SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE
By reaction of 5-methoxysalicylaldehyde with 3-chlorobenzohydrazide and 3-methylbenzohydrazide, respectively, two structurally similar hydrazone compounds, 3-chloro-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (1) and N'-(2-hydroxy-5-methoxybenzylidene)-3-methylbenzohydrazide (2), wer...
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Sociedad Chilena de Química
2015
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oai:scielo:S0717-970720150003000042015-12-04SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDEHU,XIAO-MINGXUE,LING-WEIZHAO,GAN-QINGYANG,WEI-CHUN Hydrazone crystal structure hydrogen bonds X-ray crystallography antibacterial activity antifungal activity By reaction of 5-methoxysalicylaldehyde with 3-chlorobenzohydrazide and 3-methylbenzohydrazide, respectively, two structurally similar hydrazone compounds, 3-chloro-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (1) and N'-(2-hydroxy-5-methoxybenzylidene)-3-methylbenzohydrazide (2), were synthesized. The compounds were characterized by elemental analyses, infrared and UV-vis spectra, and single crystal X-ray diffraction. The crystal of 1 crystallizes in monoclinic space group P2/n, with unit cell dimensions a = 5.8872(8) Å, b = 31.649(2) Å, c = 7.6309(9) Å, β = 94.427(2)°, V = 1417.6(3) ų, Z = 4, R1 = 0.0462, wR2 = 0.1053. The crystal of 2 crystallizes in orthorhombic space group Pbca, with unit cell dimensions a = 10.415(1) Å, b = 9.781(1) Å, c = 29.548(2) Å, V = 3010.2(5) ų, Z = 8, R1 = 0.0519, wR2 = 0.1577. The compounds were assayed for antibacterial (Bacillus subtilis, Escherichia coli, Pseudomonas fluorescence and Staphylococcus aureus) and antifungal (Aspergillus niger and Candida albicans) activities by MTT method.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.60 n.3 20152015-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072015000300004en10.4067/S0717-97072015000300004 |
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Scielo Chile |
collection |
Scielo Chile |
language |
English |
topic |
Hydrazone crystal structure hydrogen bonds X-ray crystallography antibacterial activity antifungal activity |
spellingShingle |
Hydrazone crystal structure hydrogen bonds X-ray crystallography antibacterial activity antifungal activity HU,XIAO-MING XUE,LING-WEI ZHAO,GAN-QING YANG,WEI-CHUN SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE |
description |
By reaction of 5-methoxysalicylaldehyde with 3-chlorobenzohydrazide and 3-methylbenzohydrazide, respectively, two structurally similar hydrazone compounds, 3-chloro-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (1) and N'-(2-hydroxy-5-methoxybenzylidene)-3-methylbenzohydrazide (2), were synthesized. The compounds were characterized by elemental analyses, infrared and UV-vis spectra, and single crystal X-ray diffraction. The crystal of 1 crystallizes in monoclinic space group P2/n, with unit cell dimensions a = 5.8872(8) Å, b = 31.649(2) Å, c = 7.6309(9) Å, β = 94.427(2)°, V = 1417.6(3) ų, Z = 4, R1 = 0.0462, wR2 = 0.1053. The crystal of 2 crystallizes in orthorhombic space group Pbca, with unit cell dimensions a = 10.415(1) Å, b = 9.781(1) Å, c = 29.548(2) Å, V = 3010.2(5) ų, Z = 8, R1 = 0.0519, wR2 = 0.1577. The compounds were assayed for antibacterial (Bacillus subtilis, Escherichia coli, Pseudomonas fluorescence and Staphylococcus aureus) and antifungal (Aspergillus niger and Candida albicans) activities by MTT method. |
author |
HU,XIAO-MING XUE,LING-WEI ZHAO,GAN-QING YANG,WEI-CHUN |
author_facet |
HU,XIAO-MING XUE,LING-WEI ZHAO,GAN-QING YANG,WEI-CHUN |
author_sort |
HU,XIAO-MING |
title |
SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE |
title_short |
SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE |
title_full |
SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE |
title_fullStr |
SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE |
title_full_unstemmed |
SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N'-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE |
title_sort |
synthesis, structures, and antibacterial activities of 3-chloro-n'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide and n'-(2-hydroxy-5-methoxybenzylidene)-3-methylbenzohydrazide |
publisher |
Sociedad Chilena de Química |
publishDate |
2015 |
url |
http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072015000300004 |
work_keys_str_mv |
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_version_ |
1718445538290958336 |