Day: November 30, 2022

Patel, Navin B. published the artcileNew 2-benzylsulfanyl-nicotinic acid based 1,3,4-oxadiazoles: Their synthesis and biological evaluation, Synthetic Route of 56-05-3, the publication is European Journal of Medicinal Chemistry (2013), 677-687, database is CAplus and MEDLINE.

A novel series of 5-(2-benzylsulfanyl-pyridin-3-yl)-2-(substituted)-sulfanyl-1,3,4-oxadiazoles were synthesized from key intermediate 5-(2-benzylsulfanyl-pyridin-3-yl)-3H-[1,3,4]oxadiazole-2-thione. Nucleophilic substitution reactions with different electrophiles (E+), such as haloacetate and haloalkyl groups, were performed to get target compounds Compounds were characterized by NMR, mass, IR spectra and C, H, N analyses. All compounds were evaluated for their antimicrobial and antimycobacterial activities; selected analogs were screened for their anticancer activity on 60 tumor cell lines at single dose 1.00^-5 M. Unfortunately, none of the compounds showed a significant antitumor activity on 60 human tumor cell lines. However, compounds I and II with benzothiazole moiety (12.5 and 25 μg/mL) showed promising activity against Escherichia coli compared to ampicillin; compounds III, IV bearing triazole and morpholine, resp., showed promising antitubercular activity (25 μg/mL) compared to rifampicin.

European Journal of Medicinal Chemistry 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 C4H3Cl2N3, Synthetic Route of 56-05-3.

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

Litonska, Ewa published the artcileConformation of the dimethylamino group in cytosine and in simple model pyrimidines and pyridines. Steric effects of ortho-methyl substitution on infrared spectra and molecular dipole moments, Product Details of C6H9N3, the publication is Acta Biochimica Polonica (1979), 26(1-2), 39-54, database is CAplus.

The IR of NR₂ (R = H, Me) derivatives of 4- or 5-substituted pyrimidines, 4-substituted pyridines, benzenes, or the resp. cytosines were determined in the skeletal ring vibration region. The sensitivity of the ring vibrations, at âˆ?600 cm^-1, to electron donating groups is used to determine the o-Me group as the steric hindrance of NMe₂ conjugation with the ring. The dipole moments of simple pyrimidine and pyridine derivatives were determined in C₆H₆. The vectorial anal. of the dipole moments indicates that the twisting of the Me₂N group in the hindered derivatives decreases in the order: 5-dimethylaminopyrimidine > 4-dimethylaminopyridine > 4-dimethylaminopyrimidine. Sterically crowded I is planar.

Acta Biochimica Polonica 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, Product Details of C6H9N3.

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

Zielenkiewicz, W. published the artcilePartial molar volumes of alkylated uracils- insight into the solvation shell? Part II, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Journal of Solution Chemistry (1998), 27(6), 543-551, database is CAplus.

The solute-solvent interactions in aqueous solutions of alkylated uracils are discussed. The partial molar volume data are interpreted using a new model of interaction of the solute mol. with the solvent. The model is based on the assumption that the d. of solvent in the hydration shell depends on the structure and polarity of the solute mol. The relation among mol. volume, partial molar volume, and volume of the solvation shell is expressed by α parameter, which is defined as the relative d. of the solvation shell. It is found that in compounds with the same number of CH₂– groups, the α values depend on substitution on the C or N atoms of the uracil skeleton. The α values also depend to some extent, on screening of the oxygen atoms by methylation of the neighboring atoms of the uracil ring. A correlation is presented between the relative d. of solvation shell and polarity (defined as the ratio of the surface of polar groups and atoms exposed to the solvent to the total accessible mol. surface of the mol.) for the compounds studied. It was demonstrated that of the various solute-solvent interactions the dominant role is played by polar interactions.

Journal of Solution 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 C5H7BO2S, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione.

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

Nokihara, Kiyoshi published the artcileImproved coupling methods for the difficult amide-bond formation in solid-phase assembly, Quality Control of 186046-81-1, the publication is Peptide Science (2013), 167-170, database is CAplus.

A symposium report. In the solid-phase peptide synthesis certain peptides are difficult to assemble because of steric hindrance and aggregation of mols., more over in such case removal of Nα-Fmoc group (Fmoc = 9-fluorenylmethoxycarbonyl) is also hindered. Yield and purity of desired peptides after cleavage are important for economical aspects, especially amide bond formation with costly unnatural amino acids as building blocks. The present report describes amide bond formation by elevated temperature to overcome poor coupling efficiency and to realize shorter coupling times. Addnl. racemization during Fmoc-removal at elevated temperature is also investigated.

Peptide Science published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Quality Control of 186046-81-1.

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

Gasser, Gilles published the artcileSynthesis, characterisation and bioimaging of a fluorescent rhenium-containing PNA bioconjugate, Synthetic Route of 186046-81-1, the publication is Dalton Transactions (2012), 41(8), 2304-2313, database is CAplus and MEDLINE.

A new rhenium tricarbonyl complex of a bis(quinoline)-derived ligand (2-azido-N,N-bis((quinolin-2-yl)methyl)ethanamine, L-N₃), namely [Re(CO)₃(L-N₃)]Br was synthesized and characterized in-depth, including by x-ray crystallog. [Re(CO)₃(L-N₃)]Br exhibits a strong UV absorbance in the range 300-400 nm with a maximum at 322 nm, and upon photoexcitation, shows two distinct emission bands at about 430 and 560 nm in various solvents (water, ethylene glycol). [Re(CO)₃(L-N₃)]Br could be conjugated, on a solid phase, to a peptide nucleic acid (PNA) oligomer using the copper(I)-catalyzed azide-alkyne cycloaddition reaction (Cu-AAC, “click” chem.) and an alkyne-containing PNA building block to give Re-PNA. It was demonstrated that upon hybridization with a complementary DNA strand (DNA), the position of the maxima and emission intensity for the hybrid Re-PNA·DNA remained mainly unchanged compared to those of the single strand Re-PNA. The rhenium-containing PNA oligomer Re-PNA could be then mediated in living cells where they have been shown to be nontoxic contrary to the general notion that organometallic compounds are usually unstable under physiol. conditions and/or cytotoxic. Furthermore, Re-PNA could be detected in living cells using fluorescent microscopy.

Dalton Transactions published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Synthetic Route of 186046-81-1.

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

Gasser, Gilles published the artcileSynthesis, characterisation and bioimaging of a fluorescent rhenium-containing PNA bioconjugate, SDS of cas: 169396-92-3, the publication is Dalton Transactions (2012), 41(8), 2304-2313, database is CAplus and MEDLINE.

A new rhenium tricarbonyl complex of a bis(quinoline)-derived ligand (2-azido-N,N-bis((quinolin-2-yl)methyl)ethanamine, L-N₃), namely [Re(CO)₃(L-N₃)]Br was synthesized and characterized in-depth, including by x-ray crystallog. [Re(CO)₃(L-N₃)]Br exhibits a strong UV absorbance in the range 300-400 nm with a maximum at 322 nm, and upon photoexcitation, shows two distinct emission bands at about 430 and 560 nm in various solvents (water, ethylene glycol). [Re(CO)₃(L-N₃)]Br could be conjugated, on a solid phase, to a peptide nucleic acid (PNA) oligomer using the copper(I)-catalyzed azide-alkyne cycloaddition reaction (Cu-AAC, “click” chem.) and an alkyne-containing PNA building block to give Re-PNA. It was demonstrated that upon hybridization with a complementary DNA strand (DNA), the position of the maxima and emission intensity for the hybrid Re-PNA·DNA remained mainly unchanged compared to those of the single strand Re-PNA. The rhenium-containing PNA oligomer Re-PNA could be then mediated in living cells where they have been shown to be nontoxic contrary to the general notion that organometallic compounds are usually unstable under physiol. conditions and/or cytotoxic. Furthermore, Re-PNA could be detected in living cells using fluorescent microscopy.

Dalton Transactions published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, SDS of cas: 169396-92-3.

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

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

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

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