1,3-dimethyl-2,3,6,7-tetrahydro(8-13C,1,3-15N2)-1H-purine-2,6-dione

• ChemBase ID: 178499
• Molecular Formular: C7H8N4O2
• Molecular Mass: 183.14349263
• Monoisotopic Mass: 183.06215014
• SMILES: [15n]1(c(=O)[15n](c2c(c1=O)[nH][13cH]n2)C)C
• Canonical SMILES: C[15n]1c(=O)[15n](C)c2c(c1=O)[nH][13cH]n2
• 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)/i3+1,10+1,11+1
• InChIKey: ZFXYFBGIUFBOJW-XCMWBWGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dimethyl-2,3,6,7-tetrahydro(8-^1^3C,1,3-^1^5N₂)-1H-purine-2,6-dione
• IUPAC Traditional name: 1,3-dimethyl(8-^1^3C,1,3-^1^5N₂)-7H-purine-2,6-dione
• Synonyms: 3,9-Dihydro-1,3-dimethyl-1H-purine-2,6-dione-15N2,13C; 3,7-Dihydro-1,3-dimethyl- 1H-purine-2,6-dione-15N2,13C; 1,3-Dimethylxanthine15N2,13C; Accurbron-15N2,13C; Aerobin-15N2,13C; Armophylline-15N2,13C; Asmax-15N2,13C; Bronkodyl-15N2,13C; Theophyl-15N2,13C; Theoplus-15N2,13C; Theostat-15N2,13C; Unifyl-15N2,13C; Unilong-15N2,13C; Xanthium-15N2,13C; Theophylline-1,3-15N2,13C

Database IDs

• PubChem SID: 164234409
• PubChem CID: 71752505

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: 16.128607 Å^3
• Polar Surface Area: 69.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T343852

Labelled 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)