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Pyrimidines

Pyrimidines are a class of heterocyclic aromatic compounds that play a crucial role in various biological processes.
These nitrogen-containing organic molecules serve as the building blocks for DNA and RNA, and are also involved in cellular metabolism, signaling pathways, and gene expression.
Pyrimidines have a wide range of applications in the fields of medicine, biotechnology, and pharmaceutical research.
Understanding the potential of pyrimidines is essential for advancing scientific discoveries and developing novel therapeutic interventions.
PubCompare.ai's cutting-edg AI-driven research protocol optimization empowers researchers to effortlessly locate and compare protocols from literature, pre-prints, and patents, identifying the most reproducibel and accurate methods.
This intelligent protocol comparison unleashes unparalleled research quality and efficency, allowing scientists to unveil the full potential of pyrimidines and drive groundbreaking advancements in their respective fields.

Most cited protocols related to «Pyrimidines»

Each node or category name in ClassyFire’s chemical ontology or ChemOnt, was created by extracting common or existing chemical classification category terms from the scientific literature and available chemical databases. We used existing terms to avoid “reinventing the wheel”. By making use of commonly recognized or widely used terms that already exist in the chemical literature, we believed that the taxonomy (and the corresponding ontology) should be more readily adopted and understood. This dictionary creation process was iterative and required the manual review of a large number of specialized chemical databases, textbooks and chemical repositories. Because the same compounds can often be classified into multiple categories, an analysis of the specificity of each categorical term was performed. Those terms that were determined to be clearly generic (e.g. organic acid, organoheterocyclic compound) or described large numbers of known compounds were assigned to SuperClasses. Terms that were highly specific (e.g. alpha-imino acid or derivatives, yohimbine alkaloids) or which described smaller numbers of compounds that clearly fell within a larger SuperClass were assigned to Classes or SubClasses. This assignment also depended on their relationship to higher-level categories. In some cases multiple, equivalent terms were used to describe the same compounds or categories (imidazolines vs. dihydroimidazoles). To resolve these disputes, the frequency with which the competing terms were used was objectively measured (using Google page statistics or literature count statistics). Those having the highest frequency would generally take precedence. However, attention was also paid to the scientific community and expert panels. When available, the IUPAC term was used to name a specific category. Otherwise, if the experts clearly recommended a set of (less frequently used) terms, these would take precedence over terms initially chosen by our initial “popularity” selection criteria. Examples include the terms “Imidazolines” (229,000 Google hits) and “Dihydroimidazoles” (4590 Google hits). The other popular terms were then added as synonyms. A total of 9012 English synonyms were added to the ChemOnt terminology data set.
In a number of cases, new SuperClass and Class terms were created for chemical categories not explicitly defined in the literature. Of these, the resulting “novel” categories were typically constructed from the IUPAC nomenclature for organic and inorganic compounds. Because our chemical dictionary was built from extant or common terms, it contains many community-specific categories commonly used in the (bio-)chemical nomenclature (e.g. primary amines, steroids, nucleosides). Moreover, due to the diverse nature of active and biologically interesting compounds, many chemical categories linked to specific chemical activities or based on biomimetic skeletons (e.g. alpha-sulfonopeptides, piperidinylpiperidines) were added. For instance, several compounds from the category of imidazo[1,2-a]pyrimidines (CHEMONTID:0004377) have been shown to display GABA(A) antagonist activity, and a potential to treat anxiety disorders [35 (link)].
After all the dictionary terms were identified and compiled (4825 terms to date), each term was formally defined using a precise, yet easily understood text description that included the structural features corresponding to that chemical category (Fig. 3). These formal definitions and the corresponding category mappings formed the basis of the structural classification algorithm and the classification rules described below. Once defined, the terms in this Chemical Classification Dictionary were progressively added to the taxonomic structure to form the structure-based hierarchy underlying ClassyFire’s chemical classification scheme. With the combination of the taxonomic structure and the Chemical Classification Dictionary, ChemOnt can be formally viewed as an ontology (albeit purely a structural ontology).

The chemical taxonomy. The taxonomy is illustrated with the OBO-Edit software, showing definitions synonyms, references, and extended information

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Publication 2016
Acids Alkaloids Amines Anxiety Disorders Attention Chemical Actions derivatives GABA Antagonists Generic Drugs Imidazolines Imino Acids Inorganic Chemicals Nucleosides Pyrimidines Skeleton Steroids Yohimbine
Nucleic-acid-containing structures were downloaded from the Protein Data Bank (PDB) (19 (link)) and updated weekly. Each release of DSSR was checked against all these structures, with the current version 1.2.8 validated on the PDB release as of June 12, 2015. Searches for motifs were performed on release 1.89 (December 5, 2014) of the non-redundant RNA crystal structures at 3.0-Å or better resolution (NR3A-dataset) curated by Leontis and Zirbel (20 ). The 3D images were created using PyMOL version 1.7.4.0 (http://pymol.org; the PyMOL Molecular Graphics System, Schrödinger, LLC), the 2D diagrams using VARNA (21 (link)) version 3.9, and the annotations using Inkscape version 0.48 (https://inkscape.org). The base rectangular block representation follows the style of Calladine et al. (22 ), with purines having dimensions of 4.5 Å (width, groove edges) by 4.5 Å (depth, side edges) by 0.5 Å (height) and pyrimidines of 3.0 Å × 4.5 Å × 0.5 Å, as in 3DNA (6 (link),7 (link)). Blocks of these sizes approximately encompass all atoms of the bases, including the exocyclic atoms.
Publication 2015
Acids Cardiac Arrest Cell Nucleus Structures purine Pyrimidines
Methods for estimating Ka and Ks consider sequence variations of both DNA and protein, which are related through the genetic code. Since we are engaging in a generally purposed discussion, the genetic code is always referred to the canonical code. As a DNA-centric consideration, nucleotides substitutions only have two types, either within purines and pyrimidines as transitions or between them as transversions. As a protein-centric consideration, each nucleotide triplet (codon) is defined as they vary according to nucleotide changes, except stop codons (TAG, TAA, and TGA). For protein-coding genes, nucleotide substitutions are classified as nonsynonymous and synonymous (silent), referring to changes that do or do not provoke amino acid variations. Although there are several mutation (substitution) models that take these sequence variation features into account, in this report we limit our discussion only to the HKY and the Tamura-Nei Models (see Table S1 in the additional file 1 for details).
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Publication 2006
Amino Acids Codon Codon, Terminator DNA, A-Form DNA Sequence Gene Products, Protein Genetic Code Genetic Diversity Mutation Nucleotides Proteins purine Pyrimidines Staphylococcal Protein A Triplets
For the purine and pyrimidine analysis, we operated a SCIEX 5500 Triple-Quadrupole LC-MS mass spectrometer fitted with a Turbo V ion source, online connected to an ultra-high performance liquid chromatography Agilent 1260 UHPLC system. Analyst v1.6.1 (SCIEX) was used for all SRM data acquisition, the development of the HPLC method, and the optimization of analyte-specific SRM transitions. Skyline-daily version 4.2.1.19004 was used for LC-SRM-MS data analysis and processing.
For the purine and pyrimidine analysis, urine from five mice was collected from voluntary expulsion, and 20 μL aliquots were stored at −80 °C until ready for analysis. Urine aliquots were thawed on ice and 80 μL of methanol was added containing 2-chloroadenosine (IS) at a final concentration of 2.5 μM to each 20 μL urine aliquot. The mixture was vortexed vigorously for ~30 seconds and protein precipitation was completed by incubating at −20 °C for 30 min. After this, samples were vortexed vigorously for ~30 seconds and centrifuged at 15,000 rpm for 10 min at 4 °C. An 80 μL aliquot of the supernatant was carefully removed without disturbing the pellets and transferred to an HPLC autosampler vial fitted with inserts; 2 μL were injected per HPLC-SRM-MS analysis.
Synthetic standards for compounds indicated in Table S1 were obtained from IROA (Mass Spectrometry Metabolite Library of Standards, MSMLS) or Sigma-Aldrich, St. Louis, MO. 100 μM stocks were prepared in 80% methanol and stored in −80 °C prior to use. A final standard mixture of all compounds at 5 μM (containing the internal standard/IS, 2-chloroadenosine at 2.5 μM), was prepared prior to analysis and injected at the onset of each set biological sample set. The Skyline document for urine purine/pyrimidine analysis has been uploaded to Panorama Public at https://panoramaweb.org/SkylineForSmallMolecules.url.
Publication 2020
2-Chloroadenosine 11-dehydrocorticosterone Biopharmaceuticals cDNA Library High-Performance Liquid Chromatographies Mass Spectrometry Methanol Mice, Laboratory Neoplasm Metastasis Pellets, Drug Proteins purine Pyrimidines Urine
An in silico PCR consists in selecting in a database the sequences that match (i.e., exhibit similarity with) two PCR primers. The regions matching the two primers should be localised on the selected sequence in a way allowing PCR amplification, which forces the relative orientation of the matches and the distance between them. In order to simulate real PCR conditions, the in silico PCR algorithm should allow some mismatches between the primers and the target sequences. Standard sequence similarity assessment programs such as BLAST [15 (link)] are not suitable for such kind of analysis because the heuristic search they use is not efficient on short sequences. Moreover, a post processing of BLAST output should be performed to verify previously stated constraints. We have developed a program named ecoPCR that is based on the very efficient pattern matching algorithm Agrep [16 ]. This algorithm allows specifying the maximum count of mismatched positions between each primer and the target sequence, and to use the full IUPAC code (e.g., R for purines or Y for pyrimidines). It also allows specifying on which primer's specific positions mismatches are not tolerated, what is useful to force exact match on the 3' end of primers for simulating real PCR conditions. Moreover, to facilitate further analysis, ecoPCR output contains the taxonomic information for each sequence selected from the database. For the analyses presented in this article, we allowed two mismatches between each primer and the template, except on the last 3 bases of the 3' end of the primer. Analyses performed with 0, 1 or 3 mismatches led to similar conclusions (results not shown), even if the results were sometimes different (see discussion). This software was developed for Unix platforms and is freely available at http://www.grenoble.prabi.fr/trac/ecoPCR.
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Publication 2010
NCOR2 protein, human Oligonucleotide Primers purine Pyrimidines

