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Synthesis and biological testing of 3-phenyloctahydro-pyrimido[1,2-a]-s-triazine derivatives

✍ Scribed by Line Lucry; Ferdinand Enoma; François Estour; Sabine MÉnager; Olivier Lafont; Hassan Oulyadi


Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
66 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

A series of 46 3‐phenyloctahydropyrimido[1,2‐a]‐s–triazine derivatives were synthesized. This synthesis was performed via iminodimethylation of dialkylated 2‐aminopyrimidinedione synthons by substituted primary arylamines. In vitro pharmacological evaluation of these compounds is reported. One of them exhibited antifungal activity against Microsporum canis (10^−6^~50~10^−5^ mol/L), and another showed affinity for serotoninergic 5‐HT~1A~ and 5‐HT~2b~ receptors (10^−8^~50~10^−7^ mol/L).


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## Abstract 4‐Amino‐6‐methyl‐3‐(2__H__)‐thioxo‐5‐(4__H__)‐oxo‐1,2,4‐triazine (**1**) was condensed with 2‐methyl (or phenyl)‐4__H__‐3,1‐benzoxazin‐4‐one (**5a,b**) in boiling acetic acid to give compounds **8‐11**. Reacting 1 with chloroacetyl chloride afforded the corresponding chloroacetamido and