The crystal structure and antitumor properties of ethyl 4-[(dimethylcarbamothioyl) amino]benzoate and ethyl 4-[(hydrazinylcarbonothioyl)amino]benzoate
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544+547 (4)
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RUSNAC, Anna, PETRENKO, Peter A., CHUMAKOV, Yurii, GULYA, Aurelian. The crystal structure and antitumor properties of ethyl 4-[(dimethylcarbamothioyl) amino]benzoate and ethyl 4-[(hydrazinylcarbonothioyl)amino]benzoate. In: Materials Science and Condensed Matter Physics, Ed. 9, 25-28 septembrie 2018, Chișinău. Chișinău, Republica Moldova: Institutul de Fizică Aplicată, 2018, Ediția 9, p. 129.
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Materials Science and Condensed Matter Physics
Ediția 9, 2018
Conferința "International Conference on Materials Science and Condensed Matter Physics"
9, Chișinău, Moldova, 25-28 septembrie 2018

The crystal structure and antitumor properties of ethyl 4-[(dimethylcarbamothioyl) amino]benzoate and ethyl 4-[(hydrazinylcarbonothioyl)amino]benzoate

CZU: 544+547

Pag. 129-129

Rusnac Anna1, Petrenko Peter A.2, Chumakov Yurii23, Gulya Aurelian1
 
1 Moldova State University,
2 Institute of Applied Physics,
3 Gebze Technical University
 
Proiecte:
 
Disponibil în IBN: 4 februarie 2019


Rezumat

The thiosemicarbazide derivatives are widely used in medicine for the treatment of various diseases. They can be used as a basis for the preparation of thiosemicarbazones. Thiosemicarbazones have many biochemical and pharmacological properties, such as antibacterial, antifungal, antimalarial, antitumor activity and others.  The purpose of this work is to obtain of the precursors of 4-ethyl benzoatethiosemicarbazones, and study of their crystal structure.  Synthesis: 4-[(dimethylcarbamothioyl)amino]benzoate (2) was obtained by reaction between ethyl 4-aminobenzoate (1) with tetramethylthiuram disulfide (DTMT). In the next step compound (2) was subjected to the deamination process to form ethyl 4-isothiocyanatobenzoate (3) [1]. Ethyl 4-[(hydrazinylcarbonothioyl)amino]benzoate (4) was obtained by dropping the isothiocyanate 3 solution to excess hydrazine hydrate in dioxane [2]. Their purity was confirmed by thin layer chromatography, spectral analysis (1H, 13C-NMR and IR) and crystal structures of 2 and 4. Anticancer activities of compounds 2 and 4 on cancer cells HeLa were studied. Thiosemicarbazide 4 exhibits pronounced anticancer activity at 100 μM concentration it inhibits 26% of cancer cells but 2 at 100 μM, inhibits 15%.

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<dc:creator>Rusnac, A.G.</dc:creator>
<dc:creator>Petrenko, P.A.</dc:creator>
<dc:creator>Ciumacov, I.M.</dc:creator>
<dc:creator>Gulea, A.P.</dc:creator>
<dc:date>2018</dc:date>
<dc:description xml:lang='en'><p>The thiosemicarbazide derivatives are widely used in medicine for the treatment of various diseases. They can be used as a basis for the preparation of thiosemicarbazones. Thiosemicarbazones have many biochemical and pharmacological properties, such as antibacterial, antifungal, antimalarial, antitumor activity and others. &nbsp;The purpose of this work is to obtain of the precursors of 4-ethyl benzoatethiosemicarbazones, and study of their crystal structure. &nbsp;Synthesis: 4-[(dimethylcarbamothioyl)amino]benzoate <strong>(2) </strong>was obtained by reaction between ethyl 4-aminobenzoate <strong>(1) </strong>with tetramethylthiuram disulfide (DTMT). In the next step compound <strong>(2) </strong>was subjected to the deamination process to form ethyl 4-isothiocyanatobenzoate <strong>(3) </strong>[1]<strong>. </strong>Ethyl 4-[(hydrazinylcarbonothioyl)amino]benzoate <strong>(4) </strong>was obtained by dropping the isothiocyanate <strong>3 </strong>solution to excess hydrazine hydrate in dioxane [2]. Their purity was confirmed by thin layer chromatography, spectral analysis (1H, 13C-NMR and IR) and crystal structures of <strong>2 </strong>and <strong>4</strong>. Anticancer activities of compounds 2 and 4 on cancer cells HeLa were studied. Thiosemicarbazide <strong>4 </strong>exhibits pronounced anticancer activity at 100 &mu;M concentration it inhibits 26% of cancer cells but <strong>2 </strong>at 100 &mu;M, inhibits 15%.</p></dc:description>
<dc:source>Materials Science and Condensed Matter Physics (Ediția 9) 129-129</dc:source>
<dc:title>The crystal structure and antitumor properties of ethyl 4-[(dimethylcarbamothioyl) amino]benzoate and ethyl 4-[(hydrazinylcarbonothioyl)amino]benzoate</dc:title>
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