Pyrimidines

Bennett, Frank published the artcilePyridofuran substituted pyrimidine derivatives as HCV replication (replicase) inhibitors, Related Products of pyrimidines, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(15), 5144-5149, database is CAplus and MEDLINE.

Introduction of nitrogen atom into the benzene ring of a previously identified HCV replication (replicase) benzofuran inhibitor I (X = CH), resulted in the discovery of the more potent pyridofuran analog I (X = N). Subsequent introduction of small alkyl and alkoxy ligands into the pyridine ring resulted in further improvements in replicon potency. Replacement of the 4-chloro moiety on the pyrimidine core with a Me group, and concomitant mono-alkylation of the C-2 amino moiety resulted in the identification of several inhibitors with desirable characteristics. Nucleoside inhibitor II (R = CF₃, R¹ = Et, R² = H; R = cyclopropyl, R¹ = OEt, R² = Me), from the mono-substituted pyridofuran and inhibitor 50 from the disubstituted series displayed excellent potency, selectivity (GAPDH/MTS CC₅₀) and PK parameters in all species studied, while the selectivity in the thymidine incorporation assay (DNA·CC₅₀) was low.

Bioorganic & Medicinal Chemistry 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, Related Products of pyrimidines.

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

Novosjolova, Irina published the artcile2-Methoxypyridine as a Thymidine Mimic in Watson-Crick Base Pairs of DNA and PNA: Synthesis, Thermal Stability, and NMR Structural Studies, HPLC of Formula: 186046-81-1, the publication is ChemBioChem (2017), 18(21), 2165-2170, database is CAplus and MEDLINE.

The development of nucleic acid base-pair analogs that use new modes of mol. recognition is important both for fundamental research and practical applications. The goal of this study was to evaluate 2-methoxypyridine as a cationic thymidine mimic in the A-T base pair. The hypothesis was that including protonation in the Watson-Crick base pairing scheme would enhance the thermal stability of the DNA double helix without compromising the sequence selectivity. DNA and peptide nucleic acid (PNA) sequences containing the new 2-methoxypyridine nucleobase (P) were synthesized and studied by using UV thermal melting and NMR spectroscopy. Introduction of P nucleobase caused a loss of thermal stability of ≈10°C in DNA-DNA duplexes and ≈20° C in PNA-DNA duplexes over a range of mildly acidic to neutral pH. Despite the decrease in thermal stability, the NMR structural studies showed that P-A formed the expected protonated base pair at pH 4.3. Our study demonstrates the feasibility of cationic unnatural base pairs; however, future optimization of such analogs will be required.

ChemBioChem 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

Novosjolova, Irina published the artcile2-Methoxypyridine as a Thymidine Mimic in Watson-Crick Base Pairs of DNA and PNA: Synthesis, Thermal Stability, and NMR Structural Studies, Name: 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 ChemBioChem (2017), 18(21), 2165-2170, database is CAplus and MEDLINE.

The development of nucleic acid base-pair analogs that use new modes of mol. recognition is important both for fundamental research and practical applications. The goal of this study was to evaluate 2-methoxypyridine as a cationic thymidine mimic in the A-T base pair. The hypothesis was that including protonation in the Watson-Crick base pairing scheme would enhance the thermal stability of the DNA double helix without compromising the sequence selectivity. DNA and peptide nucleic acid (PNA) sequences containing the new 2-methoxypyridine nucleobase (P) were synthesized and studied by using UV thermal melting and NMR spectroscopy. Introduction of P nucleobase caused a loss of thermal stability of ≈10°C in DNA-DNA duplexes and ≈20° C in PNA-DNA duplexes over a range of mildly acidic to neutral pH. Despite the decrease in thermal stability, the NMR structural studies showed that P-A formed the expected protonated base pair at pH 4.3. Our study demonstrates the feasibility of cationic unnatural base pairs; however, future optimization of such analogs will be required.

ChemBioChem 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, Name: 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

Borsari, Chiara published the artcileSecond-generation tricyclic pyrimido-pyrrolo-oxazine mTOR inhibitor with predicted blood-brain barrier permeability, Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine, the publication is RSC Medicinal Chemistry (2021), 12(4), 579-583, database is CAplus and MEDLINE.

Highly selective mTOR inhibitors have been discovered through the exploration of the heteroaromatic ring engaging the binding affinity region in mTOR kinase. Compound 11 showed predicted BBB permeability in a MDCK-MDR1 permeability in vitro assay, being the first pyrimido-pyrrolo-oxazine with potential application in the treatment of neurol. disorders.

