Category: pyrimidines

Zidek, Zdenek published the artcileDual inhibition of nitric oxide and prostaglandin E₂ production by polysubstituted 2-aminopyrimidines, HPLC of Formula: 56-05-3, the publication is Nitric Oxide (2016), 48-56, database is CAplus and MEDLINE.

The present in vitro experiments demonstrate inhibitory effects of polysubstituted 2-aminopyrimidines on high output production of nitric oxide (NO) and prostaglandin E₂ (PGE₂) stimulated by interferon-γ and lipopolysaccharide (LPS) in peritoneal macrophages of mouse and rat origin. PGE₂ production was inhibited also in LPS-activated human peripheral blood mononuclear cells. A tight dependence of the suppressive activities on chem. structure of pyrimidines was observed Derivatives containing hydroxyl groups at the C-4 and C-6 positions of pyrimidine ring were devoid of any influence on NO and PGE₂. Remarkable inhibitory potential was acquired by the replacement of hydroxyl groups with chlorine, the 4,6-dichloro derivatives being more effective than the monochloro analogs. The effects were further intensified by modification of the amino group at the C-2 position, changing it to the (N,N-dimethylamino)methyleneamino or the formamido ones. There was no substantial difference in the expression of NO-inhibitory effects among derivatives containing distinct types of substituents at the C-5 position (hydrogen, Me, Et, Pr, Bu, Ph, and benzyl). In contrast to NO, larger substituents then Me were required to inhibit PGE₂ production Overall, no significant correlation between the extent of NO and PGE₂ suppression was observed The IC₅₀s of derivatives with the strongest effects on both NO and PGE₂ were within the range of 2-10 μM. Their NO-inhibitory potential of pyrimidines was stronger than that of non-steroidal anti-inflammatory drugs (NSAIDs) aspirin and indomethacin. The PGE₂-inhibitory effectiveness of pyrimidines was about the same as that of aspirin, but weaker as compared to indomethacin. The NO- and PGE₂-inhibitory activity of tested pyrimidines has been found associated with decreased expression of iNOS mRNA and COX-2 mRNA, resp., and with post-translation interactions. Selected NO-/PGE₂-inhibitory derivatives decreased severity of intestinal inflammation in murine model of ulcerative colitis.

Nitric Oxide 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 C50H65O4P, HPLC of Formula: 56-05-3.

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

Yi, Wonhui published the artcileSynthesis and inhibitory activity on NF-κB activation of chroman-2-carboxylic acid N-heteroarylamide derivatives, HPLC of Formula: 56-05-3, the publication is Yakhak Hoechi (2012), 56(3), 186-190, database is CAplus.

Nuclear factor-κB (NF-κB) has been considered as one of the major targets for therapeutic agents of diverse human diseases. In the previous studies, 6-hydroxy-7-methoxychroman-2-carboxylic acid N-phenylamide (KL-1156) and chroman-2-carboxylic acid N-(4-chlorophenyl)amide were identified as good inhibitors of NF-κB activation. In this continuous study, we describe the synthesis and NF-κB inhibitory activities of chroman derivatives containing N-heteroaryl groups for exploration of SAR (structure-activity relationship). In addition, inhibitory effects of cell proliferation are evaluated against human cancer cell lines (NCI-H23 and PC-3).

Yakhak Hoechi 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 C15H10O2, HPLC of Formula: 56-05-3.

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

Browne, Elisse C. published the artcileSynthesis and effects of conjugated tocopherol analogues on peptide nucleic acid hybridisation, Recommanded Product: 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 (2013), 11(39), 6744-6750, database is CAplus and MEDLINE.

To the N-terminus of a nonamer peptide nucleic acid sequence, H-GCACGACTT-NH₂, was attached a number of lipophilic conjugate mols. including three synthetic tocopherol (vitamin E) analogs. Studies were then undertaken with complementary PNA and DNA sequences to explore the effects of the conjugates using the techniques of UV monitored melting curves and isothermal calorimetry. Duplex formation was observed when the benzopyran group of vitamin E was conjugated. However, in the presence of the phytyl chain of vitamin E, binding was found to be temperature dependent.

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 C26H26N4O7, Recommanded Product: 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

Browne, Elisse C. published the artcilePeptide Nucleic Acid Monomers: A Convenient and Efficient Synthetic Approach to Fmoc/Boc Monomers, COA of Formula: C26H26N4O7, the publication is Australian Journal of Chemistry (2012), 65(5), 539-544, database is CAplus.

A convenient and cost-effective method for the synthesis of Fmoc/Boc-protected peptide nucleic acid monomers is described. The Fmoc/Boc strategy was developed in order to eliminate the solubility issues during peptide nucleic acid solid-phase synthesis, in particular that of the cytosine monomer, that occurred when using the commercialized Bhoc chem. approach.

Australian Journal of 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, COA of Formula: C26H26N4O7.

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

Browne, Elisse C. published the artcileSynthesis and effects of conjugated tocopherol analogues on peptide nucleic acid hybridisation, 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 Organic & Biomolecular Chemistry (2013), 11(39), 6744-6750, database is CAplus and MEDLINE.

To the N-terminus of a nonamer peptide nucleic acid sequence, H-GCACGACTT-NH₂, was attached a number of lipophilic conjugate mols. including three synthetic tocopherol (vitamin E) analogs. Studies were then undertaken with complementary PNA and DNA sequences to explore the effects of the conjugates using the techniques of UV monitored melting curves and isothermal calorimetry. Duplex formation was observed when the benzopyran group of vitamin E was conjugated. However, in the presence of the phytyl chain of vitamin E, binding was found to be temperature dependent.

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 C39H35N5O8, 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

Mikhaleva, M. A. published the artcileSynthesis of Schiff bases of 2-substituted 5-aminopyrimidines and their mesomorphic properties, Computed Properties of 56621-93-3, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1982), 1545-52, database is CAplus.

Schiff bases I (R = MeO, BuO, Me, Cl, CN, p-MeOC₆H₄, p-BuOC₆H₄, p-C₆H₁₃OC₆H₄, Ph, p-BrC₆H₄; R¹ = alkoxy, NO₂) were prepared in 32-100% yields by condensation of 4-R¹C₆H₄CHO with the corresponding aminopyrimidine and the liquid crystal properties (anisotropic dielec. permeability) of I (R, R¹ = MeO, C₆H₁₃O; BuO, C₈H₁₇O; Cl, C₉H₁₉O; CN, BuO; p-C₆H₁₃OC₆H₄, C₆H₁₃O) were determined

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 56621-93-3. 56621-93-3 belongs to pyrimidines, auxiliary class Pyrimidine,Nitrile,Amine, name is 5-Aminopyrimidine-2-carbonitrile, and the molecular formula is C5H4N4, Computed Properties of 56621-93-3.

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

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

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

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