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
• Empirical Formula (Hill Notation): C₄H₄N₆O
• CAS Number: 134-58-7
• Molecular Weight: 152.11
• Beilstein: 171098
• MDL number: MFCD00056937
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• 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
• 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)
• InChI key: LPXQRXLUHJKZIE-UHFFFAOYSA-N

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable