Day: November 15, 2022

Padmaja, N. published the artcileStructure of 5-methylcytosine hydrochloride, Synthetic Route of 58366-64-6, the main research area is mol structure methyl cytosine hydrochloride.

The title compound is monoclinic, space group P21/c, with a 6.431(1), b 16.132(2), c 7.030(1) Å, and β 97.33(1)°; dc = 1.48 and dm = 1.49 for Z = 4. The final R = 0.042 for 1146 reflections. At. coordinates are given. The cytosine base is protonated at N(3). The structure is stabilized by H bonds of the type N(3)-H…Cl and direct electrostatic interactions between Cl and atoms of the base. Mols. related by the c-glide are nearly parallel and are separated by ∼3.5 Å. A comparison of the stacking interactions observed in the present structure and in related mols. suggests that 5-methylation of the cytosine base generally results in reduced ring overlap.

Acta Crystallographica, Section C: Crystal Structure Communications published new progress about Crystal structure. 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Synthetic Route of 58366-64-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gardner, Evan J. published the artcileTris(pyrazolyl)borate Copper Hydroxide Complexes Featuring Tunable Intramolecular H-Bonding, Recommanded Product: Ethyl pyrimidine-2-carboxylate, the main research area is crystal structure copper pyrazolylborate pendant heterocycle arm; copper pyridyl pyrimidyl pyrazolylborate preparation intramol hydrogen bonding.

A modular synthesis provides access to new tris(pyrazolyl)borate ligands XpyMeTpK that possess a single functionalized pendant pyridyl (py) or pyrimidyl (pyd) arm designed to engage in tunable intramol. H-bonding to metal-bound functionalities. To illustrate such H-bonding interactions, [XpyMeTpCu]2(μ-OH)2 (6a-6e) complexes were synthesized from the corresponding XpyMeTpCu-OAc (5a-5e) complexes. Single crystal x-ray structures of three new dinuclear [XpyMeTpCu]2(μ-OH)2 complexes reveal H-bonding between the pendant heterocycle and bridging hydroxide ligands while the donor arm engages the Cu center in an unusual monomeric DMAPMeTpCu-OH complex. Vibrational studies (IR) of each bridging hydroxide complex reveal reduced νOH frequencies that tracks with the H-bond accepting ability of the pendant arm. Reversible protonation studies that interconvert [XpyMeTpCu]2(μ-OH)2 and [XpyMeTpCu(OH2)]OTf species indicate that the acidity of the corresponding aquo ligand decreases with increasing H-bond accepting ability of the pendant arm.

Inorganic Chemistry published new progress about Crystal structure. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Recommanded Product: Ethyl pyrimidine-2-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sharma, Lalit Kumar published the artcileLipE guided discovery of isopropylphenyl pyridazines as pantothenate kinase modulators, Related Products of pyrimidines, the main research area is isopropylphenyl pyridazine derivative panthothenate kinase lipophilic ligand efficiency; Hit-to-lead; Lipophilic ligand efficiency; Pantothenate Kinase; Pyridazine.

Pantothenate kinase (PANK) is the critical regulator of intracellular levels of CoA and has emerged as an attractive target for treating neurol. and metabolic disorders. This report describes the optimization, synthesis, and full structure-activity relationships of a new chem. series of pantothenate competitive PANK inhibitors. Potent drug-like mols. were obtained by optimizing a high throughput screening hit, using lipophilic ligand efficiency (LipE) derived from human PANK3 IC50 values to guide ligand development. X-ray crystal structures of PANK3 with index inhibitors from the optimization were determined to rationalize the emerging structure activity relationships. The anal. revealed a key bidentate hydrogen bonding interaction between pyridazine and R306′ as a major contributor to the LipE gain observed in the optimization. A tractable series of PANK3 modulators with nanomolar potency, excellent LipE values, desirable physicochem. properties, and a well-defined structural binding mode was produced from this study.

Bioorganic & Medicinal Chemistry published new progress about Crystal structure. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Knoblauch, Bernd H. A. published the artcile5-substituted UTP derivatives as P2Y2 receptor agonists, Product Details of C7H10N2O2, the main research area is UTP analog preparation phosphorylation structure activity; uracil nucleotide crystal structure; purinergic P2Y2 receptor antagonist uracil nucleotide.

A series of 5-alkyl-substituted UTP derivatives, which had been synthesized previously with a moderate degree of purity, was resynthesized, purified, and characterized. Synthetic and purification procedures were optimized. New spectroscopic data, including 13C- and 31P NMR data, are presented. Phosphorylation reactions yielded a number of side products, such as the 2′-, 3′-, and 5′-monophosphates, the 2′,3′-cyclic monophosphates, and the 2′,3′-cyclic phosphates of the 5′-triphosphates. Furthermore, raw products were contaminated with inorganic phosphates, including cyclometatriphosphate, phosphate, and pyrophosphate. The uracil nucleotides were investigated for their potency to increase intracellular calcium concentrations by stimulation of P2Y2 receptors (P2Y2R) on NG108-15 cells, a mouse neuroblastoma × glioma cell line, and in human basal epithelial airway cells, including a cystic fibrosis (CF/T43) cell line. UTP exhibited EC50 values of ca. 1 μM (in NG108-15 cells) and of 0.1 μM (in CF/T43 cells), resp. 5-Substituted UTP derivatives were agonists at the P2Y2R, but were less potent than UTP. 5-Ethyl-UTP, for example, exhibited an EC50 value of 99 μM at P2Y2R of NG108-15 cells and proved to be a full agonist. With increasing volume of the 5-substituent of UTP derivatives, P2Y2 activity decreased.

European Journal of Medicinal Chemistry published new progress about Crystal structure. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Product Details of C7H10N2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sandosham, Jessie published the artcileSyntheses of 5-alkenylpyrimidines by organotin reactions, HPLC of Formula: 84755-30-6, the main research area is stannylpyrimidine preparation coupling alkenyl bromide; vinylpyrimidine; alkenylpyrimidine; halopyrimidine coupling vinyltin; pyrimidine alkenyl.

5-Stannylpyrimidine I (R = SnBu3) (II) was prepared from I (R = Br) by lithiation at -95° and quenching with Bu3SnCl. II is used in Pd-catalyzed coupling reactions with vinyl bromides to give 5-vinylpyrimidines I (R = CH:CHR1, R1 = H, Me, Ph). The opposite reaction sequence, i.e. Pd-catalyzed coupling between 5-halopyrimidines and vinyltin derivatives, is also described. Alternatively, the 5-vinylpyrimidines have been obtained by dehydrohalogenation with CsF and by a modified Wittig reaction. 2-Methylthiopyrimidines are transformed into the 2-methoxy derivatives or 2-pyrimidinones using chloramine-T in a simple one-pot synthesis.

Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry published new progress about Coupling reaction. 84755-30-6 belongs to class pyrimidines, name is 4-Methyl-2-(methylthio)pyrimidine-5-carbaldehyde, and the molecular formula is C7H8N2OS, HPLC of Formula: 84755-30-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Henriksen, Ulla published the artcileFacile synthesis of N-(1-alkenyl) derivatives of 2,4-pyrimidinediones, Application In Synthesis of 19030-75-2, the main research area is pyrimidinedione alkenyl derivative synthesis.

N-(1-alkenyl) derivatives of 2,4-pyrimidinediones were prepared in a one pot synthesis from aldehydes and the nucleobases using trimethylsilyl trifluoromethanesulfonate (TfOTMS) as coupling reagent. Presilylation of the above nucleobases, and N6-benzoyladenine, with excess N,O-bis(trimethylsilyl)acetamide (BSA) followed by addition of one mol eq. TfOTMS yielded the N-(1-trimethylsilyloxyalkyl) derivatives

Nucleosides, Nucleotides & Nucleic Acids published new progress about Coupling reaction. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Application In Synthesis of 19030-75-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sturala, Jiri published the artcileElectron-Deficient Heteroarenium Salts: An Organocatalytic Tool for Activation of Hydrogen Peroxide in Oxidations, SDS of cas: 42839-08-7, the main research area is heteroarenium salt organocatalytic activation hydrogen peroxide oxidations.

A series of monosubstituted pyrimidinium and pyrazinium triflates and 3,5-disubstituted pyridinium triflates were prepared and tested as simple catalysts of oxidations with hydrogen peroxide, using sulfoxidation as a model reaction. Their catalytic efficiency strongly depends on the type of substituent and is remarkable for derivatives with an electron-withdrawing group, showing reactivity comparable to that of flavinium salts which are the prominent organocatalysts for oxygenations. Because of their high stability and good accessibility, 4-(trifluoromethyl)pyrimidinium and 3,5-dinitropyridinium triflates are the catalysts of choice and were shown to catalyze oxidation of aliphatic and aromatic sulfides to sulfoxides, giving quant. conversions, high preparative yields and excellent chemoselectivity. The high efficiency of electron-poor heteroarenium salts is rationalized by their ability to readily form adducts with nucleophiles, as documented by low pKR+ values (pKR+ < 5) and less neg. reduction potentials (Ered > -0.5 V). Hydrogen peroxide adducts formed in situ during catalytic oxidation act as substrate oxidizing agents. The Gibbs free energies of oxygen transfer from these heterocyclic hydroperoxides to thioanisole, obtained by calculations at the B3LYP/6-311++g(d,p) level, showed that they are much stronger oxidizing agents than alkyl hydroperoxides and in some cases are almost comparable to derivatives of flavin hydroperoxide acting as oxidizing agents in monooxygenases.

Journal of Organic Chemistry published new progress about Activation energy. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, SDS of cas: 42839-08-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Uddin, Kabir M. published the artcileNew insight into the substituent effects on the hydrolytic deamination of saturated and unsaturated cytosine, Related Products of pyrimidines, the main research area is cytosine hydrolytic deamination substituent effect thermodn property.

