Synthesis and Antibacterial Activity of Some New Phenothiazine Derivatives

A series of some new phenothiazine derivatives were synthesized with the objective for evaluation as antimicrobials. The title compounds were prepared by a five step synthesis scheme. 2-Amino-6-substituted benzothiazoles (1) on diazotization afford 6-substituted benzothiazolyl-2-diazonium chlorides...

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Main Authors: Pawan Kumar Swarnkar, P. Kriplani, G. N. Gupta, K. G. Ojha
Format: Article
Language:English
Published: Wiley 2007-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2007/402673
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author Pawan Kumar Swarnkar
P. Kriplani
G. N. Gupta
K. G. Ojha
author_facet Pawan Kumar Swarnkar
P. Kriplani
G. N. Gupta
K. G. Ojha
author_sort Pawan Kumar Swarnkar
collection DOAJ
description A series of some new phenothiazine derivatives were synthesized with the objective for evaluation as antimicrobials. The title compounds were prepared by a five step synthesis scheme. 2-Amino-6-substituted benzothiazoles (1) on diazotization afford 6-substituted benzothiazolyl-2-diazonium chlorides (2). Reaction of 2 with cold solution of β-naphthol in dilute NaOH furnishes α-(2-diazo-6-substituted benzothiazolyl)- β-sodionaphthoxides (3) which on acidification with concentrated HCl gives α-(2-diazo-6-substituted benzothiazolyl)-β-naphthols (4). Reaction of 4 with p-substituted anilines gives α-(2-diazo-6-substituted benzothiazolyl)-β-(p-substituted anilino) naphthalenes (5). This synthesis besides by using conventional methods was also attempted using microwave. Fusion of 5 with sulphur in presence of iodine results in α-(2-diazo-6-substituted benzothiazolyl)-6- substituted [2, 3-b] benzophenothiazines(6). The structures of all these compounds have been supported by elemental analysis and their spectral studies. All synthesized compounds were tested for their antibacterial activity using standard drugs.
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spelling doaj-art-62e7c7d4b6744232bcf98870ca227dcc2025-02-03T01:22:10ZengWileyE-Journal of Chemistry0973-49452090-98102007-01-0141142010.1155/2007/402673Synthesis and Antibacterial Activity of Some New Phenothiazine DerivativesPawan Kumar Swarnkar0P. Kriplani1G. N. Gupta2K. G. Ojha3Department of Pure and Applied Chemistry, Maharshi Dayanand Saraswati University, Ajmer, Rajasthan, 305009, IndiaDepartment of Pure and Applied Chemistry, Maharshi Dayanand Saraswati University, Ajmer, Rajasthan, 305009, IndiaDepartment of Pure and Applied Chemistry, Maharshi Dayanand Saraswati University, Ajmer, Rajasthan, 305009, IndiaDepartment of Pure and Applied Chemistry, Maharshi Dayanand Saraswati University, Ajmer, Rajasthan, 305009, IndiaA series of some new phenothiazine derivatives were synthesized with the objective for evaluation as antimicrobials. The title compounds were prepared by a five step synthesis scheme. 2-Amino-6-substituted benzothiazoles (1) on diazotization afford 6-substituted benzothiazolyl-2-diazonium chlorides (2). Reaction of 2 with cold solution of β-naphthol in dilute NaOH furnishes α-(2-diazo-6-substituted benzothiazolyl)- β-sodionaphthoxides (3) which on acidification with concentrated HCl gives α-(2-diazo-6-substituted benzothiazolyl)-β-naphthols (4). Reaction of 4 with p-substituted anilines gives α-(2-diazo-6-substituted benzothiazolyl)-β-(p-substituted anilino) naphthalenes (5). This synthesis besides by using conventional methods was also attempted using microwave. Fusion of 5 with sulphur in presence of iodine results in α-(2-diazo-6-substituted benzothiazolyl)-6- substituted [2, 3-b] benzophenothiazines(6). The structures of all these compounds have been supported by elemental analysis and their spectral studies. All synthesized compounds were tested for their antibacterial activity using standard drugs.http://dx.doi.org/10.1155/2007/402673
spellingShingle Pawan Kumar Swarnkar
P. Kriplani
G. N. Gupta
K. G. Ojha
Synthesis and Antibacterial Activity of Some New Phenothiazine Derivatives
E-Journal of Chemistry
title Synthesis and Antibacterial Activity of Some New Phenothiazine Derivatives
title_full Synthesis and Antibacterial Activity of Some New Phenothiazine Derivatives
title_fullStr Synthesis and Antibacterial Activity of Some New Phenothiazine Derivatives
title_full_unstemmed Synthesis and Antibacterial Activity of Some New Phenothiazine Derivatives
title_short Synthesis and Antibacterial Activity of Some New Phenothiazine Derivatives
title_sort synthesis and antibacterial activity of some new phenothiazine derivatives
url http://dx.doi.org/10.1155/2007/402673
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AT gngupta synthesisandantibacterialactivityofsomenewphenothiazinederivatives
AT kgojha synthesisandantibacterialactivityofsomenewphenothiazinederivatives