Abstract
N-(4-Chlorophenyl)-β-alanine was shown to be a useful synthetic intermediate for synthesis of azole heterocycles. Their structure was characterized by IR, mass, and NMR spectroscopy, and elemental analysis. Some of the synthesized compounds had antibacterial activity against Rhizobium radiobacter, as determined by use of the diffusion technique.
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Mickevičius V, Mickevičius M, Vaickelionienė R, Jakienė E (2008) Chem Technol 48:70
Jonuškienė I, Kuusienė S, Mickevičius V (2008) Chem Technol 49:53
Habashita H, Terakado M, Nakade S, Seko T (2005) β-Alanine derivatives and the use thereof. US Patent 2005/256160 A1
Sathe M, Thavaselvam D, Srivastava AK, Kaushik MP (2008) Molecules 13:432
Kanwar S, Sharm SD (2005) J Chem Res 11:705
Miller RA, Lang F, Marcune B, Zewge D, Song ZJ, Karady S (2003) Synth Commun 19:3347
Merchant JR, Clothia DS (1972) J Chem Soc Perkin Trans 1:932
Tumosiene I, Beresnevicius ZJ (2009) Chem Heterocycl Comp 1257
Vaickelioniene R, Mickevicius V, Mikulskiene G (2005) Molecules 10:407
Vaickelioniene R, Mickevicius V (2006) Chem Heterocycl Comp 862
Anusevicius K, Vaickelioniene R, Mickevicius V (2012) Chem Heterocycl Comp 1105
Vaickelioniene R, Mickevicius V (2006) Chem Heterocycl Comp 753
Mickevicius V, Vaickelioniene R, Mikulskiene G, Sewald N (2005) Chem Heterocycl Comp 874
Mickevicius V, Bylinskaite J (1996) Tetrahedron Lett 20:3489
Lau J, Behrens C, Sidelmann UG, Knudsen LB, Lundt B, Sams C, Ynddal L, Brand CL, Pridal L, Ling A, Kiel D, Plewe M, Shi S, Madsen P (2007) J Med Chem 50:113
Bittner S, Gorohovsky S, Paz-Tal Levi O, Becker JY (2002) Amino Acids 22:71
Martinez-Gomez AI, Martinez-Rodriguez S, Pozo-Dengra J, Tessaro D, Servi S, Clemente-Jimenez JM, Rodriguez-Vico F, Las Heras-Vazquez FJ (2009) Appl Environ Microbiol 75:514
Juaristi E, Soloshonok VA (2005) Enantioselective synthesis of β-aminoacids. Wiley-Interscience, New York
Gelvin SB (2000) Annu Rev Plant Phys 51:223
Namdari H, Hamzavi S, Peairs RR (2003) J Clin Microbiol 41:3998
Tzfira T, Citovsky V (2002) Trends Cell Biol 12:121
Gelvin SB (2003) Microbiol Mol Biol 67:16
Kunik T, Tzfira T, Kapulnik Y, Gafni Y, Dingwall C, Citovsky V (2001) Proc Natl Acad Sci 98:1871
Alnor D, Frimodt-Moller N, Espersen F, Frederiksen W (1994) Clin Inf Dis 18:914
Alang G, Kaur R, Kaur G, Singh A, Singla P (2010) Acta Pharm Sci 52:213
Jagessar RC, Mars A, Gomes G (2008) Nat Sci 6:24
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Anusevičius, K., Jonuškienė, I. & Mickevičius, V. Synthesis and antimicrobial activity of N-(4-chlorophenyl)-β-alanine derivatives with an azole moiety. Monatsh Chem 144, 1883–1891 (2013). https://doi.org/10.1007/s00706-013-1074-8
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DOI: https://doi.org/10.1007/s00706-013-1074-8