New anti‐tumor agents. 2. Benzopyranylamine compounds

Abstract

AbstractPyrrolidine, morpholine and piperidine derived Mannich bases of types 1–3 react with acetone, propionaldehyde and butyraldehyde to form 2‐methyl and 3‐methylbenzopyrans of types 4–8. Hydrolysis of these benzopyrans yields alcoholic benzopyrans which readily condense with a variety of amine, aniline and hydrazine derivatives to form diverse isomeric benzopyrans of types of 9 and 10. The benzopyrans 4–9 which contain a 3,4,5‐trimethoxyphenyl ring are active anti‐tumor agents, particularly against human breast, CNS and colon cancer cell lines, total growth inhibition of these tumors often occurring in vitro at concentrations as low as 10−5‐10−6 moles/1. Because of their in vitro activities and unusual structures a number of these benzopyrans have been selected for in vivo Xenograft testing against breast and other susceptible human cancers.