| Identification | More | [Name]
6-Azauracil | [CAS]
461-89-2 | [Synonyms]
1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
1,2,4-TRIAZINE-3,5-DIONE
2H,4H-AS-TRIAZINE-3,5-DIONE
3,5-DIHYDROXY-1,2,4-TRIAZINE
6-AZA-2,4-DIHYDROXYPYRIMIDINE
6-AZAURACIL
AZAURACIL, 6-
TIMTEC-BB SBB004317
4(6)-Azauracil
As-Triazine-3,5(2H,4H)-dione
As-Triazine-3,5-diol
Azauracil
AZU
IPO 3834
ipo3834
NSC 3425
nsc3425
s-Triazine-3,5(2H,4H)-dione
USAF cb-30
1,2,4-triazine-3,5-diol | [EINECS(EC#)]
207-318-0 | [Molecular Formula]
C3H3N3O2 | [MDL Number]
MFCD00006456 | [Molecular Weight]
113.07 | [MOL File]
461-89-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow fine crystalline powder | [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). | [Detection Methods]
HPLC,NMR | [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]
461-89-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R63:Possible risk of harm to the unborn child.
R25:Toxic if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
XY7700000
| [F ]
10-23 | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29336980 | [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. |
| Hazard Information | Back Directory | [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: A 1,2,4-triazine compound having oxo-substituents at the 3- and 5-positions. | [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. | [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. |
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