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

• ChemBase ID: 70529
• Molecular Formular: C6H6N4O2
• Molecular Mass: 166.13744
• Monoisotopic Mass: 166.04907545
• SMILES: [nH]1cnc2n(c(=O)[nH]c(=O)c12)C
• Canonical SMILES: O=c1[nH]c(=O)c2c(n1C)nc[nH]2
• InChI: InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)
• InChIKey: GMSNIKWWOQHZGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione; 3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 3-methylxanthine; 3-methyl xanthine; 3-methyl-9H-xanthine
• Synonyms: 3-Methyl-1H-purine-2,6(3H,7H)-dione; 3-Methylxanthine; 2,6-Dihydroxy-3-methylpurine; 3-METHYLXANTHINE; 2,6-Dihydroxy-3-Methylpurine; 2,6-二羟基-3-甲基嘌呤; 3-甲基黄嘌呤

Database IDs

• CAS Number: 1076-22-8
• EC Number: 214-058-1
• MDL Number: MFCD00005580
• Beilstein Number: 180944
• PubChem SID: 24853339; 24896738; 162036244; 24885967
• PubChem CID: 70639

CALCULATED PROPERTIES

• Acid pKa: 7.856556
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.9947106
• LogD (pH = 7.4): -1.1080608
• Log P: -0.9929977
• Molar Refractivity: 40.0378 cm^3
• Polarizability: 14.320092 Å^3
• Polar Surface Area: 78.09 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.); >300°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: ZD8750000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• Safety Statements: 22-24/25
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

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

Product Information

• Purity: ≥98.0% (HPLC); 95+%; 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C6H6N4O2
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02151686

Crystalline

Sigma Aldrich - 222526

Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - M2509

Biochem/physiol Actions
茶碱代谢物具有药理活性，但不如茶碱有效。

Sigma Aldrich - 69722

Other Notes
Metabolite of theophylline - HPLC determination1