3308-24-5Relevant academic research and scientific papers
Synthesis and anticancer activity of some pyrimidine derivatives with aryl urea moieties as apoptosis-inducing agents
Bakar-Ates, Filiz,Ozmen, Nuri,Kilic-Kurt, Zühal
, (2020/07/08)
A new series of pyrimidine derivatives containing aryl urea moieties was designed and synthesized. The anticancer activities of all compounds were evaluated in vitro against colon and prostat cancer cell lines by MTT assay. Among these compounds, 4b exhibited the highest cytotoxic activity against SW480 cancer cell line with IC50 value of 11.08 μM. Mechanistic studies showed that compound 4b arrested cell cycle at G2/M phase and induced apoptosis through upregulating Bax, Ikb-α and cleaved PARP and downregulating Bcl-2 expression levels. Moreover, compound 4b induced loss of mitochondrial membrane potential in SW480 cells. These results suggest that pyrimidine with urea moieties could be a template for designing new anticancer agents.
Synthesis of 6-aryl-2,4-diamino-pyrimidines and triazines using palladium catalysed Suzuki cross-coupling reactions
Cooke,Augier de Cremiers,Rotello,Tarbit,Vanderstraeten
, p. 2787 - 2789 (2007/10/03)
The high yielding synthesis of 6-aryl-2,4-diaminopyrimidines and triazines via palladium catalysed Suzuki cross-coupling reactions of commercially available 6-chloro-2,4-diaminopyrimidine 1 or 6-chloro-2,4-diaminotriazine 8 and aryl boronic acids are desc
Allenes. Part 43. A Novel Synthesis of Pyrimidines of Potential Pharmaceutical Interest from Allenic Nitriles.
Landor, Stephen R.,Landor, Phyllis D.,Williams V. E.
, p. 2677 - 2679 (2007/10/02)
The reactions of 4,4-dialkylbuta-2,3-dienenitriles and 3-phenylpropynenitrile with quanidine and acetamide have been investigated; a number of 6-alkyl-2,4-diaminopyrimidines and 6-alkyl-2-methyl-4-aminopyrimidines as well as 2,4-diamino-6-phenylpyrimidine
The Chichibabin amination of 4-phenyl- and 4-tert-butyl-pyrimidine
Breuker, J.,Plas, H. C. van der
, p. 367 - 372 (2007/10/02)
During a study on the amination of 4-phenylpyrimidine in potassium amide/liquid ammonia it was found that the extent to which the SN(ANRORC) mechanism operates in the amination largely depends upon whether an ammonium salt is used in quenching the reaction.The composition of the ?-adduct mixture, the structure of the open-chain intermediates, the inhibition of the SN(ANRORC) mechanism and the course of the amination in apolar solvents have been investigated.In addition, it has been found that, in the amination of 4-tert-butylpyrimidine, the SN(ANRORC) mechanism occurs to only a very limited extent.
Preparation and Properties of Substituted 1,6-Dihydro-1,3,5-triazin-2,4-diamines, 1',5',6',7'-Tetrahydrospiro-2'(3'H)-imines and 6-Phenyl-2,4-pyrimidindiamine
Wendelin, Winfried,Zmoelnig, Ilse,Schramm, Hans-Wolfgang
, p. 1189 - 1202 (2007/10/02)
Guanidine reacts with cyclohexanone, cycloheptanone, acetone and 3-pentanone, resp., in a molar ratio 2:1 to give the 1,3,5-triazaspiroundeca- and dodeca-1,3-dien-2,4-diamines 3a and 3b resp. and the 6,6-dimethyl- resp. diethyl-1,6-dihydro-1,3,5-triazin-2,4-diamines 3d and 3e resp.On the contrary, action of guanidine on cyclpentanone yields not 3c, but the 1',5',6',7'-tetrahydrospiro-2'(3'H)-imines 2c, 5c and 6c resp., which are 1:2- and 1:3-condensates.Phenylacetone is transformed by guanidine (1:2) to give 6-phenyl-2,4-pyrimidindiamine (8f).The structure of the compounds cited is proved by NMR-, IR-, and (partially) mass spectra.The different courses of the formation of 3a, b, d, e, 2c, 5c and 6c resp. and 8f are also discussed.The structural formulae of some additional bases, which were synthesized from guanidine and cyclopentanone, 3-pentanone and phenylacetone resp. could not be established. - Keywords: Guanidine, reactions with ketones; Ketones, reactions with guanidine; 2,4-Pyrimidindiamine, 6-phenyl; Spiro-2'(3'H)-imine, 1',5',6',7'-tetrahydro; 1,3,5-Triazaspiroundeca- and dodeca-1,3-dien-2,4-diamine; 1,3,5-Triazine-2,4-diamines, 1,6-dihydro-6,6-dialkyl, and salts
