Chem. Pharm. Bull., 48(11),1702-1710, November 2000

Regular Articles

Screening Search for Organic Fluorophores: Syntheses and Fluorescence Properties of 3-Azolyl-7-diethylaminocoumarin Derivatives1)


Haruko TAKECHI, Yoshiyuki ODA, Naozumi NISHIZONO, Kazuaki ODA, and Minoru MACHIDA*

Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan.

In order to find a highly sensitive fluorophore, 3-azolyl-7-diethylaminocoumarin derivatives were synthesized. Both the absorption and fluorescence maxima of the coumarin-thiazole compounds showed red shifts with increases of the molar absorptivities and fluorescence intensities, in comparison with those of the corresponding coumarin-oxazole compounds. Among them, 3-(5-ethoxycarbonyl-1,3-thiazol-2-yl)-7-diethylamino-2H-chromen-2-one (3e) was one of the most promising candidates as a fluorophore accessible for analytical purposes in the fields of analytical and biological chemistry.

Key words fluorophore; diethylaminocoumarin; thiazole; oxazole; molar absorptivity; fluorescence intensity