Synthesis and biological evaluation of new Mannich and Schiff bases containing 1,2,4-triazole and 1,3,4-oxadiazole nucleus

5-(Pyridine-3-yl)-1,3,4-oxadiazole-2-thiole 2, obtaining starting from nicotinic acid hydrazide were converted to the corresponding Mannich bases ( 3a – c ) by the reaction with several heterocyclic amines in the presence of formaldehyde. 1,2,4-Triazole-3-thiole, ( 4 ) prepared from 1,3,4-oxadiazole...

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Bibliographic Details
Published in:Medicinal chemistry research 2016-09, Vol.25 (9), p.1958-1970
Main Author: Ceylan, Sule
Format: Article
Language:English
Subjects:
Aldehydes
Amines
Antiinfectives and antibacterials
Biochemistry
Biomedical and Life Sciences
Biomedicine
Cell Biology
Heterocyclic amines
Imines
Morpholine
Nicotinic acid
Original Research
Oxadiazoles
Pharmacology/Toxicology
Pyridines
Thiomorpholine
Triazoles
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Summary:5-(Pyridine-3-yl)-1,3,4-oxadiazole-2-thiole 2, obtaining starting from nicotinic acid hydrazide were converted to the corresponding Mannich bases ( 3a – c ) by the reaction with several heterocyclic amines in the presence of formaldehyde. 1,2,4-Triazole-3-thiole, ( 4 ) prepared from 1,3,4-oxadiazole-2-thiole ( 2 ) was converted to the corresponding Mannich bases ( 5a – e ) by several steps. The synthesis of Schiff bases ( 6a – d ) was performed from the reaction of the corresponding triazol-3-thioles with various aromatic aldehydes. The treatment of Schiff bases containing 1,2,4-triazoles 6c and 6d with morpholine or thiomorpholine generated the corresponding Mannich bases 7a , b and 8a , b . The synthesized compounds were screened for their antimicrobial, antilipase, and antiurease activities. Some of them were found to possess good-moderate antimicrobial, antiurease, and/or antilipase activity.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-016-1640-9