Tag: M.W=150-200

Henderson, Scott H. published the artcileDiscovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors, Name: 4-Chloro-6-isopropylpyrimidin-2-amine, the main research area is DYRK inhibitor ligand efficient.

Dual-specificity tyrosine-regulated kinase 1A (DYRK1A) regulates the proliferation and differentiation of neuronal progenitor cells during brain development. Consequently, DYRK1A has attracted interest as a target for the treatment of neurodegenerative diseases, including Alzheimer’s disease (AD) and Down’s syndrome. Recently, the inhibition of DYRK1A has been investigated as a potential treatment for diabetes, while DYRK1A’s role as a mediator in the cell cycle has garnered interest in oncol. indications. Structure-activity relationship (SAR) anal. in combination with high-resolution X-ray crystallog. leads to a series of pyrazolo[1,5-b]pyridazine inhibitors with excellent ligand efficiencies, good physicochem. properties, and a high degree of selectivity over the kinome. Compound 11 (I) exhibited good permeability and cellular activity without P-glycoprotein liability, extending the utility of 11 in an in vivo setting. These pyrazolo[1,5-b]pyridazines are a viable lead series in the discovery of new therapies for the treatment of diseases linked to DYRK1A function.

Journal of Medicinal Chemistry published new progress about Bioactive lead compounds. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Name: 4-Chloro-6-isopropylpyrimidin-2-amine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Koroniak, Henryk published the artcileFacile large scale synthesis of 5-alkyluracils, COA of Formula: C7H10N2O2, the main research area is reduction dechlorination alkyl chlorouracil preparation; reductive dechlorination catalyst nickel aluminum alloy; alkyluracil preparation.

Cyclocondensation of alkylmalonates with urea gave alkylbarbituric acids which were treated with POCl3 to give 5-alkyl-6-chlorouracils I (R = alkyl), presumably through a 2,4,6-trichloro-5-alkylpyrimidine which is hydrolyzed. Reductive dechlorination of I with Al-Ni alloy gave the title compounds II (R = alkyl). Catalytic reduction of I with sodium borohydride was only useful for small-scale reactions.

Organic Preparations and Procedures International published new progress about Reductive dechlorination. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, COA of Formula: C7H10N2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wei, Xiao-Jing published the artcileVisible-Light-Promoted Iron-Catalyzed C(sp2)-C(sp3) Kumada Cross-Coupling in Flow, Formula: C5H5ClN2S, the main research area is Kumada cross coupling aryl chloride Grignard reagent iron catalyst; visible light Kumada cross coupling iron catalyst mechanism flow; Kumada coupling; cross-coupling; flow chemistry; iron catalysis; photocatalysis.

A continuous-flow, visible-light-promoted method has been developed to overcome the limitations of iron-catalyzed Kumada-Corriu cross-coupling reactions. A variety of strongly electron rich aryl chlorides, previously hardly reactive, could be efficiently coupled with aliphatic Grignard reagents at room temperature in high yields and within a few minutes’ residence time, considerably enhancing the applicability of this iron-catalyzed reaction. The robustness of this protocol was demonstrated on a multigram scale, thus providing the potential for future pharmaceutical application. The mechanism was studied using radical clock experiments, kinetic measurements, DFT and other techniques.

Angewandte Chemie, International Edition published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Formula: C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Klumpp, Douglas A. published the artcileElectrophilic activation of acetyl-substituted heteroaromatic compounds, Computed Properties of 66373-25-9, the main research area is electrophilic activation condensation benzene heteroaromatic compound; superacid mediated condensation heteroaromatic methyl ketone benzene.

The chem. of acetyl-substituted pyridines, thiazoles, quinoline, isoquinolines, and pyrazine, e.g., thiazole I, has been studied. These heteroarenes condense with benzene in good yields (74-96%) in the Bronsted superacid, CF3SO3H (triflic acid). Thus, reaction of I gave diphenylthiazole II in 91% yield. In these acid-catalyzed hydroxyalkylation reactions, the heteroarene compounds are significantly more reactive than acetophenone. It is proposed that the heteroarene compounds readily form dicationic electrophiles in triflic acid.

