5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(pyridin-4-yl)-3H-pyrimidin-4-one | 208655-00-9

• 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)-3-methyl-2-methylthio-6-(pyridin-4-yl)-3H-pyrimidin-4-one
• 英文别名: 5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(4-pyridyl)-4(3 H)-pyrimidinone；5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(4-pyridyl)-3H-pyrimidin-4-one；5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(4-pyridyl)-4(3H)-pyrimidinone；5-(4-fluorophenyl)-3-methyl-2-methylsulfanyl-6-pyridin-4-ylpyrimidin-4-one
• CAS: 208655-00-9
• 化学式: C₁₇H₁₄FN₃OS
• 分子量: 327.382
• InChiKey: IQYHCUQAFRDEAH-UHFFFAOYSA-N

物化性质

• 沸点：
  486.4±55.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(pyridin-4-yl)-3H-pyrimidin-4-one 在 sodium hydroxide 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 16.0h， 生成 2-Chloro-3-methyl-6-(pyridin-4-yl)-5-(4-fluorophenyl)-4(3H)-pyrimidinone
  参考文献：
  名称：

  高效的一锅式取代嘧啶酮类药物的构建

  摘要：

  描述了p38激酶抑制剂B的结构单元10的简明，可缩放的合成。关键步骤是从芳基丙烯酸乙酯1中一锅构建5-芳基-3-甲基-2-甲基硫烷基-6-吡啶-4-基-3 H-嘧啶-4-酮4。随后的硫代甲基水解为羟基和氯化提供了关键的中间体，2-氯-3-甲基-6-吡啶-4-基-5-芳基-3 H-嘧啶-4-酮10。在p38 MAP激酶抑制剂的SAR研究中，这类反应性构建基块能够快速评估嘧啶酮2位上的各种侧链。

  DOI：

  10.1016/j.tet.2006.09.047
• 作为产物：
  描述：

  5-(4-fluorophenyl)-6-pyridin-4-yl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(pyridin-4-yl)-3H-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 indolizine-like compounds and methods of use
  申请人：——

  公开号：US20030195221A1

  公开（公告）日：2003-10-16

  Selected novel substituted indolizine-like compounds are effective for treatment of diseases, such as TNF-&agr;, IL-1&bgr;, IL-6 and/or IL-8 mediated diseases, and other maladies, such as cancer, pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for treatment of diseases and other maladies or conditions involving inflammation, cancer, 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.

  选定的类似吲哚啉的化合物对治疗疾病，如TNF-α、IL-1β、IL-6和/或IL-8介导的疾病，以及其他疾病，如癌症、疼痛和糖尿病具有有效性。本发明涵盖了新型化合物、类似物、前药和其药用可接受盐、制药组合物以及治疗涉及炎症、癌症、疼痛、糖尿病等疾病和其他疾患或情况的方法。该发明还涉及制备此类化合物的方法，以及在此类过程中有用的中间体。
• 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。
• Carboncarbon bond construction at the 2-position of polysubstituted pyrimidinones
  作者：Dawei Zhang、Kelvin Sham、Guo-Qiang Cao、Randall Hungate、Celia Dominguez

  DOI：10.1016/s0040-4039(02)02197-4

  日期：2002.12

  A novel synthetic method to introduce a carbon-carbon bond at the 2-position of pyrimidinones via nucleophilic addition of Grignard reagents to 2-cyano pyrimidinones at ambient conditions is disclosed. This unique approach leads to the preparation of such biologically important molecules as polysubstituted pyrimidinones in good to excellent yields. (C) 2002 Elsevier Science Ltd. All rights reserved.