1-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 103408
• Molecular Formular: C6H6N4O2
• Molecular Mass: 166.13744
• Monoisotopic Mass: 166.04907545
• SMILES: Cn1c(=O)[nH]c2c([nH]cn2)c1=O
• Canonical SMILES: Cn1c(=O)[nH]c2c(c1=O)[nH]cn2
• InChI: InChI=1S/C6H6N4O2/c1-10-5(11)3-4(8-2-7-3)9-6(10)12/h2H,1H3,(H,7,8)(H,9,12)
• InChIKey: MVOYJPOZRLFTCP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione; 1-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 1-methyl-3,9-dihydropurine-2,6-dione; 1-methylxanthine
• Synonyms: 1-Methylxanthine; 2,6-Dihydroxy-1-methylpurine; 1-Methyl-3,7-dihydro-purine-2,6-dione; 2,6 Dihydroxy-1-methylpurine; 1-METHYLXANTHINE; 3,9-Dihydro-1-methyl-1H-purine-2,6-dione; 1-Methylxanthine; 1-MX; 1-Methyl Xanthine; 2,6-二羟基-1-甲基嘌呤; 1-甲基黄嘌呤

Database IDs

• CAS Number: 6136-37-4
• EC Number: 228-108-5
• MDL Number: MFCD00005561
• Beilstein Number: 171507
• PubChem SID: 24885966; 162090450
• PubChem CID: 80220

CALCULATED PROPERTIES

• Acid pKa: 7.913088
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.015108361
• LogD (pH = 7.4): -0.086269885
• Log P: 0.016612275
• Molar Refractivity: 41.8186 cm^3
• Polarizability: 14.320388 Å^3
• Polar Surface Area: 78.09 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Alkaline Solution; DMSO
• Apperance: Pale Yellow Solid
• Melting Point: >300°C (dec.); ≥300 °C

Safety Information

• Storage Condition: -20°C Freezer; 2-8°C
• RTECS: ZD8575000
• German water hazard class: 3
• 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%; ≥97.0% (HPLC); 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C6H6N4O2

DETAILS

MP Biomedicals - 05211156

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02151685

Purity: ~98%

Sigma Aldrich - 69720

Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 280984

Features and Benefits
Caffeine metabolite.

Toronto Research Chemicals - M338575

A metabolite of Theophylline.

REFERENCES

• Tottrup, A., et al.: Pharmacol. Toxicol., 67, 340 (1990)
• El-Kadi, A., et al.: Drug Metab. Dispos., 28, 1112 (1990)
• Kim, S., et al.: J. Med. Chem., 45, 2131 ( 2002), Hansel, T., et al.: Drugs Today, 40, 55 (1990)