1,3-dimethyl-7-{2-[(1-phenylpropan-2-yl)amino]ethyl}-2,3,6,7-tetrahydro-1H-purine-2,6-dione hydrochloride

• ChemBase ID: 1279
• Molecular Formular: C18H24ClN5O2
• Molecular Mass: 377.86846
• Monoisotopic Mass: 377.16185271
• SMILES: Cl.O=c1n(c(=O)n(c2ncn(CCNC(Cc3ccccc3)C)c12)C)C
• Canonical SMILES: CC(Cc1ccccc1)NCCn1cnc2c1c(=O)n(C)c(=O)n2C.Cl
• InChI: InChI=1S/C18H23N5O2.ClH/c1-13(11-14-7-5-4-6-8-14)19-9-10-23-12-20-16-15(23)17(24)22(3)18(25)21(16)2;/h4-8,12-13,19H,9-11H2,1-3H3;1H
• InChIKey: MVXGSLGVWBVZCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dimethyl-7-{2-[(1-phenylpropan-2-yl)amino]ethyl}-2,3,6,7-tetrahydro-1H-purine-2,6-dione hydrochloride
• IUPAC Traditional name: fenethylline hydrochloride
• Synonyms: 3,7-Dihydro-1,3-dimethyl-7-[2-[(1-methyl-2-phenylethyl)amino]ethyl]-1H-purine-2,6-dione Hydrochloride; 7-[2-(1-Methyl-2-phenylethylamino)ethyl]theophylline Hydrochloride; 7-[2-[(α-Methylphenethyl)amino]ethyl]theophylline Hydrochloride; Amfetyline Hydrochloride; Biocapton; Captagon Hydrochloride; H 814; NSC 169872; Fenethylline Hydrochloride; Fenethylline

Database IDs

• CAS Number: 1892-80-4; 3736-08-1
• PubChem SID: 46505193; 160964739
• PubChem CID: 102710

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.6605805
• LogD (pH = 7.4): -0.60641444
• Log P: 1.5196604
• Molar Refractivity: 96.342 cm^3
• Polarizability: 36.16175 Å^3
• Polar Surface Area: 70.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

DrugBank - DB01482

• Drug Groups: illicit; experimental
• External Links: Wikipedia

Toronto Research Chemicals - F247545

CNS stimulant.Controlled substance.

REFERENCES

• Ellison, T., et al.: Eur. J. Pharmacol., 13, 123 (1970)