Synthesis and evolution of a novel fluorophenyl oxadiazole triazine.
Journal name: World Journal of Pharmaceutical Research
Original article title: Synthesis, spectral and biological evolution of 2 -(4 - fluorophenyl -1, 3, 4 -oxadiazol -2 –yl -5 -sulfanyl) -4 - (cyclohexylamino) -6 -(arylamino) -s -triazine.
The WJPR includes peer-reviewed publications such as scientific research papers, reports, review articles, company news, thesis reports and case studies in areas of Biology, Pharmaceutical industries and Chemical technology while incorporating ancient fields of knowledge such combining Ayurveda with scientific data.
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Summary of article contents:
Introduction
The synthesis and characterization of new s-triazine derivatives represent a significant area of research in organic chemistry, particularly due to their versatile applications in medical sciences. This article details the creation of a specific s-triazine derivative, namely 2-(4-fluorophenyl-1,3,4-oxadiazol-2-yl-5-sulfanyl)-4-(cyclohexylamino)-6-(arylamino)-s-triazine, showcasing the fundamental methodologies and techniques utilized. Synthesized compounds were characterized using various analytical techniques including FTIR spectroscopy, HNMR spectroscopy, and LCMS, followed by an assessment of their antimicrobial properties against standard drugs.
Synthesis of s-triazine Derivatives
The synthesis process involved multiple steps, starting with the preparation of 2-(4-fluorophenyl-1,3,4-oxadiazol-2-yl-5-sulfanyl)-4,6-dichloro-s-triazine from cyanuric chloride and 5-(4-fluorophenyl)-1,3,4-oxadiazole-2-thiol in THF at low temperatures. Following this, cyclohexylamine was introduced, resulting in the formation of 2-(4-fluorophenyl-1,3,4-oxadiazol-2-yl-5-sulfanyl)-4-(cyclohexylamino)-6-chloro-s-triazine. The final step involved the reaction with various aryl amines to yield the target compound. Throughout the synthesis, reactions were monitored using TLC, followed by purification through crystallization to ensure high yield and purity.
Characterization Techniques
To validate the synthesis of the new s-triazine derivatives, several characterization techniques were employed. IR spectroscopy revealed key functional group vibrations, confirming the presence of oxadiazole and s-triazine moieties. HNMR analysis provided detailed insights into the chemical environment of hydrogen atoms within the compound, showing distinctive signals that correlate with aromatic and aliphatic protons. Mass spectrometry supported the molecular weight and structural hypotheses, confirming the successful synthesis of the desired derivatives.
Antimicrobial Activity Assessment
The biological activity of the synthesized compounds was evaluated against several bacterial strains including Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. Compounds KE-2, KE-3, and KE-4 demonstrated significant antimicrobial activity, comparable to established antibiotics like Ampicillin, Tetracycline, Gentamycin, and Chloramphenicol. Other derivatives exhibited moderate activity. This highlights the potential of these newly synthesized s-triazines as candidates for further pharmacological development and as leads for new antimicrobial agents.
Conclusion
In summary, the research presents a streamlined method for synthesizing a novel s-triazine derivative, characterized by robust analytical techniques. The derivation confirmed the molecular structures, while the antimicrobial evaluations suggested that these compounds possess promising biological activity. This synthesis not only advances the understanding of s-triazine derivatives but also opens avenues for future research aimed at developing effective antimicrobial agents. Further exploration of these compounds could potentially lead to new therapeutic applications in medical science.
Original source:
This page is merely a summary which is automatically generated hence you should visit the source to read the original article which includes the author, publication date, notes and references.
K. V. Goswami, T. K. Goswami, S. P. Vyas, S. N. Prajapati and M. B. Shukla
World Journal of Pharmaceutical Research:
(An ISO 9001:2015 Certified International Journal)
Full text available for: Synthesis, spectral and biological evolution of 2 -(4 - fluorophenyl -1, 3, 4 -oxadiazol -2 –yl -5 -sulfanyl) -4 - (cyclohexylamino) -6 -(arylamino) -s -triazine.
Source type: An International Peer Reviewed Journal for Pharmaceutical and Medical and Scientific Research
Doi: 10.20959/wjpr201710-9278
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FAQ section (important questions/answers):
What is the significance of the study on s-triazine derivatives?
The study is significant as s-triazine derivatives are important intermediates in organic synthesis, widely applied in medical sciences, and exhibit potential antimicrobial activity.
What methods were used to synthesize the s-triazine derivatives?
The synthesis involved reactions of 4-fluorophenyl oxadiazole with various aryl amines, monitored by TLC, and characterized using FTIR, 1HNMR, and LCMS techniques.
How were the synthesized compounds characterized?
The synthesized compounds were characterized by spectral techniques such as FTIR, NMR, and mass spectrometry, along with elemental analysis to confirm their structures.
What types of antimicrobial activity were tested?
