(E)-N-styrylnicotinamide

• 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: (E)-N-styrylnicotinamide
• 英文别名: N-[(E)-2-phenylethenyl]pyridine-3-carboxamide
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: UQQNJODQZGIMDS-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-N-styrylnicotinamide 在 三氟甲磺酸三甲基硅酯 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 以27%的产率得到5-phenyl-2-(pyridin-3-yl)oxazole
  参考文献：
  名称：

  Iodine(III)-Promoted Synthesis of Oxazoles through Oxidative Cyclization of N-Styrylbenzamides

  摘要：

  The hypervalent iodine reagent PhI(OTf)(2), generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction.

  DOI：

  10.1055/s-0033-1339491
• 作为产物：
  描述：

  烟酰胺 在 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 、 mineral oil 为溶剂， 反应 24.0h， 生成 (E)-N-styrylnicotinamide
  参考文献：
  名称：

  Iodine(III)-Promoted Synthesis of Oxazoles through Oxidative Cyclization of N-Styrylbenzamides

  摘要：

  The hypervalent iodine reagent PhI(OTf)(2), generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction.

  DOI：

  10.1055/s-0033-1339491

文献信息

• 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。
• Photoinduced Nickel‐Catalyzed Carbon–Heteroatom Coupling**
  作者：Hang Luo、Guohua Wang、Yunhui Feng、Wanyao Zheng、Lingya Kong、Yunpeng Ma、Shigeki Matsunaga、Luqing Lin

  DOI：10.1002/chem.202202385

  日期：2023.1.2

  Exogenous photocatalyst-free, single nickel-catalyzed carbon–heteroatom coupling under visible-light irradiation is reported. Over 15 classes of nucleophile can efficiently couple with aryl/alkene halides to afford valuable heteroatomic arenes/alkenes. The unprecedentedly broad substrate scope and late-stage modification of valuable molecules fully demonstrate the benefits of the method.

  报道了在可见光照射下无外源光催化剂、单一镍催化的碳-杂原子偶联。超过 15 类亲核试剂可以有效地与芳基/烯烃卤化物偶联，得到有价值的杂原子芳烃/烯烃。前所未有的广泛底物范围和有价值分子的后期修饰充分证明了该方法的好处。
• A Novel Route to N-Styrylamides
  作者：A. R. Katritzky、A. V. Ignatchenko、H. Lang

  DOI：10.1080/00397919508012683

  日期：1995.4

  A general synthesis of N-styrylamides starting from amides and phenylacetaldehyde is described. Condensation of the amide, aldehyde and benzotriazole affords N-(1-benzotriazol-1-yl-2-phenylethyl)amides 2 from which the benzotriazole molecule is smoothly eliminated.
• Katritzky Alan R., Ignatchenko Alexey V., Lang Hengyuan, Synth. Commun, 25 (1995) N 8, S 1197-1204
  作者：Katritzky Alan R., Ignatchenko Alexey V., Lang Hengyuan

  DOI：——

  日期：——
• US7601736B2
  申请人：——

  公开号：US7601736B2

  公开（公告）日：2009-10-13