1637-16-7

Usage

Uses

Used in Pharmaceutical Industry:
10-ethyl-10H-phenothiazine is used as a starting material for the synthesis of various pharmaceuticals, primarily antipsychotic drugs such as chlorpromazine and promethazine. Its unique structure and properties contribute to the development of these medications, which are crucial in the treatment of mental health disorders.
Used as a Dye:
In the dye industry, 10-ethyl-10H-phenothiazine is utilized for its colorant properties, providing a range of hues for various applications, including textiles and other materials that require coloring.
Used in Research:
10-ethyl-10H-phenothiazine is employed in the investigation of organic and biological processes. Its chemical properties make it a valuable tool for studying reactions and interactions within these fields, aiding in the advancement of scientific understanding and potential new discoveries.

InChI:InChI=1/C14H13NS/c1-2-15-11-7-3-5-9-13(11)16-14-10-6-4-8-12(14)15/h3-10H,2H2,1H3

Upstream product

• 64-67-5 diethyl sulfate 
• 92-84-2 10H-phenothiazine 
• 3167-63-3 diethyl chloromethylphosphonate 
• 62033-91-4 N-ethyl-2,2'-dibromodiphenylamine 
• 925-90-6 ethylmagnesium bromide 
• 814-49-3 diethyl chlorophosphate 
• 35687-78-6 2-iodo-1-(10H-phenothiazin-10-yl)ethanone 
• 98326-27-3 10-ethylphenotellurazine 
• 122-51-0 orthoformic acid triethyl ester 
• 75-03-6 ethyl iodide 
• 1628-29-1 10-acetyl-10H-phenothiazine 
• 4171-83-9 2-nitrophenyl phenyl sulfide 
• 122-52-1 triethyl phosphite 
• 37978-28-2 (2-oxo-2-phenothiazin-10-yl-ethyl)-phosphonic acid ethyl ester 2-iodo-ethyl ester 

Downstream Products

• 1637-16-7 10-ethylphenothiazine radical cation 
• 86-28-2 N-ethylcarbazole 
• 18413-61-1 10-ethyl-10H-phenothiazine-3-carbaldehyde 
• 204977-17-3 10-ethyl-10H-phenothiazine-3,7-dicarboxaldehyde 
• 1384247-88-4 3,7-bis[2-phenyl-2-cyanovinyl]-10-ethyl-10H-phenothiazine 
• 1384247-87-3 3-[2-phenyl-2-cyanovinyl]-10-ethyl-10H-phenothiazine 
• 110875-38-2 (10-ethyl-10H-phenothiazin-4-yl)-phenyl-methanone 
• 5397-25-1 NSC 122 
• 76-51-7 5-ethyl-5,10-dihydro-10,10-diphenylphenazasiline 
• 1346263-84-0 10-ethyl-10H-3,7-di(3-hydroxyphenyl)phenothiazine 

Relevant academic research and scientific papers

Tuning the optoelectronic properties of phenothiazine-based D?A-type emitters through changing acceptor pattern

Two novel blue emitters, 10-ethyl-3-(1,4,5-triphenyl-1H-imidazol-2-yl)-phenothiazine (PTHBI) and 10-ethyl-3-(1-phenyl-1H-phenanthro[9,10-d]imidazole-2-yl)-phenothiazine (PTHPI), employing a donor (10-ethyl-phenothiazine) and an acceptor (1,4,5-triphenyl-1

Substituent effect on photophysical properties, crystal structures and mechanochromism of D-π-A phenothiazine derivatives

This study aimed to investigate the effect of substituents on the photophysical properties of four 10-ethyl-3-styryl-phenothiazine derivatives with CH3O (PVBMA), COOMe (PVBM), CHO (PVBA), or NO2 (NSP) moieties in solution and in crys

Phenothiazine and diphenylsulfone-based donor–acceptor π-systems exhibiting remarkable mechanofluorochromism

Two donor–acceptor luminophores PTZ-DPS and BPTZ-DPS, which are constructed by electron-donor phenothiazine and electron-acceptor diphenylsulfone moiety, are designed and synthesized. Through the effective combination of phenothiazine and diphenylsulfone unit, PTZ-DPS and BPTZ-DPS molecules adopt twisted molecular conformation, unique intramolecular charge transfer (ICT) behavior and intense fluorescence in both solution and solid state. The solid-state luminescence efficiencies of the two luminophores reach 32.84% and 39.69%, respectively. It is particularly noteworthy that both PTZ-DPS and BPTZ-DPS exhibit switchable mechanofluorochromism with high contrast. Upon external force stimulation, the fluorescence colors of the PTZ-DPS and BPTZ-DPS solid powders that change dramatically from initial bright green and yellow to orange, respectively, are observed. Meanwhile, the emission bands red shift from 499 nm to 564 nm–589 nm and 592 nm, respectively, suggesting the large spectral red shifts of 90 nm and 28 nm. Moreover, the mechanofluorochromic (MFC) behavior of PTZ-DPS and BPTZ-DPS also show good reversibility when fume the ground powders by DCM vapor. PXRD and spectral data suggest that the phase transition between crystalline to amorphous states is responsible for MFC behavior of PTZ-DPS and BPTZ-DPS, and the red-shift in the PL spectrum upon grinding originates from the planarization of the molecular conformation and subsequent planar intramolecular charge transfer (PICT).

