SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES
Owing to valuable biological activities of 1,3,4-oxadiazole, sulfamoyl and piperidine functionalities, some new 1-(4-{[(5-substituted-1,3,4-oxadiazol-2-yl) thio]methyl}benzene sulfonyl)-4-methylpiperidine (6a-o) derivatives have been introduced. The target molecules were synthesized from different a...
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| Lenguaje: | English |
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Sociedad Chilena de Química
2017
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oai:scielo:S0717-970720170001000132017-05-05SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDESAZIZ-UR-REHMAN,AHTZAZ,SAMREENABBASI,MUHAMMAD ATHARSIDDIQUI,SABAHAT ZAHRARASOOL,SHAHIDAHMAD,IRSHAD 1,3,4-oxadiazole 4-methylpiperidine antibacterial activity sulfonamide 1H-NMR EI-MS Owing to valuable biological activities of 1,3,4-oxadiazole, sulfamoyl and piperidine functionalities, some new 1-(4-{[(5-substituted-1,3,4-oxadiazol-2-yl) thio]methyl}benzene sulfonyl)-4-methylpiperidine (6a-o) derivatives have been introduced. The target molecules were synthesized from different aralkyl/aryl carboxylic acids, 1a-o, through a series of steps. First the compounds, 1a-o, were converted to heterocyclic 1,3,4-oxadiazole nucleophiles, 4a-o. Second an electrophile as 1-(4-bromomethylbenzenesulfonyl)-4-methylpiperidine (5) was synthesized from 4-methylpiperidine. Finally the target compounds, 6a-o, were prepared by reacting 4a-o with 5 in DMF and LiH. The final compounds were structurally elucidated by spectral data of IR, ¹H-NMR and EI-MS. All the compounds were screened for their antibacterial evaluation and found to exhibit valuable results.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.62 n.1 20172017-03-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072017000100013en10.4067/S0717-97072017000100013 |
| institution |
Scielo Chile |
| collection |
Scielo Chile |
| language |
English |
| topic |
1,3,4-oxadiazole 4-methylpiperidine antibacterial activity sulfonamide 1H-NMR EI-MS |
| spellingShingle |
1,3,4-oxadiazole 4-methylpiperidine antibacterial activity sulfonamide 1H-NMR EI-MS AZIZ-UR-REHMAN, AHTZAZ,SAMREEN ABBASI,MUHAMMAD ATHAR SIDDIQUI,SABAHAT ZAHRA RASOOL,SHAHID AHMAD,IRSHAD SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES |
| description |
Owing to valuable biological activities of 1,3,4-oxadiazole, sulfamoyl and piperidine functionalities, some new 1-(4-{[(5-substituted-1,3,4-oxadiazol-2-yl) thio]methyl}benzene sulfonyl)-4-methylpiperidine (6a-o) derivatives have been introduced. The target molecules were synthesized from different aralkyl/aryl carboxylic acids, 1a-o, through a series of steps. First the compounds, 1a-o, were converted to heterocyclic 1,3,4-oxadiazole nucleophiles, 4a-o. Second an electrophile as 1-(4-bromomethylbenzenesulfonyl)-4-methylpiperidine (5) was synthesized from 4-methylpiperidine. Finally the target compounds, 6a-o, were prepared by reacting 4a-o with 5 in DMF and LiH. The final compounds were structurally elucidated by spectral data of IR, ¹H-NMR and EI-MS. All the compounds were screened for their antibacterial evaluation and found to exhibit valuable results. |
| author |
AZIZ-UR-REHMAN, AHTZAZ,SAMREEN ABBASI,MUHAMMAD ATHAR SIDDIQUI,SABAHAT ZAHRA RASOOL,SHAHID AHMAD,IRSHAD |
| author_facet |
AZIZ-UR-REHMAN, AHTZAZ,SAMREEN ABBASI,MUHAMMAD ATHAR SIDDIQUI,SABAHAT ZAHRA RASOOL,SHAHID AHMAD,IRSHAD |
| author_sort |
AZIZ-UR-REHMAN, |
| title |
SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES |
| title_short |
SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES |
| title_full |
SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES |
| title_fullStr |
SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES |
| title_full_unstemmed |
SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES |
| title_sort |
synthesis, spectral analysis and antibacterial evaluation of 5-substituted-1,3,4-oxadiazol-2-yl 4-(4-methylpiperidin-1-ylsulfonyl)benzyl sulfides |
| publisher |
Sociedad Chilena de Química |
| publishDate |
2017 |
| url |
http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072017000100013 |
| work_keys_str_mv |
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1714200907051171840 |