2,5-二甲基-1-(4-甲基苯基)吡咯-3-羧酸酯 | 3807-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 2,5-二甲基-1-(4-甲基苯基)吡咯-3-羧酸酯
• 英文名称: 2,5-dimethyl-1-(p-tolyl)-1H-pyrrole-3-carboxylic acid
• 英文别名: 2,5-dimethyl-1-(4-methylphenyl)-1H-pyrrole-3-carboxylic acid；1-p-Tolyl-2,5-dimethyl-4-carboxy-pyrrol；2,5-dimethyl-1-p-tolyl-pyrrole-3-carboxylic acid；2,5-Dimethyl-1-p-tolyl-pyrrol-3-carbonsaeure；2,5-dimethyl-1-(4-methylphenyl)pyrrole-3-carboxylic acid
• CAS: 3807-57-6
• 化学式: C₁₄H₁₅NO₂
• mdl: MFCD03848154
• 分子量: 229.279
• InChiKey: YNFCEUIZSXIFCE-UHFFFAOYSA-N

物化性质

• 沸点：
  400.4±33.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.214
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-二甲基-1-(4-甲基苯基)吡咯-3-羧酸酯 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Fischer; Smeykal, Chemische Berichte, 1923, vol. 56, p. 2373

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2-acetylpent-4-ynoate 在 iron(III) chloride 、 potassium hydroxide 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 2,5-二甲基-1-(4-甲基苯基)吡咯-3-羧酸酯
  参考文献：
  名称：

  [EN] WNT SIGNALING PATHWAY INHIBITORS FOR TREATMENTS OF DISEASE
  [FR] INHIBITEURS DE LA VOIE DE SIGNALISATION WNT POUR LE TRAITEMENT DE MALADIES

  摘要：

  提供化合物和组合物作为Wnt/β-catenin通路的抑制剂，用于治疗涉及相同通路的疾病。

  公开号：

  WO2017151786A1

文献信息

• Wnt signaling pathway inhibitors for treatments of disease
  申请人：UNIVERSITY OF MARYLAND, BALTIMORE

  公开号：US10882841B2

  公开（公告）日：2021-01-05

  Compounds and compositions are provided as inhibitors of the Wnt/β-catenin pathway for the treatment of diseases that implicate the same.

  提供了作为 Wnt/β-catenin 通路抑制剂的化合物和组合物，用于治疗涉及 Wnt/β-catenin 通路的疾病。
• Screening of a Custom-Designed Acid Fragment Library Identifies 1-Phenylpyrroles and 1-Phenylpyrrolidines as Inhibitors of Notum Carboxylesterase Activity
  作者：William Mahy、Mikesh Patel、David Steadman、Hannah L. Woodward、Benjamin N. Atkinson、Fredrik Svensson、Nicky J. Willis、Alister Flint、Dimitra Papatheodorou、Yuguang Zhao、Luca Vecchia、Reinis R. Ruza、James Hillier、Sarah Frew、Amy Monaghan、Artur Costa、Magda Bictash、Magnus W. Walter、E. Yvonne Jones、Paul V. Fish

  DOI：10.1021/acs.jmedchem.0c00660

  日期：2020.9.10

  The Wnt family of proteins are secreted signaling proteins that play key roles in regulating cellular functions. Recently, carboxylesterase Notum was shown to act as a negative regulator of Wnt signaling by mediating the removal of an essential palmitoleate. Here we disclose two new chemical scaffolds that inhibit Notum enzymatic activity. Our approach was to create a fragment library of 250 acids for screening against Notum in a biochemical assay followed by structure determination by X-ray crystallography. Twenty fragments were identified as hits for Notum inhibition, and 14 of these fragments were shown to bind in the palmitoleate pocket of Notum. Optimization of 1-phenylpyrrole 20, guided by structure-based drug design, identified 20z as the most potent compound from this series. Similarly, the optimization of 1-phenylpyrrolidine 8 gave acid 26. This work demonstrates that inhibition of Notum activity can be achieved by small, drug-like molecules possessing favorable in vitro ADME profiles.
• WNT SIGNALING PATHWAY INHIBITORS FOR TREATMENTS OF DISEASE
  申请人：University of Maryland, Baltimore

  公开号：EP3423452A1

  公开（公告）日：2019-01-09
• WNT Signaling Pathway Inhibitors for Treatments of Disease
  申请人：XUE Fengtian

  公开号：US20190071424A1

  公开（公告）日：2019-03-07

  Compounds and compositions are provided as inhibitors of the Wnt/β-catenin pathway for the treatment of diseases that implicate the same.
• [EN] WNT SIGNALING PATHWAY INHIBITORS FOR TREATMENTS OF DISEASE<br/>[FR] INHIBITEURS DE LA VOIE DE SIGNALISATION WNT POUR LE TRAITEMENT DE MALADIES
  申请人：UNIV MARYLAND

  公开号：WO2017151786A1

  公开（公告）日：2017-09-08

  Compounds and compositions are provided as inhibitors of the Wnt/β-catenin pathway for the treatment of diseases that implicate the same.

  提供化合物和组合物作为Wnt/β-catenin通路的抑制剂，用于治疗涉及相同通路的疾病。