Day: November 15, 2022

Karthikeyan, Iyyanar published the artcileAn efficient synthesis of pyrido[1,2-a]indoles through aza-Nazarov type cyclization, Recommanded Product: Ethyl pyrimidine-2-carboxylate, the main research area is pyridoindole preparation aza Nazarov cyclization.

Transition metal free Bronsted acid mediated synthesis of biol. important pyrido[1,2-a]indole scaffolds through aza-Nazarov type cyclization of readily available diaryl(2-pyridyl)methanol using formic acid was developed. This methodol. was successfully extended to synthesize atropisomers.

Chemical Communications (Cambridge, United Kingdom) published new progress about Nazarov cyclization. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Recommanded Product: Ethyl pyrimidine-2-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rodriguez-Jimenez, Santiago published the artcileSolvent Polarity Predictably Tunes Spin Crossover T1/2 in Isomeric Iron(II) Pyrimidine Triazoles, COA of Formula: C7H8N2O2, the main research area is solvent polarity tuning spin transition isomeric iron pyrimidyltriazole cyanato; iron pyrimidyltriazole cyanato complex solvatomorph preparation crystal structure.

Two isomeric pyrimidine-based Rdpt-type triazole ligands were made: 4-(4-methylphenyl)-3-(2-pyrimidyl)-5-phenyl-4H-1,2,4-triazole (L2pyrimidine) and 4-(4-methylphenyl)-3-(4-pyrimidyl)-5-phenyl-4H-1,2,4-triazole (L4pyrimidine). When reacted with [FeII(pyridine)4(NCE)2], where E = S, Se, or BH3, two families of mononuclear Fe(II) complexes were obtained, including six solvatomorphs, giving a total of 12 compounds: [FeII(L2pyrimidine)2(NCS)2] (1), [FeII(L2pyrimidine)2(NCSe)2] (2), 2·1.5H2O, [FeII(L2pyrimidine)2(NCBH3)2]·2CHCl3 (3·2CHCl3), 3 and 3·2H2O, [FeII(L4pyrimidine)2(NCS)2] (4), 4·H2O, [FeII(L4pyrimidine)2(NCSe)2] (5), 5·2MeOH, 5·1.5H2O, and [FeII(L4pyrimidine)2(NCBH3)2]·2.5H2O (6·2.5H2O). Single-crystal x-ray diffraction reveals that the N6-coordinated Fe(II) centers in 1, 2, 3·2CHCl3, 4, 5, and 5·2MeOH have two bidentate triazole ligands equatorially bound and two axial NCE co-ligands trans-coordinated. All structures are high spin (HS) at 100 K, except 3·2CHCl3, which is low spin (LS). Solid-state magnetic measurements show that only 3·2CHCl3 (T1/2 >400 K) and 5·1.5H2O (T1/2 = 110 K) undergo spin crossover (SCO); the others remain HS at 300-50 K. When 3·2CHCl3 is heated at 400 K it desorbs CHCl3 becoming 3, which remains HS at 400-50 K. UV-visible studies in CH2Cl2, CHCl3, Me2CO, MeCN, and CH3NO2 solutions for the BH3 analogs 3 and 6 led to a 6:1 ratio of Lnpyrimidine/Fe(II) being employed for the solution studies. These revealed SCO activity in all five solvents, with T1/2 values for the 2-pyrimidine complex (247-396 K) that were consistently higher than for the 4-pyrimidine complex (216-367 K), regardless of solvent choice, consistent with the 2-pyrimidine ring providing a stronger ligand field than the 4-pyrimidine ring. Strong correlations of solvent polarity index with the T1/2 values in those solvents are observed for each complex, enabling predictable T1/2 tuning by up to 150 K. While this correlation is tantalizing, here it may also be reflecting solvent-dependent speciation – so future tests of this concept should employ more stable complexes. Differences between solid-state (ligand field; crystal packing; solvent content) and solution (ligand field; solvation; speciation) effects on SCO are highlighted.

Inorganic Chemistry published new progress about Chemical speciation. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, COA of Formula: C7H8N2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Volkov, Oleg A. published the artcileSpecies-Selective Pyrimidineamine Inhibitors of Trypanosoma brucei S-Adenosylmethionine Decarboxylase, Application of 4-Chloro-6-isopropylpyrimidin-2-amine, the main research area is pyrimidineamine preparation trypanosomicide Trypanosoma adenosylmethionine decarboxylase inhibitor.

New therapeutic options are needed for treatment of human African trypanosomiasis (HAT) caused by protozoan parasite Trypanosoma brucei. S-Adenosylmethionine decarboxylase (AdoMetDC) is an essential enzyme in the polyamine pathway of T. brucei. Previous attempts to target this enzyme were thwarted by the lack of brain penetration of the most advanced series. Herein, the authors describe a T. brucei AdoMetDC inhibitor series based on a pyrimidineamine pharmacophore that the authors identified by target-based high-throughput screening. The pyrimidineamines showed selectivity for T. brucei AdoMetDC over the human enzyme, inhibited parasite growth in whole-cell assay, and had good predicted blood-brain barrier penetration. The medicinal chem. program elucidated structure-activity relationships within the series. Features of the series that were required for binding were revealed by determining the x-ray crystal structure of TbAdoMetDC bound to one analog. The pyrimidineamine series provides a novel starting point for an anti-HAT lead optimization.

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

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Xiang, Yepeng published the artcileHalogen-induced internal heavy-atom effect shortening the emissive lifetime and improving the fluorescence efficiency of thermally activated delayed fluorescence emitters, Synthetic Route of 36847-11-7, the main research area is LED phenoxazine derivative thermally activated delayed fluorescence heavy atom.

Halogenation of an electron acceptor in TADF emitters is presented as a feasible strategy for shortening the DF lifetimes of TADF emitters without sacrificing their photoluminescence quantum yields. A greenish-yellow device based on the chloride-substituted emitter (ClPPM) achieves a high external quantum efficiency of 22.2% and an ultra-slow efficiency roll-off of 12.3% at a practical luminance of 1000 cd m-2, which is comparable to the state-of-the-art device performance for green-to-yellow TADF OLEDs at the practical luminance.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about Bathochromic effect. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, Synthetic Route of 36847-11-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tang, Zhaocheng published the artcileCercosporin-bioinspired photoreductive activation of aryl halides under mild conditions, Formula: C4HBr3N2, the main research area is microbial fermentation arylation photocatalyst excited state organocatalysis.

Bioinspired by the naturally-occurring cercosporin-driven infection process of plant pathogenic fungi Cercospora sp., here we took advantage of the photophys. properties of cercosporin, and used it as a metal-free photocatalyst to develop an unprecedented cercosporin-driven photocatalysis under mild conditions. Furthermore, the forming conditions and excited-state dynamics of radical anions of cercosporin have been systematically investigated. In particular, transient femtosecond absorption spectroscopy was employed to unveil the excited-state dynamics of cercosporin, a key step that dictates its function in photocatalysis. We showed that cercosporin was able to be sufficiently activated through a two-step excitation, ultimately boosting its photocatalytic activity for the reductive activation of substrates with very low reactivity. Since large quantities of cercosporin can be easily produced through microbial fermentation like other com. available perylenequinonoid pigments, such as hypocrellin A and hypocrellin B, we expect that all advantages of these naturally-occurring perylenequinonoid pigments as green photocatalysts can be further explored to a wide range of synthetic transformations.

Journal of Catalysis published new progress about Arylation catalysts. 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

Ghosh, Indrajit published the artcileChromoselective Photocatalysis: Controlled Bond Activation through Light-Color Regulation of Redox Potentials, Recommanded Product: 2,4,6-Tribromopyrimidine, the main research area is photochem redox reaction potential catalyst bond activation; C−H arylation; dyes; photocatalysis; radical anions; radicals.

The authors report the light-color regulation of the redox potential of a photocatalyst to control the activation of chem. bonds. Light-color control of the redox power of a photocatalyst introduces a new selectivity parameter to photoredox catalysis: instead of changing the catalyst or ligand, alteration of the color of the visible-light irradiation adjusts the selectivity in catalytic transformations. By using this principle, the selective activation of aryl-halide bonds for C-H arylation and the sequential conversion of functional groups with different reduction potentials is possible by simply applying different colors of light for excitation of the photocatalyst.

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

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Zhao, Mengmeng published the artcileIdentification, synthesis and characterization of avanafil process impurities and determination by UPLC, HPLC of Formula: 211230-35-2, the main research area is avanafil process UPLC determination characterization.

