Category: pyrimidines

Looper, Ryan E. published the artcileSynthesis of the putative structure of 7-deoxycylindrospermopsin: C7 oxygenation is not required for the inhibition of protein synthesis, Formula: C4HBr3N2, the main research area is deoxycylindrospermopsin C7 preparation oxygenation protein synthesis.

The cyanobacterial metabolite 7-deoxycylindrospermopsin I was synthesized and its natural occurrence confirmed by HPLC. Structural anal. and protein-inhibition studies show that the uracil unit does not appear to adopt the unconventional tautomeric structure (see scheme), as previously thought, and that oxygenation at C7 is not required for the inhibition of protein biosynthesis.

Angewandte Chemie, International Edition published new progress about Tautomers. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, Formula: C4HBr3N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wagner, Gabor published the artcile4-(3-Aminoazetidin-1-yl)pyrimidin-2-amines as high-affinity non-imidazole histamine H3 receptor agonists with in vivo central nervous system activity, Product Details of C7H10ClN3, the main research area is aminoazetidinylpyrimidine amine preparation human histamine H3 receptor agonist.

Despite the high diversity of histamine H3 receptor (H3R) antagonist/inverse agonist structures, partial or full H3R agonists have typically been imidazole derivatives An inhouse screening campaign intriguingly afforded the non-imidazole 4-(3-azetidin-1-yl)pyrimidin-2-amine I (R1 = CHMe2, R2 = Me) (II) as partial H3R agonist. Here, the design, synthesis and structure-activity relationships of analogs of II are described. This series yields several non-imidazole full agonists with potencies varying with the alkyl substitution pattern on the basic amine following the in vitro evaluation of H3R agonism using a CRE-luciferase reporter gene assay. The key compound VUF16839, I (R1 = H, R2 = n-Pr) (III), combines nanomolar on-target activity (pKi = 8.5, pEC50 = 9.5) with weak activity on CYP enzymes and good metabolic stability. The proposed H3R binding mode of III indicates key interactions similar to those attained by histamine. In vivo evaluation of III in a social recognition test in mice, revealed an amnesic effect at 5 mg/kg i.p. The excellent in vitro and in vivo pharmacol. profile and the non-imidazole structure of III make it a promising tool compound in H3R research.

Journal of Medicinal Chemistry published new progress about Amnesia. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Product Details of C7H10ClN3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Barrett, Harold W. published the artcileSynthetic pyrimidines as inhibitors of uracil and thymine degradation by rat-liver supernatant, Related Products of pyrimidines, the main research area is CATALYSIS; EXPERIMENTAL LAB STUDY; LIVER FUNCTION; METABOLISM; NADP; OXIDOREDUCTASES; PHARMACOLOGY; PYRIMIDINES; RATS; THYMINE; URACIL.

The ability of a number of synthetic pyrimidines to inhibit degradation of uracil and thymine by rat-tissue supernatants was examined Among 9 tissues tested, only liver preparations showed significant pyrimidine-degrading activity, and among 46 compounds tested, only 5-substituted uracils, analogs of thymine, showed appreciable inhibition of pyrimidine degradation. Despite their structure, all active compounds were more effective inhibitors of uracil than of thymine degradation; similarly, uracil and thymine showed reciprocal inhibition, but thymine was considerably more effective. It was concluded that inhibition occurred only during the initial reductive step in pyrimidine degradation, that reduction of both uracil and thymine was catalyzed by the same enzyme (dihydrouracil dehydrogenase), and that inhibition resulted from substrate competition for the active site on the enzyme.

Biochimica et Biophysica Acta, Specialized Section on Nucleic Acids and Related Subjects published new progress about Liver. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gacek, M. published the artcileMetahalones, a new class of metaphase inhibitors, Formula: C5H5ClN2S, the main research area is metahalone metaphase inhibitor; liver metaphase arrest metahalone; pyrimidine halogenated metaphase inhibition.

A total of 31 halogenated pyrimidine derivatives were tested for metaphase-arresting activity 6 h after addition to monolayer cultures of human liver cells (Chang strain). O-substituted derivatives were inactive, whereas N-substituted derivatives were active. The metaphase-inhibiting activity depended largely on the structure and substituent groups of the compounds tested. The name metahalones is suggested for this class of inhibitors: meta from metaphase, hal from halogen, and one because the activity was associated with the one-form of the 2-hydroxy group.

FEBS Letters published new progress about Liver. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Formula: C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yamagami, Chisako published the artcileHydrophobicity parameter of diazines. 1. Analysis and prediction of partition coefficients of monosubstituted diazines, Computed Properties of 42839-08-7, the main research area is hydrophobicity diazine LFER; partition coefficient diazine.

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 Hydrophobicity. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Computed Properties of 42839-08-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yamanaka, Hiroshi published the artcileStudies on pyrimidine derivatives. XXXIX. Site-selectivity in the reaction of 5-substituted and 4,5-disubstituted pyrimidine N-oxides with trimethylsilyl cyanide, Quality Control of 38275-56-8, the main research area is Reissert Henze pyrimidine oxide regiochem; methylsilyl cyanide pyrimidine oxide reaction; pyrimidinecarbonitrile.

The site-selectivity in the modified Reissert-Henze reaction of pyrimidine 1-oxides I (R = OMe, R1 = Ph, Me, OMe, Br, Cl) with Me3SiCN gave pyrimidinecarbonitriles II (R = OMe, same R1, R2 = H, R3 = cyano) in 53-95% yields, whereas I (R = H, Ph, Me, same R1) gave mainly II (R = H, Ph, Me, same R1, R2 = cyano, R3 = H).

Chemical & Pharmaceutical Bulletin published new progress about Regiochemistry. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Quality Control of 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Devine, Shane M. published the artcileA critical evaluation of pyrrolo[2,3-d]pyrimidine-4-amines as Plasmodium falciparum apical membrane antigen 1 (AMA1) inhibitors, Category: pyrimidines, the main research area is pyrrolopyrimidineamine derivative antimalarial AMA1 inhibitor Plasmodium malaria.

We have determined that a previously reported class of pyrrolo[2,3-d]pyrimidine-4-amines exhibit low binding to apical membrane antigen 1 (AMA1) and suffer from unattractive qualities, such as aggregation. We attempted to remove these traits by generating mols. with improved solubility, but this did not translate into enhanced binding affinity or inhibition of parasite growth in erythrocytes. These results indicate that anti-malarial activity is not primarily due to inhibition of AMA1 function, but mediated by an alternate or addnl. mechanism of action.

MedChemComm published new progress about Antimalarials. 1266343-30-9 belongs to class pyrimidines, name is 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and the molecular formula is C7H5BrClN3, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Li, Jian-Yuan published the artcilePalladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis, Synthetic Route of 60703-80-2, the main research area is palladium catalyzed hydroxycarbonylation heteroaryl halide DNA encoded library synthesis.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about Carbonylation. 60703-80-2 belongs to class pyrimidines, name is 6-Bromothieno[2,3-d]pyrimidine, and the molecular formula is C6H3BrN2S, Synthetic Route of 60703-80-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Feher, Csaba published the artcileSynthesis of ferrocene-labeled 2-aminopyrimidine derivatives via homogeneous catalytic carbonylation, Related Products of pyrimidines, the main research area is carbonylation iodoferrocene aminopyrimidine palladium catalyst; crystal structure mol ferrocenyl aminopyrimidine derivative preparation hydrogen bond.

The palladium-catalyzed carbonylation of iodoferrocene was investigated in the presence of 2-aminopyrimidine derivatives as nucleophiles. 2-Amino-4-hydroxy-6-methylpyrimidine was found to act both as an O- and an N-nucleophile, leading to an ester and an amide derivative, resp. Together with other spectroscopic methods, the structure of both products was proved by x-ray crystallog. 2-(Ferrocenoylamino)-4-chloro-6-alkylpyrimidines were obtained during carbonylation of iodoferrocene and 2-amino-4-chloro-6-alkylpyrimidines. The formation of a dimeric product via two subsequent carbonylation steps was also observed The products may have practical importance as electrochem. detectable biosensors or building blocks for supramol. assemblies.

Monatshefte fuer Chemie published new progress about Carbonylation. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yamagami, Chisako published the artcileHydrophobicity parameters determined by reversed-phase liquid chromatography. IX. Relationship between capacity factor and water-octanol partition coefficient of monosubstituted pyrimidines, Category: pyrimidines, the main research area is pyrimidine reversed phase high performance chromatog; capacity factor pyrimidine; hydrophobicity pyrimidine correlation capacity factor; partition coefficient pyrimidine correlation chromatog; liquid chromatog reversed phase pyrimidine.

The capacity factors, k’, of 2- and 5-substituted pyrimidines were determined by reversed-phase high performance liquid chromatog. (RPLC). The log k’ values were correlated with log P by using correction terms for the hydrogen-bond effects of the aza functions of the diazine ring and the substituent. By analogy with the case of the pyrazine series previously studied, a correlation equation with indicator variables categorizing the type and strength of the substituent hydrogen-bonding, and the elec. constant of substituents as addnl. parameters was obtained to describe the correlation between log k’ and log P. Suitable mobile-phase conditions to predict reliable log P values are proposed.

Chemical & Pharmaceutical Bulletin 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, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia