4,6-dimethyl-2-phenoxynicotinonitrile | 371136-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-dimethyl-2-phenoxynicotinonitrile
• 英文别名: 4,6-dimethyl-2-phenoxy-nicotinonitrile；4,6-dimethyl-2-phenoxypyridine-3-carbonitrile
• CAS: 371136-64-0
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: DNYKOSXWIKBDLH-UHFFFAOYSA-N

物化性质

• 沸点：
  360.3±42.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-3-氰基-4,6-二甲基吡啶 、 sodium phenoxide 以 四氢呋喃 为溶剂， 以90%的产率得到4,6-dimethyl-2-phenoxynicotinonitrile
  参考文献：
  名称：

  [EN] NOVEL PYRIDINE DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND A PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
  [FR] NOUVEAUX DERIVES DE PYRIDINE, LEUR PROCEDE DE PREPARATION ET COMPOSITION PHARMACEUTIQUE EN CONTENANT

  摘要：

  这项发明涉及具有抑制细胞因子产生作用的新型吡啶衍生物，这些细胞因子参与炎症反应，因此表明其可用作治疗与炎症、免疫、慢性炎症相关疾病的治疗剂，同时具有抗炎和镇痛作用的药剂。此外，这项发明涉及制造该化合物的方法和含有该化合物的药物组合物。

  公开号：

  WO2005063768A1

文献信息

• Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition­-Metal-Free Conditions
  作者：Dong-Liang Mo、Xiao-Hua Li、Ai-Hui Ye、Cui Liang

  DOI：10.1055/s-0036-1591884

  日期：2018.4

  An efficient transition-metal-free strategy to synthesize 2-aryloxypyridine derivatives has been developed by a selective O-arylation of 2-pyridones with diaryliodonium salts. The reaction was compatible with a series of functional groups for 2-pyridones and diaryliodonium salts such as halides, nitro, cyano, and ester groups. The substituents at the C6-position of 2-pyridones favored O-arylation products because of steric hindrance. The reaction was easily performed on a gram-scale and 6-chloro-2-pyridone was a good precursor to access various unsubstituted 2-aryloxypyridines by dehalogenation. A P2Y1 lead compound analogue could be prepared in good yield over two steps.

  开发了一种高效的过渡金属自由策略，通过选择性的氧芳基化2-吡啶酮与二芳基碘盐合成2-芳氧基吡啶衍生物。该反应与一系列功能团对2-吡啶酮和二芳基碘盐兼容，如卤素、硝基、氰基和酯基等。2-吡啶酮的C6位取代基有利于氧芳基化产物的生成，因为存在立体位阻。该反应易于在克级规模上进行，并且6-氯-2-吡啶酮是通过去卤代法获得各种未取代的2-芳氧基吡啶的良好前体。通过两步反应可以以较高产率制备P2Y1前体类似物。
• Novel Pyridine Derivatives, a Process for Their Preparation and a Pharmaceutical Composition Containing the Same
  申请人：Kim Ook Hyung

  公开号：US20070254909A1

  公开（公告）日：2007-11-01

  The invention relates to novel pyridine derivatives having an inhibitory effect on production of cytokines, which are involved in inflammatory responses, thus suggesting its usefulness as therapeutic agents for treating diseases related to inflammation, immune, chronic inflammation as well as an agent having an anti-inflammatory and analgesic effect. Further, this invention relates to a method of manufacturing the same and a pharmaceutical composition containing the same.

  本发明涉及一种新型吡啶衍生物，具有抑制细胞因子产生的作用，这些细胞因子参与炎症反应，从而表明它们在治疗与炎症、免疫、慢性炎症相关的疾病中具有治疗作用，同时具有抗炎和镇痛作用的药剂。此外，本发明还涉及制造该药物的方法和含有该药物的药物组合物。
• Pyridine derivatives, a process for their preparation and a pharmaceutical composition containing the same
  申请人：SK Chemicals Co., Ltd.

  公开号：US07601736B2

  公开（公告）日：2009-10-13

  The invention relates to novel pyridine derivatives having an inhibitory effect on production of cytokines, which are involved in inflammatory responses, thus suggesting its usefulness as therapeutic agents for treating diseases related to inflammation, immune, chronic inflammation as well as an agent having an anti-inflammatory and analgesic effect. Further, this invention relates to a method of manufacturing the same and a pharmaceutical composition containing the same.

  本发明涉及一种新型吡啶衍生物，具有抑制细胞因子生产的作用，这些细胞因子参与炎症反应，因此表明其作为治疗与炎症、免疫、慢性炎症相关的疾病的治疗剂以及具有抗炎和镇痛作用的药剂的有用性。此外，本发明还涉及一种制造该衍生物的方法和含有该衍生物的药物组合物。
• NOVEL PYRIDINE DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND A PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
  申请人：SK Chemicals, Co., Ltd.

  公开号：EP1706412A1

  公开（公告）日：2006-10-04
• EP1706412A4
  申请人：——

  公开号：EP1706412A4

  公开（公告）日：2009-03-18