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Merck
CN

SML2963

8-Azaguanine

≥98% (HPLC)

Synonym(s):

5-Amino-1H-v-triazolo[d]pyrimidin-7-ol, 5-Amino-3,6-dihydro-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one, 5-Amino-7-hydroxy-1H-v-triazolo[d]pyrimidine, 8-AG, Guanazolo, NSC 151069, NSC 223526, pathocidin, 2-Amino-6-hydroxy-8-azapurine, 2-Amino-6-oxy-8-azapurine

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About This Item

Empirical Formula (Hill Notation):
C4H4N6O
CAS Number:
134-58-7
Molecular Weight:
152.11
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
171098
MDL number:
MFCD00056937
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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InChI key

LPXQRXLUHJKZIE-UHFFFAOYSA-N

SMILES string

NC1=Nc2[nH]nnc2C(=O)N1

InChI

1S/C4H4N6O/c5-4-6-2-1(3(11)7-4)8-10-9-2/h(H4,5,6,7,8,9,10,11)

assay

≥98% (HPLC)

form

powder

color

white to beige

mp

>300 °C (lit.)

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

Quality Level

100

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Biochem/physiol Actions

8-Azaguanine is a triazole-antimetabolite that displays varies pharmacological effects including anticancer, antiviral and antifungal. It is easily incorporated into ribonucleic acids including rRNA and tRNA. 8-Azaguanine appears to alter mRNA splicing in SF3B1 mutant cells. 8-Azaguanine novel immunomodulatory drug (IMiD) that significantly increases the cytotoxicity of NK cells.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000467269
0000467269
0000524411
0000524411
0000443157

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