Most recents protocols related to «Pyrimidines»

Example 1

10 g (33.09 mmol) of 1-(2-fluoro-6-trifluoromethyl-benzyl)-6-methyl-1H-pyrimidine-2,4-dione (III), 6.8 g (49.62 mmol) of K2CO3 and 2.4 g (6.6 mmol) of tetrabutylammonium iodide were mixed with 50 mL of acetone at the temperature of about 20° C. Subsequently, 13.6 g (43.12 mmol) of (R)-2-((tert-butoxycarbonyl)amino)-2-phenylethyl methanesulfonate (IVa) were added and the obtained mixture was heated at the temperature of about 55° C. and maintained under stirring for about 16 hours at said temperature.

Once this maintenance was finished, the solvent was vacuum distilled and 50 mL of ethyl acetate and 50 mL of water were added to the residue thus obtained. A 1 M aqueous solution of HCl was slowly added, maintaining the temperature between 20 and 25° C. until achieving a pH of between 7 and 8. The aqueous phase was separated and treated with 3 fractions of 30 mL each of ethyl acetate. All the organic extracts were pooled and the solvent was removed by means of vacuum to obtain a slightly yellowish oily residue to which 45 mL of methanol were added, obtaining complete dissolution of the residue.

Example 2

16.1 g (99.24 mmol) of iodine monochloride (ICI) were dissolved in 40 mL of methanol at the temperature of about 10° C. The methanol solution previously obtained according to the methodology described in Example 1 comprising 3-((R)-2-(tert-butoxycarbonyl)amino-2-phenylethyl)-1-(2-fluoro-6-trifluoromethylbenzyl)-6-methyl-1H-pyrimidine-2,4-dione (II) was added to the iodine monochloride solution, maintaining the temperature between 20 and 25° C. Once the addition was finished, the obtained solution was heated to about 50° C. and was maintained under stirring for 2 hours at the mentioned temperature.

Once the maintenance was finished, the solvent was vacuum distilled and 50 mL of acetone were slowly added to the obtained oily residue at the temperature of between and 25° C. The addition of acetone caused a solid precipitate to appear almost immediately. The obtained mixture was maintained for 1 hour under stirring at the mentioned temperature. The resulting solid was isolated by filtration, washed with two fractions of 25 mL of acetone, and finally dried at the temperature of 50° C. to obtain 15.6 g (80.8% yield) of a white solid corresponding to the 3-((R)-2-(amino-2-phenylethyl)-1-(2-fluoro-6-trifluoromethylbenzyl)-5-iodo-6-methyl-1H-pyrimidine-2,4-dione hydrochloride salt (Ia) (UHPLC purity: 98.9%).

1H-NMR (d6-DMSO, 400 MHz) δ (ppm): 8.70 (2H, s broad), 7.65-7.48 (3H, m), 7.40-7.32 (5H, m), 5.40-5.29 (2H, dd), 4.47 (1H, t), 4.25 (2H, dd), 2.65 (3H, s).

13C-NMR (d6-DMSO, 100 MHz) δ (ppm): 161.87, 159.47, 159.41, 154.19, 150.98, 134.70, 129.93, 129.84, 129.01, 128.58, 127.38, 122.61, 122.34, 122.22, 121.34, 121.10, 74.80, 52.26, 45.45, 44.60, 25.66.

The DSC of this compound is shown in FIG. 1 and the XRPD is shown in FIG. 2.

