Category: 4956-05-2

Farkas, Jiri published the artcile< Synthesis of 1,2,4-triazine-3,5(2H,4H)-diones containing electronegative substituents in position 6>, Application of C3H2BrN3O2, the main research area is triazinedione electroneg substituent.

Reaction of F2 with 1,2,4-triazine-3,5(2H,4H)-dione (I, R = H) afforded the fluoro derivative I (R = F) in 0.3% yield. The nitro compound I (R = NO2) was prepared by oxidation of the amino derivative of I (R = NH2) with H2O2, in 23% yield. Synthesis of the cyano compound I (R = cyano) was accomplished by treatment with CuCN. The effect of substituents on the CO frequencies of 6-substituted derivatives of I was studied.

Collection of Czechoslovak Chemical Communications published new progress about 4956-05-2. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Application of C3H2BrN3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Karimian, Azam; Karimi, Zahra published the artcile< Synthesis of A Novel Heterocyclic System of 3,8-Disubstituted-5H-Pyrimido[5',4':5,6][1,4]Thiazino[3,2-e][1,2,4]Triazine>, COA of Formula: C3H2BrN3O2, the main research area is chloro amino pyrimidothiazinotriazine preparation secondary amine nucleophilic substitution; pyrimidothiazinotriazinediyl diamine preparation.

The new compounds 6-methyl-8-morpholino-2H-pyrimido[5′,4′:5,6][1,4]thiazino[3,2e][1,2,4]triazin-3(5H)-one and 6-methyl-8-(piperidin-1-yl)-2H-pyrimido[5′,4′:5,6][1,4]thiazino[3,2-e][1,2,4]triazin-3(5H)-one were obtained from cyclocondensation of 6-bromo-1,2,4-triazine-3,5(2H,4H)-dione with appropriate 5-amino-6-methylpyrimidine-4-thiol in DMF and in the presence of potassium carbonate under reflux. Reaction of compounds with phosphorous oxychloride gave 4-(3-chloro-6-methyl-5H-pyrimido[5′,4′:5,6][1,4]thiazino[3,2-e][1,2,4]triazin-8-yl)morpholine and 3-chloro-6-methyl-8-(piperidin-1-yl)-5H-pyrimido[5′,4′:5,6][1,4]thiazino[3,2-e][1,2,4]triazine. Nucleophilic substitution of chlorine atom of compounds with typical secondary amines in DMF and K2CO3 produced the new derivatives of the 3,8-disubstituted-5H-pyrimido[5′,4′:5,6][1,4]thiazino[3,2-e][1,2,4]triazine ring systems . All the synthesized products were characterized and confirmed by their spectroscopic and microanal. data.

Polycyclic Aromatic Compounds published new progress about Fused heterocyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, COA of Formula: C3H2BrN3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Dudfield, Philip J.; Le, Van-Duc; Lindell, Stephen D.; Rees, Charles W. published the artcile< Synthesis of C-ribosyl imidazo[2,1-f ][1,2,4]triazines as inhibitors of adenosine and AMP deaminases>, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is imidazotriazine C nucleoside preparation adenosine deaminase inhibitor; C ribosyl imidazotriazine preparation adenosine deaminase inhibition.

A 3-β-D-ribofuranoside of the new imidazo[2,1-f][1,2,4]triazine is isomeric and isoelectronic with the nucleoside deaminoformycin which is a good inhibitor of adenosine deaminase (ADA) while its 5′-monophosphate is a good inhibitor of AMP deaminase (AMPDA). The 6-methylsulfanyl derivative is synthesized by condensation of the monocyclic 1,2,4-triazine with a bromo aldehyde, which is accompanied by cyclization to give the protected C-nucleoside; the 8-methylsulfanyl group is removed by replacement by hydrazine and oxidation The 1,2,4-triazine cyclizes similarly with chloroacetaldehyde or its di-Me acetal to give 6,8-bis(methylsulfanyl)imidazo[2,1-f ][1,2,4]triazine, which is converted into the parent heterocycle by two routes, into mono- and di-substituted derivatives of the new ring system. 6-Methylsulfanyl-3-β-D-ribofuranosylimidazo[2,1-f][1,2,4]triazine is an inhibitor of mammalian ADA (IC50 40 μM).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about C-nucleosides Role: BAC (Biological Activity or Effector, Except Adverse), BSU (Biological Study, Unclassified), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Song, Jian; Cui, Xin-Xin; Wu, Bo-Wen; Li, Dong; Wang, Sheng-Hui; Shi, Lei; Zhu, Ting; Zhang, Yan-Bing; Zhang, Sai-Yang published the artcile< Discovery of 1,2,4-triazine-based derivatives as novel neddylation inhibitors and anticancer activity studies against gastric cancer MGC-803 cells>, Computed Properties of 4956-05-2, the main research area is neddylation triazine UBC12 NEDD8 conjugation antiproliferative anticancer activity; 1,2,4-Triazine; MGC-803; Neddylation; UBC12-NEDD8 conjugation.

Neddylation modification is often over-expressed in a variety of human tumor cells. Therefore, targeting neddylation pathway may represent a potential approach to the treatment of human tumors. Herein, we describe the discovery of a hit scaffold from our inhouse library and further structure-based optimizations. In this work, compound V11 could block the neddylation and inhibit the activity of NAE (with an EC50 value of 3.56μM), and a dose-dependent reduction of the Ubc12-NEDD8 conjugations was also observed Mol. docking results suggest compound V11 could bind tightly to NAE via hydrogen bonds and hydrophobic interactions. Compound V11 showed the best antiproliferative ability with an IC50 value of 8.22μM against gastric cancer MGC-803 cells. Further anticancer activity studies suggested that compound V11 inhibited MGC-803 cell growth, caused a cell cycle arrestment at G2/M phase and induced apoptosis via extrinsic and intrinsic apoptosis pathways. All the findings suggest that 1,2,4-triazine scaffold might provide a novel scaffold for the further development of neddylation inhibitors and compound V11 might be a potential neddylation inhibitor with anticancer activity.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Computed Properties of 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Bhonoah, Yunas published the artcile< 7-Azabicyclo[2.2.1]Heptanes in Natural Product Synthesis and Organocatalysis>, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is azabicyclo heptane natural product synthesis organocatalysis.

There is no abstract available for this document.

Polyhedron published new progress about Catalysis. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tzeng, Cherng Chyi; Motola, Nancy C.; Panzica, Raymond P. published the artcile< Synthesis of certain 5,6-diamino-as-triazines: precursors for fused heterocyclic systems>, Safety of 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is triazine diamino derivative; triazinedione amino thiation; thiation aminotriazinedione.

An improved synthesis of 6-amino-as-triazine-3,5-dione (I, X = X1 = O) and selective thiation of this heterocycle provides two key intermediates I (X = O, X1 = S; X = X1 = S). Methylation of I (X = O, X1 = S; X = X1 = S) under basic conditions leads to their methylthio analogs, which on treatment with methanolic NH3 furnish 5,6-diamino-as-triazin-3-one and 5,6-diamino-3-(methylthio)-as-triazine, resp., in good overall yield.

Journal of Organic Chemistry published new progress about 4956-05-2. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Safety of 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mylari, Banavara L.; Miller, Max W.; Howes, Harold L. Jr.; Figdor, Sanford K.; Lynch, John E.; Koch, Richard C. published the artcile< Anticoccidial derivatives of 6-azauracil. 1. Enhancement of activity by benzylation of nitrogen-1. Observations on the design of nucleotide analogs in chemotherapy>, Related Products of 4956-05-2, the main research area is coccidiostat benzylazauracil derivative; azauracil derivative anticoccidial.

Of >100 6-azauracil derivatives prepared and tested against Eimeria tenella infections in Leghorn cockerels, the 1-benzyl derivatives were most active, with maximum activity shown by 1-benzyl derivatives with compact, electron-withdrawing substituents such as 3′- or 4′-fluorine, -chlorine, or -nitrile substituents. The most active compound was 1-(3-cyanobenzyl)-6-azauracil (I) [27414-41-1], with a potency ∼16 times that of 6-azauracil [461-89-2]. I was also effective against E. maxima, E. acervulina, E. brunetti, and E. necatrix. Metabolism experiments using C-14-labeled 1-benzyl-6-azauracil [5991-46-8] showed no cleavage of the side chain. Structure-activity relations are discussed.

Journal of Medicinal Chemistry published new progress about Coccidiosis. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Related Products of 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mitran, Raul-Augustin; Boscornea, Aurelian Cristian; Stancu, Izabela-Cristina; Tomas, Stefan published the artcile< Some unusual spectral properties of 6-azauracil derivatives>, Formula: C3H2BrN3O2, the main research area is fluorescence spectrometry azauracil derivative.

The optical properties of several new 6-azauracil derivatives have been obtained by means of fluorescence spectroscopy. This method allowed a rapid and accurate characterization, having high specificity and sensitivity.

Scientific Bulletin – University “Politehnica” of Bucharest, Series B: Chemistry and Materials Science published new progress about 4956-05-2. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Formula: C3H2BrN3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Prusoff, William H.; Gaito, Raymond A. published the artcile< Effect of 6-azathymine, an analog of thymine, on the urinary excretion of uracil>, Recommanded Product: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is NUCLEOSIDES AND NUCLEOTIDES/pharmacology; URACIL/urine.

Administration of 6-azathymine, an analog of thymine, to mice resulted in the excretion of large amounts of uracil in urine. 6-Azathymine and 5-bromo-6-azauracil, but not 6-azauracil, 5-ethyl-6-azauracil or 5-propyl-6azauracil inhibited the degradation of uracil by a particle-free fraction of rat liver. The enzyme degradation of uracil was inhibited by 6-azathymine to a greater extent than by thymine.

Biochimica et Biophysica Acta, Specialized Section on Nucleic Acids and Related Subjects published new progress about Enzymes Role: BIOL (Biological Study). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Recommanded Product: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Riederer, Heinz; Huettermann, Juergen published the artcile< Matrix-isolation of free radicals from 5-halouracils. 3. Electron spin resonance of base oxidation in aqueous acidic glasses>, Computed Properties of 4956-05-2, the main research area is ESR irradiated nucleic acid base; uracil irradiated ESR; halouracil irradiated ESR; thymine irradiated ESR; nucleoside derivative irradiated ESR.

ESR of x-irradiated aqueous acidic glasses (5.3 M H2SO4, 7.2-14.7 M H3PO4) was used to study the base π-cations of the nucleic acid constituents uracil (U), thymine (T), and the range of 5-halouracils (FU, ClU, BU, IU) as well as their nucleoside derivatives, and to follow their secondary reactions. High solute concentrations (>50 mM) and the presence of electron scavengers (100-200 mM Na2S2O8 or H2O2) favored cation formation and stabilization and suppressed the formation of other solute radicals. Generation of the base cations resulted from transfer of a (possibly) excited solvent hole to the pyrimidine base during x-irradation at 77 K and from attack of the trapped solvent hole (SO4-: or HPO4-:) after thermal activation at 145-65 K. The base cations were either deprotonated at N1, as in most of the free bases, or added OH- at C6 in the nucleosides, where the deoxyribose moiety prevented deprotonation. This hydroxylation was suppressed in a water-deficient system (e.g., 14.7 M H3PO4) but very efficient in 5.3 M H2SO4. The structures of both the primary and secondary radicals were confirmed in most cases by a complete simulation of the exptl. ESR powder spectra. The ESR parameters obtained display a strong influence of the 5 substituent (i.e., the halogens) on the spin-d. distribution in the radicals. Characteristic for the π cations was the high spin d. in the halogen π orbital, ranging from 8% in FU to 40% in IU. Moreover, the amount of H2O in the environment exerts a considerable influence on the halogen spin densities in the charged cation.

Journal of Physical Chemistry published new progress about ESR (electron spin resonance). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Computed Properties of 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia