13650-83-4Relevant academic research and scientific papers
A convenient method for the berizylation of chelated phenolic groups :Use of tetra-n-butylammonium iodide as a catalyst
Singhi, Manasi,Graver
, p. 1271 - 1273 (2007/10/03)
Benzylation of chelated phenolic groups in different classes of polyphenolics 1-5 has been carried out, in quantitative yields efficiently by making use of tetra-n-butylammonium iodide as a catalyst in the presence of benzyl chloride-acetone-potassium carbonate. The procedure for working up the reaction mixture has also been improved by avoiding the step involving steam distillation required for removal of benzyl chloride after the reaction is over.
Antispasmodic activity of xanthoxyline derivatives: Structure-activity relationships
Filho,Miguel,Nunes,Calixto,Yunes
, p. 473 - 475 (2007/10/02)
The antispasmodic activity of several xanthoxyline derivatives against acetylcholine-induced contraction of the guinea pig ileum was evaluated in vitro. The acetophenones with two methoxyl groups, mainly in the 3,4 positions, exhibited potent antispasmodic activity. Modification of the hydroxyl group in xanthoxyline by the introduction of benzoyl, acetyl, or tosyl groups produced inactive compounds, whereas the introduction of benzyl or p-methoxybenzyl groups furnished compounds that were four- to eight-fold more potent than xanthoxyline. In marked contrast, the introduction of a methyl group gave a compound that caused contractant activity. Modification of the carbonyl group of xanthoxyline lead to inactive compounds, whereas the condensation of xanthoxyline with benzaldehydes gave chalkones that were about fivefold more potent than xanthoxyline. The introduction of benzyl and styrene groups, on the basis of the similarity with papaverine, improves the antispasmodic action of the xanthoxyline derivatives. Our results suggest that the methoxyl and carbonyl groups are critical structural points for the antispasmodic activity of xanthoxyline derivatives. The hydroxyl group improves antispasmodic activity, but is not fundamental to its manifestation.
