Category: pyrimidines

Herbich, Jerzy published the artcileIntramolecular electron transfer in 4-(dialkylamino)pyrimidines. Study in solutions and supersonic jet, Name: N,N-Dimethylpyrimidin-4-amine, the publication is Proceedings – Indian Academy of Sciences, Chemical Sciences (1992), 104(2), 117-31, database is CAplus.

The dual fluorescence (a and b) of 4-(dialkylamino)pyrimidines (4-DAAP) in solutions is explained in terms of the twisted intramol. charge transfer (TICT) state model. 4-DAAP form complexes with protic solvents: efficient radiationless depopulation is switched on by H-bonding (HB). The photoinduced electron transfer is modified by HB or by coordination to the metal ion. In nitriles, 2 emitting states of 4-(N,N-dimethylamino)pyrimidine (I) and 4-(N,N-diethylamino)pyrimidine (II) reach equilibrium In protic solvents, the fluorescences a and b are not kinetically coupled: the different ground state complexes are responsible for each band. Jet-cooled 4-DAAP show only primary excited fluorescence b. Microsolvation of pretwisted o-methylated compounds, by small polar mols., contrary to more planar I and II, gives rise to the long-wave (probably TICT) fluorescence.

Proceedings – Indian Academy of Sciences, Chemical Sciences published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Name: N,N-Dimethylpyrimidin-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Herbich, Jerzy published the artcile“Twisted” intramolecular charge-transfer states in supercooled molecules: structural effects and clustering with polar molecules, Formula: C6H9N3, the publication is Journal of Physical Chemistry (1991), 95(9), 3491-7, database is CAplus.

A study of laser-induced fluorescence and excitation spectra of jet-cooled 4-(dimethylamino)benzonitriles and 4-(dialkylamino)pyrimidines and their complexes with small polar mols. (methanol and acetonitrile). Various ground-state forms (monomers, dimers, and larger clusters) have been observed The bare mols. [except Me₂NC₆H₂Me₂(CN)-2,6,4] do not exhibit any distinct long-wave fluorescence that can be assigned to a twisted intramol. charge-transfer (TICT) state. Microsolvation of pretwisted compounds by small polar mols. gives rise to a long-wave fluorescence, which is interpreted as emission from a TICT state.

Journal of Physical Chemistry published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Formula: C6H9N3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Sparatore, Anna published the artcilePharmacological profile of a novel H₂S-releasing aspirin, Recommanded Product: N,N-Dimethylpyrimidin-4-amine, the publication is Free Radical Biology & Medicine (2009), 46(5), 586-592, database is CAplus and MEDLINE.

The pharmacol. profile of a new, safe, and effective hydrogen sulfide (H₂S)-releasing derivative of aspirin (ACS14) is described. We report the synthesis of ACS14, and of its deacetylated metabolite (ACS21), the preliminary pharmacokinetics, and its in vivo metabolism, with the H₂S blood plasma levels after i.v. administration in the rat. ACS14 maintains the thromboxane-suppressing activity of the parent compound, but seems to spare the gastric mucosa, by affecting redox imbalance through increased H₂S/glutathione formation, heme oxygenase-1 promoter activity, and isoprostane suppression.

Free Radical Biology & Medicine published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is Al2H32O28S3, Recommanded Product: N,N-Dimethylpyrimidin-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Szczepaniak, K. published the artcileMatrix isolation and DFT quantum mechanical studies of vibrational spectra of uracil and its methylated derivatives, Application In Synthesis of 608-34-4, the publication is Polish Journal of Chemistry (1998), 72(2), 402-420, database is CAplus.

The IR spectra of uracil and its derivatives in the carbonyl region are strikingly complex, and extremely sensitive to substitution, particularly at ring nitrogens. The IR spectra of uracil, 1,3-di-deuterouracil, 1-methyluracil, 3-methyluracil and 1,3-dimethyluracil were studied exptl. by low temperature (12 K) matrix isolation IR spectroscopic techniques, and theor. by DFT/B3LYP/6-31G(d,p) quantum mech. methods. Particular attention is focused on the carbonyl region and on the mech. coupling of the C2= and C4=O stretching vibrations with each other, with the N1H and N3H bending motions, and with other motions. This coupling plays a crucial role in determining the frequencies and intensities of the normal modes that determine the spectral patterns in the IR spectrum in the carbonyl region. The extreme sensitivity of the frequencies, intensities and spectral pattern in the carbonyl region to isotopic substitution and methylation (and to the intermol. interactions, particularly H bonding) is attributed, to a large extent, to changes in this coupling. The DFT calculations appear to give quite accurate values for the force constants and allow separation of simple mass effects and chem. substituent effects on the coupling. Fermi resonance in the carbonyl region is an important factor contributing to the observed complexity of this spectral region. Examination of this effect making use of the visualization of normal modes of vibration provides rules for when it may be expected to be important.

Polish Journal of Chemistry published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C13H18N2, Application In Synthesis of 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Brunetti, Bruno published the artcileSublimation Enthalpies of Some Methyl Derivatives of Uracil from Vapor Pressure Measurements, Safety of 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Journal of Chemical and Engineering Data (2000), 45(2), 242-246, database is CAplus.

The standard sublimation enthalpies for uracil, 1-methyluracil, 3-methyluracil, and 1,3-dimethyluracil, Δ_subH°(298 K) = (128 ± 2), (124 ± 5), (121 ± 4), and (118 ± 4) kJ mol^-1, resp., were determined from their vapor pressures measured by the torsion method. The results of vapor pressure measurements were fit to the following linear equations: uracil, log(p/kPa) = (12.29 ± 0.15) – (6634 ± 100) K/T (from 384 K to 494 K); 1-methyluracil, log(p/kPa) = (13.75 ± 0.15) – (6357 ± 150) K/T (from 343 K to 428 K); 3-methyluracil, log(p/kPa) = (13.59 ± 0.10) – (6210 ± 100) K/T (from 344 K to 419 K); 1,3-dimethyluracil, log(p/kPa) = (15.10 ± 0.10) – (6049 ± 100) K/T (from 311 K to 364 K). The different sublimation behavior of some compounds can be due to the presence of hydrogen bonds in their solid state.

Journal of Chemical and Engineering Data published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Safety of 3-Methylpyrimidine-2,4(1H,3H)-dione.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Pothukanuri, Srinivasu published the artcileExpanding the scope and orthogonality of PNA synthesis, SDS of cas: 172405-16-2, the publication is European Journal of Organic Chemistry (2008), 3141-3148, database is CAplus.

Peptide nucleic acids (PNAs) hybridize to natural oligonucleotides according to Watson and Crick base-pairing rules. The robustness of PNA oligomers and ease of synthesis have made them an attractive platform to encode small or macromols. for microarraying purposes and other applications based on programmable self assembly. A cornerstone of these endeavors is the orthogonality of PNA synthesis with other chemistries. Herein, the authors present a thorough investigation of six types of protecting groups for the terminal nitrogen atom (Alloc, Teoc, 4-N₃Cbz, Fmoc, 4-OTBSCbz, and Azoc) and five protecting groups on the nucleobases (Cl-Bhoc, F-Bhoc, Teoc, 4-OMeCbz, and Boc).

European Journal of Organic Chemistry published new progress about 172405-16-2. 172405-16-2 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide, name is 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, and the molecular formula is C11H15N3O5, SDS of cas: 172405-16-2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Colasurdo, Diego D. published the artcileTautomerism of uracil and related compounds and mass spectrometry study, SDS of cas: 608-34-4, the publication is European Journal of Mass Spectrometry (2018), 24(2), 214-224, database is CAplus and MEDLINE.

It has been demonstrated that uracil has a preponderant tautomeric form, but it is also known that different tautomers co-exist in this equilibrium In this work, mass spectrometry is used as a helpful tool to analyze the equilibrium, using derivative compounds to forbid the presence of some tautomers and ion trap mass spectrometry to follow relevant fragmentation pathways. Theor. calculations were performed to confirm tautomers abundance by energy minimization in gas phase. Anal. of mass spectra of uracil, three methyl-substituted uracils, 2-thiouracil and three benzouracils suggest that uracil exists mainly as three tautomers in gas phase and one major structure that corresponds to the classical structure of uracil (pyrimidine-2,4(1H,3H)-dione) bearing two carbonyls and two NH moieties, and two minor enolic forms (4-hydroxypyrimidin-2(1H)-one and 2-hydroxypyrimidin-4(1H)-one). Such tautomeric distribution is supported by theor. calculations, which show that they are the three most stable tautomers.

