3935-01-1

Usage

InChI:InChI=1/C14H19NO2/c16-14(13-5-2-1-3-6-13)7-4-8-15-9-11-17-12-10-15/h1-3,5-6H,4,7-12H2

Upstream product

• 110-91-8 morpholine 
• 939-52-6 4-chloro-1-phenylbutan-1-one 
• 65488-05-3 4-iodobutyrophenone 

Downstream Products

• 3935-02-2 4-Morpholin-4-yl-1-phenyl-butan-1-one; hydrochloride 

Relevant academic research and scientific papers

Mild Cu-Catalyzed Oxidation of Benzylic Boronic Esters to Ketones

The oxidation of benzylic boronic esters directly to the ketone is reported. This mild Cu-catalyzed method uses an ambient atmosphere of air as the terminal oxidant and is notably chemoselective. Oxidation of the C-B bond occurs selectively, even in the presence of unprotected alcohols. Initial investigation suggests the reaction proceeds through an alkylboron to Cu transmetalation, peroxide formation, and rearrangement to give the carbonyl.

Simplified heterocyclic analogues of fluoxetine inhibit inducible nitric oxide production in lipopolysaccharide-induced BV2 cells

A series of fluoxetine, where the N-methylamino group was replaced and then simplified, were synthesized and their inhibitory effect was tested for nitric oxide (NO) production and inducible NO synthase (iNOS) expression in lipopolysaccharide (LPS)-induced BV2 cells. Although the synthesized compounds generally revealed weaker activity or greater cytotoxicity than fluoxetine, compound 10a, in which the N-methylamino group in fluoxetine was replaced by morpholine, and the trifluoromethylphenyl ring was substituted with simple oxo group, suppressed NO production dose-dependently at 10, 20 and 40 μM concentrations with less cytotoxicity than fluoxetine, and inhibited iNOS mRNA and protein expression at the same concentrations in LPS-induced BV2 cells. The results suggested that the trifluoromethylphenyl ring moiety in fluoxetine is not necessary for the suppression of NO production and that 10a has the potential as a potent inhibitor of NO production.

Aminoketone Enolisation: Influence of Increasing Chain Length on Intramolecular Catalysis

Kinetic results are reported on the rates of ionisation of piperidino- and morpholino-phenones of varying chain length in buffer and dilute hydroxide solution, as measured by their rates of halogenation.For both series of aminoketones two important factors are responsible for a high reactivity relative to acetophenone: the positive charge on the protonated (and N-methylated) derivatives, which has a strong influence in the α-(n=1) and β-(n=2) position, and intramolecular general base catalysis by the neutral amino group, which has a maximum effect for the δ-(n=4) derivative.Results for the more acidic protonated morpholinoketones are almost identical to those of corresponding piperidinoketones and show no evidence of intramolecular general acid catalysis.The reduced basicity of the morpholino group is reflected in lower rate constants for the intramolecular general base-catalysed reaction.