Category: pyrimidines

Motloch, Petr published the artcileTriaminopyrimidine derivatives as transmembrane HCl transporters, SDS of cas: 56-05-3, the publication is Organic & Biomolecular Chemistry (2019), 17(22), 5633-5638, database is CAplus and MEDLINE.

Small synthetic mols. capable of inducing transmembrane anion transport have received a lot of attention as potential anti-cancer agents due to their ability to interfere with intracellular pH homeostasis. A series of triaminopyrimidine-based anion transporters have been synthesized, and they are found to diminish proton gradients across lipid bilayers at physiol. relevant pH. The compounds have pK_a values (≈7.2) that allow protonation/deprotonation processes coupled with anion binding/unbinding events in physiol. relevant conditions. Synthetic vesicle transport experiments as well as solid state structures indicate synergistic binding of HCl. Cell assays show that the transporters induce apoptosis in various cancerous cell lines.

Organic & Biomolecular 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, SDS of cas: 56-05-3.

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

Bayramoglu, Duygu published the artcileAn Efficient Synthetic Method for the Synthesis of Novel Pyrimido[1,2-a]Pyrimidine-3-Carboxylates: Comparison of Irradiation and Conventional Conditions, Recommanded Product: 2-Amino-4,6-dichloropyrimidine, the publication is Polycyclic Aromatic Compounds, database is CAplus.

A very simple and efficient procedure for the synthesis of novel pyrimido[1,2-a]pyrimidine derivatives was described. Thermal cyclization reactions of 2-aminopyrimidine and its substituted derivatives with di-Et ethoxymethylenemalonate (EMME) was investigated. Conventional heating and microwave irradiation (MW) conditions were applied to enable the comparison of both techniques on the obtained products. Besides the effect of different reaction parameters and the substituents on the conversion reactions was also investigated in detail. Structural analyses of all compounds synthesized with high yields was carried out by suitable spectroscopic methods (FT-IR, NMR, mass spectroscopy, LC-MS TOF).

Polycyclic Aromatic Compounds 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, Recommanded Product: 2-Amino-4,6-dichloropyrimidine.

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

Chen, Yunan published the artcileAn experimental investigation of sewage sludge gasification in near and super-critical water using a batch reactor, Computed Properties of 31401-45-3, the publication is International Journal of Hydrogen Energy (2013), 38(29), 12912-12920, database is CAplus.

The gasification of sewage sludge in near and super-critical water was investigated in a batch reactor. Results showed that the formation of gaseous products could be intensively affected by temperature In order to understand the effect of temperature on the development of reaction process and the formation of gaseous products better, the detailed characteristics of solid and liquid products were analyzed by SEM, N₂ adsorption-desorption technique, FTIR, TOC, Ammonia-nitrogen anal. and SPE-GC/MS. The changes in the yield distribution of products and the characteristics of solid and liquid products indicated that organic matters in sewage sludge were almost completely dissolved and hydrolyzed in water at 425 °C. The dissolution and hydrolysis products were gasified by reforming and other reactions. The polymerization and dehydrogenation also occurred in dissolution and hydrolysis products, and the Diels-Alder reaction mechanism could be used to explain the phenomenon.

International Journal of Hydrogen Energy 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, Computed Properties of 31401-45-3.

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

Zengeya, Thomas published the artcileTriple-Helical Recognition of RNA Using 2-Aminopyridine-Modified PNA at Physiologically Relevant Conditions, COA of Formula: C26H26N4O7, the publication is Angewandte Chemie, International Edition (2012), 51(50), 12593-12596, database is CAplus and MEDLINE.

It was recently proposed that biol. relevant double-stranded RNAs (dsRNAs) could be recognized by major groove-binding peptide nucleic acids (PNAs), resulting in triple-helix formation. The present work demonstrates that sequence-selective recognition of duplex RNA can be achieved under physiol. relevant conditions by PNAs containing 2-aminopyridine (M). After preliminary studies that confirmed the binding of M-modified PNAs to RNA hairpin structures, pri-miRNA-215 was selected as an example of a biol. relevant RNA duplex for binding studies with M-modified PNA. Using an RNA hairpin model that contains the purine-rich recognition site present in pri-miRNA-215, it was shown that a PNA containing three M bases recognized the model hairpin with high affinity and 1:1 stoichiometry.

Angewandte Chemie, International Edition 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 C12H10F2Si, COA of Formula: C26H26N4O7.

