Substituted benzopyrano[3,4-c]pyridines

Details Substituted benzopyrano[3,4-c]pyridines Substituted benzopyrano[3,4-c]pyridines

1974-12-19

1976-03-23

Weinberger, Lorraine A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260243B, 260268TR, 26029358, 260295T, 424246, 424248, 424250, 424267, C07D29504

Patent

active

039460088

ABSTRACT:
Substituted benzopyrano[3,4-c]pyridines having the following structural formula are disclosed: ##SPC1##
In the above formula, R.sub.1 and R.sub.2 are hydrogen, a hydroxyl group or a lower alkoxyl 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.

REFERENCES:
patent: 3396165 (1968-08-01), Bolger
patent: 3429889 (1969-02-01), Shulgin
patent: 3514464 (1970-05-01), Pars
Sakurai, Akio, et al., Bull. Chem. Soc., Japan, 1971, 44(6), 1677-1682.

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