Journal of Organic Chemistry published new progress about Aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 66373-25-9 belongs to class pyrimidines, name is 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone, and the molecular formula is C7H9N3O, Computed Properties of 66373-25-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Krivokapic, Andre published the artcilePrimary oxidation products of 5-methylcytosine: methyl dynamics and environmental influences, Category: pyrimidines, the main research area is radiolytic oxidation methylcytosine ESR ENDOR methyl group tunneling rotation.

The primary oxidation product in X-irradiated single crystals of 5-methylcytosine hemihydrate and 5-methylcytosine hydrochloride has been studied at 10 K, using ESR, electron-nuclear double resonance (ENDOR), and ENDOR-induced EPR (EIE) spectroscopies. The radical is characterized by large couplings to the Me protons and appears to be deprotonated at N1 in both crystal systems. In the hydrochloride crystal the Me group is completely frozen at 10 K, whereas in the hemihydrate crystal it undergoes tunneling rotation. For the hemihydrate crystal, four ENDOR lines associated with transitions within the A and E rotational states were followed in three planes of rotation. Large ENDOR shifts as measured by saturation of the high- and low-field parts of the EPR spectrum indicate that the rotation is rather slow. Sidebands due to mixing of A and E rotational states are expected for slow rotation and were observed in both the EPR and the EIE spectra. The ENDOR shifts and the sideband frequencies indicate a tunneling splitting between 40 and 60 MHz. Estimates of the barrier to rotation in both crystalline systems were calculated using cluster and single-mol. d. functional theory methods, and the results are consistent with those obtained by anal. of the exptl. results.

Journal of Physical Chemistry A published new progress about Electron spin density (of radiolysis products). 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Csarnyi, A. H. published the artcileSeparation of 5-alkyluracils and purine bases in hydrolyzates of enzymically synthesized nucleic acids by high-performance ion-pair liquid chromatography, Name: 5-N-Propyluracil, the main research area is DNA alkyluracil purine base chromatog; high performance ion pair chromatog alkyluracil.

Reversed-phase and reversed-phase ion-pair chromatog. methods were used to determine 5-alkyluracils in the presence of purine bases (mainly adenine) in the hydrolyzates of enzymically synthesized DNA. For the reversed-phase separations, a Hypersil ODS column was used with a 2-step gradient of 0.01M KH2PO4 (pH 5.5) in 80% MeOH. The eluate was monitored at 260 nm. For the ion-pair separations, octyl sulfate was the counter-ion and the solvent composition and pH varied. The effect of ionic strength, pH, and concentration of the ion-pairing agent and MeOH on the selectivity between alkyluracils and purine bases was examined in order to simplify the routine work and to reduce the time necessary for anal. Optimal conditions could be developed for the isocratic separation of the various mixtures obtained by hydrolysis of the products of enzymic synthesis.

Journal of Chromatography published new progress about DNA Role: BIOL (Biological Study). 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Name: 5-N-Propyluracil.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Diaz, E. published the artcile2D NMR studies of the structures of the stereoselective adducts of the dehydrocostus lactone with pyrimidine derivatives, Formula: C7H10N2O2, the main research area is dehydrocostus lactone pyrimidine adduct NMR.

Anal. of 1H-1H n.O.e. effects observed for the adducts (I) (X = O, S; Y = O, NH2; Z = H, Me, F, Br, Pr, OMe), (II) and (III) on C-13 (10-18) of dehydrocostus lactone and different pyrimidine derivatives showed that H-7 and H-11 protons are in trans position. The NOESY cross peaks anal. and x-ray mol. structure of adduct I (X = Y =O, Z = H) are in excellent agreement with the exptl. data. Complete assignments of the 13C signals of some adducts based on 1D and 2D 1H and 13C NMR techniques are reported.

Spectroscopy Letters published new progress about NMR (nuclear magnetic resonance). 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Formula: C7H10N2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Petrov, Alexander P. published the artcileDatabase of free solution mobilities for 276 metabolites, Safety of 5-Methylcytosinehydrochloride, the main research area is metabolite solution electrophoretic mobility database; Capillary electrophoresis; Metabolite database; Sequential injection.

Although databases are available that provide mass spectra and chromatog. retention information for small-mol. metabolites, no publicly available database provides electrophoretic mobility for common metabolites. As a result, most compounds found in electrophoretic-based metabolic studies are unidentified and simply annotated as “”features””. To begin to address this issue, the authors analyzed 460 metabolites from a com. library using capillary zone electrophoresis coupled with electrospray mass spectrometry. To speed anal., a sequential injection method was used wherein six compounds were analyzed per run. An uncoated fused silica capillary was used for the anal. at 20° with a 0.5% (volume/volume) formic acid and 5% (volume/volume) methanol background electrolyte. A Prince autosampler was used for sample injection and the capillary was coupled to an ion trap mass spectrometer using an electrokinetically-pumped nanospray interface. The authors generated mobility values for 276 metabolites from the library (60% success rate) with an average standard deviation of 0.01 × 10-8 m2V-1s-1. As expected, cationic and anionic compounds were well resolved from neutral compounds Neutral compounds co-migrated with electroosmotic flow. Most of the compounds that were not detected were neutral and presumably suffered from adsorption to the capillary wall or poor ionization efficiency.

Talanta published new progress about Capillary zone electrophoresis. 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Safety of 5-Methylcytosinehydrochloride.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hatano, Akihiko published the artcileOne-pot approach to functional nucleosides possessing a fluorescent group using nucleobase-exchange reaction by thymidine phosphorylase, COA of Formula: C7H10N2O2, the main research area is fluorescent nucleoside preparation nucleobase exchange reaction thymidine phosphorylase.

Herein, β-selective coupling is described between a modified uracil and a deoxyribose to produce functionalized nucleosides catalyzed by thymidine phosphorylase derived from Escherichia coli. This enzyme mediates nucleobase-exchange reactions to convert unnatural nucleosides possessing a large functional group such as a fluorescent mol., coumarin or pyrene, linked via an alkyl chain at the C5 position of uracil. 5-(Coumarin-7-oxyhex-5-yn)uracil (C4U) displayed 57.2% conversion at 40% DMSO concentration in 1.0 mM phosphate buffer pH 6.8 to transfer thymidine to an unnatural nucleoside with C4U as the base. In the case of using 5-(pyren-1-methyloxyhex-5-yn)uracil (P4U) as the substrate, TP also could catalyze the reaction to generate a product with a very large functional group at 50% DMSO concentration (21.6% conversion). Docking simulations were carried out using MF myPrest for the modified uracil bound to the active site of TP. The uracil moiety of the substrate binds to the active site of TP, with the fluorescent moiety linked to the C5 position of the nucleobase located outside the surface of the enzyme. As a consequence, the bulky fluorescent moiety binding to uracil has little influence on the coupling reaction.

Organic & Biomolecular Chemistry published new progress about Enzyme functional sites, active. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, COA of Formula: C7H10N2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Guo, Chunfang published the artcileDirect C-H Difluoroalkylation of Heteroarenes with Difluoroalkyl Carboxylic Acids, Application In Synthesis of 42839-08-7, the main research area is difluoroalkylated heteroarene preparation; heteroarene difluoroalkyl carboxylic acid CH difluoroalkylation silver catalyst.

A new method for the difluoroalkylation of heteroaromatic compounds were developed by employing readily available difluoroalkyl carboxylic acids. This silver-catalyzed reaction proceeded under mild conditions and afforded a broad range of difluoroalkylated heteroarenes RCF2Ar [R = Me, Et, CH2CH2Ph; Ar = 4-CN-2-pyridyl, 4-PhO-2-pyridyl, 4-Me-2-quinolinyl, etc.] in moderate to good yields, including pyridines, pyrimidines, pyrazines, quinolines, quinoxalines as well as bioactive compounds

Asian Journal of Organic Chemistry published new progress about Fluoroalkanes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Application In Synthesis of 42839-08-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia