Category: pyrimidines

Portalone, Gustavo published the artcileThe crystal structure of 3-methyluracil from X-ray powder diffraction data, Category: pyrimidines, the publication is Journal of Molecular Structure (2002), 608(1), 35-39, database is CAplus.

The crystal structure of 3-methyluracil was determined ab initio from conventional monochromatic x-ray powder diffraction data. The crystals are orthorhombic, space group Pbnm, with a 6.6294(1), b 13.1816(3), c 6.53938(9) (Å); Z = 8. The structure was solved by direct methods and the final Rietveld refinement converged to R_p = 0.0398, R_wp = 0.0528, R_Bragg = 0.0294. The crystal structure exhibits endless chains of planar mols., connected via head-to-tail N-H…O H bonds.

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, Category: pyrimidines.

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

Murata, Tsuyoshi published the artcileSingle-component organic conductors based on neutral betainic radicals of N-methyl substituted dioxo- and aminooxo-pyrimido-fused TTFs, Related Products of pyrimidines, the publication is Synthetic Metals (2008), 158(12), 497-505, database is CAplus.

New dioxo- and aminooxo-pyrimido-fused tetrathiafulvalene (TTF) derivatives, whose pyrimido-rings are substituted by Me group, were synthesized. In the crystal structures of their tetrabutylammonium salts, complementary hydrogen-bonds inherent in pyrimido-fused TTF derivatives were inhibited by the Me substitution, and the crystals were constructed by the segregated motifs of cations and anions. Betainic radicals prepared by one-electron oxidation of tetrabutylammonium salts exhibited relatively high conductivities (ca. 10^-4 S cm^-1 at room temperature) as single-component organic mols. The optical measurement of betainic radicals showed considerably low-energy charge-transfer absorption between radical mols. compared to those of conventional TTF systems, indicating the reduction of on-site Coulomb repulsion.

Synthetic Metals published new progress about 5738-14-7. 5738-14-7 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Alcohol,Pyrimidine, name is 2-(Dimethylamino)pyrimidine-4,6-diol, and the molecular formula is C6H9N3O2, Related Products of pyrimidines.

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

Asanuma, Hiroyuki published the artcilePrecise recognition of nucleotides and their derivatives through hydrogen bonding in water by poly(vinyldiaminotriazine), Product Details of C5H6N2O2, the publication is Supramolecular Science (1998), 5(3-4), 405-410, database is CAplus.

In water, poly(2-vinyl-4,6-diamino-1,3,5-triazine) (PVDAT) selectively binds the derivatives of thymine and uracil through the formation of three hydrogen bonds with the diaminotriazine (DAT) residues. The nucleotides and dinucleotides are bound much more strongly than are nucleic acid bases, due to the addnl. interactions of their phosphates with the DAT residues. The binding constant of the thymidine 5′-monophosphate-PVDAT adduct (5400 M^-1) is one of the largest values ever reported for the artificial receptors in protic solvents. In contrast, cytosine and its monophosphate are hardly bound to PVDAT. A water-soluble vinyldiaminotriazine-acrylamide copolymer also forms hydrogen bonds with thymine in water, whereas the corresponding monomers do not. A polymer effect is predominantly important for the mol. recognition through hydrogen bonding in water.

Supramolecular Science 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

Gustavsson, Thomas published the artcileSinglet Excited-State Behavior of Uracil and Thymine in Aqueous Solution: A Combined Experimental and Computational Study of 11 Uracil Derivatives, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Journal of the American Chemical Society (2006), 128(2), 607-619, database is CAplus and MEDLINE.

The excited-state properties of uracil, thymine, and nine other derivatives of uracil have been studied by steady-state and time-resolved spectroscopy. The excited-state lifetimes were measured using femtosecond fluorescence upconversion in the UV. The absorption and emission spectra of five representative compounds have been computed at the TD-DFT level, using the PBE0 exchange-correlation functional for ground- and excited-state geometry optimization and the polarizable continuum model (PCM) to simulate the aqueous solution The calculated spectra are in good agreement with the exptl. ones. Experiments show that the excited-state lifetimes of all the compounds examined are dominated by an ultrafast (< 100 fs) component. Only 5-substituted compounds show more complex behavior than uracil, exhibiting longer excited-state lifetimes and biexponential fluorescence decays. The S₀/S₁ conical intersection, located at CASSCF (8/8) level, is indeed characterized by pyramidalization and out of plane motion of the substituents on the C5 atom. A thorough anal. of the excited-state potential energy surfaces, performed at the PCM/TD-DFT(PBE0) level in aqueous solution, shows that the energy barrier separating the local S₁ min. from the conical intersection increases going from uracil through thymine to 5-fluorouracil, in agreement with the ordering of the exptl. excited-state lifetime.

