Category: 4956-05-2

Pithova, P.; Sorm, F. published the artcile< Influence of some derivatives and structural analogs of pyrimidine and purine bases on the degradation of uracil>, Safety of 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is .

The enzymic degradation of uracil (I) by rat liver Me2CO powder is inhibited by compounds possessing the NHCONH grouping in a 6-membered ring. Their activity, however, disappears on methylation of N. Xanthine, uric acid, orotie acid, 2-pyridone, and 5-bromo-6-azauracil inhibit the 1st stage of I degradation, viz., its reduction to dihydrouraeil (II). The inhibitory action of 5-substituted I derivatives is apparently of competitive character. None of the above compounds, however, inhibits the degradation of II and no accumulation of β-ureidopropionie acid and β-alanine was detected in the reaction mixture

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, Safety of 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kabbaj, Youssef; Lazrek, Hassan Bihi; Barascut, Jean Louis; Imbach, Jean Louis published the artcile< Synthesis and biological activity of some unsaturated 6-aza-uracil acyclo-nucleosides>, Category: pyrimidines, the main research area is HIV antiviral acyclic nucleoside preparation human alkylation azauracil condensation.

A useful route is described for obtaining Z and E unsaturated alkylating agents, e.g. AcOCH2CH:CHCH2Br. Coupling 6-aza-uracil I (X = H, Br, R = H) with unsaturated alkylating agent followed by the deprotection with acid resin gave acyclo-nucleosides, e.g. (E and Z)-I (X = H, Br; R = Ch2CH:CHCH2OH), in good overall yields. Unsaturated acyclo-nucleosides phosphonates, e.g. II (X = H, Br), were prepared using potassium carbonate as base and 4-bromo-but-2-enyl di-Et phosphonate as the alkylating agent. The introduction of a propargyl group at the N-3 position of acyclo-nucleosides was achieved using potassium carbonate in DMF. Title 6-aza-uracil acyclo-nucleosides were tested for their in vitro antiviral activity. II (X = H, Br) showed activity at 7 μg/mL, but they were also very toxic at this concentration

Nucleosides, Nucleotides & Nucleic Acids published new progress about Acyclonucleosides Role: BSU (Biological Study, Unclassified), RCT (Reactant), SPN (Synthetic Preparation), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Chambers, Richard D.; Musgrave, W. Kenneth R.; Wood, David E. published the artcile< Polyhaloaromatic compounds. Part 30. Eliminations of molecular nitrogen from trichloro- and perfluorotri-isopropyl-1,2,4-triazine>, Reference of 4956-05-2, the main research area is elimination nitrogen chlorotriazine fluoroisopropyltriazine; triazine chloro fluoroisopropyl nitrogen elimination.

3,5,6-Trichloro-1,2,4-triazine (I; R = Cl) with CF3CF:CF2 and KF gave 61% I [R = (CF3)2CF]. Gas-phase pyrolysis of I (R = Cl) gave CCl2:CClCN, indicating an intermediate azete. Pyrolysis of I [R = (CF3)2CF] gave a mixture of (CF3)2CFCCCF(CF3)2 (II) and (CF3)2CFCN, whereas photolysis resulted in rearrangement to the triazine III in addition to formation of II and (CF3)2CFCN via elimination of N.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Elimination reaction. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Reference of 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Timar, M.; Sauvard, S.; Botez, A.; Simionovici, M.; Winter, D.; Georgescu, C. M.; Cristescu, C.; Panaitescu, Th. published the artcile< Pharmacological effects of some 6-azauracil derivatives>, Reference of 4956-05-2, the main research area is .

