3-[(1,1'-biphenyl-4-yl)methoxy]aniline | 870149-98-7

• 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-[(1,1'-biphenyl-4-yl)methoxy]aniline
• 英文别名: 3-(Biphenyl-4-ylmethoxy)-aniline；3-[(4-phenylphenyl)methoxy]aniline
• CAS: 870149-98-7
• 化学式: C₁₉H₁₇NO
• 分子量: 275.35
• InChiKey: KHDUYZGDZCVIBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[(1,1'-biphenyl-4-yl)methoxy]aniline 、 1-BOC-哌啶-3-羧酸 在 氯甲酸苄酯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 Tert-butyl 3-[[3-[(4-phenylphenyl)methoxy]phenyl]carbamoyl]piperidine-1-carboxylate
  参考文献：
  名称：

  Fluorinated Benzyloxyphenyl Piperidine-4-carboxamides with Dual Function against Thrombosis: Inhibitors of Factor Xa and Platelet Aggregation

  摘要：

  A series of benzyloxy anilides of nipecotic (5, 6) and isonipecotic (7, 8) acids were synthesized and assayed in vitro as inhibitors of ADP-induced platelet aggregation and the blood coagulation enzymes factor Xa (FXa) and thrombin (FIIa). An exploration of effects of the amidine group attached at the piperidine nitrogen,position and substitution (F, phenyl) of the benzyloxy group, and addition of fluorine/s on the second (distal) phenyl ring, led us to single out some promising isonipecotamide derivatives 7. Addition of meta-F and para-CF3 on the distal phenyl ring resulted in a 6-to-18-fold enhancement of the FXa potency and in 2-to-4-fold increase of the antiplatelet potency, the last depending to a large extent upon lipophilicity. Two congeners of N-{[3-(1,1'-biphenyl-4-yl)methoxy]phenyl}piperidine-4-carboxamide (7m and 7p) proved to be potent FXa-selective inhibitors (K-i = 130 and 57 nM, respectively) and antiplatelet agents and were identified as leads for developing new dual function antithrombotic drugs.

  DOI：

  10.1021/jm801141f
• 作为产物：
  描述：

  (1,1'-biphenyl-4-yl)methyl 3-nitrophenyl ether 在 铁粉 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 以98 %的产率得到3-[(1,1'-biphenyl-4-yl)methoxy]aniline
  参考文献：
  名称：

  通过多组分反应鉴定 TN-16 的新型氮杂类似物作为微管动力学的干扰物

  摘要：

  尽管新的生物靶标以惊人的速度出现在抗癌治疗中，但抗微管蛋白药物仍然是众多肿瘤学方案的支柱，其疗效已在多种成人和儿童癌症中得到证实。在目前的贡献中，我们着手开发一种有效但被忽视的抗微管蛋白剂 TN-16 的类似物，TN-16 最初是通过修饰 tenuazonic 酸（3-乙酰基-5-仲丁基四酸）发现的。 为此，我们开发了一种新的多组分反应来制备 TN-16，然后我们将相同的反应应用于合成氮杂类似物。简而言之，我们准备了一个包含 62 种新化合物的库，其中三种保留了纳摩尔级别的效力。TN-16 和活性类似物对癌细胞系具有细胞毒性，并且正如抗微管蛋白药物预期的那样，诱导 G 2 /M 细胞周期停滞。这些试剂会导致微管破坏和 α-微管蛋白乙酰化增加并影响体外聚合，尽管它们在细胞微管蛋白聚合测定中的影响较小。

  DOI：

  10.1016/j.ejmech.2022.114895

文献信息

• Substituted aryl acylthioureas and related compounds; inhibitors of viral replication
  申请人：Phadke Avinash

  公开号：US20060025416A1

  公开（公告）日：2006-02-02

  The invention provides compounds and pharmaceutically acceptable salts of Formula I wherein the variables A 1 , A 2 , R 1 , R 2 , V, W, X, Y, and Z are defined herein. Certain compounds of Formula I described herein which possess potent antiviral activity. The invention particularly provides compounds of Formula I that are potent and/or selective inhibitors of Hepatitis C virus replication. The invention also provides pharmaceutical compositions containing one or more compound of Formula I, or a salt, solvate, or acylated prodrug of such compounds, and one or more pharmaceutically acceptable carriers, excipients, or diluents. The invention further comprises methods of treating patients suffering from certain infectious diseases by administering to such patients an amount of a compound of Formula I effective to reduce signs or symptoms of the disease or disorder. These infectious diseases include viral infections, particularly HCV infections. The invention is particularly includes methods of treating human patients suffering from an infectious disease, but also encompasses methods of treating other animals, including livestock and domesticated companion animals, suffering from an infectious disease. Methods of treatment include administering a compound of Formula I as a single active agent or administering a compound of Formula I in combination with on or more other therapeutic agent.

