Next Article in Journal
Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
Previous Article in Journal
The Inhibitory Potential of Thai Mango Seed Kernel Extract against Methicillin-Resistant Staphylococcus Aureus
Article Menu

Article Versions

Export Article

Open AccessArticle
Molecules 2011, 16(8), 6271-6305; doi:10.3390/molecules16086271

Design and Synthesis of Novel Antimicrobial Acyclic and Heterocyclic Dyes and Their Precursors for Dyeing and/or Textile Finishing Based on 2-N-Acylamino-4,5,6,7-tetrahydro-benzo[b]thiophene Systems

1
Department of Chemistry, Faculty of Science, Helwan University, Ain Helwan, Cairo, P.O. 11790, Egypt
2
Department of Organic Chemistry, Faculty of Pharmacy, October University for Modern Sciences and Arts, October City, P.O. 12613, Egypt
3
Department of Chemistry, Faculty of Science, Cairo University, Giza, P.O. 12311, Egypt
*
Author to whom correspondence should be addressed.
Received: 22 May 2011 / Revised: 4 July 2011 / Accepted: 4 July 2011 / Published: 26 July 2011
Download PDF [587 KB, uploaded 18 June 2014]   |  

Abstract

A series of novel polyfunctionalized acyclic and heterocyclic dye precursors and their respective azo (hydrazone) counterpart dyes and dye precursors based on conjugate enaminones and/or enaminonitrile moieties were synthesized. The dyes and their precursors are based on 2-cyano-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide, 2-ethoxycarbonyl-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide or 2-phenylcarbamoyl-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide systems as precursors. The latter compounds were used to synthesize polyfunctional thiophene-, thiazole-, pyrazole, pyridine-, pyrimidine-, oxazine-, as well as acyclic moieties. The dyes and dye precursors were characterized by elemental analysis and spectral methods. All dyes and their precursors were screened in vitro and evaluated for both their antibacterial and antifungal activities. MIC data of the novel dye systems and their respective precursors showed significant antimicrobial activity against most tested organisms. Some compounds exhibited comparable or even higher efficiency than selected standards. Dyes were applied at 5% depth for disperse dyeing of nylon, acetate and polyester fabrics. Their spectral characteristics and fastness properties were measured and evaluated.
Keywords: heterocyclic; dyes; antimicrobial activity; textile finish; fastness heterocyclic; dyes; antimicrobial activity; textile finish; fastness
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Shams, H.Z.; Mohareb, R.M.; Helal, M.H.; Mahmoud, A.-S. Design and Synthesis of Novel Antimicrobial Acyclic and Heterocyclic Dyes and Their Precursors for Dyeing and/or Textile Finishing Based on 2-N-Acylamino-4,5,6,7-tetrahydro-benzo[b]thiophene Systems. Molecules 2011, 16, 6271-6305.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top