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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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Peter L Freddolino et al.
eLife, 7 (2018-04-06)
Cells adapt to familiar changes in their environment by activating predefined regulatory programs that establish adaptive gene expression states. These hard-wired pathways, however, may be inadequate for adaptation to environments never encountered before. Here, we reveal evidence for an alternative
Kazuko Matsubara et al.
Genes to cells : devoted to molecular & cellular mechanisms, 12(1), 13-33 (2007-01-11)
The core histones are essential components of the nucleosome that act as global negative regulators of DNA-mediated reactions including transcription, DNA replication and DNA repair. Modified residues in the N-terminal tails are well characterized in transcription, but not in DNA
Rahul V Nene et al.
PLoS genetics, 14(1), e1007170-e1007170 (2018-01-11)
Defects in the genes encoding the Paf1 complex can cause increased genome instability. Loss of Paf1, Cdc73, and Ctr9, but not Rtf1 or Leo1, caused increased accumulation of gross chromosomal rearrangements (GCRs). Combining the cdc73Δ mutation with individual deletions of
Clinical studies of 6-azauracil
Shnider BI, et al.
Cancer Research, 20(1), 28-33 (1960)
Hai-Ning Du et al.
Genes & development, 22(20), 2786-2798 (2008-10-17)
Set2-mediated H3 K36 methylation is an important histone modification on chromatin during transcription elongation. Although Set2 associates with the phosphorylated C-terminal domain (CTD) of RNA polymerase II (RNAPII), the mechanism of Set2 binding to chromatin and subsequent exertion of its
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Product Information Sheet - A1757

Product Information Sheet

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