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    Highly diastereoselective synthesis of enantiopure naphthylaminoalcohols with analgesic properties

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    ABSTRACT The diastereoselective synthesis via Grignard reaction of enantiopure analgesic naphthylaminoalcohols has been performed. The chiral racemic key intermediate 3-dimethylamino-2-methyl-1-(naphthalen-2-yl)propan-1-one and enantiomers were prepared and transformed into the desired compounds by addition of the organometallic reagent. The chemical characterization of all diastereoisomers was accomplished by 1H NMR and HPLC analyses and the absolute configuration assigned by CD spectroscopy. The in vitro and in vivo profile has also been evaluate

    Diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols with analgesic activity

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    Abstract—The diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols has been accomplished. The diastereoisomers, obtained in high enantiomeric excesses, were investigated by 1H NMR and HPLC analyses. The configurational assignment was performed by NOESY 1H NMR spectroscopy. Pharmacological evaluation of the analgesic activity by means of the hot plate test is describe

    Origin of the blue fluorescence in Dominican amber

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    We report on optical absorption, fluorescence, and time-resolved fluorescence measurements in Dominican ambers. The "blue" variety reveals an intense fluorescence emission in the visible wavelength region, between 430 and 530 nm, with spectral features typical of aromatic hydrocarbons. On the contrary, the "red" and "yellow" varieties have a much weaker and featureless emission. The data for blue amber, including fluorescence lifetime, allow the identification of perylene as the compound responsible for its distinctive showy fluorescence

    Microwave assisted synthesis of chiral pyrrolines with biological activity

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    A new, high yield regioselective reaction affording racemic and enantiomeric 1,2-dimethyl-3-[2-(6-substituted naphthyl)]-2H,5H-pyrrolines is reported. Compounds were provided by dehydration of the corresponding 1,2-dimethyl-3-[2-(6-substitutednaphthyl)]-3-hydroxypyrrolidines under microwave irradiation and solvent-free conditions. Pharmacological properties of enantiomeric compounds are also described; the analgesic activity was investigated by the hot plate test. A conformational analysis of the compounds was carried out by molecular modeling techniques with the aim to get information about the fitting to known analgesic pharmacophore models
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