Pyrimidines

Joshi, Rajendra published the artcileFacile synthesis of peptide nucleic acids and peptide nucleic acid-peptide conjugates on an automated peptide synthesizer, Related Products of pyrimidines, the publication is Journal of Peptide Science (2011), 17(1), 8-13, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) are DNA mimics with a neutral peptide backbone instead of the neg. charged sugar phosphates. PNAs exhibit several attractive features such as high chem. and thermal stability, resistance to enzymic degradation, and stable binding to their RNA or DNA targets in a sequence-specific manner. Therefore, they are widely used in mol. diagnosis of antisense-targeted therapeutic drugs or probes and in pharmaceutical applications. However, the main hindrance to the effective use of PNAs is their poor uptake by cells as well as the difficult and laborious chem. synthesis. In order to achieve an efficient delivery of PNAs into cells, there are already many published reports of peptides being used for transport across the cell membrane. In this protocol, the authors describe the automated as well as cost-effective semi-automated synthesis of PNAs and PNA-peptide constructs on an automated peptide synthesizer. The facile synthesis of PNAs will be helpful in generating PNA libraries usable, e.g. for high-throughput screening in biomol. studies. Efficient synthetic schemes, the automated procedure, the reduced consumption of costly reagents, and the high purity of the products are attractive features of the reported procedure. Copyright © 2010 European Peptide Society and John Wiley & Sons, Ltd.

Journal of 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, Related Products of pyrimidines.

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

Dracinsky, Martin published the artcileIsotope exchange reactions of the hydrogen H-5 of selected pyrimidine derivatives and the preparation of tritium-labeled pyrimidines, Product Details of C5H6N2O2, the publication is Collection of Czechoslovak Chemical Communications (2011), 76(12), 1567-1577, database is CAplus.

The hydrogen-to-deuterium isotope exchange reaction of hydrogen in position 5 of pyrimidine derivatives was studied using NMR techniques. The dependence of the reaction rate on the pH and on the solvent composition was explored. In tracer experiments using tritiated water, the application of this exchange reaction was tested for the preparation of pyrimidine derivatives labeled by tritium.

Collection of Czechoslovak Chemical Communications 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, Product Details of C5H6N2O2.

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

Dracinsky, Martin published the artcileMechanism of the Isotopic Exchange Reaction of the 5-H Hydrogen of Uracil Derivatives in Water and Nonprotic Solvents, Name: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is European Journal of Organic Chemistry (2011), 777-785, S777/1-S777/16, database is CAplus.

The mechanism of the isotopic exchange reaction of the 5-H hydrogen of uracil and its Me derivatives in water and organic solvents has been studied. The key intermediate of the reaction is a C-5 tautomer of uracil in which the carbon atom at the 5-position has two hydrogen atoms, its hybridization is changed from sp² to sp³, and the aromaticity of the pyrimidine ring is lost. We have used ¹H NMR spectroscopy to follow the kinetics of the hydrogen/deuterium exchange reaction. In aqueous media a general base catalysis was observed and for exchange in organic solvents we have proposed a reaction mechanism that involves the participation of solvent mols. The reaction rates determined by NMR can be rationalized by d. functional computations. We have shown that the hydrogen-to-deuterium exchange reaction is much faster in some suitable nucleophilic solvents than in water. These findings could be used for the tritium labeling of pyrimidine nucleic acid bases.

European Journal of Organic 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 C5H6N2O2, Name: 3-Methylpyrimidine-2,4(1H,3H)-dione.

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

Cowden, William B. published the artcilePyrimidine N-oxides. VI. The ionization constants of pyrimidine-2,4-diamine N-oxides, Formula: C4H6N4O, the publication is Australian Journal of Chemistry (1984), 37(6), 1195-201, database is CAplus.

The ionization constants of some pyrimidine-2,4-diamines and their N-oxides, including the drugs trimethoprim and minoxidil, are reported. The syntheses of several pyrimidine-2,4-diamine N-oxides are described.

Australian Journal of Chemistry published new progress about 74638-76-9. 74638-76-9 belongs to pyrimidines, auxiliary class Pyrimidine, name is 2,4-Diaminopyrimidine-3-oxide, and the molecular formula is C4H6N4O, Formula: C4H6N4O.

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

Palafox, M. A. published the artcileThe hydration effect on the uracil frequencies: an experimental and quantum chemical study, Category: pyrimidines, the publication is Journal of Molecular Structure: THEOCHEM (2002), 69-92, database is CAplus.

This work describes the performance of different quantum chem. theor. methods in calculating the vibrational frequencies of uracil and some derivatives, and the effect of hydration on the uracil frequencies. The Raman spectra of polycrystalline uracil with different water contents are discussed. To correct the deficiency of the theor. quantum chem. methods, several procedures are described. Two of them are new. For these new procedures, scaling factors and scaling equations were determined at different levels. With them, a significant reduction in the error of the predicted frequencies was obtained over the 1-factor scaling standard procedure. A comparison of the cost/effective method and procedure of scaling was carried out on uracil mol. Scale factors transferred from uracil to related mols. provided an a priori prediction of fundamental frequencies and intensities, permitting several corrections to be proposed for earlier assignments.

