Tag: M.W=200-350

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

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

Burger, Matthew T. published the artcileSynthesis and in Vitro and in Vivo Evaluation of Phosphoinositide-3-kinase Inhibitors, Product Details of C4HBr3N2, the main research area is morpholino heterocyclic pyrimidine preparation phosphoinositide kinase inhibitor; PI3K/AKT pathway; phosphoinositide 3-kinase alpha.

Phosphoinositide-3-kinases (PI3K) are important oncol. targets due to the deregulation of this signaling pathway in a wide variety of human cancers. A series of 2-morpholino, 4-substituted, 6-(3-hydroxyphenyl) pyrimidines have been reported as potent inhibitors of PI3Ks. Herein, we describe the structure-guided optimization of these pyrimidines with a focus on replacing the phenol moiety, while maintaining potent target inhibition and improving in vivo properties. A series of 2-morpholino, 4-substituted, 6-heterocyclic pyrimidines, which potently inhibit PI3K, were discovered. Within this series a compound (I) was identified with suitable pharmacokinetic (PK) properties, which allowed for the establishment of a PI3K PK/pharmacodynamic-efficacy relationship as determined by in vivo inhibition of AKTSer473 phosphorylation and tumor growth inhibition in a mouse A2780 tumor xenograft model.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, Product Details of C4HBr3N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ku, Therese published the artcileSynthesis of distal and proximal fleximer base analogues and evaluation in the nucleocapsid protein of HIV-1, Related Products of pyrimidines, the main research area is fleximer bipyrimidine synthesis antiHIV HIV1 nucleocapsid protein; Fleximers; HIV-1; NC; Pyrimidine; Synthesis.

Anti-HIV-1 drug design has been notably challenging due to the virus’ ability to mutate and develop immunity against com. available drugs. The aims of this project were to develop a series of fleximer base analogs that not only possess inherent flexibility that can remain active when faced with binding site mutations, but also target a non-canonical, highly conserved target: the nucleocapsid protein of HIV (NC). The compounds were predicted by computational studies not to function via zinc ejection, which would endow them with significant advantages over non-specific and thus toxic zinc-ejectors. The target fleximer bases were synthesized using palladium-catalyzed cross-coupling techniques and subsequently tested against NC and HIV-1. The results of those studies are described herein.

Bioorganic & Medicinal Chemistry published new progress about Anti-HIV agents. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Schinazi, Raymond F. published the artcileSynthesis of 5-(dihydroxyboryl)-2′-deoxyuridine and related boron-containing pyrimidines, Recommanded Product: 2,4,6-Tribromopyrimidine, the main research area is boryldeoxyuridine dihydroxy; uridine deoxy dihydroxyboryl; uracil dihydroxyboryl; virucide dihydroxyboryldeoxyuridine; neoplasm inhibitor dihydroxyboryldeoxyuridine.

Organoboron derivatives of pyrimidines and of 2′-deoxyribonucleosides were prepared as potential antiviral and anticancer agents. The title nucleoside (I) was prepared via a metal-halogen exchange at -50° in THF on 5-bromo-3′,5′-bis-O-(trimethylsilyl)-2′-deoxyuridine using BuLi followed by boronation at -65° with B(OBu)3 in the presence of HMPT. After hydrolysis, I was purified by column chromatog. and repeated fractional crystallization I was hydrolytically stable and showed no activity against Sarcoma 180 but inhibited herpes simplex virus type 1 at a nontoxic concentration I sensitized hamster V-79 cells to neutrons and could be of potential use in B neutron capture therapy. 5-(Dihydroxyboryl)uracil and 6-(dihydroxyboryl)uracil were similarly prepared The phys. characteristics of these analogs, as well as those of their iminodiethanol esters, are described.

Journal of Organic Chemistry published new progress about Antitumor agents. 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

Burger, Matthew T. published the artcileIdentification of NVP-BKM120 as a Potent, Selective, Orally Bioavailable Class I PI3 Kinase Inhibitor for Treating Cancer, Formula: C4HBr3N2, the main research area is morpholino heterocyclic pyrimidine preparation oral PI3 kinase inhibitor cancer; NVP-BKM120; PI3K/AKT3 pathway; phosphoinositide-3-kinase.

Phosphoinositide-3-kinases (PI3Ks) are important oncol. targets due to the deregulation of this signaling pathway in a wide variety of human cancers. Herein we describe the structure guided optimization of a series of 2-morpholino, 4-substituted, 6-heterocyclic pyrimidines where the pharmacokinetic properties were improved by modulating the electronics of the 6-position heterocycle, and the overall druglike properties were fine-tuned further by modification of the 4-position substituent. The resulting 2,4-bismorpholino 6-heterocyclic pyrimidines are potent class I PI3K inhibitors showing mechanism modulation in PI3K dependent cell lines and in vivo efficacy in tumor xenograft models with PI3K pathway deregulation (A2780 ovarian and U87MG glioma). These efforts culminated in the discovery of 15 (NVP-BKM120), currently in Phase II clin. trials for the treatment of cancer.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 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

White, James D. published the artcileAsymmetric Synthesis of Epicylindrospermopsin via Intramolecular Nitrone Cycloaddition. Assignment of Absolute Configuration, SDS of cas: 36847-11-7, the main research area is epicylindrospermopsin asym synthesis absolute configuration; cycloaddition nitrone asym synthesis epicylindrospermopsin; crystal mol structure methoxypyrimidinyl hydroxypiperidinopyrimidinone.

A synthesis of (-)-epicylindrospermopsin (I) was completed that establishes its absolute configuration and corroborates the corrected structural assignment previously made to this toxin by Weinreb et al. The hydroxylamine (3S,4S)-4-BrC6H4CH2OCH2CH(NHOH)CHMeCH:CH2, prepared from 4-bromobenzyloxyacetaldehyde, was condensed with aldehyde II, obtained in nine steps from (R)-methionine, to give nitrone III. Intramol. cycloaddition of III proceeded stereoselectively to yield an oxazabicyclo[2.2.1]heptane, which after reduction and deprotection afforded an hydroxy piperidine derivative The latter was transformed via its cyclic urea to the inverted C12 alc., and the derived azide was cyclized to produce the guanidine moiety of IV. Final sulfation of the C12 hydroxyl group furnished (-)-I. An x-ray anal. of a crystalline diol intermediate determined the relative stereostructure.

Journal of the American Chemical Society published new progress about Absolute configuration. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, SDS of cas: 36847-11-7.

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

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

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