Tag: M.W=150-200

Ungoren, Sevket Hakan published the artcileDBU-catalyzed, aromatization-oriented, regioselective domino synthesis of 2-aminopyrimidines from β-dicarbonyl compounds, DMF-DMA, and cyanamide, SDS of cas: 66373-25-9, the main research area is dicarbonyl preparation cyanamide DMF dimethylacetal DBU tandem multicomponent cyclocondensation; aminopyrimidine preparation regioselective; -Dicarbonyl compound; 2-Aminopyrimidine; Cyanamide; DBU; Domino synthesis; Four-component; MCR.

A multicomponent domino synthesis was developed for the preparation of 2-aminopyrimidines from β-dicarbonyl compounds, N,N-dimethylformamide di-Me acetal and cyanamide. The protocol was used for the regioselective preparation of 4-amide/ester/ketone substituted 2-aminopyrimidines. Twelve 2-aminopyrimidines were isolated in good yields (56-93%).

Molecular Diversity published new progress about Aromatic heterocyclic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 66373-25-9 belongs to class pyrimidines, name is 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone, and the molecular formula is C7H9N3O, SDS of cas: 66373-25-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sakai, Holt A. published the artcileCross-Electrophile Coupling of Unactivated Alkyl Chlorides, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine, the main research area is unactivated alkyl aryl chloride cross electrophile coupling iridium photocatalyst.

Overcoming intrinsic limitations of C(sp3)-Cl bond activation, the development of a novel organosilane reagent Si(TMS)3(N)R1R2 (R1 = adamantyl, tert-Bu, i-Pr, n-Bu; R2 = H) that can participate in chlorine atom abstraction under mild photocatalytic conditions were reported. In particular, the application of this mechanism to a dual nickel/photoredox catalytic protocol that enables the first cross-electrophile coupling of unactivated alkyl chlorides R3Cl (R3 = cyclohexyl, oxan-4-yl, 4-cyanobutyl, etc.) and aryl chlorides R4Cl (R4 = pyridin-4-yl, quinolin-3-yl, 2-(methylsulfanyl)pyrimidin-5-yl, etc.) was described. Employing these low-toxicity, abundant, and com. available organochloride building blocks, this methodol. allows access to a broad array of highly functionalized C(sp2)-C(sp3) coupled adducts, e.g., I including numerous drug analogs.

Journal of the American Chemical Society published new progress about Bond activation (C-Cl). 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yamagami, Chisako published the artcileHydrophobicity parameter of diazines IV: a new hydrogen-accepting parameter of monosubstituted (di)azines for the relationship of partition coefficients in different solvent systems, Application of Ethyl pyrimidine-2-carboxylate, the main research area is hydrophobicity diazine hydrogen accepting parameter scale; monosubstituted azine partition solvent effect LFER hydrophobicity.

The authors recently proposed a new H-accepting scale, SHA, for each member of the substituted (di)azine series from the heat of formation calculated under various dielec. environments by the COSMO method. The SHA scale was used to examine relations between log PCL (PCL: CHCl3/H2O partition coefficient) and log Poct (Poct: 1-octanol/H2O partition coefficient) for each of the 2-substituted pyridine (I), monosubstituted pyrazine (II), and pyrimidine (III) series. This SHA parameter worked nicely, representing the H-accepting effect of the solute mol. A correlation equation with excellent quality, such as log PCL = a log Poct + sSHA + constant, was obtained for each series. The authors further defined the parameter SHA/PY, derived from SHA values for the heterocyclic series by shifting the reference points to unsubstituted pyridine, to unify sep. derived correlation equations. Thus, the correlation between log PCL and log Poct for all combined data of three series was derived by using a single equation as log PCL = a log Poct + sSHA/PY + constant The SHA parameters were reasonably considered as being free-energy related, and the rationale for the H-bond-acceptor scale was presented.

