61-01-8Relevant articles and documents
N-Alkylation of 2-methoxy-10H-phenothiazine revisited. A facile entry to diversely N-substituted phenothiazine-coumarin hybrid dyes
Quesneau, Valentin,Renault, Kévin,Laly, Myriam,Jenni, Sébastien,Ponsot, Flavien,Romieu, Anthony
, (2020/11/16)
N-Alkylation of 2-methoxy-10H-phenothiazine, a valuable building block for the synthesis of bioactive compounds and reaction-based fluorescent probes, has been revisited aimed at introducing a substituent easily convertible into cationic or zwitterionic side chains. We focused our attention on the 3-dimethylaminopropyl group since its derivatization through reactions with various alkyl halides or sultones is a well-established and effective way to enhance polarity of diverse hydrophobic molecular scaffolds. This two-step functionalization approach was applied to the synthesis of novel phenothiazine-coumarin hybrid dyes whose spectral features, especially their NIR-I emission, have been determined in aqueous media with the ultimate goal of identifying novel fluorescent markers for bioanalytical applications, including fluorogenic detection of reactive oxygen species (ROS) through selective S-oxidation reaction of phenothiazine scaffold.
Cation Radicals of Phenothiazines. Part 4. Electron Transfer Between Aquamanganase(III) and N-Alkylphenothiazines
Pelizzetti, Ezio
, p. 484 - 486 (2007/10/02)
The kinetics of electron transfer between aquamanganase(III) and N-alkylphenothiazines, giving rise to the corresponding cation radicals, has been investigated in the range 0.20-1.50 mol dm-3 HClO4 at different temperatures.The main reaction path has been assigned to the unhydrolysed species Mn(3+)(aq), and there is a dependence of the rate constants on the corresponding reduction potentials.
