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), 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.

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Main Authors: HU,XIAO-MING, XUE,LING-WEI, ZHAO,GAN-QING, YANG,WEI-CHUN
Format: Digital revista
Language:English
Published: Sociedad Chilena de Química 2015
Online Access:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072015000300004
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spelling 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
institution SCIELO
collection OJS
country Chile
countrycode CL
component Revista
access En linea
databasecode rev-scielo-cl
tag revista
region America del Sur
libraryname SciELO
language English
format Digital
author HU,XIAO-MING
XUE,LING-WEI
ZHAO,GAN-QING
YANG,WEI-CHUN
spellingShingle 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
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
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.
publisher Sociedad Chilena de Química
publishDate 2015
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072015000300004
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