How to cite this paper: Al-Romaizan, A.N., et al. (2014) Synthesis of New Fluorine/Phosphorus Substituted 6-(2'-Amino Phenyl)-3-Thioxo-1,2,4-Triazin-5(2H, 4H)One and Their Related Alkylated Systems as Molluscicidal Agent as against the Snails Responsible for Bilharziasis Diseases.
A new biocidal agents fluorine substituted-3-thioxopyrimidine-5-carbonitriles (2-9) and/or the related fluorine substituted pyrimido (4,5-d) pyrimidines (10)(11)(12)(13)(14) were synthesized by the cycloaddition of fluorinated β-arylidine malononitriles (1a-c) followed by a nucleophilic attack against α,β-bifunctional reagents in different conditions. Structures of the fluorine targets were characterized by their elemental analysis and spectral data (UV, IR, 1 H NMR,
13C NMR and mass measurements) and further evaluated as photochemical probe for inhibition of Vitiligo, it was found that compounds 5, 9, 11 and 12 exhibited high potency over the investigated compounds.
Aim and Objective: It is known that the Lamotrigine drug has anti-inflammatory activity. So it was
the goal to prepare similar compounds containing fluorine atoms (fluorine-substituted 3,5-diamino-6-aryl-
1,2,4-triazines) as Lamotrigine drug analogs to evaluate them as an anti-inflammatory.
Materials and Methods:
The novel fluorine substituted 3,5-diamino-6-aryl-1,2,4-triazines as new Lamotrigine
analogs were prepared via aminolysis and/ or ammonolysis of the corresponding 3-thioxo-6-aryl-1,2,4-triazin-
5-ones in ethanolic media.
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Results: All the new targets were deduced upon their elemental analysis and spectral data as well as screened
as anti-inflammatory agents, where we found that the fluorinated systems 15 and 9-11 exhibited high and more
activity.
Conclusion:
Simple routes to synthesize some more novel fluorinated Lamotrigine analogs have been reported.
The new targets exhibited high and moderate anti-inflammatory probes. Presence of both amino and CF3
groups caused high biological activities of these compounds were studied.
Novel 6-(5'-fluoro-2'-diphenylphosphorylanilido)-3-hydrazino-1,2,4-trizin-5 (2H) one (3) is achieved from hydrozinolysis of the corresponding 3-thioxo-analoges 2. Compound 2 is also obtained from phosphorylation of 6-(5'-fluoro-2'-aminophenyl)-3-thioxo-1,2,4-triazin-5(2H) one (1). Novel fluorine substituted isolated and/or fused heterobicyclic nitrogen systems bearing and/or containing, 6-phosphoryl anilido-1,2,4-trizin-5 (2H) one moiety (4-22) have been synthesized from ring closure reactions of compound 3 with π-acceptors activated carbon compounds in different medium and conditions. Structures of the products are characterized by MS, IR, UV-VIS, CH, N, and 1 H/ 13 CNMR spectral data. The new products have been evaluated as potential inhibitors towards HIV-1 activity.
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