1101179-83-2Relevant academic research and scientific papers
A novel series of 6-substituted 3-(pyrrolidin-1-ylmethyl)chromen-2-ones as selective monoamine oxidase (MAO) A inhibitors
Mattsson, Cecilia,Svensson, Peder,Sonesson, Clas
, p. 177 - 186 (2014)
A series of 6-substituted 3-(pyrrolidin-1-ylmethyl)chromen-2-ones (coumarins) have been synthesized and their inhibitory activity to human monoamine oxidase A (MAO A) and B (MAO B) determined. Incorporation of a basic amino function in the C3 position together with substitution at the C6 position produced novel coumarin compounds with selectivity for the MAO A subtype. Substitution in the C6 position with small hydrophilic groups such as hydroxy (19, IC50 = 1.46 μM) or amino (18, IC50 = 3.77 μM) gave the most potent and selective compounds for MAO A. These compounds also showed excellent aqueous solubility properties. Compound 18 [6-amino-3- (pyrrolidin-1-ylmethyl)chromen-2-one] administrated in vivo induced in rat brain a neurotransmitter metabolite profile typical of MAO A inhibition: decreased 3,4-dihydroxyphenylacetic acid (DOPAC) and 5-hydroxyindoleacetic acid (5-HIAA) but increased 3-methoxytyramine (3-MT) levels.
Application of the acetate of Baylis-Hillman adducts of salicylaldehydes in the synthesis of methyl 2-oxo-2,3-dihydrobenzo[b]oxepine-4-carboxylates
Ahn, Sang-Hyun,Hee, Nam Lim,Lee, Kee-Jung
experimental part, p. 1701 - 1706 (2009/09/08)
(Chemical Equation Presented) A simple synthesis of several methyl 2-oxo-2,3-dihydrobenzo[b]oxepine-4-carboxylates from Baylis-Hillman adducts of O-benzyl protected 2-hydroxybenzadehydes has been described through the acetylation, cyanation, debenzylation, as well as acid assisted Pinner cyclization.
