Pyrimidines

Strop, P. published the artcileSeparation of alkyl derivatives of uracil by solvophobic adsorption chromatography on Spheron, Safety of 5-N-Propyluracil, the main research area is uracil derivative chromatog; pyrimidine derivative chromatog.

Derivatives of such related substances as cytosine, uracil, thymine, 6-methyluracil, 5-ethyluracil, 5-propyluracil, 5-isopropyluracil, 5-cyclopropyluracil, 5-allyluracil, 5,6-trimethyleneuracil, 6-cyclopropyluracil, 5-cyclobutyluracil and 5-tert-butyluracil were separated on a column of Spheron P-300. Retention on the column was found to depend on the size of the nonpolar part of the mol. The chromatog. behavior was analyzed according to the theory of solvophobic chromatog.

Journal of Chromatography published new progress about Liquid chromatography. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Safety of 5-N-Propyluracil.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Raju, I. V. Soma published the artcileA stability indicating LC method for lopinavir, Safety of (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, the main research area is lopinavir determination reverse phase liquid chromatog.

An isocratic reverse phase liquid chromatog. (RP-LC) assay method was developed for the quant. determination of lopinavir in bulk drug and in pharmaceutical dosage form, used to treat antiviral. The developed method is also applicable for the related substances determination The chromatog. separation was achieved on Agilent Zorbax SB-C18 250 × 4.6 mm, 5 μm. The LC method employs solution A as mobile phase. The solution A contains a mixture of phosphate buffer pH 4.0: acetonitrile (55:45, volume/volume). The flow rate was 1.5 mL/min-1 and the detection wavelength was 210 nm. In the developed HPLC method the resolution between lopinavir and its potential impurities Imp-1, Imp-2, Imp-3, and Imp-4 is >10.0. The drug was subjected to stress conditions of hydrolysis, oxidation, photolysis, and thermal degradation Considerable degradation occurs in thermal, UV, acid medium, and oxidative stress conditions. The stress samples were assayed against a qualified reference standard and the mass balance was found close to 99.7%. The developed RP-LC method was validated with respect to linearity, accuracy, precision, and robustness.

Analytical Chemistry: An Indian Journal published new progress about Drug delivery systems. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Safety of (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

White, James D. published the artcileAsymmetric Synthesis of Epicylindrospermopsin via Intramolecular Nitrone Cycloaddition. Assignment of Absolute Configuration, SDS of cas: 36847-11-7, the main research area is epicylindrospermopsin asym synthesis absolute configuration; cycloaddition nitrone asym synthesis epicylindrospermopsin; crystal mol structure methoxypyrimidinyl hydroxypiperidinopyrimidinone.

A synthesis of (-)-epicylindrospermopsin (I) was completed that establishes its absolute configuration and corroborates the corrected structural assignment previously made to this toxin by Weinreb et al. The hydroxylamine (3S,4S)-4-BrC6H4CH2OCH2CH(NHOH)CHMeCH:CH2, prepared from 4-bromobenzyloxyacetaldehyde, was condensed with aldehyde II, obtained in nine steps from (R)-methionine, to give nitrone III. Intramol. cycloaddition of III proceeded stereoselectively to yield an oxazabicyclo[2.2.1]heptane, which after reduction and deprotection afforded an hydroxy piperidine derivative The latter was transformed via its cyclic urea to the inverted C12 alc., and the derived azide was cyclized to produce the guanidine moiety of IV. Final sulfation of the C12 hydroxyl group furnished (-)-I. An x-ray anal. of a crystalline diol intermediate determined the relative stereostructure.

Journal of the American Chemical Society published new progress about Absolute configuration. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, SDS of cas: 36847-11-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sakamoto, Takao published the artcileStudies on pyrimidine derivatives. XVI. Site selectivity in the homolytic substitution of simple pyrimidines, Recommanded Product: 1-(6-Methylpyrimidin-4-yl)ethanone, the main research area is substitution homolytic pyrimidine; acylation pyrimidine homolytic; hydroxymethylation pyrimidine homolytic; oxidation methylpyrimindine; crosscoupling reaction methylpyrimidine; coupling reaction methylpyrimidine cross; amidation methylpyrimidine; ethoxycarbonylation methylpyrimidine; ketone pyrimidine; amide pyrimidine.

Pyrimidines in which both the 2- and 4-positions are free showed site selectivity in their reactions with radicals generated in redox systems. Thus treating 6-phenyl- (I), 6-methylpyrimidine, and 5,6,7,8-tetrahydroquinazoline with radicals, e.g. RC•O, R2NC•O, EtO2C•, •CH2OH, gave predominantly the 4-substituted products. Only the reaction of I with Me2NC•O gave any 2-substituted products.

Chemical & Pharmaceutical Bulletin published new progress about Cross-coupling reaction. 67073-96-5 belongs to class pyrimidines, name is 1-(6-Methylpyrimidin-4-yl)ethanone, and the molecular formula is C7H8N2O, Recommanded Product: 1-(6-Methylpyrimidin-4-yl)ethanone.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hughes, David D. published the artcileOne or two-step Bohlmann-Rahtz heteroannulation of 6-aminouracil derivatives for the synthesis of pyrido[2,3-d]pyrimidines, Formula: C8H7N3O2, the main research area is aminouracil alkynone Bohlmann Rahtz heteroannulation; pyrido pyrimidine preparation.

The Michael addition-cyclodehydration of a 6-aminouracil and alkynone proceeds to give 5-deazapterin derivatives with total control of regiochem. This simple and facile cyclocondensation process is catalyzed by zinc(II) bromide or ytterbium(III) trifluoromethanesulfonate at 110°, providing the heteroannulated products in up to 94% yield.

Synlett published new progress about Bohlmann-Rahtz reaction. 36075-35-1 belongs to class pyrimidines, name is 7-Methylpyrido[2,3-d]pyrimidine-2,4-diol, and the molecular formula is C8H7N3O2, Formula: C8H7N3O2.

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

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

Wodynski, Artur published the artcileInterpretation of the Longitudinal 13C Nuclear Spin Relaxation and Chemical Shift Data for Five Bromoazaheterocycles Supported by Nonrelativistic and Relativistic DFT Calculations, Computed Properties of 36847-11-7, the main research area is longitudinal carbon nuclear spin relaxation chem shift bromoazaheterocycle.

The longitudinal relaxation times of 13C nuclei and NOE enhancement factors for 2-bromopyridine (1), 6-bromo-9-methylpurine (2), 3,5-dibromopyridine (3), 2,4-dibromopyrimidine (4), and 2,4,6-tribromopyrimidine (5) were measured at 25° and B0 = 11.7 T. The most important contributions to the overall relaxation rates of nonbrominated carbons, i.e., the relaxation rates due to the 13C-1H dipolar interactions and the shielding anisotropy mechanism, were separated out. For 3 and 5, addnl., the T2,q(14N) values were established from 14N NMR line widths. All of these data were used to determine rotational diffusion tensors for the studied mols. The measured saturation recovery curves of brominated carbons were decomposed into two components to yield relaxation times, which after proper corrections provided parameters characterizing the scalar relaxation of the 2nd kind for 13C nuclei of 79Br- and 81Br-bonded carbons. These parameters and theor. calculated quadrupole coupling constants for Br nuclei have allowed the values of 1-bond 13C-79Br spin-spin coupling constants to be calculated Independently, the coupling constants and magnetic shielding constants of the C nuclei were calculated theor. using the nonrelativistic and relativistic DFT methods F/6-311++G(2d,p)/PCM and so-ZORA/F/TZ2P/COSMO (F = BHandH or B3LYP), resp. The agreement between the exptl. and theor. values of these parameters is remarkably dependent on the theor. method used.

Journal of Physical Chemistry A published new progress about Magnetic relaxation (13C). 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, Computed Properties of 36847-11-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Javaid, Z. Z. published the artcilePyrimidine nucleobase ligands of orotate phosphoribosyltransferase from Toxoplasma gondii, Synthetic Route of 19030-75-2, the main research area is orotate phosphoribosyltransferase pyrimidine nucleobase ligand Toxoplasma.

Sixty-seven pyrimidine nucleobase analogs were evaluated as ligands of Toxoplasma gondii orotate phosphoribosyltransferase (OPRTase, EC 2.4.2.10) by measuring their ability to inhibit this enzyme in vitro. Apparent Ki values were determined for compounds that inhibited T. gondii OPRTase by greater than 20% at a concentration of 400 μM. 1-Deazaorotic acid (0.47 μM) and 5-azaorotic acid (2.1 μM) were found to bind better (8.3- and 1.9-fold, resp.) to T. gondii OPRTase than orotic acid, the natural substrate of the enzyme. Based on these results, a structure-activity relationship of ligand binding to OPRTase was formulated using uracil, barbituric acid, and orotic acid as reference compounds It was concluded that the following structural features of pyrimidine nucleobase analogs were required or strongly preferred for binding: (i) an endocyclic pyridine-type nitrogen or methine at the 1-position; (ii) exocyclic oxo groups at the 2- and 4-positions; (iii) a protonated endocyclic pyridine-type nitrogen at the 3-position; (iv) an endocyclic pyridine-type nitrogen or methine at the 5-position; (v) an exocyclic hydrogen or fluorine at the 5-position; (vi) an endocyclic pyridine-type nitrogen or methine at the 6-position; and (vii) an exocyclic neg. charged or electron-withdrawing group at the 6-position. A comparison of the results from the present study with those from a previous study on mammalian OPRTase [Niedzwicki et al., Biochem Pharmacol 33: 2383-2395, 1984] identified four compounds (6-chlorouracil, 5-azaorotic acid, 1-deazaorotic acid, and 6-iodouracil) that may bind selectively to T. gondii OPRTase.

Biochemical Pharmacology published new progress about Enzyme inhibition kinetics. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Synthetic Route of 19030-75-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia