1-phenyl-4-(allyloxy)-1,8-naphthyridin-2(1H)-one | 89109-18-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-phenyl-4-(allyloxy)-1,8-naphthyridin-2(1H)-one
• 英文别名: 4-(2-propenyloxy)-1-phenyl-1,8-naphthyridin-2(1H)-one；1-phenyl-4-(2-propenyloxy)-1,8-naphthyridin-2(1H)-one；1,8-Naphthyridin-2(1H)-one, 1-phenyl-4-(2-propenyloxy)-；1-phenyl-4-prop-2-enoxy-1,8-naphthyridin-2-one
• CAS: 89109-18-2
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: WKYRBKKTPWIHNV-UHFFFAOYSA-N

物化性质

• 熔点：
  176-177 °C(Solv: methanol (67-56-1))
• 沸点：
  474.0±45.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-4-(allyloxy)-1,8-naphthyridin-2(1H)-one 在 乙酸酐 作用下， 生成 3-烯丙基-2-氧代-1-苯基-1,2-二氢-1,8-萘啶-4-基乙酸酯
  参考文献：
  名称：

  Composition containing 1-phenyl-1,8-naphthridin-2(1H)-ones and a

  摘要：

  某些替代的1,8-萘啶和1,5,8-氮杂萘啶可用于治疗和预防哺乳动物的溃疡。还描述了制备这些化合物的方法及其使用方法。

  公开号：

  US04551463A1
• 作为产物：
  描述：

  2-(N-acetylanilino)-3-carbomethoxypyridine 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 丙酮 、 xylene 为溶剂， 反应 24.5h， 生成 1-phenyl-4-(allyloxy)-1,8-naphthyridin-2(1H)-one
  参考文献：
  名称：

  Antiallergy agents. 1. Substituted 1,8-naphthyridin-2(1H)-ones as inhibitors of SRS-A release

  摘要：

  A novel class of antiallergy agents, the substituted 1,8-naphthyridin-2(1H)-ones, is described. The present compounds are orally active, potent inhibitors of allergic and nonallergic bronchospasm in animal models. Structure-activity studies of the lead compound in this series, 1-phenyl-3-n-butyl-4-hydroxynaphthyridin-2(1H)-one (11), identified three compounds of interest, 1-phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (12), 1-(3'-chlorophenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H )-one (87), and 1-(3'-methoxyphenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1 H)-one (89). The mechanism of antiallergy activity may involve inhibition of the release of the sulfidopeptide leukotrienes. 1-Phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one, Sch 33303 (12), was selected for preclinical development as an antiallergy agent.

  DOI：

  10.1021/jm00119a010

文献信息

• Substituted 1,8-naphthyridinones, useful as anti-allergic agents
  申请人：Schering Corporation

  公开号：US04596809A1

  公开（公告）日：1986-06-24

  Substituted 1,8-naphthyridinones are anti-allergic, anti-inflammatory and cytoprotective agents. Methods for their preparation and use are disclosed.

  1,8-萘啶酮衍生物是抗过敏、抗炎和细胞保护剂。公开了它们的制备方法和用途。
• 1-Phenyl-1,8-naphthridin-2(1H)-ones
  申请人：Schering Corporation

  公开号：US04492702A1

  公开（公告）日：1985-01-08

  Certain substituted 1,8-naphthyridines and 1,5,8-azanaphthyridines are useful for treating allergic reactions in mammals. Certain of the compounds may also be utilized to treat chronic obstructive lung diseases in mammals. Methods for preparing the compounds and methods for their use are also described.

  某些取代的1,8-萘啶和1,5,8-氮杂萘啶可用于治疗哺乳动物的过敏反应。其中一些化合物还可用于治疗哺乳动物的慢性阻塞性肺疾病。制备这些化合物的方法及其使用方法也有所描述。
• Tandem Claisen rearrangement and ruthenium catalyzed enyne bond reorganization as a route to the synthesis of tricyclic 1,8-naphthyridinones
  作者：K.C. Majumdar、H. Rahaman、R. Islam、B. Roy

  DOI：10.1016/j.tetlet.2006.01.132

  日期：2006.3

  A novel procedure for the synthesis of substituted 1,8-naphthyridinones via tandem Claisen rearrangement and ring-closing enyne metathesis is reported.

  报道了一种通过串联克莱森重排和闭环烯炔复分解合成取代的1,8-萘啶酮的新方法。
• Synthesis of spiro-pyridopyridine analogues by Grubbs' catalyst mediated alkene and enyne metathesis reaction
  作者：K. C. Majumdar、R. Islam、H. Rahaman、B. Roy

  DOI：10.1039/b603125k

  日期：——

  A practical synthesis of spiro-naphthyridinone derivatives is described by the combination of the Claisen rearrangement and ring-closing metathesis/ring-closing enyne metathesis process. The RCM or RCEM proceeded smoothly in the presence of Grubbs' first generation catalyst at room temperature under a nitrogen atmosphere.

  通过结合克莱森重排和环闭偏析/环闭烯炔偏析过程，介绍了一种实用的螺萘啶酮衍生物合成方法。在室温和氮气环境下，在格拉布斯第一代催化剂的存在下，RCM 或 RCEM 顺利进行。
• Method for treating allergic reactions and compositions therefore
  申请人：Schering Corporation

  公开号：US04628055A1

  公开（公告）日：1986-12-09

  Certain substituted 1,8-naphthyridines and 1,5,8-azanaphthyridines are useful for treating allergic reactions in mammals. Certain of the compounds may also be utilized to treat chronic obstructive lung diseases in mammals. Methods for preparing the compounds and methods for their use are also described.

  某些取代的1,8-萘啶和1,5,8-氮杂萘啶对于治疗哺乳动物的过敏反应是有用的。其中某些化合物也可以用于治疗哺乳动物的慢性阻塞性肺疾病。本文还描述了制备这些化合物的方法以及它们的使用方法。