Journal of Molecular Structure: THEOCHEM 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

Khan, Khalid Mohammed published the artcileAn efficient and simple methodology for the synthesis of 2-amino-4-(N-alkyl/arylamino)-6-chloropyrimidines, Formula: C4H3Cl2N3, the publication is Tetrahedron Letters (2015), 56(10), 1179-1182, database is CAplus.

In this study, twenty-nine 2-aminopyrimidine derivatives are synthesized in good to excellent yields by fusing 2-amino-4,6-dichloropyrimidine with different amines in the presence of triethylamine without using any solvent or catalyst. Nucleophilic substitution reactions of 2-amino-4,6-dichloropyrimidine with amines were performed in ethanol. Comparisons of the yields and reaction times for both solvent and solvent-free conditions have shown that the newly developed solvent-free protocol is high yielding, more efficient, and simpler compared to conventional methods.

Tetrahedron Letters 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, Formula: C4H3Cl2N3.

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

Sugiyama, Toru published the artcileβ-PNA: Peptide nucleic acid (PNA) with a chiral center at the β-position of the PNA backbone, Safety of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(24), 7317-7320, database is CAplus and MEDLINE.

Peptide nucleic acid (PNA) monomers with a Me group at the β-position have been synthesized. The modified monomers were incorporated into PNA oligomers using Fmoc chem. for solid-phase synthesis. Thermal denaturation and CD studies have shown that PNA containing the S-form monomers was well suited to form a hybrid duplex with DNA, whose stability was comparable to that of unmodified PNA-DNA duplex, whereas PNA containing the R-form monomers was not.

Bioorganic & Medicinal Chemistry Letters 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 C30H42B2BrNO4, Safety of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid.

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

Sugiyama, Toru published the artcileβ-PNA: Peptide nucleic acid (PNA) with a chiral center at the β-position of the PNA backbone, SDS of cas: 169396-92-3, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(24), 7317-7320, database is CAplus and MEDLINE.

Peptide nucleic acid (PNA) monomers with a Me group at the β-position have been synthesized. The modified monomers were incorporated into PNA oligomers using Fmoc chem. for solid-phase synthesis. Thermal denaturation and CD studies have shown that PNA containing the S-form monomers was well suited to form a hybrid duplex with DNA, whose stability was comparable to that of unmodified PNA-DNA duplex, whereas PNA containing the R-form monomers was not.

Bioorganic & Medicinal Chemistry Letters 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 C5H5BrN2, SDS of cas: 169396-92-3.

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

Itahara, Toshio published the artcilePreparation and NMR study of 7,7′-(α,ω-alkanediyl)bis[theophylline], 1,1′-(α,ω-alkanediyl)bis[theobromine], and 1,1′-(α,ω-alkanediyl)bis[3-methyluracil], Synthetic Route of 608-34-4, the publication is Bulletin of the Chemical Society of Japan (1994), 67(1), 203-9, database is CAplus.

The treatment of theophylline, theobromine, and 3-methyluracil with X(CH₂)_nX (X = Br or I, n = 1-12) in N,N-dimethylformamide containing sodium hydride gave the corresponding 7,7′-(α,ω-alkanediyl)-bis[theophylline], 1,1′-(α,ω-alkanediyl)bis[theobromine], and 1,1′-(α,ω-alkanediyl)bis[3-methyluracil]. The interaction of the theophylline, theobromine, and 3-methyluracil rings of these compounds was studied based on their ¹H NMR spectra, and stacking of the two purine rings of 7,7′-(α,ω-alkanediyl)bis[theophylline] was observed

Bulletin of the Chemical Society of Japan 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, Synthetic Route of 608-34-4.

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

Motloch, Petr published the artcileQuantification of cooperativity in the self-assembly of H-bonded rosettes, Application of 2-Amino-4,6-dichloropyrimidine, the publication is Organic & Biomolecular Chemistry (2020), 18(8), 1602-1606, database is CAplus and MEDLINE.

The self-assembly of triaminopyrimidines with barbiturates and with cyanates was investigated in chloroform solution Equimolar mixtures of two complementary components form stable macrocyclic 3 : 3 complexes (rosettes). The thermodn. of self-assembly were quantified by using ¹H NMR titrations to measure the strength of pairwise H-bonding interactions between two rosette components (K), allosteric cooperativity associated with formation of a second H-bonding interaction with each component, and the effective molarity for cyclisation of the rosette motif (EM). Pyrimidine-cyanurate interactions are an order of magnitude more favorable than pyrimidine-barbiturate interactions, so the cyanurate rosettes are significantly more stable than barbiturate rosettes. There is no allosteric cooperativity associated with rosette formation, but the chelate cooperativity quantified by the product K EM is exceptionally high (10²-10⁴), indicating that there are no other species present that compete with rosette assembly. The values of EM for rosette formation are approx. 2 M for all four rosettes studied and are not affected by differences in peripheral substituents or intrinsic H-bond strength.

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, Application of 2-Amino-4,6-dichloropyrimidine.

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