Synthesis and Biological Evaluation of N-Alkyl-3-(alkylamino)-pyrazine-2-carboxamides

Synthesis and Biological Evaluation of N-Alkyl-3-(alkylamino)-pyrazine-2-carboxamides

A series of N-alkyl-3-(alkylamino)pyrazine-2-carboxamides and their N-alkyl-3-chloropyrazine-2-carboxamide precursors were prepared. All compounds were characterized by analytical methods and tested for antimicrobial and antiviral activity. The antimycobacterial MIC values against Mycobacterium tube...

Full description

Bibliographic Details
Main Authors:	Lucia Semelkova, Klara Konecna, Pavla Paterova, Vladimir Kubicek, Jiri Kunes, Lucie Novakova, Jan Marek, Lieve Naesens, Matus Pesko, Katarina Kralova, Martin Dolezal, Jan Zitko
Format:	Article
Language:	English
Published:	MDPI AG 2015-05-01
Series:	Molecules
Subjects:	pyrazinamide pyrazine alkylation aminodehalogenation antimycobacterial activity inhibition of photosynthetic electron transport structure-activity relationships
Online Access:	http://www.mdpi.com/1420-3049/20/5/8687

Similar Items

Derivatives of 3-Aminopyrazine-2-carboxamides: Synthesis, Antimicrobial Evaluation, and in Vitro Cytotoxicity
by: Ghada Bouz, et al.
Published: (2019-03-01)

5-Alkylamino-<i>N</i>-phenylpyrazine-2-carboxamides: Design, Preparation, and Antimycobacterial Evaluation
by: Weronika Ambrożkiewicz, et al.
Published: (2020-03-01)

New Potentially Active Pyrazinamide Derivatives Synthesized Under Microwave Conditions
by: Ondrej Jandourek, et al.
Published: (2014-07-01)

Synthesis, Antimycobacterial Activity and In Vitro Cytotoxicity of 5-Chloro-N-phenylpyrazine-2-carboxamides
by: Jan Zitko, et al.
Published: (2013-12-01)

Substituted N-Benzylpyrazine-2-carboxamides: Synthesis and Biological Evaluation
by: Katarína Kráľová, et al.
Published: (2012-11-01)

Design, Synthesis, Antimycobacterial Evaluation, and In Silico Studies of 3-(Phenylcarbamoyl)-pyrazine-2-carboxylic Acids
by: Lucia Semelková, et al.
Published: (2017-09-01)

<i>N</i>-Pyrazinoyl Substituted Amino Acids as Potential Antimycobacterial Agents—the Synthesis and Biological Evaluation of Enantiomers
by: Martin Juhás, et al.
Published: (2020-03-01)

Design, Synthesis and Evaluation of N-pyrazinylbenzamides as Potential Antimycobacterial Agents
by: Jan Zitko, et al.
Published: (2018-09-01)

Synthesis, Biological Evaluation, and In Silico Modeling of <i>N</i>-Substituted Quinoxaline-2-Carboxamides
by: Ghada Bouz, et al.
Published: (2021-08-01)

Substituted Amides of Pyrazine-2-carboxylic acids: Synthesis and Biological Activity
by: Katarina Kralova, et al.
Published: (2002-03-01)

Synthesis, Antimycobacterial, Antifungal and Photosynthesis-Inhibiting Activity of Chlorinated N-phenylpyrazine-2-carboxamides †
by: Katarina Kralova, et al.
Published: (2010-11-01)

Substituted N-Phenylpyrazine-2-carboxamides: Synthesis and Antimycobacterial Evaluation
by: Michaela Svobodová, et al.
Published: (2009-10-01)

Substituted <i>N</i>-(Pyrazin-2-yl)benzenesulfonamides; Synthesis, Anti-Infective Evaluation, Cytotoxicity, and In Silico Studies
by: Ghada Bouz, et al.
Published: (2019-12-01)

N-Substituted 5-Amino-6-methylpyrazine-2,3-dicarbonitriles: Microwave-Assisted Synthesis and Biological Properties
by: Ondrej Jandourek, et al.
Published: (2014-01-01)

Design, Synthesis and Antimicrobial Evaluation of New <i>N</i>-(1-Hydroxy-1,3-dihydrobenzo[<i>c</i>][1,2]oxaborol-6-yl)(hetero)aryl-2-carboxamides as Potential Inhibitors of Mycobacterial Leucyl-tRNA Synthetase
by: Petr Šlechta, et al.
Published: (2023-02-01)

Adenosine-Mimicking Derivatives of 3-Aminopyrazine-2-Carboxamide: Towards Inhibitors of Prolyl-tRNA Synthetase with Antimycobacterial Activity
by: Vinod Sukanth Kumar Pallabothula, et al.
Published: (2022-10-01)

Natural Products–Pyrazine Hybrids: A Review of Developments in Medicinal Chemistry
by: Guo-Qing Chen, et al.
Published: (2023-11-01)

Pyrazine-2-substituted carboxamide derivatives: synthesis, antimicrobial and leuconostoc mesenteroides growth inhibition activity
by: El-Wahab Abd A.H.F., et al.
Published: (2006-01-01)

Pyrazine-2-substituted carboxamide derivatives: synthesis, antimicrobial and Leuconostoc mesenteroides growth inhibition activity
by: A. H. F. ABD EL-WAHAB, et al.
Published: (2006-05-01)

6-Amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxamide
by: Manpreet Kaur, et al.
Published: (2016-11-01)

Improving Antimicrobial Activity and Physico-Chemical Properties by Isosteric Replacement of 2-Aminothiazole with 2-Aminooxazole
by: Martin Juhás, et al.
Published: (2022-05-01)

Synthesis of Some 2, 6-Disubstituted 4-Amidopyridines and -Thioamidopyridines, and Their Antimycobacterial and Photosynthesis-Inhibiting Activity
by: Miroslav Miletin, et al.
Published: (2000-03-01)

N′-[1-(Pyrazin-2-yl)ethylidene]pyrazine-2-carbohydrazide
by: Zhaodong Wang
Published: (2018-08-01)

Synthesis of N,NÃ¢Â€Â™-Diarylalkanediamides and Their Antimycobacterial and Antialgal Activity
by: Zbynek Svoboda, et al.
Published: (2000-05-01)

Synthesis, thermal property and antifungal evaluation of pyrazine esters
by: Fangyao Su, et al.
Published: (2022-12-01)

Intestinal barrier function and serum concentrations of rifampin, isoniazid and pyrazinamide in patients with pulmonary tuberculosis
by: Mônica C. Façanha, et al.

Investigating the Spectrum of Biological Activity of Substituted Quinoline-2-Carboxamides and Their Isosteres
by: Ales Imramovsky, et al.
Published: (2012-01-01)

Tetraethyl pyrazine-2,3,5,6-tetracarboxylate
by: Yi Wang, et al.
Published: (2016-01-01)

Crystal structure of a tetrakis-substituted pyrazine compound: 2,3,5,6-tetrakis(bromomethyl)pyrazine
by: Tokouré Assoumatine, et al.
Published: (2014-08-01)

Construction of 5-(Alkylamino)-6-aryl/alkylpyrazine-2,3-dicarbonitriles via the One-Pot Reaction of Alkyl Isocyanides with Aryl/Alkyl Carbonyl Chlorides and Diaminomaleonitrile: Fluorescence and Antimicrobial Activity Evaluation
by: Amal Al-Azmi, et al.
Published: (2022-11-01)

Pyrazine contents in four red grape varietes cultivated in warm climate
by: Raquel Romero, et al.
Published: (2006-12-01)

2-(Pyrazin-2-yliminomethyl)phenol
by: Abdullah Mohamed Asiri
Published: (2008-05-01)

Synthesis and properties of new polyamide-organoclay nanocomposites containing pyrazine moiety in the main chain
by: Faghihi Khalil, et al.
Published: (2012-09-01)

N,N′-Bis(pyrazin-2-ylmethyl)pyrazine-2,3-dicarboxamide
by: Zhaodong Wang, et al.
Published: (2016-10-01)

Pharmacokinetic assessment of pyrazinamide and pyrazinoic acid in carbon tetrachloride-induced liver injury model in Wistar Rats
by: Swati Sharma, et al.
Published: (2023-01-01)

Synthesis of 2-methoxy-6-(pyrazin-2-ylimino methyl) phenol and its antibacterial activitity
by: N. Hadi, et al.
Published: (2004-02-01)

Scientific Opinion on Flavouring Group Evaluation 50, Revision 1 (FGE.50Rev1): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17Rev2 (2010)
by: EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
Published: (2011-05-01)

Flavouring Group Evaluation 50 (FGE.50): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) ‐ Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
by: European Food Safety Authority (EFSA)
Published: (2008-03-01)

Convenient one-step synthesis of alkoxy substituted pyrazine derivatives
by: Yabin Song, et al.
Published: (2021-01-01)

Investigating the Activity Spectrum for Ring-Substituted 8-Hydroxyquinolines
by: Aidan Coffey, et al.
Published: (2010-01-01)