole C3 substituent of factor Xa inhibitor SN-429 provided several new compounds, which are 5-10nM inhibitors of factor IXa. An X-ray crystal structure of one example complexed to factor IXa shows that these compounds adopt a similar binding mode to that previously observed with pyrazole inhibitors in the factor Xa active site both with regard to how the inhibitor binds and the position of Tyr99.

  DOI：

  10.1016/j.bmcl.2004.08.034
• 作为产物：
  描述：

  苯并咪唑 、 2-氟-4-碘苯胺 在 copper(l) iodide 、 1,10-菲罗啉 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(Benzimidazol-1-yl)-2-fluoroaniline
  参考文献：
  名称：

  SAR and factor IXa crystal structure of a dual inhibitor of factors IXa and Xa

  摘要：

  Modifications to the P4 moiety and pyrazole C3 substituent of factor Xa inhibitor SN-429 provided several new compounds, which are 5-10nM inhibitors of factor IXa. An X-ray crystal structure of one example complexed to factor IXa shows that these compounds adopt a similar binding mode to that previously observed with pyrazole inhibitors in the factor Xa active site both with regard to how the inhibitor binds and the position of Tyr99.

  DOI：

  10.1016/j.bmcl.2004.08.034

文献信息

• 2-(4-(4-(BROMO-METHOXYBENZAMIDO)BENZYLAMINO)PHENYL)BENZAZOLE DERIVATIVES AND THEIR USE AS ANTI-HEPARANASE
  申请人：Leadiant Biosciences SA

  公开号：EP3381908A1

  公开（公告）日：2018-10-03

  The present invention relates to 2-(4-(4-(bromo-methoxybenzamido)benzylamino) phenyl)benzazole derivatives of formula having an anti-heparanase activity. The invention also relates to the use of such compounds as a medicament, in particular for the treatment of diseases and disorders associated with heparanase activity, and to pharmaceutical compositions comprising the same.

  本发明涉及具有抗肝素酶活性的公式的2-(4-(4-(溴甲氧基苯甲酰胺)苯甲基氨基)苯基)苯并咪唑衍生物。该发明还涉及将这种化合物用作药物，特别是用于治疗与肝素酶活性相关的疾病和紊乱，并且涉及包含这些化合物的药物组合物。
• 5-Amidinoindoles as dual inhibitors of coagulation factors IXa and Xa
  作者：Douglas G. Batt、Jennifer X. Qiao、Dilip P. Modi、Gregory C. Houghton、Deborah A. Pierson、Karen A. Rossi、Joseph M. Luettgen、Robert M. Knabb、P.K. Jadhav、Ruth R. Wexler

  DOI：10.1016/j.bmcl.2004.08.037

  日期：2004.11

  Structural features of a 5-amidinoindole inhibitor of factor Xa, which displayed modest inhibition of factor IXa were varied to increase potency and improve selectivity for factor IXa. (C) 2004 Elsevier Ltd. All rights reserved.
• [EN] 2-(4-(4-(BROMO-METHOXYBENZAMIDO)BENZYLAMINO)PHENYL)BENZAZOLE DERIVATIVES AND THEIR USE AS ANTI-HEPARANASE<br/>[FR] DÉRIVÉS DE 2-(4-(4-(BROMO-MÉTHOXYBENZAMIDO)BENZYLAMINO)PHÉNYL)BENZAZOLE ET LEUR UTILISATION COMME ANTI-HÉPARANASE
  申请人：LEADIANT BIOSCIENCES SA IN LIQUIDAZIONE

  公开号：WO2018177860A1

  公开（公告）日：2018-10-04

  The present invention relates to 2-(4-(4-(bromo-methoxybenzamido)benzylamino) phenyl)benzazole derivatives of formula (I) having an anti-heparanase activity. The invention also relates to the use of such compounds as a medicament, in particular for the treatment of diseases and disorders associated with heparanase activity, and to pharmaceutical compositions comprising the same.
• SAR and factor IXa crystal structure of a dual inhibitor of factors IXa and Xa
  作者：Joanne M. Smallheer、Richard S. Alexander、Jianmin Wang、Shuaige Wang、Suanne Nakajima、Karen A. Rossi、Angela Smallwood、Frank Barbera、Debra Burdick、Joseph M. Luettgen、Robert M. Knabb、Ruth R. Wexler、Prabhakar K. Jadhav

  DOI：10.1016/j.bmcl.2004.08.034

  日期：2004.11

  Modifications to the P4 moiety and pyrazole C3 substituent of factor Xa inhibitor SN-429 provided several new compounds, which are 5-10nM inhibitors of factor IXa. An X-ray crystal structure of one example complexed to factor IXa shows that these compounds adopt a similar binding mode to that previously observed with pyrazole inhibitors in the factor Xa active site both with regard to how the inhibitor binds and the position of Tyr99.