Journal of the American Chemical Society 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, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione.

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

Norcross, Neil R. published the artcileTrisubstituted Pyrimidines as Efficacious and Fast-Acting Antimalarials, Synthetic Route of 56-05-3, the publication is Journal of Medicinal Chemistry (2016), 59(13), 6101-6120, database is CAplus and MEDLINE.

In this paper we describe the optimization of a phenotypic hit against Plasmodium falciparum, based on a trisubstituted pyrimidine scaffold. This led to compounds with good pharmacokinetics and oral activity in a P. berghei mouse model of malaria. The most promising compound I showed a reduction in parasitemia of 96% when dosed at 30 mg/kg orally once a day for 4 days in the P. berghei mouse model of malaria. It also demonstrated a rapid rate of clearance of the erythrocytic stage of P. falciparum in the SCID mouse model with an ED₉₀ of 11.7 mg/kg when dosed orally. Unfortunately, the compound is a potent inhibitor of cytochrome P 450 enzymes, probably due to a 4-pyridyl substituent. Nevertheless, this is a lead mol. with a potentially useful antimalarial profile, which could either be further optimized or be used for target hunting.

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

Joshi, Tanmaya published the artcileElectrochemiluminescent Monomers for Solid Support Syntheses of Ru(II)-PNA Bioconjugates: Multimodal Biosensing Tools with Enhanced Duplex Stability, SDS of cas: 169396-92-3, the publication is Inorganic Chemistry (2012), 51(5), 3302-3315, database is CAplus and MEDLINE.

The feasibility of devising a solid support mediated approach to multimodal Ru(II)-peptide nucleic acid (PNA) oligomers is explored. Three Ru(II)-PNA-like monomers, [Ru(bpy)₂(Cpp-L-PNA-OH)]²⁺ (M1), [Ru(phen)₂(Cpp-L-PNA-OH)]²⁺ (M2), and [Ru(dppz)₂(Cpp-L-PNA-OH)]²⁺ (M3) (bpy = 2,2′-bipyridine, phen = 1,10-phenanthroline, dppz = dipyrido[3,2-a:2′,3′-c]phenazine, Cpp-L-PNA-OH = [2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]-N-[6-(2-(pyridin-2yl)pyrimidine-4-carboxamido)hexanoyl]-glycine), have been synthesized as building blocks for Ru(II)-PNA oligomers and characterized by IR and ¹H NMR spectroscopy, mass spectrometry, electrochem. and elemental anal. As a proof of principle, M1 was incorporated on the solid phase within the PNA sequences H-g-c-a-a-t-a-a-a-a-Lys-NH₂ (PNA1) and H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-lys-NH₂ (PNA4) to give PNA2 (H-g-c-a-a-t-a-a-a-a-M1-lys-NH₂) and PNA3 (H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-M1-lys-NH₂), resp. The two Ru(II)-PNA oligomers, PNA2 and PNA3, displayed a metal to ligand charge transfer (MLCT) transition band centered around 445 nm and an emission maximum at about 680 nm following 450 nm excitation in aqueous solutions (10 mM PBS, pH 7.4). The absorption and emission response of the duplexes formed with the cDNA strand (DNA: 5′-T-T-T-T-T-T-T-A-T-T-G-C-T-T-T-3′) showed no major variations, suggesting that the electronic properties of the Ru(II) complexes are largely unaffected by hybridization. The thermal stability of the PNA·DNA duplexes, as evaluated from UV melting experiments, is enhanced compared to the corresponding nonmetalated duplexes. The melting temperature (T_m) was almost 8° higher for PNA2·DNA duplex, and 4° for PNA3·DNA duplex, with the stabilization attributed to the electrostatic interaction between the cationic residues (Ru(II) unit and pos. charged lysine/arginine) and the polyanionic DNA backbone. In presence of tripropylamine (TPA) as co-reactant, PNA2, PNA3, PNA2·DNA and PNA3·DNA displayed strong electrochemiluminescence (ECL) signals even at submicromolar concentrations Importantly, the combination of spectrochem., thermal and ECL properties possessed by the Ru(II)-PNA sequences offer an elegant approach for the design of highly sensitive multimodal biosensing tools.

Inorganic 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 C26H26N4O7, SDS of cas: 169396-92-3.

