6-chloro-1-phenyl-2-pyridone | 99934-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-chloro-1-phenyl-2-pyridone
• 英文别名: 6-Chloro-1-phenylpyridin-2-one
• CAS: 99934-53-9
• 化学式: C₁₁H₈ClNO
• 分子量: 205.644
• InChiKey: LDZIHHDRHPNEPB-UHFFFAOYSA-N

物化性质

• 熔点：
  116-117 °C
• 沸点：
  334.2±42.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  diphenyliodonium triflate 、 6-氯吡啶-2-醇 在 N,N-二乙基苯胺 作用下， 以 氯苯 为溶剂， 反应 16.0h， 以33%的产率得到6-chloro-1-phenyl-2-pyridone
  参考文献：
  名称：

  吡啶-2-酮与二芳基碘鎓盐的N-和O-芳基化：无金属条件下碱依赖性的正交选择性

  摘要：

  基于对碱的化学选择性，用二芳基碘鎓盐实现了作为环境亲核体的吡啶-2-酮的无金属N-和O-芳基化反应。在氟苯中存在N，N-二乙基苯胺时，吡啶-2-酮非常有选择地以高收率转化为N-芳基化产物。另一方面，通过在氯苯中使用喹啉使O-芳基化反应顺利进行，从而导致高收率和选择性。在这些方法中，除吡啶-4-酮和一组二芳基碘鎓盐之外，还接受了多种吡啶-2-酮和一组二芳基碘鎓盐作为合适的反应伙伴。

  DOI：

  10.1039/d0sc02516j

文献信息

• COMPOUNDS AND METHODS FOR TREATING INFLAMMATORY AND FIBROTIC DISORDERS
  申请人：Kossen Karl

  公开号：US20090318455A1

  公开（公告）日：2009-12-24

  Disclosed are compounds and methods for treating inflammatory and fibrotic disorders, including methods of modulating a stress activated protein kinase (SAPK) system with an active compound, wherein the active compound exhibits low potency for inhibition of the p38 MAPK; and wherein the contacting is conducted at a SAPK-modulating concentration that is at a low percentage inhibitory concentration for inhibition of the p38 MAPK by the compound. Also disclosed are derivatives and analogs of pirfenidone, useful for modulating a stress activated protein kinase (SAPK) system.

  公开了用于治疗炎症和纤维化疾病的化合物和方法，包括用活性化合物调节应激活化蛋白激酶（SAPK）系统的方法，其中活性化合物对p38 MAPK的抑制效力较低；并且其中接触是在SAPK调节浓度下进行的，该浓度对化合物抑制p38 MAPK的抑制浓度百分比较低。还公开了吡非尼酮的衍生物和类似物，它们可用于调节应激活化蛋白激酶（SAPK）系统。
• Reactions of 1-unsubstituted tautomeric 2-pyridones with benzyne.
  作者：MASAYUKI KUZUYA、AKIHIRO NOGUCHI、SHOJI KAMIYA、TAKACHIYO OKUDA

  DOI：10.1248/cpb.33.2313

  日期：——

  The reactions of 1-unsubstituted 2-pyridones with benzyne afforded the Diels-Alder adduct, 5, 6-benzo-2-azabarrelen-3 (2H)-ones, together with a large amount of the Michael-type adduct, 2-phenoxypyridines.

  1-未取代的2-吡啶酮与苯炔的反应生成了Diels-Alder加成产物5, 6-苯并-2-氮杂巴雷ланы-3 (2H)-酮，同时生成了大量的迈克尔型加成产物2-苯氧基吡啶。
• The Structure–Reactivity–Chemoselectivity Relationship on the Reactions of 1-Unsubstituted Tautomeric 2-Pyridones with Benzyne
  作者：Masayuki Kuzuya、Akihiro Noguchi、Ei-ichi Mano、Takachiyo Okuda

  DOI：10.1246/bcsj.58.1149

  日期：1985.4

  The reactions of 2-pyridones with benzyne were investigated in order to gain some insight into the structure–reactivity–chemoselectivity relationship involved in the tautomeric systems. All reactions examined have resulted in the formation of Diels-Alder and Michael-type adducts. It has been shown that the Diels-Alder reactivities were well correlated with the HOMO energy levels of the 2-pyridone form and the yields of the Michael-type adduct were closely associated with the tautomeric equilibria. In summary, the chemoselectivities of 2-pyridones in the reaction with benzyne were largely affected by the tautomeric properties.

  对2-吡啶酮与苯炔的反应进行了研究，以获取有关该互变异构体系中结构-反应性-化学选择性关系的深入见解。所有检查的反应都导致了狄尔斯-阿尔德和迈克尔型加成物的形成。研究表明，狄尔斯-阿尔德的反应性与2-吡啶酮形式的最高占据分子轨道（HOMO）能级之间有良好的相关性，而迈克尔型加成物的产率与互变平衡密切相关。总之，2-吡啶酮与苯炔反应中的化学选择性受到互变特性的很大影响。
• KUZUYA, MASAYUKI;NOGUCHI, AKIHIRO;KAMIYA, SHOJI;OKUDA, TAKACHIYO, CHEM. AND PHARM. BULL., 1985, 33, N 6, 2313-2322
  作者：KUZUYA, MASAYUKI、NOGUCHI, AKIHIRO、KAMIYA, SHOJI、OKUDA, TAKACHIYO

  DOI：——

  日期：——
• METHODS FOR TREATING ACUTE MYOCARDIAL INFARCTIONS AND ASSOCIATED DISORDERS
  申请人：Olgin Jeff

  公开号：US20100190731A1

  公开（公告）日：2010-07-29

  The invention relates to methods of treating patients who have suffered an acute myocardial infarction (AMI) with a therapeutic that has anti-fibrotic effects, for example, pirfenidone and analogs thereof.