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Patent 2024
1H NMR Acetone Anabolism Carbon-13 Magnetic Resonance Spectroscopy elagolix ethyl acetate Filtration Iodine iodine monochloride methanesulfonate Methanol Oils potassium carbonate Pyrimidines Sodium Chloride Solvents Sulfoxide, Dimethyl TERT protein, human tetrabutylammonium iodide Vacuum

Example 4

[Figure (not displayed)]

To a 2 L 3-neck round bottom flask was added 7-bromo-2-(difluoromethyl)pyrido[3,2-d]pyrimidin-4-ol (12a) (120 g, 435 mmol), Benzyltriethylammonium chloride (198 g, 869 mmol), and N,N-Diethylaniline (104 ml, 652 mmol) in Acetonitrile (500 ml). Phosphorus oxychloride (122 ml, 1304 mmol) was added dropwise to the mixture via addition funnel over 20 min. During addition the solution temperature increased from 15° C. to 29° C. After complete addition, the solution was heated to 75° C. for about 1 h and deemed complete by LCMS and HPLC. The reaction was then transferred via cannula to 1 L of cold water, maintaining internal temperature below 15° C. Yellow solids formed upon addition and the suspension was allowed to stir for 1 h. The precipitate was filtered, washed with heptane (400 mL) and dried on a filter funnel under vacuum/nitrogen for 3 h. The solids were then transferred to dry in a vacuum oven at 35° C. for 72 h (112 g, 88% isolated, 98.5% LCAP). 1H NMR (500 MHz, DMSO) δ 8.93-8.87 (d, J=2.1 Hz, 1H), 8.48-8.43 (d, J=2.1 Hz, 1H), 6.91-6.67 (t, J=52.9 Hz, 1H); LC-MS calculated for C26H29BrN3O3(M+H)+: m/z=510.1 and 512.1; found: 510.0 and 512.0.

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Patent 2024
1H NMR acetonitrile benzyltriethylammonium Cannula Chlorides Cold Temperature Heptane High-Performance Liquid Chromatographies Lincomycin Neck Nitrogen phosphoryl chloride Pyrimidines Sulfoxide, Dimethyl Vacuum

Example 71

[Figure (not displayed)]

A vessel was charged with N-[2,6-difluoro-3-[1-(oxan-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[3,4-b]pyridine-3-carbonyl]phenyl]propane-1-sulfonamide (88.0 mg, 0.149 mmol), 5-bromo-2-(trifluoromethyl)pyrimidine (37.2 mg, 0.164 mmol), potassium fluoride (26.0 mg, 0.447 mmol), bis(triphenylphosphine)palladium(II) dichloride (5.23 mg, 0.00745 mmol) and 0.5 mL 1,4-dioxane/water (4+1). The vessel was evacuated and filled with argon (3×) and heated to 60° C. for 2 h. The reaction was acidified with conc. HCl (0.3 mL), diluted with MeOH (0.2 mL) and heated to 60° C. overnight. After cooling, the reaction was diluted with EtOAc and water. The organic phase was evaporated and the product was purified by flash chromatography (DCM/EtOAc gradient, from 5% to 35% EtOAc) N-[2,6-difluoro-3-[5-[2-(trifluoromethyl)pyrimidin-5-yl]-1H-pyrazolo[3,4-b]pyridine-3-carbonyl]phenyl]propane-1-sulfonamide (42.0 mg, 0.0798 mmol, 54% yield).

Analytical Data:

TLC-MS (ESI): m/z=505.1, 525.1 [M−H]

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Patent 2024
Anabolism Argon Blood Vessel Chromatography Dioxanes Palladium potassium fluoride Propane pyridine Pyrimidines Sulfonamides triphenylphosphine

Example 14

[Figure (not displayed)]

A mixture of tert-butyl ((3R,5S)-1-(5-(2-chloropyrimidine-4-carboxamido)-2-methylbenzo[d]thiazol-4-yl)-5-(hydroxymethyl)pyrrolidin-3-yl)carbamate (Intermediate 13, 76 mg, 0.146 mmol), (2-cyano-6-methoxyphenyl)boronic acid (15.55 mg, 0.088 mmol), XPhos Pd G2 (57.6 mg, 0.073 mmol), potassium phosphate tribasic (62.2 mg, 0.293 mmol), 1,4-dioxane (1 mL), and water (0.2 mL) was purged under nitrogen and stirred at 80° C. for 2 hrs. After cooling to r.t., the reaction mixture was concentrated and TFA (1 mL) was added and the resulting mixture was stirred at r.t. for 30 minutes. The reaction mixture was then diluted with acetonitrile and purified with prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% TFA, at flow rate of 60 mL/min). LCMS calculated for C26H28N7O4S (M+H)+: m/z=534.2; Found: 534.2.

