20954-77-2

Upstream product

• 1670-14-0 benzamidine monohydrochloride 
• 100-52-7 benzaldehyde 
• 109-77-3 malononitrile 
• 2700-22-3 Benzylidenemalononitrile 
• 107752-97-6 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 
• 618-39-3 benzamidin 
• 99910-32-4 (E)-1-methylthio-1,3-diphenyl-2-azabuta-1,3-diene-4,4-dicarbonitrile 

Downstream Products

• 1028469-18-2 C₂₃H₂₀N₄O 
• 1028469-26-2 C₂₁H₁₆N₄O 
• 1028469-22-8 C₂₁H₁₈N₄O 
• 969-40-4 4,6-diphenyl-1H-pyrazolo[3,4-d]pyrimidin-3-amine 

Relevant academic research and scientific papers

Synthesis and biological assessment of new pyrimidopyrimidines as inhibitors of breast cancer resistance protein (ABCG2)

Multidrug resistance constitutes a serious obstacle of the treatment success of cancer by chemotherapy. Mostly it is driven by expression of ABC transport proteins that actively efflux the anticancer agents out of the cell. This work describes the design and synthesis of 12 new pyrimidopyrimidines, as well as their inhibition of ABCG2 a transporter referred also to as breast cancer resistance protein, the selectivity versus ABCB1 (P-glycoprotein/P-gp) and ABCC1 as well as the investigation of their accumulation in single cells. From these results, N-(3,5-dimethoxyphenyl)-2-methyl-7-phenyl-5-(p-tolyl)pyrimido[4,5-d]pyrimidin-4-amine 7 h was identified as promising hit that deserves further investigation showing a selective and effective inhibition of ABCG2 with IC50 equal to 0.493 μM only 2-fold less active than Ko143.

Facile Synthesis of Some Novel Tetrasubstituted 2,4-Diaminopyrimidine Derivatives in Aqueous Glucose Solution as a Fully Green Medium and Promoter

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.

Rapid three-component synthesis of pyrimidine and pyrimidinone derivatives in the presence of Bi(NO3)3·5H2O as a mild and highly efficient catalyst

Bismuth(III) nitrate pentahydrate is found as a mild and highly efficient catalyst for the rapid synthesis of 4-amino-5-pyrimidine carbonitrile and pyrimidinone derivatives via three-component reaction of aldehydes, N-unsubstituted amidines, and malononit

A New Facile, High Yielding and Efficient Protocol for the Synthesis of Novel 4-Phenylsulfonamido-6-Aryl-2-Phenylpyrimidine-5-Carbonitrile Derivatives

A series of novel 4-phenylsulfonamido-6-aryl-2-phenylpyrimidine-5-carbonitrile derivatives have been synthesized through a two-step process. This protocol includes a facile surfactant-mediated methodology for the synthesis of 4-amino-6-aryl-2-phenylpyrimi

A novel and efficient synthesis of pyrazolo[3,4-d]pyrimidine derivatives and the study of their anti-bacterial activity

In this work 4-amino-6-aryl-2-phenyl pyrimidine-5-carbonitrile derivatives were synthesized through a one-pot, three-component reaction of an aldehyde, malononitrile and benzamidine hydrochloride, in the presence of magnetic nano Fe3O4 particles as a catalyst under solvent-free conditions. 3-Amino-6-aryl-2-phenylpyrazolo[3,4-d]pyrimidine derivatives were prepared through an efficient and environmentally friendly reaction between 4-amino-6-aryl-2-phenylpyrimidine-5-carbonitrile derivatives and hydrazine hydrate and their antibacterial activity has been evaluated.

A facile synthesis of new pyrazolo[3,4-d]pyrimidine derivatives via a one-pot four-component reaction with sodium acetate supported on basic alumina as promoter

An efficient one-pot procedure for the synthesis of 3-amino-6-aryl-2- phenylpyrazolo[3,4-d]pyrimidine derivatives, through the reaction of aldehydes, malononitrile, benzamidine hydrochloride, and hydrazine hydrate in the presence of basic alumina-supported sodium acetate (AcONa/Al2O3) under reflux conditions, is reported. This protocol has some advantages, including the use of a simple and one-pot synthetic approach to attain pyrazolo[3,4-d]pyrimidine directly from four readily available starting materials, simple workup, high overall yields of the products, and the simultaneous conversion of a NO2 to an amino group, offering an opportunity to synthesize more complex structures. Copyright

Antinociceptive pyrimidine derivatives: Aqueous multicomponent microwave assisted synthesis

Pyrimidines and their oxo-derivatives are well researched due to their anti-inflammatory, analgesic, antimicrobial, antiviral, and interferon inducing activities. New pyrimidine derivatives are therefore frequently synthesized to build up small molecule libraries for the discovery of drug candidates. Synthesis of 2,6-diaryl-4-(3H)-pyrimidinones and 2,6-diaryl-4-aminopyrimidines is traditionally a 2-day laboratory effort carried out in two steps, always using ethanol as solvent, and triethylamine as base. In this Letter, we advance a one-step alternative synthetic method with a 40 min reaction time using a microwave reactor in an aqueous media with potassium carbonate as base. The average yields were also somewhat improved. This new method thus emerges as more eco-friendly, not only because it does not employ triethylamine as base, but also due to a much reduced usage of organic solvents, leading to less harmful residues. Using this method, we synthesized twenty pyrimidine derivatives with antinociceptive activities in satisfactory chemical yields.

Granulated copper oxide nanocatalyst: A mild and efficient reusable catalyst for the one-pot synthesis of 4-amino-5-pyrimidinecarbonitriles under aqueous conditions

An efficient method for the synthesis of 4-amino-5-pyrimidinecarbonitriles by the three-component reaction of malononitrile, aldehydes, and N-unsubstituted amidines under aqueous conditions using CuO microspheres as catalyst is reported. The catalyst exhibited remarkable reusable activity. Graphical abstract: [Figure not available: see fulltext.]

ZnO Nanoparticles: A mild and efficient reusable catalyst for the one-pot synthesis of 4-amino-5-pyrimidinecarbonitriles under aqueous conditions

An efficient method for the synthesis of 4-amino-5-pyrimidinecarbonitriles by three-component reaction of malononitrile, aldehydes, and N-unsubstituted amidines, under aqueous conditions, using ZnO nanoparticles as catalyst is reported. The catalyst exhibited remarkable activity and is recyclable. Copyright

ALPHA-HELIX MIMETIC USING A 2,5-OLIGOPYRIMIDINE SCAFFOLD

Alpha-helix mimetics and associated methods of making are provided. These compounds are constructed using a 2,5-oligopyrimidine scaffold. The semi-rigid scaffold holds individual side chain-like residues in orientations that mimic the orientations of side chain residues of an ?-helical protein domain. The new scaffold is easier to make than previous scaffolds and has much more favorable physical properties than previous alpha-helix mimics. The amphiphilic alpha-helix mimetics have application for making libraries and for treating diseases or conditions effected by the inhibition or disruption of interactions with the alpha helix of a protein.