Category: pyrimidines

Yamagami, Chisako published the artcileHydrophobicity parameter of diazines. III. Relationship of partition coefficients of monosubstituted diazines and pyridines in different partitioning systems, Application In Synthesis of 42839-08-7, the main research area is partition structure pyrazine pyrimidine pyridine; hydrogen bond partition pyrazine pyrimidine pyridine.

The logarithm of the 1-octanol-water partition coefficient value (log Poct) was compared with those from CHCl3-water (log PCL) and di-n-Bu ether-water (log PE) for (di)azines substituted singly by nonhydrogen-bonding and hydrogen-accepting substituents (2-substituted pyrazines, 2-substituted pyrimidines, and 2-substituted pyridines). The difference between log Poct and log PCL for diazines was primarily governed by the number of hydrogen-bonding sites in the substituent. For 2-substituted pyridines, the difference in the hydrogen-bonding association of the ring N-atom with octanol from that with CHCl3 was also significant. In the relationship between log Poct and log PE, the hydrogen-bonding solvations of the ring N-atom(s), as well as the hydrogen-accepting substituent with octanol, should be taken into account because the Bu ether acts as a nonhydrogen-bonding solvent.

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

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Iltzsch, Max H. published the artcileStructure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii, Application of 5-N-Propyluracil, the main research area is structure ligand uracil phosphoribosyltransferase Toxoplasma.

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 Ki 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 Protozoacides. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Application of 5-N-Propyluracil.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pace, Paola published the artcileDihydroxypyrimidine-4-carboxamides as Novel Potent and Selective HIV Integrase Inhibitors, Application In Synthesis of 519028-33-2, the main research area is pyrimidinecarboxamide dihydro preparation HIV integrase inhibitor.

Human immunodeficiency virus type-1 (HIV-1) integrase, one of the three constitutive viral enzymes required for replication, is a rational target for chemotherapeutic intervention in the treatment of AIDS that has also recently been confirmed in the clin. setting. We report here on the design and synthesis of N-benzyl-5,6-dihydroxypyrimidine-4-carboxamides as a class of agents which exhibits potent inhibition of the HIV-integrase-catalyzed strand transfer process. In the current study, structural modifications on these mols. were made in order to examine effects on HIV-integrase inhibitory potencies. One of the most interesting compounds for this series is 2-[1-(dimethylamino)-1-methylethyl]-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide, with a CIC95 of 78 nM in the cell-based assay in the presence of serum proteins. The compound has favorable pharmacokinetic properties in preclin. species (rats, dogs, and monkeys) and shows no liabilities in several counterscreening assays, highlighting its potential as a clin. useful antiviral agent.

Journal of Medicinal Chemistry published new progress about Homo sapiens. 519028-33-2 belongs to class pyrimidines, name is Benzyl (2-(4-((4-fluorobenzyl)carbamoyl)-5-hydroxy-6-oxo-1,6-dihydropyrimidin-2-yl)propan-2-yl)carbamate, and the molecular formula is C23H23FN4O5, Application In Synthesis of 519028-33-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Litonska, Ewa published the artcileConformation of the dimethylamino group in cytosine and in simple model pyrimidines and pyridines. Steric effects of ortho-methyl substitution on infrared spectra and molecular dipole moments, HPLC of Formula: 22433-68-7, the main research area is conformation methylamino group pyrimidine; methyl group steric hindrance; pyridine dimethylamino dipole moment; cytosine dimethylamino dipole moment; IR dimethylamino conformation; ortho effect methyl group.

The IR of NR2 (R = H, Me) derivatives of 4- or 5-substituted pyrimidines, 4-substituted pyridines, benzenes, or the resp. cytosines were determined in the skeletal ring vibration region. The sensitivity of the ring vibrations, at �600 cm-1, to electron donating groups is used to determine the o-Me group as the steric hindrance of NMe2 conjugation with the ring. The dipole moments of simple pyrimidine and pyridine derivatives were determined in C6H6. The vectorial anal. of the dipole moments indicates that the twisting of the Me2N group in the hindered derivatives decreases in the order: 5-dimethylaminopyrimidine > 4-dimethylaminopyridine > 4-dimethylaminopyrimidine. Sterically crowded I is planar.

Acta Biochimica Polonica published new progress about Amino group. 22433-68-7 belongs to class pyrimidines, name is 4-Amino-5-methylpyrimidine, and the molecular formula is C5H7N3, HPLC of Formula: 22433-68-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Smagowicz, J. published the artcileThe phosphorescence of hindered aminopyrimidines, HPLC of Formula: 22433-68-7, the main research area is phosphorescence aminopyridimidine; pyrimidine alkyl amino phosphorescence; alkylpyrimidine phosphorescence.

The quantum yields, lifetimes, and polarizations of phosphorescence of 4- and 5-aminopyrimidines and their hindered alkyl derivatives were measured in solvents of different polarity at 90°K. The model presented for interpretation of these data allows determining the matrix elements of spin-orbit coupling between the emitting singlet and triplet states. These elements are 0.2-0.8 cm-1 in aminopyrimidines and increase as the amino group becomes more twisted relative to the ring. Spin-orbit coupling of higher 1(n,π*) states with emitting triplets is âˆ?0 times stronger than that of the lowest 1(l,aπ*).

Journal of Luminescence published new progress about Amino group. 22433-68-7 belongs to class pyrimidines, name is 4-Amino-5-methylpyrimidine, and the molecular formula is C5H7N3, HPLC of Formula: 22433-68-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Van der Does, L. published the artcileDerivatives of pyrimidine. XXVII. Bromination of pyrimidine in the gas phase, Safety of 2,4,6-Tribromopyrimidine, the main research area is bromination pyrimidine gas phase; bromopyrimidine; aminopyrimidine.

The gas-phase bromination of pyrimidine gives 5-bromo-, 4,6-dibromo-, 2,4,6-tribromo- and 4-aminopyrimidine depending on the temperature and presence of a contact substance. Thus, pyrolysis of pyrimidine-Br at 220° gave 5% 5-bromopyrimidine and 40% 4-aminopyrimidine, whereas at 220° with pumice, only 60% 5-bromopyrimidine was found. Empty-tube pyrolysis gave Br attack at the pos.-charged positions, whereas the presence of pumice caused attack at C-5, the least-charged position.

Tetrahedron Letters published new progress about Bromination. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, Safety of 2,4,6-Tribromopyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Abraham, Michael H. published the artcileCorrelation and Estimation of Gas-Chloroform and Water-Chloroform Partition Coefficients by a Linear Free Energy Relationship Method, Name: Ethyl pyrimidine-2-carboxylate, the main research area is partition coefficient chloroform gas water estimation; linear free energy relationship partition coefficient; lipophilicity partition coefficient chloroform gas water; drug design partition coefficient chloroform gas water.

A linear free energy relation, LFER, has been used to correlate 150 values of gas-chloroform partition coefficients, as log Lchl with a standard deviation, sd, of 0.23 log units, a correlation coefficient r2 of 0.985, and an F-statistic of 1919. The equation reveals that bulk chloroform is dipolar/polarizable, of little hydrogen-bond basicity, but as strong a hydrogen-bond acid as bulk methanol or bulk ethanol. However, the main influence on gaseous solubility in chloroform is due to solute-solvent London dispersion interactions. A slightly modified LFER has been used to correlate 302 values of water-chloroform partition coefficients, as log Pchl. The correlation equation predicts log Pchl for a further 34 compounds not used in the equation with sd = 0.17 log units. When the LFER is applied to all 335 log Pchl values, the resulting equation has sd = 0.25, r2 = 0.971, and F = 2218. The importance of these results lies in the recent use of the water-chloroform system as a measure of solute lipophilicity and of recent calculations of the transfer of nucleic acids from water to chloroform. Furthermore if the water-chloroform system is to be generally used as a measure of solute lipophilicity in drug design, it will be of very considerable help to have a predictive procedure available. The authors have shown that the multiple linear regression anal. (MLRA) method is capable of correlating log Pchl values rather better than computational methods although the present MLRA method suffers from the possible lack of availability of the required descriptors.

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

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Strekowski, L. published the artcileNucleotide analogs. Alkylation of 2,4-dioxopyrimidine derivatives with Mannich bases, Quality Control of 19030-75-2, the main research area is alkylation uracil thymine; uracil alkylation Mannich base; thymine alkylation Mannich base; Mannich base uracil alkylation.

Alkylation of I (R1 = H, Me, Et, Pr, Bu, Br, F, R2 = H) with the Mannich bases R2NMe2 (R2 = PhCOCH2CH2, 3-indolylmethyl) gave the N-1-monoalkylated derivatives in 11-80% yields. Condensation of thymine with 2,3-(HO)MeC6H3CH2NMe2 gave both the N-3-mono and N-1,N-3-disubstituted derivatives

Prace Wydzialu Matematyki, Fizyki i Chemii, Uniwersytet im. Adama Mickiewicza w Poznaniu, Seria: Chemia published new progress about Alkylation. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Quality Control of 19030-75-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sangion, Alessandro published the artcilePBT assessment and prioritization of contaminants of emerging concern: Pharmaceuticals, Product Details of C6H7FN2O2, the main research area is persistence bioaccumulation toxicity assessment prioritization contaminant emerging concern pharmaceutical; PBT; Pharmaceuticals; Prioritization; QSAR; Screening.

The strong and widespread use of pharmaceuticals, together with incorrect disposal procedures, has recently made these products contaminants of emerging concern (CEC). Unfortunately, little is known about pharmaceuticals’ environmental behavior and ecotoxicity, so that EMEA (European Medicines Agency) released guidelines for the pharmaceuticals’ environmental risk assessment. In particular, there is a severe lack of information about persistence, bioaccumulation and toxicity (PBT) of the majority of the thousands of substances on the market. Computational tools, like QSAR (Quant. Structure Activity Relationship) models, are the only way to screen large sets of chems. in short time, with the aim of ranking, highlighting and prioritizing the most environmentally hazardous for focusing further exptl. studies. In this work we propose a screening method to assess the potential persistence, bioaccumulation and toxicity of more than 1200 pharmaceutical ingredients, based on the application of two different QSAR models. We applied the Insubria-PBT Index, a MLR (Multiple Linear Regression) QSAR model based on four simple mol. descriptors, implemented in QSARINS software, and able to synthesize the PBT potential in a unique cumulative value and the US-EPA PBT Profiler that assesses the PBT behavior evaluating sep. P, B and T. Particular attention was given to the study of Applicability Domain in order to provide reliable predictions. An agreement of 86% was found between the two models and a priority list of 35 pharmaceuticals, highlighted as potential PBTs by consensus, was proposed for further exptl. validation. Moreover, the results of this computational screening are in agreement with preliminary exptl. data in the literature. This study shows how in silico models can be applied in the hazard assessment to perform preliminary screening and prioritization of chems., and how the identification of the structural features, mainly associated with the potential PBT behavior of the prioritized pharmaceuticals, is particularly relevant to perform the rational a priori design of new, environmentally safer, pharmaceuticals.

Environmental Research published new progress about Analgesics. 56177-80-1 belongs to class pyrimidines, name is 2-Ethoxy-5-fluoropyrimidin-4(3H)-one, and the molecular formula is C6H7FN2O2, Product Details of C6H7FN2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Berhane, Ilyas published the artcileThieno[2,3-d]pyrimidine-Based Positive Allosteric Modulators of Human Mas-Related G Protein-Coupled Receptor X1 (MRGPRX1), Application In Synthesis of 439692-55-4, the main research area is MRGPRX1 pos allosteric modulator neuropathic pain analgesic.

Mas-related G protein-coupled receptor X1 (MRGPRX1) is a human sensory neuron-specific receptor and potential target for the treatment of pain. Pos. allosteric modulators (PAMs) of MRGPRX1 have the potential to preferentially activate the receptors at the central terminals of primary sensory neurons and minimize itch side effects caused by peripheral activation. Using a high-throughput screening (HTS) hit, a series of thieno[2,3-d]pyrimidine-based mols. were synthesized and evaluated as human MRGPRX1 PAMs in HEK293 cells stably transfected with human MrgprX1 gene. An iterative process to improve potency and metabolic stability led to the discovery of orally available 6-(tert-butyl)-5-(3,4-dichlorophenyl)-4-(2-(trifluoromethoxy)phenoxy)thieno[2,3-d]pyrimidine (1t), which can be distributed to the spinal cord, the presumed site of action, following oral administration. In a neuropathic pain model induced by sciatic nerve chronic constriction injury (CCI), compound 1t (100 mg/kg, po) reduced behavioral heat hypersensitivity in humanized MRGPRX1 mice, demonstrating the therapeutic potential of MRGPRX1 PAMs in treating neuropathic pain.

Journal of Medicinal Chemistry published new progress about Analgesics. 439692-55-4 belongs to class pyrimidines, name is Thieno[2,3-d]pyrimidine, 4-chloro-6-(1,1-dimethylethyl)-, and the molecular formula is C10H11ClN2S, Application In Synthesis of 439692-55-4.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia