3-(Piperazin-4-ium-1-carbonyl)benzoate | 691394-19-1

• 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-(Piperazin-4-ium-1-carbonyl)benzoate
• CAS: 691394-19-1
• 化学式: C₁₂H₁₄N₂O₃
• 分子量: 234.255
• InChiKey: NSOCCKDGIKMYLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  77
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(Piperazin-4-ium-1-carbonyl)benzoate 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 3-[4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]piperazine-1-carbonyl]benzoic acid
  参考文献：
  名称：

  Dipeptidyl peptidase-4 inhibitor with β-amino amide scaffold: Synthesis, SAR and biological evaluation

  摘要：

  Inhibitors of dipeptidyl peptidase-4 (DPP4) have been shown to be effective treatments for type 2 diabetes. Several series of beta-amino amide containing piperazine derivatives have been prepared and evaluated as a inhibitor of DPP4. Finally compound 5m was selected for further evaluation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.019
• 作为产物：
  描述：

  3-(4-tert-butoxycarbonylpiperazine-1-carbonyl)benzoic acid 在 盐酸 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 3-(Piperazin-4-ium-1-carbonyl)benzoate
  参考文献：
  名称：

  Dipeptidyl peptidase-4 inhibitor with β-amino amide scaffold: Synthesis, SAR and biological evaluation

  摘要：

  Inhibitors of dipeptidyl peptidase-4 (DPP4) have been shown to be effective treatments for type 2 diabetes. Several series of beta-amino amide containing piperazine derivatives have been prepared and evaluated as a inhibitor of DPP4. Finally compound 5m was selected for further evaluation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.019

文献信息

• [EN] SUBSTITUTED PYRAZOLOAZEPIN-4-ONES AND THEIR USE AS PHOSPHODIESTERASE INHIBITORS<br/>[FR] PYRAZOLOAZÉPIN-4-ONES SUBSTITUÉES ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE PHOSPHODIESTÉRASE
  申请人：LEO PHARMA AS

  公开号：WO2018108230A1

  公开（公告）日：2018-06-21

  The present invention relates to novel substituted pyrazoloazepin-4-ones with phosphodiesterase inhibitory activity, as well as to their use as therapeutic agents in the treatment of inflammatory diseases and conditions.

  本发明涉及具有磷酸二酯酶抑制活性的新型取代吡唑啉-4-酮化合物，以及它们作为治疗炎症性疾病和症状的治疗剂的用途。
• Discovery of Highly Potent CRBN Ligands and Insight into Their Binding Mode through Molecular Docking and Molecular Dynamics Simulations
  作者：Jian Yan、Zhibing Zheng

  DOI：10.1002/cmdc.202200573

  日期：2023.3

  development is inseparable from E3 ubiquitin ligase ligands. In this article, two series of CRBN ligands are designed and synthesized. And three compounds exhibit about 13-fold times CRBN binding affinity than lenalidomide. Meanwhile, molecular docking and molecular dynamic simulation were conducted to insight into the binding model of those novel ligands toward CRBN.

  PROTACs和分子胶的蓬勃发展，其发展离不开E3泛素连接酶配体。在本文中，设计并合成了两个系列的 CRBN 配体。并且三种化合物表现出比来那度胺高约 13 倍的 CRBN 结合亲和力。同时，进行了分子对接和分子动力学模拟，以深入了解这些新型配体对CRBN的结合模型。
• SUBSTITUTED PYRAZOLOAZEPIN-4-ONES AND THEIR USE AS PHOSPHODIESTERASE INHIBITORS
  申请人：Leo Pharma A/S

  公开号：EP3551633A1

  公开（公告）日：2019-10-16
• Dipeptidyl peptidase-4 inhibitor with β-amino amide scaffold: Synthesis, SAR and biological evaluation
  作者：Heung Jae Kim、Woo Young Kwak、Jong Pil Min、Si Young Sung、Ha Dong Kim、Mi Kyung Kim、Hae Sun Kim、Kyung Jin Park、Moon Ho Son、Soon Hoe Kim、Bong Jin Lee

  DOI：10.1016/j.bmcl.2012.07.019

  日期：2012.9

  Inhibitors of dipeptidyl peptidase-4 (DPP4) have been shown to be effective treatments for type 2 diabetes. Several series of beta-amino amide containing piperazine derivatives have been prepared and evaluated as a inhibitor of DPP4. Finally compound 5m was selected for further evaluation. (C) 2012 Elsevier Ltd. All rights reserved.