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Merck
CN

A1757

6-Azauracil

≥98%, powder

Synonym(s):

6-AU, 1,2,4-Triazine-3,5(2H,4H)-dione, 3,5-Dihydroxy-1,2,4-triazine, 6-Aza-2,4-dihydroxypyrimidine

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About This Item

Empirical Formula (Hill Notation):
C3H3N3O2
CAS Number:
461-89-2
Molecular Weight:
113.07
NACRES:
NA.51
PubChem Substance ID:
24890584
UNSPSC Code:
41106305
EC Number:
207-318-0
MDL number:
MFCD00006456
Beilstein/REAXYS Number:
116472

Key Documents

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Product Name

6-Azauracil, ≥98%

InChI key

SSPYSWLZOPCOLO-UHFFFAOYSA-N

InChI

1S/C3H3N3O2/c7-2-1-4-6-3(8)5-2/h1H,(H2,5,6,7,8)

SMILES string

O=C1NN=CC(=O)N1

assay

≥98%

form

powder

mp

274-275 °C (lit.)

solubility

1 M NH4OH: 50 mg/mL, clear to slightly hazy, colorless to light yellow-green

Quality Level

100

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Application

6-Azauracil has been used as a transcriptional inhibitor to study its effects on the deletion of termination and polyadenylation protein (Tpa1) and Mag1 on cell viability. It has also been used as an orotidine-5′-monophosphate decarboxylase (OMPdecase) inhibitor in minimal media for determining the OMPdecase activity.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX6233
MKCV2379
MKCK1196
MKCG2553
MKCC8438

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Sittinan Chanarat et al.
Genes & development, 25(11), 1147-1158 (2011-05-18)
Different steps in gene expression are intimately linked. In Saccharomyces cerevisiae, the conserved TREX complex couples transcription to nuclear messenger RNA (mRNA) export. However, it is unknown how TREX is recruited to actively transcribed genes. Here, we show that the
methods in molecular biology
steroid receptor methods (2001)
Kostyantyn V Dmytruk et al.
Metabolic engineering, 13(1), 82-88 (2010-11-03)
Currently, the mutant of the flavinogenic yeast Candida famata dep8 isolated by classic mutagenesis and selection is used for industrial riboflavin production. Here we report on construction of a riboflavin overproducing strain of C. famata using a combination of random
Valérie Declerck et al.
The Journal of organic chemistry, 76(2), 708-711 (2010-12-25)
A short and efficient synthesis of the previously unknown N-aminoazetidinecarboxylic acid has been established using a photochemical [2 + 2] cycloaddition strategy starting from 6-azauracil. Chiral derivatization with a nonracemic oxazolidinone provided access to both enantiomers of the title product.
Mattias Carlsson et al.
PloS one, 13(5), e0196840-e0196840 (2018-05-09)
Purine and pyrimidine analogues have important uses in chemotherapies against cancer, and a better understanding of the mechanisms that cause resistance to these drugs is therefore of importance in cancer treatment. In the yeast Saccharomyces cerevisiae, overexpression of the HAM1
View All Related Papers

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Product Information Sheet - A1757

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