Avanafil is a phosphodiesterase type 5 inhibitor which is used to treat erectile dysfunction in men. The process-related impurities of avanafil were investigated, and four kinds of impurities in several laboratory batches with a content of 0.29-1.63% were detected by the newly developed gradient ultra-high performance liquid chromatog. (UPLC). Based on the synthesis route and UPLC-MS research, the impurities are inferred as Imp-A, Imp-B, Imp-C and Imp-D. The structures of the impurities were inferred from LC-MS studies and confirmed by synthesis, followed by spectroscopic characterization such as NMR and mass spectrometry. Especially, the synthesis of Imp-D is firstly reported. The drug-related substances can be separated well by efficient and selective ultra-high performance liquid chromatog. on a Waters ACQUITY HSS C18 (50 x 2.1 mm, particle size 1.8μm) column at 35°C, with the mobile phase consisting of ammonium formate (20 mM) and acetonitrile, and the detection at 239 nm with a DAD detector. The method was validated in terms of specificity, linearity, precision, accuracy and sensitivity, and satisfactory results were obtained. The results indicated this developed UPLC method for avanafil and the proposed synthesis mechanism can be used for quality control purposes as required by regulatory agencies to ensure the safety and efficacy of the product.

RSC Advances published new progress about Erectile dysfunction. 211230-35-2 belongs to class pyrimidines, name is Ethyl 4-((4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate, and the molecular formula is C16H19N3O3S, HPLC of Formula: 211230-35-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Shiragami, Makoto published the artcileFormation of diastereomers of 5,6-dihydrothymine-6-sulfonate by deamination of 5-methylcytosine with bisulfite, Safety of 5-Methylcytosinehydrochloride, the main research area is methylcytosine bisulfite deamination stereo; thymine methylcytosine deamination; cytosine bisulfite deamination kinetics.

The bisulfite-mediated deamination of 5-methylcytosine yielded a diastereomeric mixture of 5,6-dihydrothymine-6-sulfonate. One of the diastereomers was identical with the thymine-bisulfite adduct formed by treatment of thymine with bisulfite, and was assigned the structure in which the H at pos. 5 and the sulfonate at pos. 6 are trans. The rates of degradation of this adduct was stable at pH 6.9, the half life being 13 hr at 37°, whereas at pH 8.9 it degrades with a half life of 70 min. The other diastereomer, in which the 5-H and 6-SO3- are cis was stable in mildly alk. conditions. This isomer rapidly generated thymine at pH 13.8.

Chemical & Pharmaceutical Bulletin published new progress about Deamination kinetics. 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Safety of 5-Methylcytosinehydrochloride.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Basnak, Ivan published the artcileNucleic acid components and their analogs. CXCVIII. Synthesis of uracils substituted in the position 5 or 5,6 with alkyl or cycloalkyl groups and their UV spectra, Application In Synthesis of 19030-75-2, the main research area is thiouracil oxidation; uracil cycloalkyl; Claisen condensation formate acetate; catalyst Claisen condensation; cyclization oxoalkanoate thiourea.

Li diazopropylamide, used as a base in the Claisen condensation of alkylacetates and cycloalkylacetates with EtO2CH or EtOAc gave higher yields of β-oxo esters than NaH or NaN(SiMe2)2. Cyclization of the obtained β-oxo esters with thiourea in an alk. medium gave thiouracils I (X = S), which on subsequent reaction with ClCH2CO2H were transformed into uracils I (X = O, R1 = Me, Me2CH, cyclopropyl, cyclobutyl, cyclopentyl, Pr, Me3C; R2 = Me, Me2CH, Me2CHCH2, cyclopropylmethyl, cyclopropyl).

Collection of Czechoslovak Chemical Communications published new progress about Claisen condensation. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Application In Synthesis of 19030-75-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Riadi, Yassine published the artcileMicrowave Irradiation-Mediated Synthesis of New Substituted Pyridopyrimidines via the Suzuki-Miyaura Coupling Reaction and Biological Evaluation, Safety of Ethyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, the main research area is pyridopyrimidine preparation antibacterial.

An eco-friendly, effective and easy route to synthesize substituted pyridopyrimidines I [Ar = Ph, 3-MeC6H4, 4-pyridyl, etc.] was reported starting from 4-methylsulfanylpyrido[3,2-d]pyrimidines that undergo a SuzukiMiyaura coupling reaction under microwave irradiation Initially, the chlorinated intermediate was prepared from the available chem. reagents. The prepared compounds were effectively synthesized by reacting the chlorinated intermediate with versatile boronic acids. The resulting products were tested for their antimicrobial efficiency against different microbes. In this way, three synthesized derivatives were found to be active against the studied bacterial strains. Unfortunately, the derivatives were found to be inactive against the studied fungus.

Polycyclic Aromatic Compounds published new progress about Antibacterial agents. 74840-38-3 belongs to class pyrimidines, name is Ethyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, and the molecular formula is C8H9BrN2O2S, Safety of Ethyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia