Day: December 6, 2022

Iltzsch, Max H. published the artcileStructure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Biochemical Pharmacology (1994), 48(4), 781-91, database is CAplus and MEDLINE.

One hundred compounds were evaluated as ligands of Toxoplasma gondii, uracil phosphoribosyltransferase (UPRTase, EC 2.4.2.9) by examining their ability to inhibit this enzyme in vitro. Inhibition was quantified by determining apparent K_i values fo those compounds that inhibited T. gondii UPRTase by greater than 10% at a concentration of 2 mM. Five compounds (4-thiopyridine, 2-thiopyrimidine, trihiocyanuric acid, 1-deazauracil and 2,4-dithiouracil) bound to the enzyme better than two known substrates for T. gondii UPRTase, 5-fluorouracil and emimycin, which have antitoxoplasmal activity (Pfefferkorn ER, Exp Parasitol 44: 26-35, 1978; Pfefferkorn et al., Exp Parasitol 69: 129-139, 1989). In addition, several selected compounds were evaluated as substrates for T. gondii UPRTase, and it was found that 2,4-dithiouracil is also a substrate for this enzyme. On the basis of these data, a structure-activity relationship for the binding of ligands to T. gondii UPRTase was determined using uracil as a reference compound

Biochemical Pharmacology 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, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione.

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

Liu, Mingyu published the artcileAtom-Economical Cross-Coupling of Internal and Terminal Alkynes to Access 1,3-Enynes, Quality Control of 174456-28-1, the publication is Journal of the American Chemical Society (2021), 143(10), 3881-3888, database is CAplus and MEDLINE.

Herein, a selective and catalytic method for synthesizing 1,3-enynes (E/Z)-RCCC(R¹)=CHR² (R = tris(propan-2-yl)silyl, 4-(acetyloxy)butyl, cyclohexylmethyl, 5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)pentyl, etc.; R¹ = Et, Ph, pyridin-3-yl, pyrimidin-5-yl, etc.; R² = hydroxymethyl, (phenylformamido)methyl, [(1H-indol-5-yl)carbamoyl]methyl, etc.) without prefunctionalized building blocks was described. This method is facilitated by a tailored P,N-ligand that enables regioselective dimerization and suppresses secondary E/Z-isomerization of the product. The transformation enables several classes of unactivated internal acceptor alkynes R¹CCR² to be coupled with terminal donor alkynes RCCH to deliver 1,3-enynes in a highly regio- and stereoselective manner. The scope of compatible acceptor alkynes includes propargyl alcs., (homo)propargyl amine derivatives, and (homo)propargyl carboxamides. The reaction is scalable and can operate effectively with as low as 0.5 mol% catalyst loading. The products are versatile intermediates that can participate in various downstream transformations. The preliminary mechanistic experiments that are consistent with a redox-neutral Pd(II) catalytic cycle were also presented.

Journal of the American Chemical Society 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, Quality Control of 174456-28-1.

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

Kang, Yanlong published the artcileHeat Shock Protein 70 Inhibitors. 1. 2,5′-Thiodipyrimidine and 5-(Phenylthio)pyrimidine Acrylamides as Irreversible Binders to an Allosteric Site on Heat Shock Protein 70, Related Products of pyrimidines, the publication is Journal of Medicinal Chemistry (2014), 57(4), 1188-1207, database is CAplus and MEDLINE.

Heat shock protein 70 (Hsp70) is an important emerging cancer target whose inhibition may affect multiple cancer-associated signaling pathways and, moreover, result in significant cancer cell apoptosis. Despite considerable interest from both academia and pharmaceutical companies in the discovery and development of druglike Hsp70 inhibitors, little success has been reported so far. Here we describe structure-activity relationship studies in the first rationally designed Hsp70 inhibitor class that binds to a novel allosteric pocket located in the N-terminal domain of the protein. These 2,5′-thiodipyrimidine and 5-(phenylthio)pyrimidine acrylamides take advantage of an active cysteine embedded in the allosteric pocket to act as covalent protein modifiers upon binding. The study identifies derivatives 17a and 20a, which selectively bind to Hsp70 in cancer cells. Addition of high nanomolar to low micromolar concentrations of these inhibitors to cancer cells leads to a reduction in the steady-state levels of Hsp70-sheltered oncoproteins, an effect associated with inhibition of cancer cell growth and apoptosis. In summary, the described scaffolds represent a viable starting point for the development of druglike Hsp70 inhibitors as novel anticancer therapeutics.

