4-(4-chlorophenyl)-6-phenylpyridin-2(1H)-one | 143968-99-4

• 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: 4-(4-chlorophenyl)-6-phenylpyridin-2(1H)-one
• 英文别名: 4-(4-chlorophenyl)-6-phenyl-2-pyridone；4-(4-chlorophenyl)-6-phenyl-1H-pyridin-2-one
• CAS: 143968-99-4
• 化学式: C₁₇H₁₂ClNO
• 分子量: 281.741
• InChiKey: NFAMHRYCFRRNGI-UHFFFAOYSA-N

物化性质

• 熔点：
  220-222 °C(Solv: ethanol (64-17-5))
• 沸点：
  528.8±50.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(4-chlorophenyl)-6-phenylpyridin-2(1H)-one 在 氢氧化钾 、 silver carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成 6-<<4-(4-chlorophenyl)-6-phenyl-2-pyridyl>oxy>-2-methylhexanoic acid
  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：

  醋谷胺 、 (E)-beta-(4-氯苯基)丙烯酰苯 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以80%的产率得到4-(4-chlorophenyl)-6-phenylpyridin-2(1H)-one
  参考文献：
  名称：

  Wang, Shaozhong; Yu, Gang; Lu, Jun, Synthesis, 2003, # 4, p. 487 - 490

  摘要：

  DOI：

文献信息

• Metal-free radical C–H methylation of pyrimidinones and pyridinones with dicumyl peroxide
  作者：Pei-Zhi Zhang、Jian-An Li、Ling Zhang、Adedamola Shoberu、Jian-Ping Zou、Wei Zhang

  DOI：10.1039/c6gc03355e

  日期：——

  A new method for free radical methylation of pyrimidinones and pyridinones with dicumyl peroxide (DCP) under metal-free condition is introduced. A 50 g-scale reaction could be performed safely at desired...

  介绍了一种在无金属条件下用过氧化二枯基（DCP）与嘧啶酮和吡啶酮进行自由基甲基化的新方法。50 g规模的反应可以在所需的条件下安全地进行...
• Substituted bicyclic bis-aryl compounds exhibiting selective leukotriene
  申请人：Rhone-Poulenc Rorer S.A.

  公开号：US05366982A1

  公开（公告）日：1994-11-22

  This invention relates to compounds having selective LTB.sub.4 antagonist properties, compositions comprising said compounds and methods for the treatment of disorders involving LTB.sub.4 agonist-mediated activity utilizing said compositions wherein the compounds are described by the general formula ##STR1## and pharmaceutically acceptable salts thereof.

  本发明涉及具有选择性LTB.sub.4拮抗性的化合物，包括所述化合物的组合物以及利用所述组合物治疗涉及LTB.sub.4激动剂介导活性的疾病的方法，其中所述化合物由一般公式##STR1##和其药用可接受的盐描述。
• Divergent synthesis of 4,6-diarylated pyridin-2(1H)-ones from chalcones: novel access to 2,4,6-triaryl pyridines
  作者：Rajni Khajuria、Prakash Kannaboina、Kamal K. Kapoor、Annah Gupta、Gaurav Raina、Amanpreet Kaur Jassal、Love Karan Rana、Maninder S. Hundal、Parthasarathi Das

  DOI：10.1039/c5ob00545k

  日期：——

  A wide range of 4,6-diarylated-2(1H)-one derivatives were synthesized in excellent yields from chalcones in one pot. Further the designed 4,6-diarylated pyridin-2(1H)-one derivatives have been successfully utilized in synthesizing 2,4,6-triarylpyridines.

  一种广泛的4,6-二芳基-2（1H）-酮衍生物从查尔酮中一锅法合成，收率极高。此外，设计的4,6-二芳基吡啶-2（1H）-酮衍生物已成功用于合成2,4,6-三芳基吡啶。
• 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：——