3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one | 89109-20-6

• 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: 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one
• 英文别名: 1-phenyl-3-n-butyl-4-hydroxy-1,8-naphthyridin-2(1H)-one；3-n-butyl-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one；3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)one；3-Butyl-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one；3-butyl-4-hydroxy-1-phenyl-1,8-naphthyridin-2-one
• CAS: 89109-20-6
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: JLZALTSJCUTKBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 sodium salt of 1-phenyl-3-n-butyl-4-hydroxy-1,8-naphthyridin-2(1H)-one
  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-(Hexanoyl-phenyl-amino)-nicotinic acid methyl ester 在 potassium tert-butylate 作用下， 以 xylene 为溶剂， 生成 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-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

• 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。
• Method for modulating the immune response
  申请人：Schering Corporation

  公开号：US04666922A1

  公开（公告）日：1987-05-19

  There is disclosed a method for immunomodulation employing as active agents certain substituted 1,8-naphthyridines and 1,5,8-azanaphthyridines.

  本发明揭示了一种免疫调节方法，其采用某些取代的1,8-萘啶和1,5,8-氮杂萘啶作为活性剂。
• Salts of 3(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one and
  申请人：Schering Corporation

  公开号：US04452800A1

  公开（公告）日：1984-06-05

  There are disclosed certain alkali metal, alkaline earth metal, amine and amino acid salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one which, unlike the parent compound, are useful for orally treating chronic obstructive lung diseases such as asthma, bronchitis and the like.

  本发明公开了3-(正丁基)-4-羟基-1-苯基-1,8-萘啶-2(1H)-酮的某些碱金属、碱土金属、胺和氨基酸盐，与原始化合物不同的是，这些盐对于口服治疗慢性阻塞性肺疾病如哮喘、支气管炎等是有用的。
• 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。
• Aryl-substituted naphthyridine and pyridopyrazine derivatives
  申请人：SCHERING CORPORATION

  公开号：EP0241291A2

  公开（公告）日：1987-10-14

  Aryl-substituted naphthyridines and pyridopyrazines are disclosed which are useful in treating allergic reactions, inflammation, peptic ulcers hyperproliferative skin disease and/or suppressing immune responses in mammals. Pharmaceutical compositions and methods of treatment employing such compounds are also disclosed.

  本发明公开了芳基取代的萘啶类和吡啶并嗪类化合物，它们可用于治疗过敏反应、炎症、消化性溃疡、增生性皮肤病和/或抑制哺乳动物的免疫反应。 本发明还公开了使用此类化合物的药物组合物和治疗方法。