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

Joshi, Tanmaya published the artcileElectrochemiluminescent Monomers for Solid Support Syntheses of Ru(II)-PNA Bioconjugates: Multimodal Biosensing Tools with Enhanced Duplex Stability, HPLC of Formula: 186046-81-1, the publication is Inorganic Chemistry (2012), 51(5), 3302-3315, database is CAplus and MEDLINE.

The feasibility of devising a solid support mediated approach to multimodal Ru(II)-peptide nucleic acid (PNA) oligomers is explored. Three Ru(II)-PNA-like monomers, [Ru(bpy)₂(Cpp-L-PNA-OH)]²⁺ (M1), [Ru(phen)₂(Cpp-L-PNA-OH)]²⁺ (M2), and [Ru(dppz)₂(Cpp-L-PNA-OH)]²⁺ (M3) (bpy = 2,2′-bipyridine, phen = 1,10-phenanthroline, dppz = dipyrido[3,2-a:2′,3′-c]phenazine, Cpp-L-PNA-OH = [2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]-N-[6-(2-(pyridin-2yl)pyrimidine-4-carboxamido)hexanoyl]-glycine), have been synthesized as building blocks for Ru(II)-PNA oligomers and characterized by IR and ¹H NMR spectroscopy, mass spectrometry, electrochem. and elemental anal. As a proof of principle, M1 was incorporated on the solid phase within the PNA sequences H-g-c-a-a-t-a-a-a-a-Lys-NH₂ (PNA1) and H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-lys-NH₂ (PNA4) to give PNA2 (H-g-c-a-a-t-a-a-a-a-M1-lys-NH₂) and PNA3 (H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-M1-lys-NH₂), resp. The two Ru(II)-PNA oligomers, PNA2 and PNA3, displayed a metal to ligand charge transfer (MLCT) transition band centered around 445 nm and an emission maximum at about 680 nm following 450 nm excitation in aqueous solutions (10 mM PBS, pH 7.4). The absorption and emission response of the duplexes formed with the cDNA strand (DNA: 5′-T-T-T-T-T-T-T-A-T-T-G-C-T-T-T-3′) showed no major variations, suggesting that the electronic properties of the Ru(II) complexes are largely unaffected by hybridization. The thermal stability of the PNA·DNA duplexes, as evaluated from UV melting experiments, is enhanced compared to the corresponding nonmetalated duplexes. The melting temperature (T_m) was almost 8° higher for PNA2·DNA duplex, and 4° for PNA3·DNA duplex, with the stabilization attributed to the electrostatic interaction between the cationic residues (Ru(II) unit and pos. charged lysine/arginine) and the polyanionic DNA backbone. In presence of tripropylamine (TPA) as co-reactant, PNA2, PNA3, PNA2·DNA and PNA3·DNA displayed strong electrochemiluminescence (ECL) signals even at submicromolar concentrations Importantly, the combination of spectrochem., thermal and ECL properties possessed by the Ru(II)-PNA sequences offer an elegant approach for the design of highly sensitive multimodal biosensing tools.

Inorganic 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, HPLC of Formula: 186046-81-1.

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

Chouikhi, Dalila published the artcileClickable peptide nucleic acids (cPNA) with tunable affinity, SDS of cas: 169396-92-3, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5476-5478, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) are functional analogs of natural oligonucleotides. Herein, the authors report the synthesis of PNAs bearing a triazole in lieu of the amide bond assembled using a “click” cycloaddition, their hybridization properties as well as the DNA-templated coupling of the azide and alkyne PNA fragments.

Chemical Communications (Cambridge, United Kingdom) 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

Chouikhi, Dalila published the artcileClickable peptide nucleic acids (cPNA) with tunable affinity, COA of Formula: C11H15N3O5, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5476-5478, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) are functional analogs of natural oligonucleotides. Herein, the authors report the synthesis of PNAs bearing a triazole in lieu of the amide bond assembled using a “click” cycloaddition, their hybridization properties as well as the DNA-templated coupling of the azide and alkyne PNA fragments.

Chemical Communications (Cambridge, United Kingdom) 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, COA of Formula: C11H15N3O5.

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

Chouikhi, Dalila published the artcileClickable peptide nucleic acids (cPNA) with tunable affinity, Quality Control of 186046-81-1, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5476-5478, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) are functional analogs of natural oligonucleotides. Herein, the authors report the synthesis of PNAs bearing a triazole in lieu of the amide bond assembled using a “click” cycloaddition, their hybridization properties as well as the DNA-templated coupling of the azide and alkyne PNA fragments.

Chemical Communications (Cambridge, United Kingdom) 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