Ab initio calculations were carried out to understand the effect of electron donating groups (EDG) and electron withdrawing groups (EWG) at the C5 position of cytosine (Cyt) and saturated cytosine (H2Cyt) of the deamination reaction. Geometries of the reactants, transition states, intermediates, and products were fully optimized at the B3LYP/6-31G(d,p) level in the gas phase as this level of theory has been found to agree very well with G3 theories. Activation energies, enthalpies, and Gibbs energies of activation along with the thermodn. properties (ΔE, ΔH, and ΔG) of each reaction were calculated A plot of the Gibbs energies of activation (ΔG ) for C5 substituted Cyt and H2Cyt against the Hammett σ-constants reveal a good linear relationship. In general, both EDG and EWG substituents at the C5 position in Cyt results in higher ΔG and lower σ values compared to those of H2Cyt deamination reactions. C5 alkyl substituents (H, CH3, CH2CH3, CH2CH2CH3) increase ΔG values for Cyt, while the same substituents decrease ΔG values for H2Cyt which is likely due to steric effects. However, the Hammett σ-constants were found to decrease at the C5 position of cytosine (Cyt) and saturated cytosine (H2Cyt) on the deamination reaction. Both ΔG and σ values decrease for the substituents Cl and Br in the Cyt reaction, while ΔG values increase and σ decrease in the H2Cyt reaction. This may be due to high polarizability of bromine which results in a greater stabilization of the transition state in the case of bromine compared to chlorine. Regardless of the substituent at C5, the pos. charge on C4 is greater in the TS compared to the reactant complex for both the Cyt and H2Cyt. Moreover, as the charges on C4 in the TS increase compared to reactant, ΔG also increase for the C5 alkyl substituents (H, CH3, CH2CH3, CH2CH2CH3) in Cyt, while ΔG decrease in H2Cyt. In addition, anal. of the frontier MO energies for the transition state structures shows that there is a correlation between the energy of the HOMO-LUMO gap and activation energies.

International Journal of Quantum Chemistry published new progress about Activation energy. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Krivokapic, Andre published the artcileRadicals in 5-methylcytosine induced by ionizing radiation. Electron magnetic resonance for structural and mechanistic analyses, Synthetic Route of 58366-64-6, the main research area is ionizing radiation X ray 5 methylcytosine radical.

Single crystals of 5-methylcytosine hemihydrate and 5-methylcytosine hydrochloride were X-irradiated and studied at 10 K and at higher temperatures using X- and K-band EPR, ENDOR and EIE spectroscopy. In the hemihydrate crystals, four radicals were identified at 10 K, one of them being the recently reported N1-deprotonated one-electron oxidation product. The other radicals were the 3αH radical and the C6 and C5 H-addition radicals (the 5-yl and 6-yl radicals, resp.). After irradiation at 295 K, only the 3αH and the 5-yl radicals were observed In the hydrochloride crystals, at least seven different radicals were present after irradiation at 10 K. These were the N1-deprotonated one-electron oxidation product, the 3αH radical, three different one-electron reduction products, and the 5- and 6-yl radicals. DFT calculations were used to assist in assigning the observed couplings. The 3αH and 5-yl radicals were dominant after thermal annealing to room temperature In neither crystal system did the N1-deprotonated oxidation product transform into the 3αH radical upon warming. The radical yield was significantly greater after irradiation at 300 K compared to that after irradiation at 10 K followed by warming to 300 K and was also considerably greater in the hydrochloride crystals than in the hemihydrate crystals.

Radiation Research published new progress about Ionizing radiation. 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Synthetic Route of 58366-64-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Golmohammadi, Hassan published the artcileQuantitative structure-property relationship prediction of gas-to-chloroform partition coefficient using artificial neural network, Safety of Ethyl pyrimidine-2-carboxylate, the main research area is gas chloroform QSPR partition coefficient artificial neural network.

A quant. structure-property relationship (QSPR) study based on an artificial neural network (ANN) was carried out for the prediction of the gas-to-chloroform partition coefficients of a set of 338 compounds of a very different chem. nature. The genetic algorithm-partial least squares (GA-PLS) method was used as a variable selection tool. A PLS method was used to select the best descriptors and the selected descriptors were used as input neurons in neural network model. These descriptors are Gravitation index for all bonded pairs of atoms (G 2), Final heat of formation (ΔH f), Total hybridization components of the mol. dipole (μ h), DPSA-3 Difference in CPSAs (DPSA-3) and Structural Information content (order 1) (1SIC). The results obtained showed the ability of developed artificial neural networks to predict of gas-to-chloroform partition coefficients of various compounds Also this demonstrates the advantages of ANN.

Microchemical Journal published new progress about Formation enthalpy. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Safety of Ethyl pyrimidine-2-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia