A 1-hydroxyindole-2-carboxylic acid and a 9-hydroxy-beta-carboline-4-carboxylic acid from a nifedipine analog biscyanoethyl ester
Görlitzer, K.; Baltrusch, H.J.; Gössnitzer, E.; Wendelin, W.
Die Pharmazie 55(1): 35-41
2000
ISSN/ISBN: 0031-7144 PMID: 10683869 Document Number: 524054
Bis(2-cyanoethyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (3) reacts with sodium hydroxide solution to yield the 1-hydroxyindole-2-carboxylic acid 7 and the 9-hydroxy-beta-carboline-4-carboxylic acid 13. The structures of 7 and 13 were elucidated by derivatization and by spectroscopic methods. Bis(2-cyanoethyl) 2,6-dimethyl-4-(2-nitrosophenyl)pyridine-3,5-dicarboxylate (22) obtained by irradiation of 3 reacts with sodium hydroxide solution to give the cyclic hydroxamic acid 23 whose structure is proven by an independent synthesis.