1-ethyl-4-N,5-N-dimethyl-1H-imidazole-4,5-dicarboxamide

• ChemBase ID: 179865
• Molecular Formular: C9H14N4O2
• Molecular Mass: 210.23306
• Monoisotopic Mass: 210.11167571
• SMILES: c1(c(n(cn1)CC)C(=O)NC)C(=O)NC
• Canonical SMILES: CNC(=O)c1n(CC)cnc1C(=O)NC
• InChI: InChI=1S/C9H14N4O2/c1-4-13-5-12-6(8(14)10-2)7(13)9(15)11-3/h5H,4H2,1-3H3,(H,10,14)(H,11,15)
• InChIKey: RYRFAMRQBZNEPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethyl-4-N,5-N-dimethyl-1H-imidazole-4,5-dicarboxamide
• IUPAC Traditional name: 1-ethyl-4-N,5-N-dimethyl-1H-imidazole-4,5-dicarboxamide
• Synonyms: 1-Ethyl- N , N '-dimethyl-1 H-imidazole-4,5-dicarboxamide; Ethylnorantifeine; Ethymisole; Etimizol; Ethimizol; Ethylnorantifeine

Database IDs

• CAS Number: 64-99-3
• PubChem SID: 164235775
• PubChem CID: 6168

CALCULATED PROPERTIES

• Acid pKa: 13.299097
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.1103989
• LogD (pH = 7.4): -1.1102583
• Log P: -1.1102561
• Molar Refractivity: 56.1138 cm^3
• Polarizability: 20.206894 Å^3
• Polar Surface Area: 76.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Sympathomimetic

Product Information

• Application(s): Nootropic agent

REFERENCES

• Vinogradova, N.B. et al., Zh. Obshch. Khim., 1961, 31, 1466; 1471; J. Gen. Chem. USSR (Engl. Transl.), 1961, 31, 1357; 1362, (synth, derivs)
• Allikmets, L.K., Farmakol. Toksikol. (Moscow), 1962, 25, 277; 1963, 26, 531; CA, 58, 850g; 60, 15019h, (pharmacol)
• Schubert, H. et al., Z. Chem., 1976, 16, 483, (synth)
• Brovtsyna, N.B. et al., Zh. Strukt. Khim., 1982, 23, 92, (cryst struct, Ethylnorantifeine)
• Tmovec, T. et al., Pharmazie, 1985, 40, 410, (pharmacol, Ethylnorantifeine)