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| 6-Azauracil Basic information |
| 6-Azauracil Chemical Properties |
| Melting point | 274-275 °C(lit.) | | Boiling point | 211.75°C (rough estimate) | | density | 1.5988 (rough estimate) | | refractive index | 1.4264 (estimate) | | storage temp. | Store below +30°C. | | form | Fine Crystalline Powder | | pka | 7.78±0.20(Predicted) | | color | White to light yellow | | Water Solubility | Partly soluble in water, ethanol, DMSO, and 1 M NH4OH (50 mg/ml). | | BRN | 116472 | | CAS DataBase Reference | 461-89-2(CAS DataBase Reference) | | NIST Chemistry Reference | 1,2,4-Triazine-3,5(2H,4H)-dione(461-89-2) | | EPA Substance Registry System | 1,2,4-Triazine-3,5(2H,4H)-dione (461-89-2) |
| 6-Azauracil Usage And Synthesis |
| Chemical Properties | white to light yellow fine crystalline powder | | Uses | 6-Azauracil (6-AU) is used as a growth inhibitor of various microorganisms via depletion of intracellular GTP and UTP nucleotide pools. 6-Azauracil has been widely used in investigations on modulation of transcription, especially in yeast models. | | Definition | ChEBI: 6-azauracil is a 1,2,4-triazine compound having oxo-substituents at the 3- and 5-positions. It has a role as an antimetabolite. It is a member of 1,2,4-triazines and a nucleobase analogue. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 23, p. 1522, 1958 DOI: 10.1021/jo01104a033 | | Biochem/physiol Actions | 6-Azauracil (6-AU) is a pyrimidine analog of uracil and exhibits antitumor activity. It inhibits the growth of various microorganisms by depleting intracellular guanosine triphosphate (GTP)?and uridine?triphosphate (UTP) nucleotide pools. | | Safety Profile | Poison by
intraperitoneal route. Experimental
reproductive effects. Questionable
carcinogen with experimental tumorigenic
data. Mutation data reported. When heated
to decomposition it emits toxic fumes of
NOx. | | Mode of action | 6-Azauracil is a growth inhibitor effective on a variety of microorganisms. It functions by depleting the intracellular GTP and UTP nucleotide supply. Mutations in transcriptional elongation machinery, as well as mutations in a variety of other pathways, exaggerate the growth defect of cells in the presence of 6 AU. |
| 6-Azauracil Preparation Products And Raw materials |
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