Literature DB >> 26166861

Synthesis and molecular structure of novel 2-(alkylthio)-4-chloro-N-(4,5-dihydro-5-oxo-1H-1,2,4-triazol-3-yl)-5-methylbenzenesulfonamides with potential anticancer activity.

Jarosław Sławiński1, Beata Żołnowska1, Czesława Orlewska1, Jarosław Chojnacki2.   

Abstract

ABSTRACT: A series of novel 4-chloro-N-(4,5-dihydro-5-oxo-1-R2-1H-1,2,4-triazol-3-yl)-5-methyl-2-(R1-methylthio)benzenesulfonamide derivatives have been synthesized as potential anticancer agents. The in vitro antitumor activity of some compounds was evaluated in the US National Cancer Institute (NCI) against the NCI-60 cell line panel. The most prominent compound showed remarkable activity against 13 human tumor cell lines representing lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast at low micromolar GI50 level in the range of 1.9-3.0 μM.

Entities:  

Keywords:  Anticancer; Cyclization; Isocyanate; Sulfonamide; Triazolone

Year:  2012        PMID： 26166861      PMCID： PMC4495025          DOI： 10.1007/s00706-012-0849-7

Source DB:  PubMed          Journal:  Monatsh Chem        ISSN： 0026-9247            Impact factor:   1.451


  31 in total

1.  Synthesis and antibacterial activity of novel 4-chloro-2-mercaptobenzenesulfonamide derivatives.

Authors:  Jarosław Sławiński; Beata Żołnowska; Danuta Pirska; Anna Kędzia; Ewa Kwapisz
Journal:  J Enzyme Inhib Med Chem       Date:  2011-12-06       Impact factor: 5.051

2.  Application of LC-NMR for the study of the volatile metabolite of MK-0869, a substance P receptor antagonist.

Authors:  Maria Victoria Silva Elipe; Su Er W Huskey; Bing Zhu
Journal:  J Pharm Biomed Anal       Date:  2003-01-01       Impact factor: 3.935

3.  Isocyanate acting as a carbonyl precursor: pyridyl group-assisted formation of 4H-pyrido[1,2-a]pyrimidin-4-ones from ketimines and isocyanates.

Authors:  Yoichiro Kuninobu; Shuhei Nishimura; Kazuhiko Takai
Journal:  Org Biomol Chem       Date:  2005-12-13       Impact factor: 3.876

Review 4.  Carbonic anhydrases: novel therapeutic applications for inhibitors and activators.

Authors:  Claudiu T Supuran
Journal:  Nat Rev Drug Discov       Date:  2008-02       Impact factor: 84.694

5.  Synthesis and in vitro antitumor evaluation of some indeno[1,2-c]pyrazol(in)es substituted with sulfonamide, sulfonylurea(-thiourea) pharmacophores, and some derived thiazole ring systems.

Authors:  Sherif A F Rostom
Journal:  Bioorg Med Chem       Date:  2006-06-27       Impact factor: 3.641

6.  Carbonic anhydrase inhibitors. Selective inhibition of human tumor-associated isozymes IX and XII and cytosolic isozymes I and II with some substituted-2-mercapto-benzenesulfonamides.

Authors:  Franciszek Saczewski; Alessio Innocenti; Zdzisław Brzozowski; Jarosław Slawiński; Elzbieta Pomarnacka; Anita Kornicka; Andrea Scozzafava; Claudiu T Supuran
Journal:  J Enzyme Inhib Med Chem       Date:  2006-10       Impact factor: 5.051

7.  Synthesis, molecular structure, and in vitro antitumor activity of new 4-chloro-2-mercaptobenzenesulfonamide derivatives.

Authors:  Jarosław Sławiński; Maria Gdaniec
Journal:  Eur J Med Chem       Date:  2005-04       Impact factor: 6.514

8.  Synthesis of 1-(6-chloro-1,1-dioxo-1,4,2-benzodithiazin-3-yl)semi-carbazides and their transformation into 4-chloro-2-mercapto-N-(4,5-dihydro-5-oxo-4-phenyl-1H-1,2,4-triazol-3-yl)benzenesulfonamides as potential anticancer and anti-HIV agents.

Authors:  Elzbieta Pomarnacka; Iwona Kozlarska-Kedra
Journal:  Farmaco       Date:  2003-06

9.  Synthesis, anti-HIV-1 integrase, and cytotoxic activities of 4-chloro-N-(4-oxopyrimidin-2-yl)-2-mercaptobenzenesulfonamide derivatives.

Authors:  Zdzisław Brzozowski; Jarosław Sławiński; Franciszek Saczewski; Tino Sanchez; Nouri Neamati
Journal:  Eur J Med Chem       Date:  2007-09-11       Impact factor: 6.514

10.  Carbonic anhydrase inhibitors: inhibition of human cytosolic isozymes I and II and tumor-associated isozymes IX and XII with S-substituted 4-chloro-2-mercapto-5-methyl-benzenesulfonamides.

Authors:  Franciszek Saczewski; Alessio Innocenti; Jarosław Sławiński; Anita Kornicka; Zdzisław Brzozowski; Elzbieta Pomarnacka; Andrea Scozzafava; Claudia Temperini; Claudiu T Supuran
Journal:  Bioorg Med Chem       Date:  2008-01-26       Impact factor: 3.641
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  6 in total

1.  New 2-[(4-Amino-6-N-substituted-1,3,5-triazin-2-yl)methylthio]-N-(imidazolidin-2-ylidene)-4-chloro-5-methylbenzenesulfonamide Derivatives, Design, Synthesis and Anticancer Evaluation.

Authors:  Łukasz Tomorowicz; Beata Żołnowska; Krzysztof Szafrański; Jarosław Chojnacki; Ryszard Konopiński; Ewa A Grzybowska; Jarosław Sławiński; Anna Kawiak
Journal:  Int J Mol Sci       Date:  2022-06-28       Impact factor: 6.208

2.  Synthesis of a new series of biologically interesting 6'-chloro-1',1'-dioxospiro[4H-benzo[d][1,3,7]oxadiazocine-4,3'(2'H)-[1,4,2]benzodithiazine]-2,6(1H,5H)dione derivatives.

Authors:  Zdzisław Brzozowski; Beata Żołnowska; Jarosław Sławiński
Journal:  Monatsh Chem       Date:  2013-06-11       Impact factor: 1.451

3.  Synthesis of Novel Pyrido[4,3-e][1,2,4]triazino[3,2-c][1,2,4]thiadiazine 6,6-dioxide Derivatives with Potential Anticancer Activity.

Authors:  Jarosław Sławiński; Aleksandra Grzonek; Beata Żołnowska; Anna Kawiak
Journal:  Molecules       Date:  2015-12-29       Impact factor: 4.411

4.  Mass spectrometry based identification of geometric isomers during metabolic stability study of a new cytotoxic sulfonamide derivatives supported by quantitative structure-retention relationships.

Authors:  Mariusz Belka; Weronika Hewelt-Belka; Jarosław Sławiński; Tomasz Bączek
Journal:  PLoS One       Date:  2014-06-03       Impact factor: 3.240

5.  Synthesis, Molecular Structure, Metabolic Stability and QSAR Studies of a Novel Series of Anticancer N-Acylbenzenesulfonamides.

Authors:  Beata Żołnowska; Jarosław Sławiński; Mariusz Belka; Tomasz Bączek; Anna Kawiak; Jarosław Chojnacki; Aneta Pogorzelska; Krzysztof Szafrański
Journal:  Molecules       Date:  2015-10-21       Impact factor: 4.411

6.  N-(2-Arylmethylthio-4-Chloro-5-Methylbenzenesulfonyl)amide Derivatives as Potential Antimicrobial Agents-Synthesis and Biological Studies.

Authors:  Beata Żołnowska; Jarosław Sławiński; Katarzyna Garbacz; Małgorzata Jarosiewicz; Anna Kawiak
Journal:  Int J Mol Sci       Date:  2019-12-27       Impact factor: 5.923
  6 in total

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