Journal of Pharmaceutical Sciences published new progress about Correlation analysis. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Application of Ethyl pyrimidine-2-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Votruba, Ivan published the artcileSynthesis of 2′-deoxy-β-D-ribonucleosides and 2,3-dideoxy-β-D-pentofuranosides on immobilized bacterial cells, Computed Properties of 19030-75-2, the main research area is deoxynucleoside transglycosylation immobilized Escherichia; nucleoside deoxy dideoxy biosynthesis Escherichia.

Alginate gel-entrapped cells of auxotrophic thymine-dependent strain of E. coli catalyze the transfer of 2-deoxy-D-ribofuranosyl moiety of 2′-deoxyuridine to purine and pyrimidine bases as well as their aza and deaza analogs. All experiments invariably gave β-anomers; in most cases, the reaction was regiospecific, affording N9-isomers in the purine and N1-isomers in the pyrimidine series. Also a 2,3-dideoxynucleoside can serve as donor of the glycosyl moiety. The acceptor activity of purine bases depends only little on substitution, the only condition being the presence of N7-nitrogen atom. On the other hand, in the pyrimidine series the activity is limited to only a narrow choice of mostly short 5-alkyl and 5-halo uracil derivatives Heterocyclic bases containing amino groups are deaminated; this can be avoided by conversion of the base to the corresponding N-dimethylaminomethylene derivative which is then ammonolyzed. The method was verified by isolation of 9-(2-deoxy-β-D-ribofuranosyl) derivatives of adenine, guanine, 2-chloroadenine, 6-methylpurine, 8-azaadenine, 8-azaguanine, 1-deazaadenine, 3-deazaadenine, 1-(2-deoxy-β-D-ribofuranosyl) derivatives of 5-ethyluracil, 5-fluorouracil, and 9-(2,3-dideoxy-β-D-pentofuranosyl)hypoxanthine, 9-(2,3-dideoxy-β-D-pentofuranosyl)-6-methylpurine, and other nucleosides.

Collection of Czechoslovak Chemical Communications published new progress about Escherichia coli. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Computed Properties of 19030-75-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wagner, Gabor published the artcileCovalent inhibition of the histamine Hi3 receptor, Category: pyrimidines, the main research area is histamine covalent inhibition receptor; G protein-coupled receptor (GPCR); Histamine H3 receptor; covalent binder; isothiocyanate.

Covalent binding of G protein-coupled receptors by small mols. is a useful approach for better understanding of the structure and function of these proteins. We designed, synthesized and characterized a series of 6 potential covalent ligands for the histamine Hi3 receptor (Hi3R). Starting from a 2-amino-pyrimidine scaffold, optimization of anchor moiety and warhead followed by fine-tuning of the required reactivity via scaffold hopping resulted in the isothiocyanate Hi3R ligand 44. It shows high reactivity toward glutathione combined with appropriate stability in water and reacts selectively with the cysteine sidechain in a model nonapeptide equipped with nucleophilic residues. The covalent interaction of 44 with Hi3R was validated with washout experiments and leads to inverse agonism on Hi3R. Irreversible binder 44 (VUF15662) may serve as a useful tool compound to stabilize the inactive Hi3R conformation and to study the consequences of prolonged inhibition of the Hi3R.

Molecules published new progress about Histamine H3 receptor agonists Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Li, Chun published the artcileIonic liquid promoted synthesis of heterocycle-fused pyrimidine-2,4(1H,3H)-diones utilising CO2, Computed Properties of 36075-35-1, the main research area is heterocycle pyrimidine dione preparation green chem; carbon dioxide cyclization ionic liquid catalyst.

An efficient ionic liquid system was developed for the preparation of various heterocycle-fused pyrimidine-2,4(1H,3H)-diones in moderate to excellent yields (52-95%). It was found that 1,5-diazabicyclo[4.3.0]non-5-ene trifluoroethanol [HDBN+][TFE-], a simple and easily prepared ionic liquid, could act as both the solvent and reaction promoter, and that the reactions could be efficiently carried out at atm. pressures of CO2.