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Patent 2024
2-chloropyrimidine acetonitrile Boronic Acids Carbamates Dioxanes Lincomycin Nitrogen potassium phosphate Pyrimidines TERT protein, human

Example 81

[Figure (not displayed)]

1-((6aR,8R,9S,9aR)-2,2,4,4-tetraisopropyl-9-methyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione (0.16 g, 0.33 mmol) was heated with Lawesson's reagent (0.17 g, 0.43 mmol) in dry 1,4-dioxane (1.65 mL) under argon for 1 h. Then solvent was removed in vacuo and the crude material was purified by ISCO column chromatography eluting from 10% to 40% EtOAc in hexanes to afford 1-((6aR,8R,9S,9aR)-2,2,4,4-tetraisopropyl-9-methyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-4-thioxo-3,4-dihydropyrimidin-2(1H)-one (0.11 g, 67%) as a yellow solid.

1H NMR (400 MHz, CDCl3) δ 9.33 (bs, 1H), 7.68 (d, J=7.6 Hz, 1H), 6.40 (dd, J=7.6, 1.6 Hz), 6.20 (d, J=7.2 Hz, 1H), 4.18 (d, J=13.6 Hz, 1H), 4.04-3.89 (m, 2H), 3.78 (dd, J=8.8, 2.4 Hz, 1H), 2.71-2.62 (m, 1H), 1.12-0.84 (m, 31H).

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Patent 2024
1H NMR Argon Chromatography dioxane Hexanes Lawesson's reagent Nucleosides Nucleotides Pharmaceutical Preparations Pyrimidines Solvents Virus Diseases

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DMSO is a versatile organic solvent commonly used in laboratory settings. It has a high boiling point, low viscosity, and the ability to dissolve a wide range of polar and non-polar compounds. DMSO's core function is as a solvent, allowing for the effective dissolution and handling of various chemical substances during research and experimentation.
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Uridine is a nucleoside that is a constituent of ribonucleic acid (RNA). It serves as a precursor in the biosynthesis of uridine triphosphate (UTP) and other pyrimidine nucleotides. Uridine can be used as a research tool in various biological and biochemical applications.
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4-amino-5-(4-chlorophenyl)-7-(t-butyl) pyrazolo[3,4-d] pyrimidine (PP2) is a chemical compound that functions as a selective inhibitor of Src family kinases.
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Staurosporine is a small molecule compound that acts as a broad-spectrum protein kinase inhibitor. It is commonly used as a research tool in cell biology and biochemistry studies.

More about "Pyrimidines"

Pyrimidines are a diverse class of heterocyclic aromatic compounds that play a pivotal role in various biological processes.
These nitrogen-containing organic molecules serve as the fundamental building blocks for DNA and RNA, and are also involved in crucial cellular mechanisms like metabolism, signaling pathways, and gene expression.
Pyrimdines have a wide range of applications in the fields of medicine, biotechnology, and pharmaceutical research, making them a topic of immense scientific interest.
Closely related to pyrimidines are other important biomolecules like DMSO (Dimethyl Sulfoxide), FBS (Fetal Bovine Serum), and Uridine.
DMSO is a versatile solvent commonly used in cell culture applications, while FBS provides essential nutrients and growth factors for cell growth.
Uridine, a pyrimidine nucleoside, is a key component of RNA and is involved in various metabolic processes.
Additional compounds like 4-amino-5-(4-chlorophenyl)-7-(t-butyl) pyrazolo[3,4-d] pyrimidine (PP2), a selective Src family kinase inhibitor, and Penicillin/Streptomycin, a widely used antibiotic combination, are also relevant in the context of pyrimidine research and applications.
Furthremore, Cycloheximide, a protein synthesis inhibitor, SCH58261, an adenosine A2A receptor antagonist, and Dasatinib, a tyrosine kinase inhibitor, are all compounds that can be utilized in studies involving pyrimidines and their interactions within biological systems.
To truly unlock the potential of pyrimidines, researchers can leverage the cutting-edge AI-driven protocol optimization capabilities of PubCompare.ai.
This intelligent platform empowers scientists to effortlessly locate and compare protocols from literature, preprints, and patents, identifying the most reproducible and accurate methods.
By unleashing unparalleled research quality and efficiency, PubCompare.ai enables researchers to unveil new frontiers in pyrimidine-related discoveries and drive groundbreaking advancements in their respective fields.