Category: pyrimidines

Trenker, Stefan; Grunenberg, Lars; Banerjee, Tanmay; Savasci, Goekcen; Poller, Laura M.; Muggli, Katharina I. M.; Haase, Frederik; Ochsenfeld, Christian; Lotsch, Bettina V. published the artcile< A flavin-inspired covalent organic framework for photocatalytic alcohol oxidation>, Formula: C4H4N2O5, the main research area is diethyl bis formylphenyl alloxazine covalent organic framework preparation; aryl aldehyde preparation; alc oxidation catalyst FEAx COF.

Herein, the construction and use of a novel COF (FEAx-COF) photocatalyst, inspired by natural flavin cofactors was reported. The functionality of the alloxazine chromophore incorporated into the COF backbone was retained and study the effects of this heterogenization approach by comparison with similar mol. photocatalysts. The integration of alloxazine chromophores into the framework significantly extended the absorption spectrum into the visible range, allowing for photocatalytic oxidation of benzylic alcs. to aldehydes RC(O)H [R = 4-MeC6H4, 4-MeOC6H4, 4-t-BuC6H4, 2-thienyl] even with low-energy visible light. In addition, the activity of the heterogeneous COF photocatalyst was less dependent on the chosen solvent, making it more versatile compared to mol. alloxazines. Finally, the use of oxygen as the terminal oxidant renders FEAx-COF a promising and green heterogeneous photocatalyst.

Chemical Science published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 2244-11-3 belongs to class pyrimidines, and the molecular formula is C4H4N2O5, Formula: C4H4N2O5.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Xiong, Jian; Wang, Jingjing; Hu, Guoping; Zhao, Weili; Li, Jianqi published the artcile< Design, synthesis and biological evaluation of novel, orally bioavailable pyrimidine-fused heterocycles as influenza PB2 inhibitors>, Electric Literature of 18740-39-1, the main research area is pyrimidine fused heterocycle preparation; mol docking SAR influenza PB2 inhibitor; Drug design; Influenza; Metabolic stability; PB2; Polymerase inhibitor.

With the aim to identify novel influenza PB2 inhibitors with high potency and excellent pharmacokinetic parameters, two new series of pyrimidine-fused heterocycle derivs were designed and synthesized based on two generations of co-crystal structures. Docking studies with the newly disclosed PDB structure guided the second round of rational design and led to the discovery of 3-((2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)thieno[3,2-d]pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic acid, (2S,3S)-3-((2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)thieno[2,3-d]pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic acid and (2S,3S)-3-((2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic acid as representative compounds with improved potency (EC50 < 1 nM). After pinpointing the metabolic labile site, the C-N replacement of compound (2S,3S)-3-((2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic acid successfully produced compound (2S,3S)-3-((2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic acid, which demonstrated highly improved PK properties (Cl = 1.3 mL/min/kg, PO AUC = 152 μM h at 10 mpk in mouse, F = 57%) and improved potency, emerging as a promising lead compound for the treatment of influenza A infection. European Journal of Medicinal Chemistry published new progress about Antiviral agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Electric Literature of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wang, Ruifeng; Chen, Yixuan; Zhao, Xiangxin; Yu, Sijia; Yang, Bowen; Wu, Tianxiao; Guo, Jing; Hao, Chenzhou; Zhao, Dongmei; Cheng, Maosheng published the artcile< Design, synthesis and biological evaluation of novel 7H-pyrrolo[2,3-d]pyrimidine derivatives as potential FAK inhibitors and anticancer agents>, SDS of cas: 18740-39-1, the main research area is pyrrolopyrimidine aryl pyrazolyl piperidinylamino phosphine oxide preparation antitumor agent; focal adhesion kinase inhibitor phosphine oxide pyrrolopyrimidine derivative preparation; 7H-pyrrolo[2,3-d]pyrimidine; Anticancer; Dimethylphosphine oxide; FAK inhibitor; Molecular docking; Structure-activity relationship.

A series of 7H-pyrrolo[2,3-d]pyrimidine derivatives possessing a dimethylphosphine oxide moiety I (20a-i, R5, R6, R7 = H, R3 = acylamino, sulfamoyl, phosphonomethyl, carbamoyl, amino; 25a-h, R3 = 4-piperidinylaminocarbonyl, R5 = H, halo, alkoxy, CF3, R6 = H, Me, F, R7 = H, F) and II (22a-g, R4 = Me. CHF2CH2, MeOCH2CH2, tetrahydropyranyl, piperidinyl, CH2CONMe2) were designed, synthesized and evaluated as novel Focal adhesion kinase (FAK) inhibitors. Most compounds potently suppressed the enzymic activities of FAK, with IC50 values in the 10-8-10-9 M range, and potently inhibited the proliferation of breast (MDA-MB-231) and lung (A549) cancer cell lines. The representative compound 25b (R5 = OMe, R6 = R7 = H) exhibited potent enzyme inhibition (IC50 = 5.4 nM) and good selectivity when tested on a panel of 26 kinases. Compound 25b exhibited antiproliferative activity against A549 cells (IC50 = 3.2 μM) and relatively less cytotoxicity to a normal human cell line HK2. Compound 25b also induced apoptosis and suppressed the migration of A549 cells in a concentration-dependent manner. Further profiling of compound 25b revealed it had good metabolic stability in mouse, rat and human liver microsomes in vitro and showed weak inhibitory activity against various subtypes of human cytochrome P 450. The docking study of compound 25b was performed to elucidate its possible binding modes and to provide a structural basis for further structure-guided design of FAK inhibitors.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, SDS of cas: 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

John, Joyamma published the artcile< Evaluate the hypoglycemic effect of vinca rosea leaf extracts in alloxan induced diabetic rats>, HPLC of Formula: 2244-11-3, the main research area is allaxon induced diabetic Vinca rosea leaf extract hypoglycemic effect.

The present study was carried out to evaluate the antidiabetic activity of aqueous leaf extract of Vinca rosea. The aqueous extract at high dose (300mg/100g) body weight showed a significant hypoglycemic activity. Improvement in the body weight and water and food consumption is also observed after the treatment with herbal extract

International Journal of Science and Nature published new progress about Antidiabetic agents. 2244-11-3 belongs to class pyrimidines, and the molecular formula is C4H4N2O5, HPLC of Formula: 2244-11-3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mosrin, Marc; Knochel, Paul published the artcile< Regio- and Chemoselective Multiple Functionalization of Pyrimidine Derivatives by Selective Magnesiations using TMPMgCl·LiCl>, Product Details of C4H2Br2N2, the main research area is chlorotetramethylpiperidinylmagnesium lithium chloride magnesiation pyrimidine reaction electrophile.

Successive regio- and chemoselective magnesiations of pyrimidines using TMPMgCl·LiCl furnish, after trapping with various electrophiles, highly functionalized derivatives, e.g. I, in good to excellent yields. Applications to the synthesis of antiviral and anti-inflammatory agents such as p38 and sPLA2 kinase inhibitors are reported.

Organic Letters published new progress about Chemoselectivity. 3921-01-5 belongs to class pyrimidines, and the molecular formula is C4H2Br2N2, Product Details of C4H2Br2N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Prusoff, William H.; Gaito, Raymond A. published the artcile< Effect of 6-azathymine, an analog of thymine, on the urinary excretion of uracil>, Recommanded Product: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is NUCLEOSIDES AND NUCLEOTIDES/pharmacology; URACIL/urine.

Administration of 6-azathymine, an analog of thymine, to mice resulted in the excretion of large amounts of uracil in urine. 6-Azathymine and 5-bromo-6-azauracil, but not 6-azauracil, 5-ethyl-6-azauracil or 5-propyl-6azauracil inhibited the degradation of uracil by a particle-free fraction of rat liver. The enzyme degradation of uracil was inhibited by 6-azathymine to a greater extent than by thymine.

Biochimica et Biophysica Acta, Specialized Section on Nucleic Acids and Related Subjects published new progress about Enzymes Role: BIOL (Biological Study). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Recommanded Product: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ma, Bin; Metrick, Claire M.; Gu, Chungang; Hoemberger, Marc; Bajrami, Bekim; Bame, Eris; Huang, Jiansheng; Mingueneau, Michael; Murugan, Paramasivam; Santoro, Joseph C.; Tang, Hao; Wang, Ti; Hopkins, Brian T. published the artcile< Optimization of a novel piperazinone series as potent selective peripheral covalent BTK inhibitors>, HPLC of Formula: 5018-38-2, the main research area is piperazinone antiinflammatory BTK inhibitor autoimmune disease; B cell; BTK; Covalent inhibitor; Piperazinone; Selectivity; X-ray.

