89445-58-9Relevant academic research and scientific papers
Synthesis and cytotoxic activity of novel 4-amino-5-cyano-2-sulfonylpyrimidines
Bunev, Alexander S.,Gasanov, Rovshan E.,Khochenkov, Dmitry A.,Khochenkova, Yulia A.,Machkova, Yulia S.,Stepanova, Eugenia V.
, p. 604 - 606 (2020/10/09)
Novel 4-amino-5-cyano-2-sulfonylpyrimidines were prepared based on three-component cyclization between isothiouronium salts, benzaldehydes and malononitrile, followed by oxidation of the sulfide moiety with Oxone. The cytotoxic activity of the synthesized compounds, as well as the induction of apoptosis, inhibition of the cell cycle and proliferation tests were performed on selected cancer cell lines A431, A549, A375, HCT 116, MCF7, LNCap and SH-SY5Y.
Rapid access to novel 2-alkylthiopyrimidine derivatives and attempt of their Tacrine analogs synthesis
Derabli, Chamseddine,Boulcina, Raouf,Kirsch, Gilbert,Debache, Abdelmadjid
supporting information, p. 395 - 403 (2019/01/21)
A variety of novel 2-alkylthiopyrimidines were synthesized through simple condensation of arylidenemalononitriles with different 2-alkylthiouronium halide derivatives catalyzed by anhydrous potassium carbonate (K2CO3). The reactions have been carried out under mild conditions in i-PrOH, and the products were obtained in moderate to good yields with a simple work-up method. Subsequently, some examples of these compounds have been converted into Tacrine analogs by applying the Friedl?nder reaction.
Facile Synthesis of Some Novel Tetrasubstituted 2,4-Diaminopyrimidine Derivatives in Aqueous Glucose Solution as a Fully Green Medium and Promoter
Aryan, Reza,Beyzaei, Hamid,Sadeghi, Fatemeh
, p. 1963 - 1969 (2016/11/24)
A novel environmentally benign method toward the synthesis of some novel tetrasubstituted 2,4-diaminopyrimidine derivatives using an aqueous glucose-mediated one-pot three-component reaction of malononitrile with various benzaldehyde and amidine derivatives is reported. Some pyrimidine derivatives possessing α-amino acid moiety were synthesized by the present protocol for the first time. This protocol offers advantages including facile reaction conditions, using naturally occurring glucose as promoter and water as solvent, simple work-up, relatively short reaction times, and high yields of the products.
Synthesis of N2-arylaminopyrimidine-5-carbonitrile derivatives via SNAr amination reaction
Rostamizadeh, Shahnaz,Nojavan, Masoomeh,Aryan, Reza
, p. 152 - 156 (2015/01/30)
An efficient and high-yielding synthesis of N2-arylaminopyrimidine-5-carbonitrile derivatives starting from arylamines and 2-methylthio-pyrimidine-5-carbonitrile derivatives has been developed in the presence of cesium carbonate as basic reagent. This new protocol showed high chemical tolerance for a range of functional groups, and only the methylthio substituent on C2 of the pyrimidine ring was replaced with arylamine derivatives under the reaction conditions.
An environmentally benign multicomponent synthesis of some novel 2-methylthio pyrimidine derivatives using MCM-41-NH2 as nanoreactor and nanocatalyst
Rostamizadeh, Shahnaz,Nojavan, Masoomeh
, p. 418 - 422 (2014/04/17)
Some novel 4-amino-6-aryl-2-methylthio pyrimidine-5-carbonitrile derivatives were synthesized through a one-pot three-component reaction of an aldehyde, malononitrile, and S-methylisothiouronium iodide, using MCM-41-NH 2 as nanoreactor and nanocatalyst. This protocol has some advantages including application of readily available and nonhazardous materials, benign reaction conditions (ambient temperature, solvent-free, and one-pot approach), easy work-up, and high overall yields of the products.
An efficient multicomponent reaction for synthesis of 4-amino-6-aryl-2- alkylthiopyrimidine-5-carbonitrile derivatives
Rong, Liangce,Xia, Sheng,Yin, Shan,Tao, Shimin,Zha, Yunyun,Tu, Shujiang
, p. 3699 - 3707 (2013/10/22)
An efficient and facile synthesis of thiosubstituted pyrimidine derivatives (4-amino-6-aryl-2-alkylthiopyrimidine-5-carbonitrile derivatives) by one-pot multicomponent reaction of aromatic aldehydes, malononitrile, and S-methylisothiouronium sulfate (or S
REACTIONS WITH 2-METHYLTHIOPYRIMIDINES, SYNTHESIS OF SOME NEW FUSED PYRIMIDINES
El-Reedy, A. M.,Hussain, S. M.,Ali, A. S.,Abdel-Motty, F.
, p. 231 - 236 (2007/10/02)
4-Chloro-2-methylthio -6-phenylpirimidine-5-carbonitrile (II) reacts with hydrazine hydrate to yield the 2,4-dihydrazino derivative (IIId).Compound IIId reacts with nitrous acid to give ditetrazolopyrimidine (VI) and with carbon disulphide to form pyrazolo-s-triazolopyrimidine (VII).The reaction of II with phenylhydrazine affords directly the pyrazolo-pyrimidinederivative (IV).Also, compound II reacts with anthranilic acid to form 2-methylthio-4-phenyl-6-(o-carboxyphenylamino)pyrimidine-5-carbonitrile IIIe) which can bee cyclised into 1-methylthio-10-oxo-3-phenyl-10-pyrimidoquinazoline-4-carbonitrile (IX) by heating with acetic anhydride.Key words: Methylthiopyrimidine; chloropyrimidine; hydrazinopyrimidine; pyrimidoquinazolinone.
A One Step Synthesis of New 4-Aminopyrimidine Derivatives: Preparation of Tetrazolo- and s-Triazolopyrimidines
Daboun, Hamed A.,El-Reedy, Ahmed M.
, p. 1686 - 1689 (2007/10/02)
2-Mercapto-4-amino-5-cyano-6-arylpyrimidines (1a, b), 2-hydroxy derivatives 1c, d and 2-methylmercapto derivatives 4a, b were synthesised via the reaction of either a mixture of malononitrile and aromatic aldehyde or arylidene malononitrile with thiourea,
