7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 138960
• Molecular Formular: C6H6N4O2
• Molecular Mass: 166.13744
• Monoisotopic Mass: 166.04907545
• SMILES: Cn1cnc2c1c(=O)[nH]c(=O)[nH]2
• Canonical SMILES: O=c1[nH]c(=O)c2c([nH]1)ncn2C
• InChI: InChI=1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)
• InChIKey: PFWLFWPASULGAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 7-methylxanthine
• Synonyms: 2,6-Dihydroxy-7-methylpurine; Heteroxanthine; 7-Methylxanthine; 7-Methyl-1H-purine-2,6(3H,7H)-dione; NSC 7861; 3,7-Dihydro-7-methyl-1H-purine-2,6-dione; 7-Methyl Xanthine; 2,6-二羟基-7-甲基嘌呤; 杂黄质; 7-甲基黄嘌呤

Database IDs

• CAS Number: 552-62-5
• EC Number: 209-019-0
• MDL Number: MFCD00037979
• Beilstein Number: 171027
• PubChem SID: 24885968; 162233211
• PubChem CID: 68374

CALCULATED PROPERTIES

• Molar Refractivity: 41.8186 cm^3
• Polarizability: 14.247815 Å^3
• Polar Surface Area: 76.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 9.307899
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.016545363
• LogD (pH = 7.4): 0.011344068
• Log P: 0.016612275

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Grey Solid
• Melting Point: >300°C; ≥300 °C

Safety Information

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

Pharmacology Properties

• Gene Information: rat ... Adora1(29290), Adora2a(25369)

Product Information

• Purity: ≥98.0% (HPLC); 97%; 98%; 99%
• Empirical Formula (Hill Notation): C6H6N4O2

DETAILS

Sigma Aldrich - 69723

Packaging
1 g in glass bottle
250 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. 69723.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M338580

Metabolite of Theophylline and Caffeine.

REFERENCES

• Yu, Ch. et al.: J. Bacteriol. 191, 4624 (2009)
• Geraets, L. et al.: Biochem. Pharmacol. 72, 902 (2006).