The antimicrobial activity was tested against bacterial strains such as Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa using standard drugs for comparison.
What results were observed for antimicrobial activity?
Compounds KE-2, KE-3, and KE-4 exhibited good antimicrobial activity, while other derivatives showed moderate activity when compared to standard drugs.
What is the melting point of the synthesized compounds?
The melting points of synthesized compounds varied, with K-E1 showing a melting point of 165-167°C, and others in the range of 143-235°C, reflecting structural differences.
Glossary definitions and references:
Scientific and Ayurvedic Glossary list for “Synthesis and evolution of a novel fluorophenyl oxadiazole triazine.”. This list explains important keywords that occur in this article and links it to the glossary for a better understanding of that concept in the context of Ayurveda and other topics.
1) Activity:
Activity in the context of this research pertains specifically to the antimicrobial properties of the synthesized compounds. The compounds were evaluated for their ability to inhibit the growth of various bacterial strains, demonstrating their potential effectiveness as antimicrobial agents in medical and pharmaceutical applications.
2) Science (Scientific):
Science is the systematic study of the structure and behavior of the physical and natural world through observation and experimentation. In this study, scientific methods are employed in the synthesis and characterization of chemical compounds, underscoring the role of chemistry in discovering new medications and understanding biological processes.
3) India:
India serves as the geographic and cultural context for this research, highlighting the contributions of Indian institutions and scientists to global pharmaceutical research. The authors, affiliated with various educational institutions in India, demonstrate the country's impactful role in advancing medicinal chemistry and drug discovery.
4) Gujarat:
Gujarat is a state in India where the authors of this research are based. The study emphasizes the academic collaboration and efforts within the state's educational institutions in contributing to the field of pharmaceutical research, specifically in the synthesis of biologically active compounds.
5) Drug:
A drug is a substance used to diagnose, cure, treat, or prevent diseases. This research focuses on synthesizing s-triazine derivatives that show potential as drugs due to their antimicrobial properties, suggesting their relevance in therapeutic applications against bacterial infections.
6) Evolution:
Evolution in this context refers to the development and advancement of synthetic methods and the characterization of new chemical compounds. It signifies the progress made in medicinal chemistry over time, leading to the discovery of novel pharmaceuticals with enhanced biological activity.
7) Water:
Water is essential in many chemical synthesis processes, including those outlined in the research. In this study, ice-cold water is used to quench reactions and facilitate the purification of resulting compounds, highlighting the role of water as a solvent and a medium in chemical procedures.
8) Antibiotic (Antibacterial):
Antibacterial properties signify the ability of a substance to prevent the growth of bacteria. The synthesized s-triazine derivatives were tested for antibacterial activity, underscoring the importance of developing new antibacterial agents in response to rising antibiotic resistance among pathogenic bacteria.
9) Discussion:
Discussion is a critical part of scientific research where the findings are interpreted, compared with existing literature, and contextualized. In this paper, the discussion section addresses the significance of the results obtained and provides insights into the implications for future research in drug development.
10) Heating:
Heating is a key process in chemical reactions that facilitates the reaction between different substances. In this study, specific temperatures are maintained during the synthesis of s-triazine derivatives, promoting the desired chemical transformations necessary for producing the final compounds.
11) Shukla (Sukla):
Shukla refers to one of the co-authors of this research, indicating the collaborative nature of the study. The contributions of various researchers, including their expertise, play a significant role in advancing knowledge in the field of pharmaceutical sciences and aiding in the synthesis of new compounds.
12) Aureus:
Aureus, specifically Staphylococcus aureus, is a pathogenic bacterium tested against the synthesized compounds in this study. The effectiveness of the synthesized drugs against such pathogens is crucial for evaluating their potential as therapeutic agents in treating bacterial infections.
13) Reason:
Reason alludes to the motivation behind conducting this research. The study aims to synthesize new compounds to address the growing need for effective antimicrobial agents, particularly in light of increasing antibiotic resistance, thus providing a compelling justification for the research.
14) Patan:
Patan is another location in Gujarat, India, associated with one of the research authors. Its inclusion underscores the regional collaboration in scientific research, contributing to the overall academic landscape and the development of pharmaceutical innovations in the area.
15) Table:
Table refers to a structured way of presenting data, such as physical properties and elemental analysis of the synthesized compounds. In research, tables summarize results concisely, allowing readers to easily compare and interpret important data related to compound characterization and yield.
16) Indu (Imdu):
Indu refers to an educational institution linked to one of the authors of the research, underscoring the role of academic institutions in fostering research and development in pharmaceutical sciences. It signifies collaborative efforts directed towards synthesizing novel compounds and contributing to scientific inquiry in India.
17) Pune:
Pune, India, is the location of the National Chemical Laboratory (NCL), where biological screening of synthesized compounds took place. The association with NCL highlights the importance of research institutions in evaluating the efficacy of new chemical entities in the ongoing fight against bacterial infections.