With respect to the L.D.50 of 6-azauracil derivatives in mice, rats, and dogs, 5-bromo-6-azauracil (180 reg./kg. given intraperitoneally (I.P.) or subcutaneously (s.c.)), 5-dimethylamino-6-azauracil (I) (90 mg./kg. given I.P.), 5-benzylthio-6-azauracil (II) (140 mg./kg. given I.P.), and 5-hexylthio-6-azauracil (III) (80 mg./kg. given I.P.) had a toxicity near to or less than that of azauracil (200 mg./kg. given s.c. or I.P.) with an L.D.50 of 1612 mg./kg. with I.P. and 2076 mg./kg. with s.c. 6-Azauracil-5-isothiuronium-HBr (27 mg./kg. given s.c.) and 5-(2-amino-1,3,4-thiadiazol-5-yl)thio-6-azauracil (IV) (25 mg./kg. given s.c.) were the most toxic with an L.D.50 of 267 and of 21 mg./kg., resp. Azauracil had a slight sedative effect, but 5-phenylthio-6-azauracil (V) (70 mg./kg. given I.P. and s.c.), II (140 mg./kg. given I.P.), III (170 mg./kg. given I.P.), and 6-butylthio-6-azauracil (80 mg./kg. given I.P.), had a more marked neurodepressant activity. Apparently, neurodepressant activity depends on the length of the chain since the presence of an aromatic ring in the terminal position of the lateral chain at C-6 in these compounds did not prevent the neurodepressant effect, while the presence of other rings, as in 5-morpholinyl-6-azauracil, I, and IV, eliminates it. In the absence of any lateral chain, as in V, neurotropic activity was abolished. None of the substances, using doses of 10% of the L.D.50, caused modifications of the arterial pressure. With respect to the reactivity to chem. mediators, II and III had a slight cholinergic and antihistaminic effect of very short duration. The carotid sinus pressor reflex was not abolished at any time following the administration of the derivatives of triazine tested. V (70 mg./kg. given I.P. or s.c.) had a diuretic effect, while 5-mercapto-6-azauracil (1000 mg./kg.) given intravenously had an antidiuretic effect.

Biochemical Pharmacology published new progress about Antispasmodics. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Reference of 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tzeng, Cherng Chyi; Rychlewska, Urszula; Hodgson, Derek J.; Panzica, Raymond P. published the artcile< 4-Azapteridines. 2. Spectral, chromatographic, and x-ray crystallographic studies concerning the mode of covalent addition to the pyrazino[2,3-e]-as-triazine ring system>, HPLC of Formula: 4956-05-2, the main research area is pyrazinotriazine dihydroxy crystal structure; aminotriazine cyclocondensation glyoxal.

The first examples of the unknown pyrazino[2,3-e]-as-triazine ring system, i.e., the 6,7-dihydroxy-5,6,7,8-tetrahydropyrazino[2,3,-e]-as-triazines, have been prepared by ring closure of selected 5,6-diamino-as-triazines with 40% aq glyoxal. These 4-azapteridines experience a novel exchange process with alcs. at the C(7)-position. When dissolved in alc. and stirred at room temperature, the 7-alkoxy, 6-hydroxy analogs are formed and isolated. If alcs. are used as the solvent during ring closure, only the latter compounds are obtained. Initially, cyclization of the ortho-diamino-as-triazines with glyoxal proceeds in a stereoselective manner giving rise to both the cis and trans adducts. A single-crystal x-ray diffraction study of the pyrazinotriazine I has determined the predominant and most stable adduct to be the trans (R,R or S,S)-isomer. NMR spectroscopy has verified the intermediacy of the cis adduct, but because of the aforementioned exchange process only the trans isomer is isolated. The site of exchange on these σ-adducts has been rigorously established as C(7). A plausible reaction mechanism by which this exchange process occurs is presented.

Journal of Heterocyclic Chemistry published new progress about Crystal structure. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, HPLC of Formula: 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sormova, Z.; Melichar, O.; Sorm, F. published the artcile< Some pyrimidine derivatives as new types of plant stimulants>, Application of C3H2BrN3O2, the main research area is .

Certain analogs of thymine and uracil revealed a stimulant effect on the development of plants. 5-Bromouracil and 5-cyanuracil accelerated only the development of the hypocotyl, while 2-thio-6-azauracil (I) and 2-thio-5-phenyl-6-azauracil (II) supported growth of the root system. Only a few compounds displayed a stimulating effect on the growth both of the epigeous and subterranean parts of the plant, of which 5-nitrouracil gave the most significant results, suggesting its application in agricultural practice. Similarly successful were I and II, since application in concentrations of 50 γ/ml. brought about an increase in sugar content in sugar-beet by 1.05 and 0.25%, resp., with simultaneous decrease in the amount of harmful amide N and ash. The stimulation of plants was effected by very low concentrations of the above compounds, since penetration of 0.01-1.0 γ compound into 1 seed caused permanent developmental changes that were reflected, not only during the initial stages, but during the entire vegetation period of the plant. Morphological changes observed in cucumbers indicate a complex interference in the region of nucleic acid metabolism. Cytological experiments revealed that the above analogs of pyrimidine bases do not affect longitudinal growth but rather the mitotic activity of plant cells.

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

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Filip, Jiri; Skoda, Jan; Hradec, Hynek published the artcile< Preparation of 6-azauracil-5-t and 6-azauridine-5-t of high molar activity>, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is tritium label azauracil azauridine; stability tritium label.

Catalytic reductive dehalogenation of 5-bromo-6-azauracil with carrier-free T gave 6-azauracil-5-3H of a molar activity of 19.0Ci/mmole. The conditions for the catalytic reductive dehalo-genation were examined in tracer experiments Microbial transformation gave 6-azauridine-5-3H from 6-azauracil-5-3H having molar activity of 18.8 Ci/mmole. The stability of T was investigated in aqueous medium at 100°C.

Journal of Labelled Compounds published new progress about Exchange reaction. 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

Jirku, V.; Vorlova, V.; Skoda, J. published the artcile< Inhibitory effect of 5-bromo-6-azauracil on growth and cell division of Saccharomyces cerevisiae>, Safety of 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is bromoazauracil Saccharomyces growth cell division.

The approx. min. concentration of 5-bromo-6-azauracil (I) [4956-05-2] causing significant inhibition of growth and cell division of S. cerevisiae was 8 mM. Higher concentrations had no greater inhibitory effect. Between the addition of I and the onset of its effect, there was always a delay of 120 min. The effect of I was reversed by thymine [65-71-4], cytosine [71-30-7], uracil [66-22-8], or 5-bromouracil [51-20-7]. 6-Azauracil had no effect. Evidently, I stimulates a rapid lytic process; the delay in the initiation of this process does not eliminate the possibility that cell lysis is directly or indirectly induced by a derivative or a breakdown product of I.

Experientia published new progress about Cell division. 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

Nabih, I.; Kamel, Mohsen M.; Saddik, M. published the artcile< Synthesis of a new schistosomicide>, Formula: C3H2BrN3O2, the main research area is nitrothiazolylaminotriazinedione preparation schistosomicide; triazinedione nitrothiazolylamino preparation schistosomicide.

The triazinedione I was prepared in 65% yield by converting 2-amino-5-nitrothiazole to its Na salt and reaction with 5-bromo-6-azauracil. At 35 mg/kg day for 5 days orally in mice I gave ∼80% kill of Schistosoma mansoni.

Pharmazie published new progress about Schistosoma mansoni. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Formula: C3H2BrN3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hwang, Long-Chih; Wang, Eng-Chi; Lee, Kuan-Han; Tzeng, Cherng-Chyi published the artcile< Synthetic and antiviral studies on certain acyclo-nucleosides of 5-substituted 6-azauracils>, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is azauracil acyclic nucleoside antitumor antiviral; acyclic nucleoside preparation antitumor antiviral.

In view of the unique biol. properties and chemotherapeutic activities exhibited by DHPG and 6-azauridine, we initiated the present study to explore new acyclic nucleosides in which acyclic residues were attached to 6-azauracil and its derivatives by a glycosidic linkage in an attempt to search for more potent antiviral and/or antitumor agents. Coupling of persilylated intermediates of 5-substituted 6-azauracils with 1,3-dibenzyloxy-2-chloromethoxypropane, 1-benzyloxy-3-bromo-2-chloromethoxypropane, and 1-benzyloxy-2-chloromethoxybutane, resp., afforded three new series of protected acyclic nucleosides which were deprotected to give 5-substituted 6-azauracil acyclo-nucleosides, e.g. I (R = H, Br, R1 = OH, Me). None of the compounds exhibited significant antiviral activities against herpes simplex viruses types 1 and 2.

Chinese Pharmaceutical Journal (Taipei, Taiwan) published new progress about Antitumor agents. 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