Synthesis and antimycobacterial properties of N-substituted 6-amino-5-cyanopyrazine-2-carboxamides

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 4, 2011, Pages 1471-1476

  Zitko, Jan ^a   Dolezal, Martin ^a   Svobodova, Michaela ^b   Vejsova, Marcela ^a   Kunes, Jiri ^a   Kucera, Radim ^a   Jilek, Petr ^a  

^a Charles University in Prague Faculty of Pharmacy   (Czech Republic)

^b Pardubice Regional Hospital   (Czech Republic)

Author keywords

Antibacterial activity; Antifungal activity; Antitubercular agents; Pyrazinamide analogues

Indexed keywords

5 CYANO 6 (4 METHYLPIPERAZIN 1 YL)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (CYCLOHEPTYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (CYCLOHEXYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (CYCLOPENTYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (DIETHYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (ETHYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (HEPTYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (HEXYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (METHYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (OKTYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (PENTYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 (PROPYLAMINO)PYRAZINE 2 CARBOXAMIDE; 5 CYANO 6 MORPHOLINOPYRAZINE 2 CARBOXAMIDE; 6 (BUTYLAMINO) 5 CYANOPYRAZINE 2 CARBOXAMIDE; 6 (ETHYLAMINO) 5 (N ETHYLCARBAMIMIDOYL)PYRAZINE 2 CARBOXAMIDE; 6 (OCTYLAMINO) 5 (N OCTYLCARBAMIMIDOYL)PYRAZINE 2 CARBOXAMIDE; 6 AMINO 5 CYANOPYRAZINE 2 CARBOXAMIDE DERIVATIVE; 6 CHLORO 5 CYANOPYRAZINE 2 CARBOXAMIDE; ANTIMYCOBACTERIAL AGENT; FLUCONAZOLE; NYSTATIN; PYRAZINAMIDE; UNCLASSIFIED DRUG;

ABSIDIA; ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS FUMIGATUS; CANDIDA ALBICANS; CANDIDA GLABRATA; CANDIDA KRUSEI; CANDIDA TROPICALIS; DRUG STRUCTURE; DRUG SYNTHESIS; ENTEROCOCCUS; ESCHERICHIA COLI; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM AVIUM; MYCOBACTERIUM KANSASII; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; NUCLEOPHILICITY; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; STAPHYLOCOCCUS EPIDERMIDIS; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; TRICHOPHYTON; TRICHOPHYTON MENTAGROPHYTES; TRICHOSPORON BEIGELII;

AMIDES; AMINES; ANTI-BACTERIAL AGENTS; MICROBIAL VIABILITY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; PYRAZINES; STRUCTURE-ACTIVITY RELATIONSHIP;

MYCOBACTERIUM AVIUM; MYCOBACTERIUM KANSASII; MYCOBACTERIUM TUBERCULOSIS;

EID: 79951550353     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.12.054     Document Type: Article

References (18)

1. World Health Organization. Global tuberculosis control: epidemiology, strategy, financing: WHO report 2009. WHO/HTM/TB/2009.411.
2. Y. Zhang Front. Biosci. 9 2004 1136
3. Y. Zhang, and D. Mitchison Int. J. Tuberc. Lung Dis. 7 2003 6
4. Y. Zhang, M.M. Wade, A. Scorpio, H. Zhang, and Z. Sun J. Antimicrob. Chemother. 52 2003 790
5. O. Zimhony, J.S. Cox, J.T. Welch, C. Vilcheze, and W.R. Jacobs Jr. Nat. Med. 6 2000 1043
6. S.C. Ngo, O. Zimhony, W.J. Chung, H. Sayahi, W.R. Jacobs Jr., and J.T. Welch Antimicrob. Agents Chemother. 51 2007 2430
7. W.J. Chung, A. Kornilov, B.H. Brodsky, M. Higgins, T. Sanchez, L.B. Heifets, M.H. Cynamon, and J. Welch Tuberculosis (Edinb) 88 2008 410
8. S. Ancizu, E. Moreno, B. Solano, R. Villar, A. Burguete, E. Torres, S. Pérez-Silanes, I. Aldana, and A. Monge Bioorg. Med. Chem. 18 2010 2713
9. D.A. Mitchison, and P.B. Fourie Tuberculosis (Edinb) 90 2010 177
10. M. Dolezal, J. Hartl, and J. Machacek Collect. Czech. Chem. Commun. 59 1994 2562
11. M. Asai Yakugaku Zasshi 81 1961 1475
12. K. Dlabal, K. Palat, A. Lycka, and Z. Odlerova Collect. Czech. Chem. Commun. 55 1990 2493
13. L. Palek, J. Dvorak, M. Svobodova, V. Buchta, J. Jampilek, and M. Dolezal Arch. Pharm. 341 2008 61
14. H. Foks, D. Pancechowska, J. Sawlewicz, M. Buraczewska, and W. Manowska Pol. J. Pharmacol. Pharm. 26 1974 537
15. H. Foks, and M. Janowiec Pol. J. Pharmacol. Pharm. 29 1977 61
16. K. Shirai, K. Fukunishi, A. Yanagisawa, H. Takahashi, and M. Matsuoka J. Heterocycl. Chem. 37 2000 1151
17. National Committee for Clinical Laboratory Standards. Reference method for broth dilution antifungal susceptibility testing of yeast: Approved Standard, NCCLS document, M27-A; NCCLS: Villanova, PA, USA, 1997.
18. R.N. Jones, and A.L. Barry J. Clin. Microbiol. 25 1987 1920