Category: pyrimidines

St. Amant, Andre H. published the artcileSynthesis and oligomerization of Fmoc/Boc-protected PNA monomers of 2,6-diaminopurine, 2-aminopurine and thymine, Safety of 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, the publication is Organic & Biomolecular Chemistry (2012), 10(4), 876-881, database is CAplus and MEDLINE.

A Boc-protecting group strategy for Fmoc-based PNA (peptide nucleic acid) oligomerization has been developed for thymine, 2,6-diaminopurine (DAP) and 2-aminopurine (2AP). The monomers may be used interchangeably with standard Fmoc PNA monomers. The DAP monomer was incorporated into a PNA and was found to selectively bind to T (ΔT_m ≥ +6 °C) in a complementary DNA strand. The 2AP monomer showed excellent discrimination for T (ΔT_m ≥ +12 °C) over the other nucleobases. 2AP also acted as a fluorescent probe of the PNA:DNA duplexes and displayed fluorescence quenching dependent on the opposite base.

Organic & Biomolecular Chemistry 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 C7H8O3, Safety of 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.

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

St. Amant, Andre H. published the artcileSynthesis and oligomerization of Fmoc/Boc-protected PNA monomers of 2,6-diaminopurine, 2-aminopurine and thymine, Product Details of C39H35N5O8, the publication is Organic & Biomolecular Chemistry (2012), 10(4), 876-881, database is CAplus and MEDLINE.

A Boc-protecting group strategy for Fmoc-based PNA (peptide nucleic acid) oligomerization has been developed for thymine, 2,6-diaminopurine (DAP) and 2-aminopurine (2AP). The monomers may be used interchangeably with standard Fmoc PNA monomers. The DAP monomer was incorporated into a PNA and was found to selectively bind to T (ΔT_m ≥ +6 °C) in a complementary DNA strand. The 2AP monomer showed excellent discrimination for T (ΔT_m ≥ +12 °C) over the other nucleobases. 2AP also acted as a fluorescent probe of the PNA:DNA duplexes and displayed fluorescence quenching dependent on the opposite base.

Organic & Biomolecular 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 C7H6O3, Product Details of C39H35N5O8.

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

Gross, Annika published the artcileA Ruthenocene-PNA Bioconjugate – Synthesis, Characterization, Cytotoxicity, and AAS-Detected Cellular Uptake, Synthetic Route of 186046-81-1, the publication is Bioconjugate Chemistry (2012), 23(9), 1764-1774, database is CAplus and MEDLINE.

Labeling of peptide nucleic acids (PNA) with metallocene complexes is explored herein for the modulation of the anal. characteristics, as well as biol. properties of PNA. The synthesis of the first ruthenocene-PNA conjugate with a dodecamer, mixed-sequence PNA is described, and its properties are compared to a ferrocene-labeled analog as well as an acetylated, metal-free derivative The synthetic characteristics, chem. stability, anal. and thermodn. properties, and the interaction with cDNA were investigated. Furthermore, the cytotoxicity of the PNA conjugates is determined on HeLa, HepG2, and PT45 cell lines. Finally, the cellular uptake of the metal-containing PNAs was quantified by high-resolution continuum source at. absorption spectrometry (HR-CS AAS). An unexpectedly high cellular uptake to final concentrations of 4.2 mM was observed upon incubation with 50 μM solutions of the ruthenocene-PNA conjugate. The ruthenocene label was shown to be an excellent label in all respects, which is also more stable than its ferrocene analog. Because of its high stability, low toxicity, and the lack of a natural background of ruthenium, it is an ideal choice for bioanal. purposes and possible medicinal and biol. applications like, e.g., the development of gene-targeted drugs.

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 C39H35N5O8, Synthetic Route of 186046-81-1.

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

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

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

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

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

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

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