RSC Medicinal Chemistry published new progress about 944401-58-5. 944401-58-5 belongs to pyrimidines, auxiliary class Trifluoromethyl,Pyrimidine,Fluoride,Boronic acid and ester,Amine,Boronate Esters,Boronic acid and ester,, name is 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine, and the molecular formula is C11H15BF3N3O2, Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine.

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

Firouzeh, Ebrahim published the artcileVisible photosensitized sonogashira-hagihara coupling through in situ prepared palladium catalyst in N,N-dimethylformamide under copper and amine-free additives, Application In Synthesis of 174456-28-1, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2022), 114002, database is CAplus.

In this study, copper and amine-free photosensitized Sonogashira-Hagihara coupling reaction using Pd(OAc)₂ and p-nitrobenzophenone in N,N-dimethylformamide(DMF) under blue LED irradiation was reported. Effect of benzophenone, p-methoxybenzophenone and p-nitrobenzophenone as photosensitizers in Sonogashira-Hagihara reaction were studied in which higher yields were achieved using p-nitrobenzophenone. In situ preparation of palladium nanoparticles and the effect of p-nitrobenzophenone were confirmed using UV-Vis and dynamic light scattering (DLS). It was proposed that the DMF affected the formation and stabilization of palladium nanoparticles. Using this catalytic system, aryl iodides and bromides were reacted efficiently with alkynes between 25 and 60°C.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 174456-28-1. 174456-28-1 belongs to pyrimidines, auxiliary class Pyrimidine,Alkynyl,Alcohol, name is 3-(Pyrimidin-5-yl)prop-2-yn-1-ol, and the molecular formula is C7H6N2O, Application In Synthesis of 174456-28-1.

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

Herbich, Jerzy published the artcileModification of the intramolecular electron transfer by hydrogen bonding: 4-(dialkylamino)pyrimidines, Formula: C6H9N3, the publication is Journal of Luminescence (1992), 54(3), 165-75, database is CAplus.

The dual fluorescence (a and b) and the picosecond kinetics of the twisted intramol. charge transfer (TICT) state formation in 4-(dialkylamino)pyrimidines were studied in polar solvents. In nitriles as solvents, 2 emitting states of 4-(N,N-dimethylamino)pyrimidine or 4-(N,N-diethylamino)pyrimidine reached equilibrium within 20 ps. In alcs. the TICT emission a is attributed to the species hydrogen-bonded at the ring atom N1. The decay of the short wave fluorescence b is clearly multi- or non-exponential; it is assigned to several other complexes, some of which decay fast, not being simply kinetically coupled with the emitting form a. The nature of the fast deactivation channel appearing in alcs. as solvents is discussed taking into account the Mataga-Kakitani discrimination of the Marcus inverted regions for the charge recombination and charge shift electron transfer.

Journal of Luminescence 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, Formula: C6H9N3.

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

Peacock, Hayden published the artcileChemical Modification of siRNA Bases To Probe and Enhance RNA Interference, HPLC of Formula: 608-34-4, the publication is Journal of Organic Chemistry (2011), 76(18), 7295-7300, database is CAplus and MEDLINE.

A review. Considerable attention has focused on the use of alternatives to the native ribose and phosphate backbone of small interfering RNAs for therapeutic applications of the RNA interference pathway. In this synopsis, we highlight the less common chem. modifications, namely, those of the RNA nucleobases. Base modifications have the potential to lend insight into the mechanism of gene silencing and to lead to novel methods to overcome off-target effects that arise due to deleterious protein binding or mis-targeting of mRNA.

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, HPLC of Formula: 608-34-4.

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

Bojarska, Elzbieta published the artcileNovel electrochemically derived dimers of methylated uracils, Category: pyrimidines, the publication is Zeitschrift fuer Naturforschung, B: Chemical Sciences (1997), 52(6), 742-748, database is CAplus.

Electrolysis of HOAc/NaOAc solutions of N-methylated uracils results in the formation of 5-substituted Me and acetoxy derivatives Electrolysis of CF₃CO₂H/CF₃CO₂K solutions of N(1)- and N(3)-methylated uracils provided, besides 5-trifluoromethyl derivatives, novel N-C uracil dimers. Decomposition kinetics of the latter in NaOH are reported. In case of 1,3-dimethyluracil in CF₃CO₂H, N(1)-demethylation was also observed

Zeitschrift fuer Naturforschung, B: Chemical 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, Category: pyrimidines.

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