Synthesis of Barbituric and Thiobarbituric Acids Bearing 5,6-Diphenyl-1,2,4-Triazin-3-yl Moiety as CDK2 Inhibitors of Tumor Cells
Issue:
Volume 5, Issue 4, December 2019
Pages:
76-80
Received:
27 August 2019
Accepted:
10 September 2019
Published:
11 October 2019
Abstract: Synthesis of several new diphenyl-1',2',4'-triazin-3'-yl barbituric acid are described. The method involves addition reaction of isocyanate and isothiocyanate and 3-amino-5,6-diphenyl-1,2,4-triazine (1) to give N1,N3-disubstituted urea 2 and N1,N3-disubstituted thioureas 3 and 4 respectively. Further, ring closure reactions with malonate ester give barbituric acid 5 and thiobarbituric acid 6 and 7. The Presence of the active methylene in the skeleton of compound 5-7 at C-5 are deduced by condensation with pyridine-4-carboxyladehyde to give barbituric and thiobarbituric acids (8-10). Further fluoroacylation of compounds 5-7, afforded 1-(cyclohexyl/methyl/phenyl)-3-(5',6'-diphenyl-1',2',4'-triazin-3'-yl)-5-(trifluoracetyl)-5H-barbituric/thiobarbituric acids (11-13). Synthesis compounds of the series 5-(trifluoroacetyl) barbituric acid (11) and 5-(trifluoroacetyl) thiobarbituric acids (12 and 13) were able to inhibit activity of CDK2 in a biochemical assay with IC50 values comparable to olomoucine. In addition, a pyridine side chain at C-5 (compound 9 and 10) significantly decreases CDK2 inhibitory activity.
Abstract: Synthesis of several new diphenyl-1',2',4'-triazin-3'-yl barbituric acid are described. The method involves addition reaction of isocyanate and isothiocyanate and 3-amino-5,6-diphenyl-1,2,4-triazine (1) to give N1,N3-disubstituted urea 2 and N1,N3-disubstituted thioureas 3 and 4 respectively. Further, ring closure reactions with malonate ester give...
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Synthesis, Infrared and Mössbauer Characterization of Some Chloridestannate (IV) Inorganic-organic Hybrid Complexes: Sn-Ph Bonds Cleavage
Dame Seye,
Mouhamadou Birame Diop,
Assane Toure,
Tidiane Diop,
Cheikh Abdoul Khadir Diop,
Mamadou Sidibe,
Aminata Diasse Sarr,
Libasse Diop
Issue:
Volume 5, Issue 4, December 2019
Pages:
81-85
Received:
13 February 2020
Accepted:
27 February 2020
Published:
10 March 2020
Abstract: Five new compounds are isolated from reactions carried out in solution. All the compounds are characterized by, Infrared and Mössbauer spectroscopies. Spectroscopic studies have shown the presence of different carracterristic bands, notably υ (PO) vibrations coming from triphenylphosphine oxide, with wide absorption due to the NH2 groups coming from urea and the intense doublet which show the presence of phenyl groups. The proposed structures, in the solid state, are discrete though hydrogen bonding interactions may occur. Event in this study is the dearylation evidenced, cleaved Sn-Ph bonds occurring in the presence of triphenylphosphine oxide or urea, during some reaction processes. In the presence of triphenylphosphine oxide, the dearylation is followed by the formation of Sn-Cl new bonds while in the presence of urea, the Sn-Ph bonds cleavage undergo with a deamination of the urea giving rise to the formation of Sn-N and Sn-Cl new bonds whose presence are ascertained by the Mössbauer parameters. The oxidation of tin (II) to tin (IV) as well as the coordination behavior of the oxonium, H3O+ cation is also noted in this work. In the reaction of triphenylphosphine oxide with SnCl2. 2H2O and nitric acid, we have obtained compounds in which tin has oxidized. The reactions between urea and SnPh3Cl are the site of a species exchange which can be explained by a deamination of urea and a dephenylation of SnPh3Cl Studies aimed at understanding the processes of this transformation still unknown leading to the isolation of aminochlorotin (IV) compounds and isolating their single crystals are being carried in our laboratory (LA.CHI.MI.A).
Abstract: Five new compounds are isolated from reactions carried out in solution. All the compounds are characterized by, Infrared and Mössbauer spectroscopies. Spectroscopic studies have shown the presence of different carracterristic bands, notably υ (PO) vibrations coming from triphenylphosphine oxide, with wide absorption due to the NH2 groups coming fro...
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