96701-06-3Relevant academic research and scientific papers
Overcoming doxorubicin-resistance in the NCI/ADR-RES model cancer cell line by novel anthracene-9,10-dione derivatives
Sangthong, Supranee,Ha, Helen,Teerawattananon, Thapong,Ngamrojanavanich, Nattaya,Neamati, Nouri,Muangsin, Nongnuj
, p. 6156 - 6160 (2013)
Overcoming drug resistance with remarkable cytotoxic activity by anthracene-9,10-dione derivatives would offer a potential therapeutic strategy. In this study, we report the synthesis and the cytotoxicity of a novel set of anthraquninones. (4-(4-Aminobenzylamino)-9,10-dioxo-9,10-dihydroanthracen-1-yl- 4-methylbenzenesulfonate) (3) has excellent in vitro cytotoxicity against doxorubicin-resistant cancer cell line (IC50 = 0.8 μM), 20-fold higher than doxorubicin. The cytotoxic effect via G2/M arrest does not appear to be ROS.
Synthesis and efficient dyeing of anthraquinone derivatives on polyester fabric with supercritical carbon dioxide
Penthala, Raju,Kumar, Rangaraju Satish,Heo, Gisu,Kim, Hyorim,Lee, In Yeol,Ko, Eun Hee,Son, Young-A.
, p. 330 - 339 (2019)
Two series of anthraquinone dye derivatives [CNU-1 to CNU-7 and CNU-8 to CNU-10] have been successfully synthesized from commercially inexpensive and readily available starting materials by using simple and convenient methods. All synthesized anthraquinon
Facile synthesis of 1-butylamino- and 1,4-bis(butylamino)-2-alkyl-9,10-anthraquinone dyes for improved supercritical carbon dioxide dyeing
Jaxel, Julien,Amer, Hassan,Bacher, Markus,Roller, Alexander,Guggenberger, Matthias,Zwirchmayr, Nele Sophie,Hansmann, Christian,Liebner, Falk
, (2019/11/28)
Supercritical carbon dioxide (scCO2) has recently been conquering both material sciences and process engineering owing to its intriguing properties like high diffusivity and tuneable (de)solubilizing performance. However, except for impregnation with biocidal preservatives, utilization of scCO2 for modification of wood including dyeing has been hitherto less explored. Therefore, we recently proposed a green wood dyeing approach that relies on the excellent carrier medium properties of CO2 for non-polar disperse dyes in supercritical conditions and their reversion when leaving the supercritical state. However, using a common disperse dye of the 9,10-anthraquinone family (Disperse Blue, DB-134) without the addition of co-solvent, only a moderate colour change was obtained for the interior of small wood cuboids (1 cm × 1 cm x 2 cm) even after extensive variation of scCO2 process conditions. Insufficient solubility of the dye in scCO2 was assumed to be a major hindrance for homogeneous wood dyeing. Therefore, we synthesized a variety of 1-n-butylamino- and 1,4-bis(n-butylamino)-9,10-anthraquinone derivatives carrying different alkyl moieties in 2-position, which was confirmed to improve scCO2 solubility. Instead of a previously reported seven-step synthesis affording moderate yields only (60% on average), we propose an alternate much simpler synthesis comprising of Marschalk alkylation (2-position) and a sequence of tosylation and n-alkylamination (1-position). The latter proved to pave way to a wide variety of colours and disperse dyes of improved solubility in scCO2. Moreover, all products were characterized by various techniques including liquid-state 1H and 13C NMR and X-ray crystallography. Complementing X-ray diffraction, quantum-mechanical simulations were performed to predict or confirm conformation and colour of selected compounds.
Disperse dyes for supercritical fluid dyeing and Supercritical fluid dyeing of nylon fabrics using the same
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Paragraph 0108-0112, (2020/11/24)
The present invention relates to a novel dye for dyeing supercritical fluid and a supercritical fluid dyeing method of nylon fiber using the same. The dye for dyeing supercritical fluid can be used as a blue-based hydrophobic disperse dye or a blue-based
Green dye, preparation method thereof, ink and electrowetting display
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Paragraph 0036; 0037; 0038, (2016/10/10)
The invention discloses green dye, a preparation method thereof, ink and an electrowetting display. The green dye adopts a single-molecule structure and has higher solubility, the ink suitable for electrowetting displaying can be obtained when the green d
SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF peri-PHENOXY DERIVATIVES OF 6H-ANTHRA-6-PYRAZOLONE (PYRAZOLANTHRONE)
Sokolyuk, N. T.,Pisulina, L. P.,Kozhevnikova, E. I.
, p. 1761 - 1768 (2007/10/02)
5- and 7-Phenoxy-substituted 6H-anthra-6-pyrazolones (pyrazolanthrones) and their 2-butyl and 2-acetyl derivatives were synthesized; 2-acetyl-5-phenoxypyrazolanthrone is photochromic.The photochromism of 7-phenoxypyrazolanthrones is complicated by
(Tosyloxy)anthraquinones: Versatile Synthons for the Preparation of Various Aminoanthraquinones
Zielske, Alfred G.
, p. 1305 - 1309 (2007/10/02)
Various aminoathraquinones can be easily prepared from (tosyloxy)anthraquinone precursors.Unsymmetrical 1,4-diaminoanthraquinones are prepared via the intermediate monoamino mono(tosyloxy)anthraquinones derived from 1,4-bis(tosyloxy)anthraquinone.The ability to remove tosylate groups sequentially is controlled by the proper selection of solvent and temperature.Hindered 1,4-diamino and 1-aminoanthraquinones are prepared from their corresponding tosyl derivatives, and the amount of steric hindrance present can be succesfully correlated with spectral and color data.The methods described offer advantages over the literature preparations of these compounds.
Method for preparing 1,4-diaminoanthraquinones and intermediates thereof
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, (2011/05/18)
Aminoanthraquinones are generally useful as dyes and coloring agents. But known methods of synthesizing unsymmetrically substituted 1,4-diaminoanthraquinones are tedious and complex. A simple and efficient method is provided for preparing 1,4-diaminoanthr
A FACILE SYNTHESIS OF FUNCTIONALIZED 9,10-ANTHRACENEDIONES VIA TOSYLATE AND TRIFLATE PHENOLIC ACTIVATION
Showalter, H.D. Hollis,Berman, Ellen M.,Johnson, Judith L.,Atwood, Jerry L.,Hunter, William E.
, p. 157 - 160 (2007/10/02)
Reaction of 1,4-dihydroxy-9,10-anthracenedione bistosylates and bistriflates with a range of common nucleophiles is discussed.