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, Related Products of pyrimidines.

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

Palafox, M. Alcolea published the artcileQuantum Chemical Scaling and its Importance: The Infrared and Raman Spectra of 5-Bromouracil, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Spectroscopy Letters (2010), 43(1), 51-59, database is CAplus.

This work describes the interest and necessity of scaling to correct the deficiencies in the calculation of the harmonic vibrational wave numbers The use of adequate quantum-chem. methods and scaling procedures reduces the risk in the assignment and can also accurately determine the contribution of the different modes in an observed band. As an example, the IR and laser-Raman spectra of the 5-bromouracil biomol. are shown.

Spectroscopy Letters 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

Yamagami, Chisako published the artcileHydrophobicity parameter of diazines. 1. Analysis and prediction of partition coefficients of monosubstituted diazines, HPLC of Formula: 31401-45-3, the publication is Quantitative Structure-Activity Relationships (1990), 9(4), 313-20, database is CAplus.

The octanol/water partition coefficient (P) of a number of monosubstituted diazines was measured. The composition of the π value of substituents, the increment in the log P value accompanying the introduction of substituents, was examined in terms of physicochem. substituent parameters and correlation anal. The diazine-π value of substituents was generally higher than the pyridine-π value of corresponding substituents, indicating that the intramol. electronic interactions between the ring-N atoms and substituent are more pronounced than those in substituted pyridines in governing the log P value of the mol. Except for 2-substituted pyrimidines, the π value of substituents in each series of monosubstituted diazines was in general nicely correlated with the π value of the corresponding substituents in substituted pyridines along with electronic parameter terms representing bidirectional electronic effects on the relative solvation of the ring-N atom(s) and the hydrogen-bondable substituents with partitioning solvents according to the procedure proposed previously for the anal. of the π value in disubstituted benzenes and monosubstituted pyridines. Keeping in mind that 2-pyrimidines substituted by hydrogen-bondable groups sometimes behave as outliers, the correlations were believed to be usable for prediction of log P values of monosubstituted diazines.

Quantitative Structure-Activity Relationships 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 C5H6BNO2, HPLC of Formula: 31401-45-3.

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

Araki, Koji published the artcileDesign of a fluorescent host for monitoring multiple hydrogen-bonding interaction directly by intramolecular charge-transfer emission, Formula: C5H6N2O2, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1998), 1391-1396, database is CAplus.

The hosts 2-dodecanamido-4-methyl-N-[4-(dimethylamino)phenyl]quinoline-7-carboxamide 1 and 2-dodecanamido-4-methyl-N-(4-methoxyphenyl)quinoline-7-carboxamide 2 bearing an aromatic amide unit exhibit an anomalous fluorescence with a large Stokes shift at around 500-600 nm (LW emission) due to an intramol. charge-transfer (ICT) process. The guests 3-ethyl-3-methylglutarimide (bemegride) 4 and 1-methyluracil 5 are associated with the hosts by forming three hydrogen bonds, and the LW emission of the hosts largely increases. On the other hand, the guest 3-methyluracil 6 does not affect the emission of the hosts at all, though formation of two hydrogen bonds with the hosts is confirmed by ¹H NMR measurement. It is concluded that the hosts 1 and 2 can selectively detect the guests 4 and 5 that form hydrogen bonds both at the quinoline ring nitrogen and the amide proton (H_α) of the hosts simultaneously to affect rotation of the amide bond.

Journal of the Chemical Society, Perkin Transactions 2: Physical 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, Formula: C5H6N2O2.

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

Ostakhov, S. S. published the artcileSpectral-luminescence and quantum-chemical study of the anionic forms of 5-fluorouracil, Product Details of C5H6N2O2, the publication is High Energy Chemistry (2017), 51(2), 108-112, database is CAplus.

A spectral-luminescence study of neutral (pH 7) and alk. (pH 11 and 14) aqueous solutions of the anticancer drugs 5-fluorouracil (FU) and tegafur has been performed. The fluorescence spectra of the N3- and N1-centered anions of 5-fluorouracil, its dianion, and the tegafur monoanion with emission maxima at wavelengths (λ_em) of 358, 372, 366, and 358 nm and photoluminescence quantum yields (φ) of 11.2 x 10^-4, 35.1 x 10^-4, 26.5 x 10^-4, and 8.6 x 10^-4, resp., have been recorded for the first time. The fluorescence characteristics of the FU anionic forms have been related to the magnetic shielding constant as one of the criteria of aromaticity.

High Energy 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, Product Details of C5H6N2O2.

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

Muellar, Stefan published the artcile8-Vinylguanine Nucleo Amino Acid: A Fluorescent PNA Building Block, 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 Letters (2012), 14(6), 1382-1385, database is CAplus and MEDLINE.

Attachment of a vinyl group at guanine position 8 provides fluorescent properties of the nucleobase. Therefore, 8-vinylguanine was introduced as a 2-aminoethylglycine peptide nucleic acid (PNA) building block. Incorporation of the guanine analog in short PNA sequences by Fmoc solid phase peptide synthesis allowed the differentiation between hybridization states of specific double strands with DNA, RNA, and PNA as well as quadruplex forming RNA/PNA oligomers based on fluorescence intensity.

Organic Letters 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

Camacho-Hernandez, Gisela Andrea published the artcileSynthesis, pharmacological characterization, and structure-activity relationships of non-canonical selective agonists for α7 nAChRs, Application of 2-Amino-4,6-dichloropyrimidine, the publication is Journal of Medicinal Chemistry (2019), 62(22), 10376-10390, database is CAplus and MEDLINE.

Noncanonical 2,4,6-substituted pyrimidine analogs were prepared for a structure-activity relationship study. The new lead compounds activate selectively the α7 nAChRs with EC₅₀‘s between 30-140 nM in a PNU-120596-dependent, cell-based calcium influx assay. After characterizing the expanded lead landscape, author ranked the compounds for rapid activation using Xenopus oocytes expressing human α7 nAChR with a two-electrode voltage clamp. This approach enabled us to define the mol. determinants governing rapid activation, agonist potency, and desensitization of α7 nAChRs after exposure to pyrimidine analogs, thereby distinguishing this subclass of non-canonical agonists from previously defined types of agonists (agonists, partial agonists, silent agonists, and ago-PAMs). By NMR, author analyzed pKa values for ionization of lead candidates, demonstrating distinctive modes of interaction for this landscape of ligands.

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, Application of 2-Amino-4,6-dichloropyrimidine.

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

Potyahaylo, A. L. published the artcileProton acceptor and proton donor properties of modified nucleotide bases and their complexing ability: quantum chemical investigation, Category: pyrimidines, the publication is Biopolimeri i Klitina (2004), 20(1-2), 62-70, database is CAplus.

Proton acceptor and proton donor properties of 40 modified nucleotide bases have been investigated by the AM1 semiempirical quantum chem. method, proven to be rather good for such tasks and matters. Based on the data obtained, the orders of the acidity and basicity have been built. The authors have also concluded about the character of self- and hetero-association of some modified nucleotide bases and their specific interactions with both neutral and deprotonated carboxylic groups of amino acids in vacuum. Biol. significance of these findings is briefly discussed.

Biopolimeri i Klitina 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