Inclusion Complexation of β-CD with Phenothiazine and N-Alkylphenothiazine Derivatives

Inclusion of Acyclodextrin (ACD) with phenothiazine 1 and Nalkylpheno-thiazine derivatives (alkyl = ethyl 2, isobutyl 3 and isopentyl 4) in aqueous solution was studied by means of UV-vis spectroscopy. The association constant Ka values for the inclusion of β-CD with 1, 2, 3 and 4 were determined to be 188, 214, 129 and 80 L/mol, respectively. It indicates that the stability of the inclusion complexes is dependent on the structure and the volume of the substituents in the guest compounds.

Synthesis, Crystal Structure and Electrochemical Properties of a Novel Phenothiazine Derivative

A new compound 1,1?-bis(3-pyridyl)-propylene(3,7-diformyl-N-ethylpheno- thiazinyl)ketone (C30H23N3O2S, Mr = 489.4) has been synthesized, and its crystal structure was determined by single-crystal X-ray diffraction method. The crystal is of orthorhombic, space group Ima2 with a = 27.491(5), b = 11.942(2), c = 7.389(2) ?, V = 2425.8(7) ?3, Z = 8, Dc = 1.340 g/cm3, μ = 0.167 mm-1, F(000) = 1024, the final R = 0.0363 and wR = 0.0869 for 2054 unique reflections with Rint = 0.0254. The structural determination shows that the molecule assumes a butterfly configuration with nearly planar wings. In addition, the electrochemical study indicates that there is a high electronic delocalization in the molecule.

Photoinduced Room-Temperature Phosphorescence of Triphenylamine-Phenothiazine Derivative-Doped Polymers

Photo-responsive room-temperature phosphorescent(RTP)materials have garnered significant interest due to the advantages of rapid response,spatiotemporal control,and contactless precision manipulation.However,the development of such materials remains in its infancy,underscoring the importance of exploiting novel and efficient light-responsive RTP molecules.In this work,three phenothiazine derivatives of TPA-PTZ,TPA-2PTZ,and TPA-3PTZ were successfully synthesized via the Buchwald-Hartwig C—N coupling reaction.By embedding these molecules as RTP guests into polymethyl methacrylate(PMMA)matrix,photo-induced RTP properties were realized.Upon sustained UV irradiation,there was an enhancement of 19 times in the quantum yield to reach a value of 5.68%.Remarkably,these materials exhibit superior alongside robust light and thermal stability,maintaining high phosphorescence intensity even after prolonged UV exposure(irradiation for>200 s by a 365 nm UV lamp with the power of 500μW·cm-2)or at higher temperature up to 75℃.The outstanding properties of these photo-induced RTP materials make them promising candidates for applications in information encryption,anti-counterfeiting,and advanced optical materials.

Electrochemical C-H/N-H cross-coupling of 2-phenylindolizines with phenothiazines to synthesize novel N-aryl phenothiazine derivatives

A facile and elegant method for synthesis of novel N-aryl phenothiazine derivatives from 2-phenylindolizines and phenothiazines through direct electrochemical oxidation has been developed.This approach was performed smoothly at room temperature without external oxidant and catalyst.Cyclic voltammetry and in situ FTIR techniques were applied to analyze the cross-coupling process of phenothiazines and 2-phenylindolizines,which helped to select the appropriate reaction potential.Under the optimized conditions,a broad range of substrates were well tolerated,affording the desired products in moderate to excellent isolated yields(up to 91%)with high regioselectivity.Meanwhile,a plausible mechanism involving a radical pathway has been proposed.

Synthesis and biological evaluation of novel phenothiazine derivatives as non-peptide arginine vasopressin V2 receptor antagonists

A series of novel phenothiazine derivatives was synthesized and tested for arginine vasopressin receptor antagonist activity. They were synthesized as novel arginine vasopressin receptor antagonists from phenothiazine as a scaffold via successive acylation, reduction and acylation reactions. Their structures were characterized by ^1H NMR, ^13C NMR and HRMS, and biological activity was evaluated by in vitro and in vivo studies. The in vitro binding assay indicated that several compounds are potent selective V2 receptor antagonists. Compounds with promising binding affinity to V2 receptors were selected to conduct the in vivo diuretic studies on Sprague-Dawley rats. Among them, 1n, 1r, It and 1v exhibited excellent diuretic activity, especially 1 r and 1v. Therefore, 1 r and 1v are potent novel AVP V2 receptor antagonist candidates.

Efficient photo-induced RTP materials based on phenothiazine and polycyclic aromatic hydrocarbons:Tunable emission color and thermal stimulus response

The development of photo-responsive room temperature phosphorescence(RTP)materials has attracted more and more attention for their broad application pro-spects.Until now,it is still difficult to obtain the related ma-terials with both high efficiency and long lifetime.And the lacking of emission in blue and red regions also largely re-stricts their further applications.In this work,we reported a new strategy to maintain both high efficiency and long lifetime in RTP luminogens through the integration of phenothiazine to facilitate n-π*transition and polycyclic aromatic hydro-carbons(PAHs)dominated byπ-π*transition.When they were doped into polymer matrix,full color photo-induced RTP materials were obtained for the changedπ-conjugation of PAHs.Among them,PTri@PVP showed the best RTP per-formance with phosphorescence efficiency of 20.73%and lifetime up to 819 ms.Specifically,after turning off the ul-traviolet-visible(UV)irradiation upon this system,time-de-pendent phosphorescence afterglow from green to blue was exhibited,which was found to originate from two distinct molecular conformations and could be further regulated by thermal stimulus.Accordingly,multiple anti-counterfeiting applications,including screen printing,multi-color patterns and multi-dimensional information encryption,were suc-cessfully demonstrated.