2(1H)-Pyridinone, 4-(4-nitrophenyl)-6-phenyl- | 131081-22-6

• 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: 2(1H)-Pyridinone, 4-(4-nitrophenyl)-6-phenyl-
• 英文别名: 4-(4-nitrophenyl)-6-phenyl-1H-pyridin-2-one
• CAS: 131081-22-6
• 化学式: C₁₇H₁₂N₂O₃
• 分子量: 292.294
• InChiKey: KIVAKECOEBTUCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 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：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2(1H)-Pyridinone, 4-(4-nitrophenyl)-6-phenyl- 在 silver carbonate 、 tin(ll) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 ethyl 6-<<4-(4-aminophenyl)-6-phenyl-2-pyridyl>oxy>hexanoate
  参考文献：
  名称：

  .omega.-[(4,6-Diphenyl-2-pyridyl)oxy]alkanoic acid derivatives: a new family of potent and orally active LTB4 antagonists

  摘要：

  A series of omega-[(4,6-diphenyl-2-pyridyl)oxy]alkanoic acid derivatives was prepared which inhibited the binding of leukotriene B4 to its receptors on guinea pig spleen membranes and on human polymorphonuclear leukocytes (PMNs) and selectively antagonized the LTB4-induced elastase release in human PMNs. On the basis of these three screens, a structure-activity relationship was investigated. Alpha-Substitution on the carboxylic acid side chain led to only small changes in the binding affinities but greatly enhanced the LTB4 antagonist activity. Substitution on the phenyl rings was also evaluated. The terminal carboxylic acid function can be replaced by a tetrazole ring without loss in activity. The beat in vitro LTB4 antagonists of this series were investigated in vivo in the inhibition of LTB4-induced leukopenia in rabbits. Compound 9b (RP69698) displayed potent LTB4 antagonist activity, after oral administration, with an ED50 value of 6.7 mg/kg.

  DOI：

  10.1021/jm00101a008
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 以 乙腈 为溶剂， 生成 2(1H)-Pyridinone, 4-(4-nitrophenyl)-6-phenyl-
  参考文献：
  名称：

  2-（苯基亚磺酰基）乙酰胺的2-吡啶酮合成

  摘要：

  通过有效的方法制备2-吡啶酮，包括将2-（苯基亚磺酰基）乙酰胺的1,4-加成到α，β-不饱和酮上，然后环化和消除亚砜。

  DOI：

  10.1021/ol303320c

文献信息

• Correction to 2-Pyridone Synthesis Using 2-(Phenylsulfinyl)acetamide
  作者：Masaya Fujii、Takuya Nishimura、Takahiro Koshiba、Satoshi Yokoshima、Tohru Fukuyama

  DOI：10.1021/ol500162b

  日期：2014.2.21

  (S53), 4n (S55), and 4o (S57). Original FIDs were located, and the spectra were reprocessed and have been replaced for the above compounds in the revised Supporting Information submitted with this correction. The spectra editing did not affect any of the conclusions of the published paper. The purities calculated on the basis of the revised spectra and corrected yields are as follows: 6b (99% purity

  已从报道的化合物6b（S21），6c（S23），6g（S29），6h（S31），6i（S33），6k（S37），6l（S39和S40 ）的NMR光谱中除去溶剂和杂质的峰），6m（S41和S42），6n（S43和S44），4m（S53），4n（S55）和4o（S57）。找到了原始的FID，并对光谱进行了重新处理，并已在通过此更正提交的修订的《支持信息》中替换了上述化合物。光谱编辑不会影响已发表论文的任何结论。根据修订后的光谱和校正的产率计算出的纯度如下：6b（99％纯度，67％产率），6c（98％纯度，39％产率），6k（94％纯度，83％产率），6l（纯度90％，产率74％），6m（纯度97％，产率70％），6n（纯度89％，产率72％），4m（纯度99％，产率79％）。6g，6h，6i的样本，4n和4o包含一些未知杂质；因此，无法确定确切的纯度。修订后的支持信息，包括重新处理的光谱。可通
• Benzotriazole-Assisted Preparations of 2-(Substituted amino)pyridines and Pyrid-2-ones
  作者：Alan R. Katritzky、Sergei A. Belyakov、Alexander E. Sorochinsky、Scott A. Henderson、Jie Chen

  DOI：10.1021/jo970561h

  日期：1997.9.1

  Base-promoted reactions of benzotriazolyl-containing acetic acid derivatives, 2-(benzotriazol-1-yl)acetonitrile (7a), 2-(benzotriazol-1-yl)acetamide (7b), and (+/-)-2-(benzotriazol-1-yl)propionamide (7c), with alpha,beta-unsaturated ketones 8 give efficient and regioselective access to previously difficult to attain 3-unsubstituted pyridine derivatives: the 2-(substituted amino)pyridines 14a-k and the 4,6-substituted pyrid-2-ones 15a-h. The pyridine rings result from tandem [3 + 3] annulations involving a Michael addition followed by cyclization.
• Labaudiniere Richard, Dereu Norbert, Cavy Francoise, Guillet Marie-Christ+, J. Med. Chem., 35 (1992) N 23, S 4315-4324
  作者：Labaudiniere Richard, Dereu Norbert, Cavy Francoise, Guillet Marie-Christ+

  DOI：——

  日期：——
• SUBSTITUTED BICYCLIC BIS-ARYL COMPOUNDS EXHIBITING SELECTIVE LEUKOTRIENE B 4? ANTAGONIST ACTIVITY, THEIR PREPARATION AND USE IN PHARMACEUTICAL COMPOSITIONS
  申请人：RHONE-POULENC RORER S.A.

  公开号：EP0540604A1

  公开（公告）日：1993-05-12
• US5366982A
  申请人：——

  公开号：US5366982A

  公开（公告）日：1994-11-22