  该发明提供了化合物和药用可接受的盐的公式I，其中变量A1、A2、R1、R2、V、W、X、Y和Z在此处定义。本文描述了公式I的某些化合物具有强效的抗病毒活性。该发明特别提供了公式I的化合物，这些化合物是对丙型肝炎病毒复制具有强效和/或选择性抑制作用的。该发明还提供了含有一个或多个公式I化合物、或这些化合物的盐、溶剂合物或酰化前药，以及一个或多个药用可接受的载体、辅料或稀释剂的药物组合物。该发明还包括通过向患有某些传染病的患者投与有效量的公式I化合物来减轻疾病或紊乱的症状或迹象的治疗方法。这些传染病包括病毒感染，特别是HCV感染。该发明特别包括治疗患有传染病的人类患者的方法，但也包括治疗其他动物，包括家畜和驯养的伴侣动物，患有传染病的方法。治疗方法包括单独使用公式I化合物作为活性剂或与一个或多个其他治疗剂联合使用公式I化合物。
• SUBSTITUTED ARYL ACYLTHIOUREAS AND RELATED COMPOUNDS; INHIBITORS OF VIRAL REPLICATION
  申请人：Phadke Avinash

  公开号：US20090023730A1

  公开（公告）日：2009-01-22

  The invention provides compounds and pharmaceutically acceptable salts of Formula I wherein the variables A 1 , A 2 , R 1 , R 2 , V, W, X, Y, and Z are defined herein. Certain compounds of Formula I described herein which possess potent antiviral activity. The invention particularly provides compounds of Formula I that are potent and/or selective inhibitors of Hepatitis C virus replication. The invention also provides pharmaceutical compositions containing one or more compound of Formula I, or a salt, solvate, or acylated prodrug of such compounds, and one or more pharmaceutically acceptable carriers, excipients, or diluents. The invention further comprises methods of treating patients suffering from certain infectious diseases by administering to such patients an amount of a compound of Formula I effective to reduce signs or symptoms of the disease or disorder. These infectious diseases include viral infections, particularly HCV infections. The invention is particularly includes methods of treating human patients suffering from an infectious disease, but also encompasses methods of treating other animals, including livestock and domesticated companion animals, suffering from an infectious disease. Methods of treatment include administering a compound of Formula I as a single active agent or administering a compound of Formula I in combination with on or more other therapeutic agent.

  本发明提供了式I的化合物和药学上可接受的盐，其中变量A1、A2、R1、R2、V、W、X、Y和Z在此定义。本文所描述的式I的某些化合物具有强效的抗病毒活性。本发明特别提供了式I的化合物，它们是强效和/或选择性的丙型肝炎病毒复制抑制剂。本发明还提供了含有式I的一个或多个化合物，或这些化合物的盐、溶剂合物或酰化前药的药物组合物，以及一个或多个药学上可接受的载体、赋形剂或稀释剂的制剂。本发明还包括通过向这些患者投与有效量的式I的化合物来治疗患有某些传染性疾病的患者的方法，以减轻疾病或失调的症状。这些传染性疾病包括病毒感染，特别是丙型肝炎病毒感染。本发明特别包括治疗患有传染性疾病的人类患者的方法，但也包括治疗其他动物，包括牲畜和家养伴侣动物，患有传染性疾病的方法。治疗方法包括将式I的化合物作为单一活性剂或将式I的化合物与一个或多个其他治疗剂联合使用。
• JP2005/330284
  申请人：——

  公开号：——

  公开（公告）日：——
• US7365068B2
  申请人：——

  公开号：US7365068B2

  公开（公告）日：2008-04-29
• US7767706B2
  申请人：——

  公开号：US7767706B2

  公开（公告）日：2010-08-03