3-(2-ethylphenyl)-2-methyl-3,4-dihydroquinazolin-4-one

• ChemBase ID: 168198
• Molecular Formular: C17H16N2O
• Molecular Mass: 264.32174
• Monoisotopic Mass: 264.12626314
• SMILES: c1ccc2c(c1)nc(n(c2=O)c1ccccc1CC)C
• Canonical SMILES: CCc1ccccc1n1c(C)nc2c(c1=O)cccc2
• InChI: InChI=1S/C17H16N2O/c1-3-13-8-4-7-11-16(13)19-12(2)18-15-10-6-5-9-14(15)17(19)20/h4-11H,3H2,1-2H3
• InChIKey: UVTJKLLUVOTSOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-ethylphenyl)-2-methyl-3,4-dihydroquinazolin-4-one
• IUPAC Traditional name: etaqualone
• Synonyms: 3-(2-Ethylphenyl)-2-methyl-4(3H)-quinazolinone Monohydrochloride; 3-(o-Ethylphenyl)-2-methyl-4(3H)-quinazolinone Hydrochloride; Aolan Hydrochloride; Athinazone Hydrochloride; Ethinazone Hydrochloride; NSC 96163 Hydrochloride; Etaqualone Hydrochloride

Database IDs

• CAS Number: 97979-65-2
• PubChem SID: 162262330
• PubChem CID: 23914

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.613065
• LogD (pH = 7.4): 3.613065
• Log P: 3.613065
• Molar Refractivity: 81.7064 cm^3
• Polarizability: 30.210123 Å^3
• Polar Surface Area: 32.67 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 232-237°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E673500

An analogue of Methaqualone (M225900) with sedative and hypnotic properties, and used for the treatment of insomnia.

REFERENCES

• Squires, R. et al.: Neurochem. Res., 25, 1587 (2000)
• Pflegel, P. et al.: Pharmazie, 22, 643 (2000)
• Kuhnert-Brandstaetter, M. et al.: Microchem. J., 17, 739 (2000)