Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety

Series of Schiff bases was prepared by condensing triazole with aromatic aldehydes. Aminomethylation of Schiff bases with secondary amines and substituted primary amines gave Mannich bases. Newly synthesized compounds were characterized by spectral data and elemental analysis. All compounds were tes...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2006-11, Vol.14 (22), p.7482-7489
Main Authors: Karthikeyan, Mari Sithambaram, Prasad, Dasappa Jagadeesh, Poojary, Boja, Subrahmanya Bhat, K., Holla, Bantwal Shivarama, Kumari, Nalilu Suchetha
Format: Article
Language:English
Subjects:
2,4-Dichloro-5-fluorophenyl triazole
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacokinetics
Antibacterial
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antifungal activity
Antifungal agents
Antifungal Agents - chemical synthesis
Antifungal Agents - chemistry
Antifungal Agents - pharmacokinetics
Biological and medical sciences
Chlorine - chemistry
Escherichia coli - drug effects
Fluorine - chemistry
General aspects
Gram-Positive Cocci - drug effects
Mannich base
Mannich Bases - chemical synthesis
Mannich Bases - chemistry
Medical sciences
Mitosporic Fungi - drug effects
Molecular Structure
Pharmacology. Drug treatments
Pseudomonas aeruginosa - drug effects
Schiff base
Schiff Bases - chemical synthesis
Schiff Bases - chemistry
Structure-Activity Relationship
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Summary:Series of Schiff bases was prepared by condensing triazole with aromatic aldehydes. Aminomethylation of Schiff bases with secondary amines and substituted primary amines gave Mannich bases. Newly synthesized compounds were characterized by spectral data and elemental analysis. All compounds were tested for their antimicrobial activity. A series of 2,4-dichloro-5-fluorophenyl bearing Mannich base ( 4 and 5) was prepared from triazole Schiff bases ( 3) by aminomethylation with formaldehyde and secondary/substituted primary amines. All newly synthesized compounds were screened for their antimicrobial activity. Compounds 3c, 4c, 4e and 4f exhibited promising antibacterial and compounds 3c, 5c, 5e and 5f showed good antifungal activity.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2006.07.015