Tetrahedron Letters published new progress about Fused heterocyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 36075-35-1 belongs to class pyrimidines, name is 7-Methylpyrido[2,3-d]pyrimidine-2,4-diol, and the molecular formula is C8H7N3O2, Computed Properties of 36075-35-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heinisch, Gottfried published the artcileNovel diazinyl 3-pyridyl ketones: efficient synthesis and complete assignment of 1H and 13C NMR spectra, SDS of cas: 42839-08-7, the main research area is diazinyl pyridyl ketone preparation NMR.

The preparation of six diazinyl 3-pyridyl ketones is described: 3-pyridyl 3-pyridazinyl ketone, 3-pyridyl 4-pyridazinyl ketone, 3-pyridyl 2-pyrimidinyl ketone, 3-pyridyl 4-pyrimidinyl ketone, 3-pyridyl 5-pyrimidinyl ketone, and 3-pyridyl 2-pyrazinyl ketone. Detailed 1H NMR data of these novel building blocks are given.

Journal of Heterocyclic Chemistry published new progress about Ketones Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, SDS of cas: 42839-08-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Si, Xingyu published the artcileDetecting Low-Abundance Molecules at Single-Cell Level by Repeated Ion Accumulation in Ion Trap Mass Spectrometer, Name: 5-Methylcytosinehydrochloride, the main research area is low abundance mol detection cell ion trap mass spectrometry.

Low-abundance metabolites or proteins in single-cell samples are usually undetectable by mass spectrometry (MS) due to the limited amount of substances in single cells. This limitation inspired the authors to further enhance the sensitivity of com. mass spectrometers. Herein, the authors developed a technique named repeated ion accumulation by ion trap MS, which is capable of enhancing the sensitivity by selectively and repeatedly accumulating ions in a linear ion trap for up to 25 cycles. The increase in MS sensitivity was pos. correlated with the number of repeated cycles. When ions were repeatedly accumulated for 25 cycles, the sensitivity of ATP detection was increased by 22-fold within 1.8 s. The authors’ technique could stably detect low-abundance ions, especially MSn ions, at the single-cell level, such as 5-methylcytosine hydrolyzed from sample equivalent to ∼0.2 MCF7 cell. The strategy presented in this study offers the possibility to aid single-cell anal. by enhancing MS detection sensitivity.

Analytical Chemistry (Washington, DC, United States) published new progress about Electrospray ionization mass spectrometry (nanospray ionization, ion trap). 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Name: 5-Methylcytosinehydrochloride.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The systematic study of pyrimidines began in 1884 with Pinner, who synthesized derivatives by condensing ethyl acetoacetate with amidines. Pinner first proposed the name “pyrimidin” in 1885. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. The parent compound was first prepared by Gabriel and Colman in 1900, by conversion of barbituric acid to 2,4,6-trichloropyrimidine followed by reduction using zinc dust in hot water. Formula: C4H3BrN2.

Zhang, Zengyu;Huang, Shiqing;Huang, Linwei;Xu, Xingyu;Zhao, Hongyan;Yan, Xiaoyu research published 《 Synthesis of Mesoionic N-Heterocyclic Olefins and Catalytic Application for Hydroboration Reactions》, the research content is summarized as follows. Mesoionic N-heterocyclic olefins have been developed, which feature high ylidic character. These compounds have been used as efficient catalysts for hydroboration of imines, nitriles, and N-heteroarenes.

Formula: C4H3BrN2, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The nomenclature of pyrimidines is straightforward. However, like other heterocyclics, tautomeric hydroxyl groups yield complications since they exist primarily in the cyclic amide form. 65-86-1, formula is C5H4N2O4, Name is 2,6-Dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid. For example, 2-hydroxypyrimidine is more properly named 2-pyrimidone. A partial list of trivial names of various pyrimidines exists. COA of Formula: C5H4N2O4.

Zhang, Zhi;Liang, Zhi Cheng;Liang, Xiu Yi;Zhang, Qing Hai;Wang, Ya Jie;Zhang, Jian Hua;Shi, De Liu research published 《 Physarum polycephalum macroplasmodium exhibits countermeasures against TiO₂ nanoparticle toxicity: A physiological, biochemical, transcriptional, and metabolic perspective》, the research content is summarized as follows. Concerns about the environmental and human health implications of TiO₂ nanoparticles (nTiO₂) are growing with their increased use in consumer and industrial products. Investigations of the underlying mol. mechanisms of nTiO₂ tolerance in organisms will assist in countering nTiO₂ toxicity. In this study, the countermeasures exhibited by the slime mold Physarum polycephalum macroplasmodium against nTiO₂ toxicity were investigated from a physiol., transcriptional, and metabolic perspective. The results suggested that the countermeasures against nTiO₂ exposure include gene-associated metabolic rearrangements in cellular pathways involved in amino acid, carbohydrate, and nucleic acid metabolism Gene-associated nonmetabolic rearrangements involve processes such as DNA repair, DNA replication, and the cell cycle, and occur mainly when macroplasmodia are exposed to inhibitory doses of nTiO₂. Interestingly, the growth of macroplasmodia and mammal cells was significantly restored by supplementation with a combination of responsive metabolites identified by metabolome anal. Taken together, we report a novel model organism for the study of nTiO₂ tolerance and provide insights into countermeasures taken by macroplasmodia in response to nTiO₂ toxicity. Furthermore, we also present an approach to mitigate the effects of nTiO₂ toxicity in cells by metabolic intervention.

COA of Formula: C5H4N2O4, Orotic acid anhydrous is a hydrogen bonding interaction that can be found in biological systems. It plays a role in the physiological effects of orotic acid, which is a metabolite of uridine and an intermediate in the synthesis of pyrimidine nucleotides. Orotic acid has antimicrobial properties and has been shown to inhibit enzyme activities involved in energy metabolism, such as polymerase chain reaction (PCR) and adenosine triphosphate (ATP) synthase. Orotic acid also inhibits the growth of bacteria, fungi, and parasites. Orotic acid anhydrous is used for treating myocardial infarcts or brain functions. The untreated group was given no treatment at all.
Orotic acid, also known as orotate or orotsaeure, belongs to the class of organic compounds known as pyrimidinecarboxylic acids. These are pyrimidines with a structure containing a carboxyl group attached to the pyrimidine ring. Orotic acid exists as a solid, slightly soluble (in water), and a moderately acidic compound (based on its pKa). Orotic acid has been found in human liver and pancreas tissues, and has also been primarily detected in saliva, feces, urine, and blood. Within the cell, orotic acid is primarily located in the cytoplasm and mitochondria. Orotic acid exists in all eukaryotes, ranging from yeast to humans. Orotic acid participates in a number of enzymatic reactions. In particular, Orotic acid can be biosynthesized from L-dihydroorotic acid and quinone; which is mediated by the enzyme dihydroorotate dehydrogenase (quinone), mitochondrial. In addition, Orotic acid and phosphoribosyl pyrophosphate can be converted into orotidylic acid through its interaction with the enzyme uridine monophosphate synthetase isoform a. In humans, orotic acid is involved in the pyrimidine metabolism pathway. Orotic acid is also involved in several metabolic disorders, some of which include the mngie (mitochondrial neurogastrointestinal encephalopathy) pathway, dihydropyrimidinase deficiency, UMP synthase deficiency (orotic aciduria), and Beta ureidopropionase deficiency. Outside of the human body, orotic acid can be found in a number of food items such as green vegetables, alaska blueberry, chickpea, and colorado pinyon. This makes orotic acid a potential biomarker for the consumption of these food products. Orotic acid is a potentially toxic compound. Orotic acid has been found to be associated with several diseases known as phosphoenolpyruvate carboxykinase deficiency 1, cytosolic and hyperornithinemia-hyperammonemia-homocitrullinuria; orotic acid has also been linked to several inborn metabolic disorders including n-acetylglutamate synthetase deficiency, lysinuric protein intolerance, and ornithine transcarbamylase deficiency.
Orotic acid appears as white crystals or crystalline powder.
Orotic acid is a pyrimidinemonocarboxylic acid that is uracil bearing a carboxy substituent at position C-6. It has a role as a metabolite, an Escherichia coli metabolite and a mouse metabolite. It derives from a uracil. It is a conjugate acid of an orotate., 65-86-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia