4-(3'-(hydroxymethyl)-4-methylbiphenyl-3-ylcarboxamido)-3,5-dimethylbenzoic acid | 1621680-76-9

• 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: 4-(3'-(hydroxymethyl)-4-methylbiphenyl-3-ylcarboxamido)-3,5-dimethylbenzoic acid
• 英文别名: 4-[[5-[3-(Hydroxymethyl)phenyl]-2-methylbenzoyl]amino]-3,5-dimethylbenzoic acid；4-[[5-[3-(hydroxymethyl)phenyl]-2-methylbenzoyl]amino]-3,5-dimethylbenzoic acid
• CAS: 1621680-76-9
• 化学式: C₂₄H₂₃NO₄
• 分子量: 389.451
• InChiKey: DTDVWKGRISYBCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-5-溴苯甲酸 、 3-羟甲基苯硼酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 1-丙基磷酸酐 、 N,N-二异丙基乙胺 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium carbonate 、 甲醇 、 sodium hydroxide 作用下， 以 二氯甲烷 、 1,4-二氧六环 、 四氢呋喃 为溶剂， 反应 27.0h， 生成 4-(3'-(hydroxymethyl)-4-methylbiphenyl-3-ylcarboxamido)-3,5-dimethylbenzoic acid
  参考文献：
  名称：

  Discovery of potent aryl-substituted 3-[(3-methylpyridine-2-carbonyl) amino]-2,4-dimethyl-benzoic acid EP4 antagonists with improved pharmacokinetic profile

  摘要：

  Two new series of EP4 antagonists containing a 3-methylaryl-2-carbonyl core have been identified. One series has a 3-substituted-phenyl core, while the other one incorporates a 3-substituted pyridine. Both series led to compounds with potent activity in functional and human whole blood ( hWB) assays. In the pyridine series, compound 7a was found to be a highly potent and selective EP4 antagonist, with suitable rat and dog pharmacokinetic profiles. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.12.057

文献信息

• Substituted benzamides with activity towards EP4 receptors
  申请人：Almirall, S.A.

  公开号：EP2765128A1

  公开（公告）日：2014-08-13

  The present invention belongs to the field of EP4 receptor ligands. More specifically it refers to compounds of general formula (I) having great affinity and selectivity for the EP4 receptor. The invention also refers to the process for their preparation, to their use as medicament for the treatment and/or prophylaxis of diseases or disorders mediated by the EP4 receptor as well as to pharmaceutical compositions comprising them.

  这项发明属于EP4受体配体领域。更具体地，它涉及具有对EP4受体具有很高亲和力和选择性的一般式(I)化合物。该发明还涉及它们的制备过程，以及它们作为药物用于治疗和/或预防由EP4受体介导的疾病或紊乱，以及包含它们的药物组合物。
• [EN] SUBSTITUTED BENZAMIDES WITH ACTIVITY TOWARDS EP4 RECEPTORS<br/>[FR] BENZAMIDES SUBSTITUÉS MANIFESTANT UNE ACTIVITÉ VIS-À-VIS DES RÉCEPTEURS EP4
  申请人：DRACONIS PHARMA S L

  公开号：WO2014122267A1

  公开（公告）日：2014-08-14

  The present invention belongs to the field of EP4 receptor ligands. More specifically it refers to compounds of general formula (I) having great affinity and selectivity for the EP4 receptor. The invention also refers to the process for their preparation, to their use as medicament for the treatment and/or prophylaxis of diseases or disorders mediated by the EP4 receptor as well as to pharmaceutical compositions comprising them.

  本发明属于EP4受体配体领域。更具体地，它涉及具有对EP4受体具有很高亲和力和选择性的一般式(I)化合物。该发明还涉及它们的制备方法，以及它们作为治疗和/或预防由EP4受体介导的疾病或紊乱的药物使用，以及包含它们的药物组合物。
• [EN] DIMETHYLBENZOIC ACID COMPOUNDS<br/>[FR] COMPOSÉS D'ACIDE DIMÉTHYLBENZOÏQUE
  申请人：LILLY CO ELI

  公开号：WO2015094912A1

  公开（公告）日：2015-06-25

  The present invention provides a compound of the Formula I: wherein A is: and W, Y, X, R1, R2, R3, and R4 are as defined herein, or a pharmaceutically acceptable salt thereof, for use as an inhibitor of the EP4 receptor.

  本发明提供了一种具有以下化学式I的化合物：其中A是：以及W、Y、X、R1、R2、R3和R4如本文所定义，或其药用盐，用作EP4受体的抑制剂。
• DIMETHYLBENZOIC ACID COMPOUNDS
  申请人：Eli Lilly and Company

  公开号：US20160251306A1

  公开（公告）日：2016-09-01

  The present invention provides a compound of the Formula I: wherein A is: and W, Y, X, R 1 , R 2 , R 3 , and R 4 are as defined herein, or a pharmaceutically acceptable salt thereof, for use as an inhibitor of the EP4 receptor.

  本发明提供了一种I式化合物：其中A为：W，Y，X，R1，R2，R3和R4如此定义，或其药学上可接受的盐，用作EP4受体的抑制剂。
• SUBSTITUTED BENZAMIDES WITH ACTIVITY TOWARDS EP4 RECEPTORS
  申请人：DRACONIS PHARMA, S.L.

  公开号：US20150376129A1

  公开（公告）日：2015-12-31

  The present invention belongs to the field of EP4 receptor ligands. More specifically it refers to compounds of general formula (I) having great affinity and selectivity for the EP4 receptor. The invention also refers to the process for their preparation, to their use as medicament for the treatment and/or prophylaxis of diseases or disorders mediated by the EP4 receptor as well as to pharmaceutical compositions comprising them.

  本发明属于EP4受体配体领域。更具体地说，它涉及具有对EP4受体具有高亲和力和选择性的一般式(I)化合物。本发明还涉及它们的制备过程，以及它们作为治疗和/或预防EP4受体介导的疾病或疾病的药物的使用，以及包含它们的制药组合物。