| Identification | More | [Name]
8-AZAGUANINE | [CAS]
134-58-7 | [Synonyms]
2-AMINO-6-HYDROXY-8-AZAPURINE
2-AMINO-6-OXY-8-AZAPURINE
5-AMINO-1H-VIC-TRIAZOLO[4,5-D]PYRIMIDINE-7-OL
5-AMINO-3,6-DIHYDRO-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-ONE
5-AMINO-3,6-DIHYDRO-7H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-ONE
8-AZAGUANINE
AZAGUANINE(8-)
GUANAZOLO
2,3-Triazolo[4,5-d]pyrimidin-7-one,5-amino-1,4-dihydro-7H-1
3-triazolo(4,5-d)pyrimidin-7-one,5-amino-1,4-dihydro-7h-2
5-Amino-1,4-dihydro-7H-1,2,3-triazolo(4,5-d)pyrimidin-7-one
5-Amino-1,6-dihydro-7H-v-triazolo(4,5-d)pyrimidin-7-one
5-Amino-1H-triazolo[d]pyrimidin-7-ol
5-Amino-1H-v-triazolo(d)pyrimidin-7-ol
5-Amino-7-hydroxy-1H-triazolo[d]pyrimidine
5-Amino-7-hydroxy-1H-v-triazolo(d)pyrimidine
5-d)pyrimidin-7-ol,5-amino-v-triazolo(
5-d)pyrimidin-7-one,5-amino-1,6-dihydro-7h-v-triazolo(
7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one, 5-amino-1,4-dihydro-
7H-v-Triazolo(4,5-d)pyrimidin-7-one, 5-amino-1,6-dihydro- | [EINECS(EC#)]
205-148-1 | [Molecular Formula]
C4H4N6O | [MDL Number]
MFCD00056937 | [Molecular Weight]
152.11 | [MOL File]
134-58-7.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow powder | [Melting point ]
>300 °C(lit.)
| [Boiling point ]
274.55°C (rough estimate) | [density ]
1.5579 (rough estimate) | [refractive index ]
2.3000 (estimate) | [storage temp. ]
−20°C
| [solubility ]
DMSO (Slightly) | [form ]
lyophilized powder
| [pka]
6.75±0.20(Predicted) | [color ]
White to yellow | [Merck ]
896 | [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) | [InChIKey]
LPXQRXLUHJKZIE-UHFFFAOYSA-N | [SMILES]
NC1=Nc2[nH]nnc2C(=O)N1 | [CAS DataBase Reference]
134-58-7(CAS DataBase Reference) | [NIST Chemistry Reference]
8-Azaguanine(134-58-7) | [EPA Substance Registry System]
134-58-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
XZ6157000
| [F ]
10-23 | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
LD50 oral in mouse: 1500mg/kg |
| Hazard Information | Back Directory | [Hazard]
Mitotoic poison. | [Chemical Properties]
yellow powder | [Uses]
Antineoplastic;Purine antimetabolite | [Definition]
ChEBI: A triazolopyrimidine that consists of 3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidine bearing amino and oxo substituents at positions 5 and 7 respectively. | [Biological Activity]
8-Azaguanine is a triazole-antimetabolite th at displays varies pharmacological effects including anticancerantiviral 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) th at significantly increases the cytotoxicity of NK cells. | [Purification Methods]
Dissolve it in hot M NH4OH, filter, and cool. Recrystallise it, and wash it with water, then dry it in a vacuum. [Beilstein 26 III/IV 4171.] |
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