1,3,7-trimethyl-8-({2-[(2H3)methyl(1-phenylpropan-2-yl)amino]ethyl}amino)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 168887
• Molecular Formular: C20H28N6O2
• Molecular Mass: 384.47532
• Monoisotopic Mass: 384.22737417
• SMILES: c1(=O)n(c(=O)c2c(n1C)nc(n2C)NCCN(C(Cc1ccccc1)C)C)C
• Canonical SMILES: CN(C(Cc1ccccc1)C)CCNc1nc2c(n1C)c(=O)n(c(=O)n2C)C
• InChI: InChI=1S/C20H28N6O2/c1-14(13-15-9-7-6-8-10-15)23(2)12-11-21-19-22-17-16(24(19)3)18(27)26(5)20(28)25(17)4/h6-10,14H,11-13H2,1-5H3,(H,21,22)
• InChIKey: PDTADBTVZXKSJM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,7-trimethyl-8-({2-[(^2H₃)methyl(1-phenylpropan-2-yl)amino]ethyl}amino)-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 1,3,7-trimethyl-8-({2-[(^2H₃)methyl(1-phenylpropan-2-yl)amino]ethyl}amino)purine-2,6-dione
• Synonyms: 3,7-Dihydro-1,3,7-trimethyl-8-[[2-[methyl-d3(1-methyl-2-phenylethyl)amino]ethyl]amino]-1H-purine-2,6-dione; 8-[[2-[Methyl-d3(α-methylphenethyl)amino]ethyl]amino]caffeine; Altimina; Altimine; N-8-Caffeyl-N'-methyl-N'-(α-methylphenethyl)ethylenediamine; N1-(1,3,7-Trimethyl-2,6-dioxopurin-8-yl)-N2-(1-methyl)phenethyl-N2-methylethylenediamine; Phencamine-d3; dl-Fencamine-d3; Fencamine-d3

Database IDs

• PubChem SID: 162263019
• PubChem CID: 71316719

CALCULATED PROPERTIES

• Acid pKa: 19.933813
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.261234
• LogD (pH = 7.4): 0.17530595
• Log P: 2.0597365
• Molar Refractivity: 111.3038 cm^3
• Polarizability: 40.98461 Å^3
• Polar Surface Area: 73.71 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F247302

Labelled Fencamine (F247300). Analeptic.

REFERENCES

• Mallol, J., et al.: Arzneim.-Forsch., 24, 1301 (1974)
• Pozo, O., et al.: Anal. Bioanal. Chem., 389, 1209 (1974)
• Mazzarino, M., et al.: Anal. Bioanal. Chem., 392, 681 (1974)