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

Li, Wu-Hu published the artcileIn-Situ Infrared Spectroscopic and Scanning Tunneling Microscopy Investigations of the Chemisorption Phases of Uracil, Thymine, and 3-Methyl Uracil on Au(111) Electrodes, Category: pyrimidines, the publication is Langmuir (1999), 15(14), 4875-4883, database is CAplus.

The complementary techniques of in-situ IR spectroscopy and scanning tunneling microscopy (STM) have been used in this study to build detailed structural models for the chemisorbed forms of uracil, thymine, and 3-Me uracil on Au(111) electrodes. The IR spectra, in water and D₂O electrolytes, show that both uracil and thymine adopt similar coordination forms with the surface with both exocyclic oxygen atoms and a deprotonated N3 facing in toward the surface in a vertically oriented chemisorbate. 3-Me uracil cannot exhibit such a surface coordination and its IR signature in the carbonyl stretching region is quite different. This is interpreted as the chemisorbate interacting through its deprotonated N1 and C2=O. STM has been used to characterize and compare the mol. ordering of the three resp. adsorbates. Uracil exhibits the highest coverage structure c(3x√3), while thymine exhibits smaller ordered domains which are expanded in one direction to allow for the spatial requirements of the Me group on thymine. The domain size for the thymine chemisorbate could be improved by temperature annealing the electrode in-situ and a “pseudo c(√3×4)” structure was observed Both the uracil and thymine chemisorbate structures feature chains of mols., stacked like “rolls of coins”, close enough for-stacking to occur. The structure of thymine overlayers differs from uracil, since there are a number of different possible orientations of adjacent mol. rows, which results in a high frequency of stacking faults. These differences are discussed. 3-Me uracil is quite different, exhibiting a rather low coverage, albeit a highly ordered structure (5×2√3) which cannot allow-stacking. On the basis of these observations, the factors governing the formation of the resp. chemisorbed phases are discussed.

Langmuir 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, Category: pyrimidines.

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

Mastryukov, Vladimir S. published the artcileThe effect of methylation on the structure of uracil, Safety of 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Journal of Molecular Structure (1995), 173-86, database is CAplus.

Equilibrium geometries of uracil, 1-methyluracil and 3-methyluracil (in which the Me group is attached to nitrogen), 5-methyluracil (thymine) and 6-methyluracil (in which the Me group is attached to carbon), 1,3-dimethyluracil and 5,6-dimethyluracil have been determined by ab initio Hartree-Fock calculations with the split-valence 4-21G basis set. For the methylated derivatives, calculations are made for different conformations corresponding to different orientations of the Me groups. The conformational energy differences are small, indicating a very low barrier to internal rotation, except for 5- and 6-methyluracils in which there is a preference of 1-2kcalmol^-1 for the conformer with the Me C-H bond eclipsing the double bond of the ring. The structural differences between the methylated uracils and the parent mol. are analyzed. Angular deformations within the ring induced by substitution of a Me group for hydrogen follow, to a rough approximation, the trends established earlier for benzene derivatives on the basis of X-ray studies. Deviations occur due to the difference between nitrogen and carbon in the ring, with deformations being more pronounced for N- than for C-substituted uracils. The Me groups, in general, show a distinct tilt away from an adjacent carbonyl group, indicating a repulsive interaction. Mulliken population anal. shows the electroneg. Me group withdraws charge mainly from the atom to which it is attached and, to at least as great an extent, from the adjacent ring atoms. The results are compared with those obtained earlier by the semiempirical MINDO/3 method and also by different exptl. techniques including X-ray, neutron, and electron diffraction. These other studies have given much information on the structure of the compounds, but because of their nature they have not been able to analyze detailed structural variations induced by the Me group substitution.

Journal of Molecular Structure 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

Shen, Gang published the artcilePhospholipid Conjugate for Intracellular Delivery of Peptide Nucleic Acids, SDS of cas: 186046-81-1, the publication is Bioconjugate Chemistry (2009), 20(9), 1729-1736, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) have a number of attractive features that have made them an ideal choice for antisense and antigene-based tools, probes, and drugs, but their poor membrane permeability has limited their application as therapeutic or diagnostic agents. Herein, we report a general method for the synthesis of phospholipid-PNAs (LP-PNAs) and compare the effect of noncleavable lipids and bioreductively cleavable lipids (L and LSS) and phospholipid (LP) on the splice-correcting bioactivity of a PNA bearing the cell penetrating Arg9 group (PNA-R9). While the three constructs show similar and increasing bioactivity at 1-3 μM, the activity of LP-PNA-R9 continues to increase from 4-6 μM, while the activity of L-PNA-R9 remains constant and that of LSS-PNA-R9 decreases rapidly in parallel with their relative cytotoxicity. The activity of both LP-PNA-R9 and L-PNA-R9 dramatically increased in the presence of chloroquine, as expected for an endocytic entry mechanism. The constructs were also found to have CMC values of 1.0 and 4.5 μM, resp., in 150 mM NaCl, pH 7 water, suggesting that micelle formation may play a hitherto unrecognized role in modulating toxicity and/or facilitating endocytosis.

Bioconjugate Chemistry 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 C6H4ClNO2, SDS of cas: 186046-81-1.

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

Gambacorta, Augusto published the artcileHSAB driven chemoselectivity in alkylation of uracil derivatives. A high yielding preparation of 3-alkylated and unsymmetrically 1,3-dialkylated uracils, Name: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Tetrahedron (1999), 55(43), 12615-12628, database is CAplus.

A qual. hardness scale (N¹<N³<O⁴) has been found for the conjugated bases of 2-methoxy-4(3H)-pyrimidinone and its 5- and 6-Me derivatives and applied to high yielding chemoselective N³ methylation, ethylation and benzylation reactions. Removal of the 2-methoxy group followed by a second alkylation affords unsym. 1,3-disubstituted uracils.

Tetrahedron 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, Name: 3-Methylpyrimidine-2,4(1H,3H)-dione.

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

Chu, Te-Wei published the artcileHybrid polymeric hydrogels via peptide nucleic acid (PNA)/DNA complexation, Related Products of pyrimidines, the publication is Journal of Controlled Release (2015), 220(Part_B), 608-616, database is CAplus and MEDLINE.

This work presents a new concept in hybrid hydrogel design. Synthetic water-soluble N-(2-hydroxypropyl)methacrylamide (HPMA) polymers grafted with multiple peptide nucleic acids (PNAs) are crosslinked upon addition of the linker DNA. The self-assembly is mediated by the PNA-DNA complexation, which results in the formation of hydrophilic polymer networks. We show that the hydrogels can be produced through two different types of complexations. Type I hydrogel is formed via the PNA/DNA double-helix hybridization. Type II hydrogel utilizes a unique “P-form” oligonucleotide triple-helix that comprises two PNA sequences and one DNA. Microrheol. studies confirm the resp. gelation processes and disclose a higher critical gelation concentration for the type I gel when compared to the type II design. SEM reveals the interconnected microporous structure of both types of hydrogels. Type I double-helix hydrogel exhibits larger pore sizes than type II triple-helix gel. The latter apparently contains denser structure and displays greater elasticity as well. The designed hybrid hydrogels have potential as novel biomaterials for pharmaceutical and biomedical applications.

Journal of Controlled Release 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, Related Products of pyrimidines.

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

Chu, Te-Wei published the artcileHybrid polymeric hydrogels via peptide nucleic acid (PNA)/DNA complexation, Quality Control of 186046-81-1, the publication is Journal of Controlled Release (2015), 220(Part_B), 608-616, database is CAplus and MEDLINE.

This work presents a new concept in hybrid hydrogel design. Synthetic water-soluble N-(2-hydroxypropyl)methacrylamide (HPMA) polymers grafted with multiple peptide nucleic acids (PNAs) are crosslinked upon addition of the linker DNA. The self-assembly is mediated by the PNA-DNA complexation, which results in the formation of hydrophilic polymer networks. We show that the hydrogels can be produced through two different types of complexations. Type I hydrogel is formed via the PNA/DNA double-helix hybridization. Type II hydrogel utilizes a unique “P-form” oligonucleotide triple-helix that comprises two PNA sequences and one DNA. Microrheol. studies confirm the resp. gelation processes and disclose a higher critical gelation concentration for the type I gel when compared to the type II design. SEM reveals the interconnected microporous structure of both types of hydrogels. Type I double-helix hydrogel exhibits larger pore sizes than type II triple-helix gel. The latter apparently contains denser structure and displays greater elasticity as well. The designed hybrid hydrogels have potential as novel biomaterials for pharmaceutical and biomedical applications.

Journal of Controlled Release 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