Day: November 14, 2022

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

Yoneyama, H. published the artcileMembrane device for holding biomolecule samples for terahertz spectroscopy, Category: pyrimidines, the main research area is membrane device terahertz spectroscopy biosensor laser oligosaccharide.

A device for holding biomol. samples on a membrane allows scanning using terahertz frequency waves. Such scanning has previously been difficult due to the strong attenuation of terahertz frequency waves by water. Several types of biomols. were scanned using terahertz time domain spectroscopy (TDS), and the data showed clear differences in transmittance among the samples. This membrane device is a promising aid for research on biomols. using terahertz waves.

Optics Communications published new progress about Electrochemical biosensors. 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

Wood, Hamish C. S. published the artcileSpecific enzyme inhibitors in vitamin biosynthesis. II. Revised structures for 8-substituted pyrido[2,3d]pyrimidines, Formula: C8H7N3O2, the main research area is structure pyridopyrimidine; inhibition riboflavin synthetase pyridopyrimidine.

Condensation of 6-D-ribitylaminouracil (I) with MeCH:CMeCHO and MeCOCHMeCHO gave the pyridopyrimidines II and III resp. and not, as previously stated by T. Paterson and H. C. S. Wood, 1972, III and II resp. The structures were determined by nuclear Overhauser and photochem. degradation studies. The structures originally proposed were shown to be incorrect byenzyme inhibition studies.

Journal of the Chemical Society, Perkin Transactions 16: Organic and Bio-Organic Chemistry published new progress about Doebner-Miller cyclization. 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

Arya, V. P. published the artcilePsychoactive agents. Part VI. Synthesis and central nervous system effects of some 2-substituted 5-acetyl-4-methylpyrimidine derivatives, Product Details of C7H9N3O, the main research area is pyrimidine acetyl; central nervous system acetylpyrimidine; bactericide furylvinylpyrimidine.

The synthesis of 2-substituted 5-acetyl-4-methylpyrimidines is described. Thus, amidines and substituted guanidines react with EtOCH:C(COMe)2 to give the 5-acetyl-4-methyl-2-substituted pyrimidines I (R = NH2, MeS, morpholino, Ph, etc.). Aminolysis of I (R = MeS) with cyclic secondary amines gave I (R = piperidino, piperazino, pyrrolidino, etc.). Some of these amines were converted to their guanylhydrazones. Mannich condensation of I (R = morpholino) gave II. Some I had central nervous system and bactericidal activity.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about Cyclocondensation reaction. 66373-25-9 belongs to class pyrimidines, name is 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone, and the molecular formula is C7H9N3O, Product Details of C7H9N3O.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mosti, Luisa published the artcileReaction of 2-dimethylaminomethylene-1,3-diones with dinucleophiles. III. Synthesis of 5-acylpyrimidines and 7,8-dihydroquinazolin-5(6H)-ones, Synthetic Route of 66373-25-9, the main research area is methylaminomethylene dione cyclocondensation dinucleophile; pyridine acyl; quinazolinone dihydro.

The reaction of open-chain and cyclohexane sym-2-dimethylaminomethylene-1,3-diones with amidines and guanidine in refluxing ethanol gave, generally in good yields, acylpyrimidines I (R = Me, Me2CH, Me3C, Ph; R1 = H, Me, Ph, NH2) and dihydroquinazolinones II (X = CH2, CMe2, CHPh) resp. With formamidine (and in part acetamidine), 2-formylimino-1,3-diones, e.g., III, were formed as sole products or mixtures with pyrimidines or dihydroquinazolinones.

Journal of Heterocyclic Chemistry published new progress about Cyclocondensation reaction. 66373-25-9 belongs to class pyrimidines, name is 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone, and the molecular formula is C7H9N3O, Synthetic Route of 66373-25-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia