186885-94-9

Upstream product

• 593-85-1 diguanidine carbonate 
• 104-88-1 4-chlorobenzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 99-91-2 para-chloroacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 6552-63-2 4'-chloro-4-methoxy-chalcone 
• 50-01-1 guanidine hydrochloride 
• 506-93-4 guanidine nitrate 
• 6552-68-7 4-chloro-4'-methoxy-chalcone 
• 3319-15-1 rac-1-(4-methoxyphenyl)-ethanol 
• 113-00-8 guanidine nitrate 
• 873-76-7 para-Chlorobenzyl alcohol 
• 85502-87-0 (E)-4'-chloro-4-methoxychalcone 

Downstream Products

• 1229405-57-5 C₁₈H₁₅ClN₄O₂ 
• 1392402-40-2 C₂₄H₁₉ClN₄O 
• 1392402-41-3 C₃₀H₂₃ClN₆O₂ 
• 1392402-42-4 C₂₉H₂₂ClN₇O₂ 
• 1226781-04-9 C₃₂H₃₃ClN₄O₁₀S 
• 1446752-11-9 C₂₇H₂₁Cl₂N₃O₃ 
• 1446752-01-7 C₂₇H₂₂ClN₃O₃ 
• 1446751-91-2 C₂₅H₂₀ClN₃O₂ 

Relevant academic research and scientific papers

Iron Catalyzed Synthesis of Pyrimidines Under Air

Herein we report an iron-catalyzed multicomponent dehydrogenative functionalization of alcohols to pyrimidines under atmospheric conditions. Using a well-defined Fe(II)-complex featuring redox noninnocent 2-phenylazo-(1,10-phenanthroline) ligand, as a cat

Photocatalytic synthesis of 2-amino-4,6-diarylpyrimidines using nanoTiO2

Photocatalytic synthesis of 2-amino-4,6-diarylpyrimidines was carried out by using nano TiO2. The method follows a green route by avoiding the use of toxic organic solvents and tedious experimental conditions. Compared with conventional methods the present strategy offers excellent yield under UV irradiation for a period of 20 min in ethanolic medium. Only a small quantity of nanocatalyst (1 mol%) is sufficient to achieve the completion of the reaction. The nanocatalyst can be reused up to four reaction cycles without much loss in the activity.

Design, synthesis, and biological evaluation of polyphenols with 4,6-diphenylpyrimidin-2-amine derivatives for inhibition of Aurora kinase A

Background: Several 4,6-diarylpyrimidin-2-amine derivatives show anticancer properties. However, their mode of action is not fully characterized. To develop potent anticancer chemotherapeutic agents, we designed and synthesized 25 4,6-diphenylpyrimidin-2-amine derivatives containing a guanidine moiety. Methods: Clonogenic long-term survival assays were performed to screen anticancer compounds. To derive the structural conditions showing good cytotoxicities against cancer cells, quantitative structure-activity relationships (QSAR) were calculated. Biological activities were determined by flow cytometry for cell cycle analysis and by immunoblot analysis for the detection of Aurora kinase A (AURKA) activity. Because 2-(2-Amino-6-(2,4-dimethoxyphenyl)pyrimidin-4-yl) phenol (derivative 12) selectively inhibited AURKA activity from the kinome assay, in silico docking experiments were performed to elucidate the molecular binding mode between derivative 12 and AURKA. Results: The pharmacophores were derived based on the QSAR calculations. Derivative 12 inhibited AURKA activity and reduced phosphorylation of AURKA at Thr283 in HCT116 human colon cancer cells. Derivative 12 caused the accumulation of the G2/M phase of the cell cycle and triggered the cleavages of caspase-3, caspase ?7, and poly(ADP-ribose) polymerase. The binding energies of 30 apo-AURKA – derivative 12 complexes obtained from in silico docking ranged from ?16.72 to ?11.63 kcal/mol. Conclusions: Derivative 12 is an AURKA inhibitor, which reduces clonogenicity, arrests the cell cycle at the G2/M phase, and induces caspase-mediated apoptotic cell death in HCT116 human colon cancer cells. In silico docking demonstrated that derivative 12 binds to AURKA well. The structure-activity relationship calculations showed hydrophobic substituents and 1-naphthalenyl group at the R2 position increased the activity. The existence of an H-bond acceptor at C-2 of the R1 position increased the activity, too.

Ultrasound-mediated synthesis, biological evaluation, docking and in vivo acute oral toxicity study of novel indolin-2-one coupled pyrimidine derivatives

The work reports ultrasound-mediated greener synthesis of 11 novel 3-(4-(4-chlorophenyl)-6-(substituted phenyl/heteryl)pyrimidin-2-ylimino)indolin-2-one (7a–7k) derivatives. The synthesized derivatives were evaluated for their in vitro anticancer activity against a panel of selected human cancer cell lines of breast (MCF-7), cervix (HeLa), prostate (PC-3) and lung (A-549). Among the tested compounds, 7b exhibited most promising in vitro anticancer activity against HeLa, PC-3 and A-549 with GI50 value 15.38, 19.67 and 4.37?μM, respectively. The compounds (7a–7k) were also screened for induction of apoptosis and morphological changes in cancer cells at their GI50 concentration. The treatment of HeLa, PC-3 and A549 cancer cells with 7b and treatment of MCF-7 cancer cells with 7h showed apoptosis and morphological changes such as cell shrinkage, cell wall deformation and reduced number of viable cells. The compound 7b has shown almost 5.00 times more selectivity for PC-3 cancer cell lines in comparison to the RWPE-1 normal prostate epithelial cells. Molecular docking study has been carried out, which replicates results of biological activity in cases of initial hits 7b, 7c and 7d, suggesting that these compounds have a potential to become lead molecules in the drug discovery process. In silico ADMET study was performed for predicting pharmacokinetic properties and toxicity profile of the synthesized compounds and expressed good oral drug-like behaviour. An in vivo acute oral toxicity study was performed using Swiss albino mice for the most active compounds 7b and 7c, and results indicate that the compounds are non-toxic in nature.

One-Pot Three-Component Synthesis of 2-Amino Pyrimidines in Aqueous PEG-400 at Ambient Temperature

Amino pyrimidines have been synthesized by a one-pot procedure under environmentally friendly reaction conditions at room temperature. The use of aqueous PEG-400 circumvents the problems associated with the toxic, hazardous organic solvents and oxidizing agents.

Synthesis and biological evaluation of some new 4-aryl-1-(4,6-diaryl pyrimidine)-2-azetidinone by conventional and microwave methods and their biological activities

4-Aryl-1-(4,6-diaryl pyrimidine)-2-azetidinone/4-aryl-3-chloro-1-(4,6- diaryl pyrimidine)-2-azetidinone were prepared by reaction of appropriate 2-(methoxy phenylideneamino)-4-diaryl pyrimidine (Schiff base) and acetyl chloride/chloroacetylchloride in dim

Synthesis and evaluation of some novel [1,2,4]triazolo[1,5-α] pyrimidine derivatives for anticancer activity

A series of 7-(4-chlorophenyl)-2-phenyl-1,7-dihydro [1,2,4] triazolo [1,5α] pyrimidine 4a-l have been synthesized and evaluated for anticancer activity. The newly synthesized compounds have been characterized by IR, 1H NMR and elemental analyse

Synthesis of 2-amino-4,6-diarylpyrimidines using inorganic solid support under microwave and ultrasound irradiation and their antibacterial activity

An expeditious method for the exclusive one-pot synthesis of 2-amino-4,6-diarylpyrimidines (3a-i) is described by the condensation of variously substituted chalcones (1a-i) with guanidine nitrate using inorganic solid support under microwave or ultrasound

Synthesis and characterization of some new 2-amino-4-(4′-substituted) -6-(4″-substituted)diphenyl pyrimidines

Synthesis and characterization of some novel 2-amino-4-(4′- substituted)-6-(4″-substituted)diphenyl pyrimidines has been carried out by the conversion of variably substituted acetophenones and benzaldehydes into corresponding chalcones followed by cyclization with guanidine hydrochloride in the presence of an oxidizing agent.

Efficient and facile three-component reaction for the synthesis of 2-amine-4,6-diarylpyrimidine under solvent-free conditions

An efficient and convenient multicomponent reaction for the preparation of 2-amine-4,6-diarylpyrimidine by aromatic aldehydes, aromatic ketones, and guanidine carbonate in the presence of sodium hydroxide under solvent-free conditions is reported. The sho