Novel 2-Thioxanthine and Dipyrimidopyridine Derivatives: Synthesis and Antimicrobial Activity.
Molecules
; 20(10): 19263-76, 2015 Oct 22.
Article
in En
| MEDLINE
| ID: mdl-26506337
ABSTRACT
Several fused imidazolopyrimidines were synthesized starting from 6-amino-1-methyl-2-thiouracil (1) followed by nitrosation, reduction and condensation with different aromatic aldehydes to give Schiff's base. The dehydrocyclization of Schiff's bases using iodine/DMF gave Compounds 5a-g. The methylation of 5a-g using a simple alkylating agent as dimethyl sulfate ((CH3)2SO4) gave either monoalkylated imidazolopyrimidine 6a-g at room temperature or dialkylated derivatives 7a-g on heating 6a-g with ((CH3)2SO4). On the other hand, treatment of 1 with different aromatic aldehydes in absolute ethanol in the presence of conc. hydrochloric acid at room temperature and/or reflux with acetic acid afforded bis-5,5Ì-diuracylmethylene 8a-e, which cyclized on heating with a mixture of acetic acid/HCl (11) to give 9a-e. Compounds 9a-e can be obtained directly by refluxing of Compound 1 with a mixture of acetic acid/HCl. The synthesized new compounds were screened for antimicrobial activity, and the MIC was measured.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Pyridines
/
Pyrimidines
/
Thioxanthenes
/
Anti-Bacterial Agents
Language:
En
Journal:
Molecules
Journal subject:
BIOLOGIA
Year:
2015
Document type:
Article
Affiliation country:
Egypt
Publication country:
CH
/
SUIZA
/
SUÍÇA
/
SWITZERLAND