European Journal of Mass Spectrometry published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, SDS of cas: 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Marcinkowski, Michal published the artcileEffect of posttranslational modifications on the structure and activity of FTO demethylase, Formula: C5H6N2O2, the publication is International Journal of Molecular Sciences (2021), 22(9), 4512, database is CAplus and MEDLINE.

The FTO protein is involved in a wide range of physiol. processes, including adipogenesis and osteogenesis. This two-domain protein belongs to the AlkB family of 2-oxoglutarate (2-OG)- and Fe(II)-dependent dioxygenases, displaying N6-methyladenosine (N6-meA) demethylase activity. The aim of the study was to characterize the relationships between the structure and activity of FTO. The effect of cofactors (Fe²⁺/Mn²⁺ and 2-OG), Ca²⁺ that do not bind at the catalytic site, and protein concentration on FTO properties expressed in either E. coli (ECFTO) or baculovirus (BESFTO) system were determined using biophys. methods (DSF, MST, SAXS) and biochem. techniques (size-exclusion chromatog., enzymic assay). We found that BESFTO carries three phosphoserines (S184, S256, S260), while there were no such modifications in ECFTO. The S256D mutation mimicking the S256 phosphorylation moderately decreased FTO catalytic activity. In the presence of Ca²⁺, a slight stabilization of the FTO structure was observed, accompanied by a decrease in catalytic activity. Size exclusion chromatog. and MST data confirmed the ability of FTO from both expression systems to form homodimers. The MST-determined dissociation constant of the FTO homodimer was consistent with their in vivo formation in human cells. Finally, a low-resolution structure of the FTO homodimer was built based on SAXS data.

International Journal of Molecular Sciences published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Formula: C5H6N2O2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Tardibono, Lawrence P. Jr. published the artcileEnantioselective syntheses of carbocyclic nucleosides 5′-homocarbovir, epi-4′-homocarbovir, and their cyclopropylamine analogs using facially selective Pd-mediated allylations, Recommanded Product: 2-Amino-4,6-dichloropyrimidine, the publication is Tetrahedron (2011), 67(5), 825-829, database is CAplus and MEDLINE.

Carbocyclic nucleosides (-)-5′-homocarbovir and (+)-epi-4′-homocarbovir were prepared from an acylnitroso-derived hetero Diels-Alder cycloadduct. A kinetic enzymic resolution generated an enantiopure aminocyclopentenol and Pd(0)-mediated decarboxylative allylations of allyl 2,2,2-trifluoroethyl malonates were used to install the 4′-hydroxyethyl groups. Late stage derivatization gave access to the cyclopropylamine analogs, (-)-5′-homoabacavir, and (+)-epi-4′-homoabacavir. All carbonucleoside target mols. were evaluated for antiviral activity.

Tetrahedron published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C3H7NO2, Recommanded Product: 2-Amino-4,6-dichloropyrimidine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Alonso, Mercedes published the artcileChemical applications of neural networks: aromaticity of pyrimidine derivatives, COA of Formula: C6H9N3, the publication is Physical Chemistry Chemical Physics (2011), 13(46), 20564-20574, database is CAplus and MEDLINE.

Neural networks are computational tools able to apprehend nonlinear relations between different parameters, having the capacity to order a large amount of input data and transform them into a graphical pattern of output data. The authors have previously reported their use for the quantification of the aromaticity through the Euclidean distance between neurons. The authors apply the method to a variety of pyrimidine derivatives with electron-donor and electron-withdrawing groups as substituents, with capacity to produce push-pull compounds The authors have calculated the aromaticity of benzene (as a reference mol.), parent pyrimidine and other 11 pyrimidine derivatives having amino, dimethylamino and tricyanovinyl substitution. The neural network was generated using ASE, Λ, NICS_zz(1) and HOMA as aromaticity descriptors, since previous work showed that the combination of these indexes provided the best performance of the network. On studying the influence of the substituent on the aromaticity of the mol., opposite to benzene derivatives, all the substituents decrease the aromaticity of the ring. The interplay between aromaticity, planarity and push-pull properties of all the substituted pyrimidines also was addressed. An interesting feature of the neural network to quantify aromaticity is that the importance of the reference reaction used to evaluate energy stabilization and magnetic susceptibility exaltation is minimized.

Physical Chemistry Chemical Physics published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, COA of Formula: C6H9N3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia