1698-80-2Relevant articles and documents
Phenothiazine-based CaaX competitive inhibitors of human farnesyltransferase bearing a cysteine, methionine, serine or valine moiety as a new family of antitumoral compounds
Dumitriu, Gina-Mirabela,B?cu, Elena,Belei, Dalila,Rigo, Beno?t,Dubois, Jo?lle,Farce, Amaury,Ghinet, Alina
, p. 4447 - 4452 (2015)
A new family of CaaX competitive inhibitors of human farnesyltransferase based on phenothiazine and carbazole skeleton bearing a l-cysteine, l-methionine, l-serine or l-valine moiety was designed, synthesized and biologically evaluated. Phenothiazine derivatives proved to be more active than carbazole-based compounds. Phenothiazine 1b with cysteine residue was the most promising inhibitor of human farnesyltransferase in the current study.
Ultrafast electrochromic windows based on redox-chromophore modified nanostructured semiconducting and conducting films
Cummins, David,Boschloo, Gerrit,Ryan, Michael,Corr, David,Rao, S. Nagaraja,Fitzmaurice, Donald
, p. 11449 - 11459 (2000)
Described is the construction of an ultrafast electrochromic window. One electrode of this window is based on a transparent nanostructured TiO2 (anatase) film (4.0 μm thick) supported on conducting glass (F-doped tin oxide, 10 Ω cm-2, 0.5 μm thick) and modified by chemisorption of a monolayer of the redox chromophore bis(2-phosphonoethyl)-4,4′-bipyridinium dichloride. The other electrode is based on a transparent nanostructured SnO2 film (3.0 μm thick) supported on conducting glass (F-doped tin oxide, 10 Ω cm-2, 0.5 μm thick) and modified by chemisorption of a monolayer of the redox chromophore [β-(10-phenothiazyl)propoxy]phosphonic acid. The electrolyte used is LiClO4 (0.2 mol dm-3) in γ-butyrolactone. The excellent performance of a 2.5 cm × 2.5 cm window over 10000 electrochromic test cycles-switching times (coloring and bleaching) of less than 250 ms, coloration efficiency of 270 cm2 C-1, steady-state currents (colored and bleached) of less than 6 μA cm-2, and memory of greater than 600 s (time required for low end transmittance to increase by 5%) - suggest a practical technology.
Synthesis and analgesic evaluation of some 5-[β-(10-phenothiazinyl) ethyl]-1-(acyl)-1,2,3,4-tetrazoles
Rajasekaran,Thampi
, p. 273 - 279 (2004)
A series of novel 5[β-(phenothiazinyl-10-yl)ethyl]-1-(acyl)-1,2,3,4- tetrazoles (3-14) have been synthesized via condensation of 5-[β- (phenothiazinyl-10-yl)ethyl]-1-2,3,4-tetrazole (2) with various acylating/sulphonating reagents. 5-[β-(phenothiazinyl-10
Phenothiazine electrophores immobilized on periodic mesoporous organosilicas by ion exchange
Sch?fgen, Bj?rn,Khelwati, Hilla,Bechtel, Dominique F.,Decuyper, Annelies,Schüssler, Axel,Neuba, Adam,Pierik, Antonio J.,Ernst, Stefan,Müller, Thomas J. J.,Thiel, Werner R.
, p. 16396 - 16410 (2019)
Two different phenothiazines carrying quaternary ammonium groups in the side chain have been synthesized and fully characterized. These compounds were immobilized by ion exchange on the surface of a periodic mesoporous organosilica (PMO) and a neat silica SBA-15 material bearing sulphonate groups covalently bound to the pore surface. The resulting porous and electrochromophoric materials were studied by means of solid state CP-MAS NMR, IR, UV/Vis and fluorescence spectroscopy, nitrogen adsorption/desorption measurements and cyclic voltammetry. Independent of the nature of the support, the colour of these materials changes to pink by irradiation with light, indicating the formation of phenothiazine radical cations. These species, which turned out to be highly stable even in the presence of atmospheric oxygen, were characterized by EPR spectroscopy.
Electrical communication between glucose oxidase and electrodes mediated by phenothiazine-labeled poly(ethylene oxide) bonded to lysine residues on the enzyme surface
Ban, Kazumichi,Ueki, Takeshi,Tamada, Yoshinori,Saito, Takahiro,Imabayashi, Shin-ichiro,Watanabe, Masayoshi
, p. 910 - 917 (2003)
A series of glucose oxidase (GOx) hybrids (GOx-phenothiazine-labeled poly(ethylene oxide) (PT-PEO)) capable of direct electrical communication with electrodes is synthesized by covalently modifying PT-PEO to lysine residues on the enzyme surface. The length of the PEO chain and the number of PT groups are systematically altered. After the PT-PEO modification, all the hybrids maintain more than 50% of enzyme activity relative to that of native GOx, although loss of the activity becomes greater with increasing PEO chain length. The catalytic current, icat, is observed at a potential more positive than 0.55 V after the addition of glucose, due to the intramolecular electron transfer (ET) from reduced forms of flavin adenine dinucletide (FADH2/FADH) to PT+ that are electrogenerated at the electrode. The icat value increases with the number of PT groups, indicating that most of the modified PT groups act as mediators. The magnitude of the icat increase depends on the PEO chain length and reveals a maximum for PT-PEO with the molecular weight of 3000. In contrast, the icat is almost constant for GOx-2-(10-phenothiazyl)propionic acid (PT-PA) hybrids with more than two PT groups synthesized by covalently modifying PT-PA to surface lysines, indicating that only a few key PT groups function as mediators. The maximum rate constant (130 s-1) for the ET from FADH2/FADH to PT+ is obtained for the GOx hybrid modified with five PT-PEO groups with the molecular weight of 3000.
Synthesis and bio-evaluation of phenothiazine derivatives as new anti-tuberculosis agents
He, Chun-Xian,Meng, Hui,Zhang, Xiang,Cui, Hua-Qing,Yin, Da-Li
, p. 951 - 954 (2015)
Abstract Two series of phenothiazine derivatives were designed and synthesized. All compounds were tested for anti-tuberculosis activities against Mycobacterium tuberculosis H37RV. In comparison with mother compound of chlorpromazine, compound 6e shows promising anti-tuberculosis activity and much less mammalian cell cytotoxicity, compound 6e merits to be further explored as new anti-tuberculosis agents.
KOtBu-Catalyzed Michael Addition Reactions Under Mild and Solvent-Free Conditions
Thiyagarajan, Subramanian,Krishnakumar, Varadhan,Gunanathan, Chidambaram
supporting information, p. 518 - 523 (2020/02/04)
Designed transition metal complexes predominantly catalyze Michael addition reactions. Inorganic and organic base-catalyzed Michael addition reactions have been reported. However, known base-catalyzed reactions suffer from the requirement of solvents, additives, high pressure and also side-reactions. Herein, we demonstrate a mild and environmentally friendly strategy of readily available KOtBu-catalyzed Michael addition reactions. This simple inorganic base efficiently catalyzes the Michael addition of underexplored acrylonitriles, esters and amides with (oxa-, aza-, and thia-) heteroatom nucleophiles. This catalytic process proceeds under solvent-free conditions and at room temperature. Notably, this protocol offers an easy operational procedure, broad substrate scope with excellent selectivity, reaction scalability and excellent TON (>9900). Preliminary mechanistic studies revealed that the reaction follows an ionic mechanism. Formal synthesis of promazine is demonstrated using this catalytic protocol.
Electrochemical primer extension for the detection of single nucleotide polymorphisms in the cardiomyopathy associated MYH7 gene
Debela,Thorimbert,Hasenknopf,O'Sullivan,Ortiz
supporting information, p. 757 - 759 (2016/01/12)
We report the labelling of dideoxy nucleotides (ddNTPs) for use in electrochemical array based primer extension for the detection of single nucleotide polymorphisms (SNPs). The results confirm the extension of the immobilised primers for each of the four ddNTPs, representing a significant advance in achieving a cost-effective platform for screening of disease-specific SNPs.
Podands with 3,7,10-trisubstituted phenothiazine units: Synthesis and structural analysis
Rednic, Monica Irina,Szima, Szabolcs,Bogdan, Elena,H?dade, Niculina D.,Terec, Anamaria,Grosu, Ion
, p. 637 - 642 (2015/11/24)
The synthesis of 10H-phenothiazine dipodands exhibiting -CH2-OH or -CHO reactive groups at positions 3 and 7, suitable for macrocyclization reactions, as well as -CH2COOtBu or -CH2CH2CN groups at position 10, wh
Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase
Dumitriu, Gina-Mirabela,Ghinet, Alina,B?cu, Elena,Rigo, Beno?t,Dubois, Jo?lle,Farce, Amaury,Belei, Dalila
, p. 3180 - 3185 (2014/06/24)
Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure o