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6-Azauracil

Product Name
6-Azauracil
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;ipo3834;nsc3425;NSC 3425;IPO 3834;USAF cb-30
CBNumber
CB9223189
Molecular Formula
C3H3N3O2
Formula Weight
113.07
MOL File
461-89-2.mol
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6-Azauracil Property

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)
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Safety

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
F 
10-23
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29336980
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.41156
Product name
6-Azauracil
Purity
for synthesis
Packaging
5G
Price
$85.8
Updated
2024/03/01
Sigma-Aldrich
Product number
A1757
Product name
6-Azauracil
Purity
≥98%
Packaging
5g
Price
$95.2
Updated
2024/03/01
Sigma-Aldrich
Product number
8.41156
Product name
6-Azauracil
Purity
for synthesis
Packaging
25g
Price
$424
Updated
2024/03/01
TCI Chemical
Product number
A0558
Product name
6-Azauracil
Purity
>99.0%(HPLC)(T)
Packaging
1g
Price
$19
Updated
2024/03/01
TCI Chemical
Product number
A0558
Product name
6-Azauracil
Purity
>99.0%(HPLC)(T)
Packaging
5g
Price
$53
Updated
2024/03/01
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6-Azauracil Chemical Properties,Usage,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.

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

Raw materials

Preparation Products

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6-Azauracil Suppliers

Americas 1 Belgium 3 China 196 Europe 3 France 2 Germany 10 India 4 Japan 4 South Korea 1 Sweden 1 Switzerland 4 The Netherlands 1 United Kingdom 14 United States 44 Global 288
Specs
Tel
--
Fax
--
Email
info@specs.net
Country
The Netherlands
ProdList
6833
Advantage
70
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View Lastest Price from 6-Azauracil manufacturers

Suzhou Ryan Pharmachem Technology Co.,Ltd.
Product
6-Azauracil 461-89-2
Price
US $0.00/kg
Min. Order
10kg
Purity
98%
Supply Ability
kg grade
Release date
2023-05-10
Unipharm pharmaceutical industry Co., Ltd
Product
6-Azauracil 461-89-2
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2023-03-23
Shaanxi Dideu Medichem Co. Ltd
Product
6-Azauracil 461-89-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-14

461-89-2, 6-AzauracilRelated Search:

Sulfadiazine 1,3,5-Triazine Hexazinone Solvent Red 43 Metribuzin Buprofezin 5-BROMO-6-AZAURACIL ,97%,5-BROMO-6-AZAURACIL 6-AZAURACIL RIBOSIDE,6-azauracil-beta-d-ribosid 5-Methyl-6-azauracil AZAURACIL, 5-(RG) 5-METHYLMERCAPTO-6-AZAURACIL,5-(METHYLTHIO)-6-AZAURACIL AZAURACIL, 6- 5-MERCAPTO-6-AZAURACIL SODIUM SALT 5-HYDRAZINO-6-AZAURACIL 5-AZAURACIL, MONOHYDRATE 5-N-MORPHOLINO-6-AZAURACIL AZAURACIL, 5-,5-AZAURACIL 6-Azauracil

  • 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
  • TIMTEC-BB SBB004317
  • AZAURACIL, 6-
  • 6-AZA-2,4-DIHYDROXYPYRIMIDINE
  • 6-AZAURACIL
  • 3,5-DIHYDROXY-1,2,4-TRIAZINE
  • 1,2,4-triazine-3,5-diol
  • 2H,4H-AS-TRIAZINE-3,5-DIONE
  • 1,2,4-TRIAZINE-3,5-DIONE
  • 1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
  • 6-AZAURACIL CRYSTALLINE
  • 6-AZAURACIL 99%
  • 6-Azauracil,98%
  • 6-AZAURAZIL
  • 6-azauridine 6-Azauracil
  • 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-AU
  • 6-Azauracil &gt
  • 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