6-methoxy-9H-purin-2-amine

• ChemBase ID: 87917
• Molecular Formular: C6H7N5O
• Molecular Mass: 165.15268
• Monoisotopic Mass: 165.06505987
• SMILES: n1c(c2c(nc1N)[nH]cn2)OC
• Canonical SMILES: COc1nc(N)nc2c1nc[nH]2
• InChI: InChI=1S/C6H7N5O/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)
• InChIKey: BXJHWYVXLGLDMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methoxy-9H-purin-2-amine; 6-methoxy-7H-purin-2-amine
• IUPAC Traditional name: 6-methoxy-9H-purin-2-amine; 6-O-methylguanine
• Synonyms: 2-Amino-6-methoxypurine; 6-Methoxyguanine; O^6-Methylguanine; 2-Amino-6-methoxypurine; 6-O-Methylguanine; 2-Amino-6-methoxy-9H-purine; 6-O-Methylguanine; 6-Methoxy-9H-purin-2-amine; NSC 37364; O6-Methylguanine; 2-氨基-6-甲氧基嘌呤; 6-甲氧基鸟嘌呤; 6-O-甲基鸟嘌呤

Database IDs

• CAS Number: 20535-83-5
• MDL Number: MFCD00133009
• Beilstein Number: 645384
• PubChem SID: 24862349; 162074957
• PubChem CID: 65275
• CHEMBL: 226395
• Chemspider ID: 58766
• Wikipedia Title: 6-O-Methylguanine

CALCULATED PROPERTIES

• Acid pKa: 10.227665
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.05241977
• LogD (pH = 7.4): -0.052935764
• Log P: -0.052355476
• Molar Refractivity: 44.6287 cm^3
• Polarizability: 15.915948 Å^3
• Polar Surface Area: 89.71 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Off-white solid
• Melting Point: >300 °C; >300 °C(lit.); 220-225°C (dec)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... CDK2(1017), MGMT(4255)

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C6H7N5O

DETAILS

Sigma Aldrich - 363057

Packaging
500 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 363057.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M311800

Antitumor agent.

REFERENCES

• Morse, M., et al.: Cancer Res., 50, 2613 (1990)
• Staretz, M., et al.: Carcinogenesis, 18, 1715 (1990)
• Henderson, C., et al.: J. Biol. Chem., 278, 13480 (1990)
• Jalas, J., et al.: Chem. Res. Toxicol., 16, 794 (1990)
• Su, T., et al.: Toxicol. Appl. Pharmac