1,3-bis(2H3)methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 178500
• Molecular Formular: C7H8N4O2
• Molecular Mass: 180.16402
• Monoisotopic Mass: 180.06472552
• SMILES: n1(c(=O)n(c2c(c1=O)[nH]cn2)C)C
• Canonical SMILES: Cn1c(=O)n(C)c2c(c1=O)[nH]cn2
• InChI: InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
• InChIKey: ZFXYFBGIUFBOJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis(^2H₃)methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 1,3-bis(^2H₃)methyl-7H-purine-2,6-dione
• Synonyms: 3,9-Dihydro-1,3-dimethyl-1H-purine-2,6-dione-d6; 3,7-Dihydro-1,3-dimethyl- 1H-purine-2,6-dione-d6; 1,3-Dimethylxanthine-d6; Accurbron-d6; Aerobin-d6; Armophylline-d6; Asmax-d6; Bronkodyl-d6; Theophyl-d6; Theoplus-d6; Theostat-d6; Unifyl-d6; Unilong-d6; Xanthium-d6; Theophylline-d6

Database IDs

• CAS Number: 117490-39-8
• PubChem SID: 164234410
• PubChem CID: 16120411

CALCULATED PROPERTIES

• Acid pKa: 7.8151274
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.7712048
• LogD (pH = 7.4): -0.89392424
• Log P: -0.7693217
• Molar Refractivity: 44.9345 cm^3
• Polarizability: 16.129189 Å^3
• Polar Surface Area: 69.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 265-267°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T343853

Xanthine derivative with diuretic, cardiac stimulant and smooth muscle relaxant activities; isomeric with theobromine. Small amounts occur in tea. Bronchodilator.

REFERENCES

• Cohen, J.L., et al.: Anal. Profiles Drug Subs., 4, 466 (1975)
• Svedmyr, K., et al.: Allergy, 37, 111 (1975)