| pubmed-article:2608690 | pubmed:abstractText | The catalytic effect of ethanolamine and related aminoalcohols on the rate of degradation of indomethacin in alkaline solutions has been shown to be due to a nucleophilic reaction mechanism involving formation of an intermediate ester consisting of p-chlorobenzoic acid and aminoalcohol through the reaction of aminoalcohol hydroxyl group with carbonyl carbon of indomethacin amide group. This ester subsequently undergoes a rapid intramolecular aminolysis to yield a stable p-chlorobenzamide derivative and/or is hydrolyzed to p-chlorobenzoic acid, depending on the chemical structure of aminoalcohols. No catalytic effect was observed with the amines not containing a hydroxyl group. | lld:pubmed |