Significant improvement of dye-sensitized solar cell performance using simple phenothiazine-based dyes

A series of simple phenothiazine-based dyes have been synthesized, in which a cyanoacrylate acceptor directly attached to the C(3) position of phenothiazine, and an additional linear electron-rich (4-hexyloxy)phenyl group at C(7) on the opposite side of t

Phenothiazine-based organic dyes with two anchoring groups on TiO 2 for highly efficient visible light-induced water splitting

New phenothiazine-based organic dyes with two anchoring groups at 3,7 positions and systematic alkyl chains on nitrogen were prepared. Their TiO 2-Pt composites showed excellent photo-catalytic activities in visible light-induced water splitting. Interestingly, phenothiazine dyes with longer alkyl chains showed better stability in catalytic systems.

Lipase-catalyzed kinetic resolutions of racemic 1-(10-ethyl-10H- phenothiazin-1,2, and 4-yl)ethanols and their acetates

The synthesis of both enantiomers of 1-(10-ethyl-10H-phenothiazin-1,2, and 4-yl)ethanols 1a-c and their acetates via enantioselective methanolysis of the corresponding racemic esters rac 2a-c with lipase B from Candida antarctica (CaL-B) or/and by acylation of the racemic alcohols with the lipase A or lipase B from C. antarctica (CaL-A and CaL-B) is described. The absolute configuration of enantiopure 1-(10-ethyl-10H-phenothiazin-1-yl)ethyl acetate 2a was assigned as (R) by using QM/MM(hf/3-21g:uff) calculations within the CaL-B (1LBT crystal structure) enzymic environment.

Observation of peroxynitrite overproduction in cells during 5-fluorouracil treatment: Via a ratiometric fluorescent probe

We describe a colorimetric and fluorescent probe 3a to detect cellular peroxynitrite with high selectivity and sensitivity. 3a was successfully applied in the bioimaging of exogenous and endogenous peroxynitrite in living cells. The up-regulation of peroxynitrite in cancer cells and normal cells during 5-fluorouracil treatment was finally monitored.

Impact of hydroxy and octyloxy substituents of phenothiazine based dyes on the photovoltaic performance

Two novel organic dyes containing hydroxy and octyloxy substituents onto a phenothiazine skeleton were synthesized and their effects on the photovoltaic performance were studied. Hydroxy acts as an ancillary anchoring unit along with the carboxylic group, while the phenothiazine modified moiety acts as an electron donor. The photophysical and electrochemical studies revealed that maximum absorbance of the dye with the hydroxy group in the solution was blue shifted and its band gap increased, indicating that donor acceptor strength was reduced as compared to the octyloxy substituted dye. Furthermore, electron lifetime of the organic dye with the hydroxy moiety was shorter due to smaller resistance of electron recombination. Contrarily the dye with octyloxy moiety exhibited higher electron lifetime and open-circuit photovoltage leading to an overall power conversion efficiency of 6.32% under standard AM 1.5G illumination. The IPCE was over 80% in the region between 450 and 500 nm.

Two novel fluorescent probes based on phenothiazine: synthesis and “naked-eye” colorimetric recognition of Hg2+

Two novel colorimetric and fluorescent probes 2-(1,3-dithiolanes)-10-ethyl phenothiazine (PHE–Ed) and 2-(1,3-dithianes)-10-ethyl phenothiazine (PHE–Pd) based on phenothiazine were successfully synthesized, and their structure was confirmed by NMR and high resolution mass spectra. Fluorescence investigations revealed that the synthesized probes could be used for the selective detection of Hg2+, which was accompanied with an obvious color change from colorless to light yellow. The applicable ability of the two probes was investigated by a series of competitive experiments, solid colorimetric experiments, and applied?experiments, which proved that these probes showed high sensitivity and great potential to detect Hg2+ in environmental analysis systems. Furthermore, the detection mechanism of the probes was investigated by FT-IR spectra and NMR spectra, and the results indicated that the detection of Hg2+ was accomplished through the Hg2+-promoted deprotection of thioacetal.

Electric and steric hindrance effects of substituents on luminescence and force-stimuli response of cyanovinyl phenothiazine derivatives

Six cyanovinyl phenothiazine derivatives bearing substituents with different sizes, and electron-donating and -withdrawing abilities were designed and synthesized. The effect of substituents on photophysical properties in solution and solid states were sy