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6-Azauracil

6-Azauracil Structure
CAS No.
461-89-2
Chemical Name:
6-Azauracil
Synonyms
1,2,4-TRIAZINE-3,5(2H,4H)-DIONE;1,2,4-triazine-3,5-diol;Azauracil;AZU;6-AU;nsc3425;ipo3834;IPO 3834;NSC 3425;USAF cb-30
CBNumber:
CB9223189
Molecular Formula:
C3H3N3O2
Molecular Weight:
113.07
MOL File:
461-89-2.mol
MSDS File:
SDS
Modify Date:
2023/5/10 18:56:37

6-Azauracil 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
InChI InChI=1S/C3H3N3O2/c7-2-1-4-6-3(8)5-2/h1H,(H2,5,6,7,8)
InChIKey SSPYSWLZOPCOLO-UHFFFAOYSA-N
SMILES N1=CC(=O)NC(=O)N1
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Warning
Hazard statements  H301-H315-H319-H335
Precautionary statements  P261-P280a-P301+P310a-P305+P351+P338-P405-P501a
Hazard Codes  Xi,T
Risk Statements  36/37/38-63-25
Safety Statements  26-36-45-38-36/37/39
WGK Germany  3
RTECS  XY7700000
10-23
TSCA  Yes
HazardClass  IRRITANT
HS Code  29336980
NFPA 704
0
3 0

6-Azauracil price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A1757 6-Azauracil ≥98% 461-89-2 5G ₹4589.8 2022-06-14 Buy
Sigma-Aldrich(India) 8.41156 6-Azauracil for synthesis 461-89-2 5G ₹7040 2022-06-14 Buy
Sigma-Aldrich(India) 8.41156 6-Azauracil for synthesis 461-89-2 25G ₹47110 2022-06-14 Buy
TCI Chemicals (India) A0558 6-Azauracil 461-89-2 1G ₹1800 2022-05-26 Buy
TCI Chemicals (India) A0558 6-Azauracil 461-89-2 5G ₹4300 2022-05-26 Buy
Product number Packaging Price Buy
A1757 5G ₹4589.8 Buy
8.41156 5G ₹7040 Buy
8.41156 25G ₹47110 Buy
A0558 1G ₹1800 Buy
A0558 5G ₹4300 Buy

6-Azauracil Chemical Properties,Uses,Production

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.

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.

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4(6)-Azauracil As-Triazine-3,5(2H,4H)-dione As-Triazine-3,5-diol IPO 3834 ipo3834 NSC 3425 nsc3425 s-Triazine-3,5(2H,4H)-dione USAF cb-30 TIMTEC-BB SBB004317 AZAURACIL, 6- 6-AZA-2,4-DIHYDROXYPYRIMIDINE 6-AZAURACIL 3,5-DIHYDROXY-1,2,4-TRIAZINE 2H,4H-AS-TRIAZINE-3,5-DIONE 1,2,4-TRIAZINE-3,5-DIONE 6-AZAURACIL CRYSTALLINE 6-AZAURACIL 99% 6-Azauracil,98% 6-AZAURAZIL AZAURACIL, 6-(RG) S-TRIAZINE-3,5-DIONE 3,5-DIOXO-[1,2,4]TRIAZINE 1,2,4-Triazine-3,5(2H,4H) 1,2,4-Triazine-3,5(2H,4H)-dione, 3,5-Dihydroxy-1,2,4-triazine, 6-Aza-2,4-dihydroxypyrimidine 2,3,4,5-Tetrahydro-1,2,4-triazine-3,5-dione 6-Azauracil,99% 2H-1,2,4-triazine-3,5-dione 2H-1,2,4-triazine-3,5-quinone as-Triazine-3,5(2H,4H)-dione (8CI) WLN: T6NMVMVJ 6 - nitrogen iMpurity uracil 6-azauridine 6-Azauracil 6-Azauracil > Azauracil AZU 1,2,4-triazine-3,5-diol 1,2,4-TRIAZINE-3,5(2H,4H)-DIONE 6-AU 1,2,4-Triazine-3,5(2H,4H)-dione (9CI, ACI) 461-89-2 BioChemical Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs Biochemistry Nucleobases and their analogs Nucleosides, Nucleotides & Related Reagents Nucleic acids Pyridines, Pyrimidines, Purines and Pteredines