In this paper, the optimization of the synthesis of 3,7-bis(N-methyl-N-phenylamino)phenothiazinium chloride with a detailed analysis of reaction parameters, i.e. solvent, temperature, amount of amine, as well as addition of a non-nucleophilic base, is presented. Spectroscopic, electrochemical and computational data show that the presence of the two phenyl rings, directly bound on the PTZ(+) core, inhibits the aggregation ability of the salt at concentrations up to 10(-3) M. Furthermore, the introduction of an aromatic group in phenothiazinium-based molecules appears strategic to introduce other useful functionalities, thus opening new opportunities in the drug design/discovery research field.

3,7-Bis(N-methyl-N-phenylamino)phenothiazinium Salt: Improved Synthesis and Aggregation Behavior in Solution

Graziano Di Carmine;
2019

Abstract

In this paper, the optimization of the synthesis of 3,7-bis(N-methyl-N-phenylamino)phenothiazinium chloride with a detailed analysis of reaction parameters, i.e. solvent, temperature, amount of amine, as well as addition of a non-nucleophilic base, is presented. Spectroscopic, electrochemical and computational data show that the presence of the two phenyl rings, directly bound on the PTZ(+) core, inhibits the aggregation ability of the salt at concentrations up to 10(-3) M. Furthermore, the introduction of an aromatic group in phenothiazinium-based molecules appears strategic to introduce other useful functionalities, thus opening new opportunities in the drug design/discovery research field.
2019
Tiravia, Martina; Sabuzi, Federica; Cirulli, Martina; Pezzola, Silvia; DI CARMINE, Graziano; Oscar Cicero, Daniel; Floris, Barbara; Conte, Valeria; Galloni, Pierluca
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/2404750
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