BTK is a tyrosine kinase playing an important role in B cell and myeloid cell functions through B cell receptor (BCR) signaling and Fc receptor (FcR) signaling. Selective inhibition of BTK has the potential to provide therapeutical benefits to patients suffering from autoimmune diseases. Here we report the design, optimization, and characterization of novel potent and highly selective covalent BTK inhibitors. Starting from a piperazinone hit derived from a selective reversible inhibitor, we solved the whole blood cellular potency issue by introducing an electrophilic warhead to reach Cys481. This design led to a covalent irreversible BTK inhibitor series with excellent kinase selectivity as well as good whole blood CD69 cellular potency. Optimization of metabolic stability led to representative compounds like 42, which demonstrated strong cellular target occupancy and inhibition of B-cell proliferation measured by proximal and distal functional activity.

Bioorganic & Medicinal Chemistry Letters published new progress about Autoimmune disease. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, HPLC of Formula: 5018-38-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

von Angerer, S. published the artcile< Product class 12: pyrimidines>, HPLC of Formula: 6554-61-6, the main research area is review pyrimidine preparation cyclization ring transformation aromatization.

A review. Methods for preparing pyrimidines are reviewed including cyclization, ring transformation, aromatization and substituent modification.

Science of Synthesis published new progress about Aromatization. 6554-61-6 belongs to class pyrimidines, and the molecular formula is C4H2Cl2N2, HPLC of Formula: 6554-61-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Dolsak, Ana; Mrgole, Kristjan; Sova, Matej published the artcile< Microwave-assisted regioselective suzuki coupling of 2,4-dichloropyrimidines with aryl and heteroaryl boronic acids>, Application of C4H2Br2N2, the main research area is dihalopyrimidine boronic acid palladium regioselective Suzuki coupling microwave irradiation; halo arylpyrimidine preparation.

The Suzuki coupling of 2,4-dihalopyrimidines with aryl and heteroaryl boronic acids was investigated. A thorough screening of reaction conditions and the use of microwave irradiation leded to a very efficient and straightforward synthetic procedure provided arylpyrimidines in good to excellent yields. Short reaction time (15 min) and extremely low catalyst loading (0.5 mol%) were the main advantages of our tetrakis(triphenylphosphine)palladium(0) catalyzed microwave-assisted procedure, which could be used for quick and low-cost regioselective preparation of pyrimidine rings.

Catalysts published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 3921-01-5 belongs to class pyrimidines, and the molecular formula is C4H2Br2N2, Application of C4H2Br2N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Zhang, Liandi; Xin, Minhang; Shen, Han; Wen, Jun; Tang, Feng; Tu, Chongxing; Zhao, Xinge; Wei, Ping published the artcile< Five-membered heteroaromatic ring fused-pyrimidine derivatives: Design, synthesis, and hedgehog signaling pathway inhibition study>, Safety of 2,4-Dichlorothieno[2,3-d]pyrimidine, the main research area is purine pyrrolopyrimidine thienopyrimidine furopyrimidine benzamide preparation hedgehog signaling inhibition; Five-membered heteroaromatic ring fused-pyrimidine; Hedgehog signaling pathway; Inhibitors; Synthesis.

A series of novel five-membered heteroaromatic ring fused-pyrimidine derivatives I [X = N, Y = NH, NMe; X = CH, Y = NH, NMe, S; R1 = Me, R2 = H; R1 = H, R2 = 4-morpholinylmethyl, 4-methyl-1-piperazinylmethyl, 2-(4-morpholinyl)ethoxy] and II (Z = NH, NMe, O, S; the same R1 and R2), including purines, pyrrolo[2,3-d]pyrimidines, pyrrolo[3,2-d]pyrimidines, thieno[2,3-d]pyrimidines, thieno[3,2-d]pyrimidines and furo[3,2-d]pyrimidines, have been prepared and identified to be potent inhibitors of hedgehog signaling pathway. Among this new series of hedgehog signaling pathway inhibitors, most compounds exhibited significant inhibitory activity compared to vismodegib, indicating that the five-membered heteroaromatic ring fused-pyrimidines stand out as encouraging scaffolds among the currently reported structural skeletons for hedgehog signaling pathway inhibitors, deserving more exploration and further investigation.

Bioorganic & Medicinal Chemistry Letters published new progress about Hedgehog protein Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Safety of 2,4-Dichlorothieno[2,3-d]pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia