申请人:Warner-Lambert Company
公开号:US04013671A1
公开(公告)日:1977-03-22
Substituted benzopyrano[3,4-c]pyridines having the following structural formula are disclosed: ##STR1## In the above formula, R.sub.1 R.sub.2 are hydrogen, a hydroxyl group or a lower alkoxyl group of from 1 to 6 carbon atoms; R.sub.3 is hydrogen or a lower alkyl group of from 1 to 6 carbon atoms and X is an oxygen atom, a sulfur atom, a methylene group or a nitrogen atom substituted by hydrogen, a lower alkyl group of from 1 to 6 carbon atoms or a lower alkanoyl group of from 1 to 6 carbon atoms. The compounds of this invention are prepared by reacting an R.sub.1, R.sub.2 -substituted phenol with a 3-carbethoxy-4-piperidone in the presence of an acid catalyst to give an intermediate R.sub.1, R.sub.2 -substituted benzopyrano[3,4-c] pyridine. N-aminoalkylbenzopyrano[3,4-c]pyridines are obtained by treating the benzopyrano[3,4-c]pyridine with an appropriately substituted alkyl halide. The compounds of this invention are useful as bronchodilators for the treatment of bronchial asthma.
本发明揭示了具有以下结构式的取代苯并吡喃[3,4-c]吡啶:##STR1##
在上述公式中,R.sub.1 R.sub.2是氢、羟基或1至6个碳原子的低烷氧基;R.sub.3是氢或1至6个碳原子的低烷基;X是氧原子、硫原子、亚甲基或氮原子,被氢、1至6个碳原子的低烷基或1至6个碳原子的低烷酰基取代。本发明的化合物是通过在酸催化剂存在下将R.sub.1,R.sub.2-取代苯酚与3-羰基-4-哌啶酮反应,得到中间体R.sub.1,R.sub.2-取代苯并吡喃[3,4-c]吡啶而制备的。通过用适当取代的烷基卤代物处理苯并吡喃[3,4-c]吡啶,可以获得N-氨基烷基苯并吡喃[3,4-c]吡啶。本发明的化合物可用作支气管扩张剂,用于治疗支气管哮喘。