5-(4-fluorophenyl)-6-pyridin-4-yl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one | 208655-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4-fluorophenyl)-6-pyridin-4-yl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
• 英文别名: 5-(4-fluorophenyl)-6-(4-pyridyl)-2-thiouracil；5-(4-fluorophenyl)-6-pyridin-4-yl-2-sulfanylidene-1H-pyrimidin-4-one
• CAS: 208655-03-2
• 化学式: C₁₅H₁₀FN₃OS
• 分子量: 299.328
• InChiKey: CFGHSRDNTILIGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-fluorophenyl)-6-pyridin-4-yl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 在 一水合肼 作用下， 生成 5-(4-Fluorophenyl)-2-hydrazino-6-(4-pyridyl)-4(3 H)-pyrimidinone
  参考文献：
  名称：

  Substituted pyrimidinone and pyridone compounds and methods of use

  摘要：

  所选的新型嘧啶酮和吡啶酮化合物对预防和治疗疾病（如TNF-alpha、IL-1beta、IL-6和/或IL-8介导的疾病）以及其他疾病（如疼痛和糖尿病）具有有效性。该发明涵盖了新型化合物、类似物、前药和其药学上可接受的盐，以及用于预防和治疗涉及炎症、疼痛、糖尿病等疾病和其他疾患或情况的药物组合物和方法。该发明还涉及制备这类化合物的方法，以及在这类方法中有用的中间体。

  公开号：

  US06096753A1
• 作为产物：
  描述：

  2-(4-fluorophenyl)-3-oxo-3-pyridin-4-ylpropionic acid ethyl ester 在 硫脲 作用下， 以 丙酮 为溶剂， 生成 5-(4-fluorophenyl)-6-pyridin-4-yl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
  参考文献：
  名称：

  Substituted pyrimidinone and pyridone compounds and methods of use

  摘要：

  所选的新型嘧啶酮和吡啶酮化合物对预防和治疗疾病（如TNF-alpha、IL-1beta、IL-6和/或IL-8介导的疾病）以及其他疾病（如疼痛和糖尿病）具有有效性。该发明涵盖了新型化合物、类似物、前药和其药学上可接受的盐，以及用于预防和治疗涉及炎症、疼痛、糖尿病等疾病和其他疾患或情况的药物组合物和方法。该发明还涉及制备这类化合物的方法，以及在这类方法中有用的中间体。

  公开号：

  US06096753A1

文献信息

• Substituted pyrimidine compounds and methods of use
  申请人：Amgen Inc.

  公开号：US20030069425A1

  公开（公告）日：2003-04-10

  Selected novel substituted pyrimidine compounds are effective for prophylaxis and treatment of diseases, such as TNF-&agr;, IL-1&bgr;, IL-6 and/or IL-8 mediated diseases, and other maladies, such as pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving inflammation, pain, diabetes and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选择的新型代替嘧啶类化合物可用于预防和治疗诸如TNF-α、IL-1β、IL-6和/或IL-8介导的疾病，以及其他疾病，如疼痛和糖尿病。该发明涵盖了新型化合物、类似物、前药及其药学上可接受的盐、制药组合物和用于预防和治疗涉及炎症、疼痛、糖尿病等疾病和其他疾病或病况的方法。该发明还涉及制备这种化合物的过程，以及在这些过程中有用的中间体。
• Substituted pyridone compounds and methods of use
  申请人：Amgen Inc.

  公开号：US20030073704A1

  公开（公告）日：2003-04-17

  Selected novel substituted pyrimidinone and pyridone compounds are effective for prophylaxis and treatment of diseases, such as TNF-&agr;, IL-1&bgr;, IL-6 and/or IL-8 mediated diseases, and other maladies, such as pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving inflammation, pain, diabetes and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选定的新型嘧啶酮和吡啶酮化合物对于预防和治疗疾病（如TNF-α、IL-1β、IL-6和/或IL-8介导的疾病）以及其他疾病（如疼痛和糖尿病）是有效的。该发明涵盖了新型化合物、类似物、前药和其药学上可接受的盐、制药组合物以及用于预防和治疗涉及炎症、疼痛、糖尿病等疾病和其他疾患或病况的方法。该发明还涉及制造这些化合物的过程以及在这些过程中有用的中间体。
• Substituted pyrimidine compounds and their use
  申请人：AMGEN INC.

  公开号：EP1314731A2

  公开（公告）日：2003-05-28

  Selected novel substituted pyrimidine compounds are effective for prophylaxis and treatment of diseases, such as TNF-α, IL-1β, IL-6 and/or IL-8 mediated diseases, and other maladies, such as pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving inflammation, pain, diabetes and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  精选的新型取代嘧啶化合物可有效预防和治疗疾病，如TNF-α、IL-1β、IL-6和/或IL-8介导的疾病，以及其他疾病，如疼痛和糖尿病。本发明包括新型化合物、类似物、原药及其药学上可接受的盐、药物组合物以及用于预防和治疗涉及炎症、疼痛、糖尿病等疾病和其他弊病或病症的方法。本发明还涉及制造此类化合物的工艺以及在此类工艺中有用的中间体。
• From Imidazoles to Pyrimidines:  New Inhibitors of Cytokine Release
  作者：Stefan A. Laufer、Gerd K. Wagner

  DOI：10.1021/jm011098a

  日期：2002.6.1

  On the basis of model imidazole inhibitors of cytokine release, a series of novel pyridinyl pyrimidine derivatives was prepared and tested on their ability to inhibit the release of tumor necrosis factor-alpha (TNF-alpha) and interleukin-1beta (IL-beta) from peripheral blood mononuclear cells (PBMC) and human whole blood. In the pyrimidine series, structure-activity relationships (SARs) similar to those of the imidazole series were found, although generally pyrimidine compounds were less potent. Modification of the substituent at the 2 position of the pyrimidine led to the most active compound 14 which inhibited release of TNF-alpha (IC50 = 3.2 muM) and IL-1beta (IC50 = 2.3 muM) from PBMC as effectively as the model imidazole inhibitor ML 3163 (TNF-alpha, IC50 = 3.7 muM; IL-1beta, IC50 = 0-9 muM). Screening in an isolated enzyme assay revealed both imidazole and pyrimidine compounds as inhibitors of p38 MAP (mitogen-activated protein) kinase.
• SUBSTITUTED PYRIMIDINONE AND PYRIDONE COMPOUNDS AND METHODS OF USE
  申请人：Amgen inc.

  公开号：EP0948496A2

  公开（公告）日：1999-10-13