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With the aim of contributing to the development of fluorescent near-infrared (NIR) probes with applications in biomedicine, our research group is committed to the development of new water-soluble benzo[a]phenoxazine derivatives and the evaluation of their photophysical and biological potential. Herein we report the photophysical behaviour in anhydrous ethanol of four synthesised benzo[a]phenoxazinium chlorides, possessing the (3-chloropropyl)amino and/or (4-ethoxy-4oxobutyl)amino groups at 5and 9-positions of the polycyclic system.

&lt;strong&gt;Benzo[&lt;/strong&gt;&lt;em&gt;&lt;strong&gt;a&lt;/strong&gt;&lt;/em&gt;&lt;strong&gt;]phenoxazinium chlorides functionalized with chloride atoms and/or ester groups&lt;/strong&gt;