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

• ChemBase ID: 130333
• Molecular Formular: C15H11ClN2O
• Molecular Mass: 270.71364
• Monoisotopic Mass: 270.05599066
• SMILES: Clc1ccccc1n1c(=O)c2c(nc1C)cccc2
• Canonical SMILES: Cc1nc2ccccc2c(=O)n1c1ccccc1Cl
• InChI: InChI=1S/C15H11ClN2O/c1-10-17-13-8-4-2-6-11(13)15(19)18(10)14-9-5-3-7-12(14)16/h2-9H,1H3
• InChIKey: SFITWQDBYUMAPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-chlorophenyl)-2-methyl-3,4-dihydroquinazolin-4-one
• IUPAC Traditional name: mecloqualone; 3-(2-chlorophenyl)-2-methyl-3,4-dihydroquinazolin-4-one
• Synonyms: Mecloqualone; Casfen; Iasson; Nubarene; Nubirol; Sepadin; Mecloqualone

Database IDs

• CAS Number: 340-57-8
• PubChem SID: 162224612
• PubChem CID: 9567
• CHEMBL: 279960
• Chemspider ID: 9192
• KEGG ID: D04877
• Unique Ingredient Identifier: 09XU4VDV7E
• Wikipedia Title: Mecloqualone

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2591197
• LogD (pH = 7.4): 3.2591197
• Log P: 3.2591197
• Molar Refractivity: 76.869 cm^3
• Polarizability: 28.470753 Å^3
• Polar Surface Area: 32.67 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Application(s): Hypnotic, subject to abuse; Sedative

REFERENCES

• Biandri, C. et al., J. Pharm. Pharmacol., 1960, 12, 501, (pharmacol)
• Jackman, G.B. et al., J. Pharm. Pharmacol., 1960, 12, 529, (synth)
• Grammaticakis, P. et al., C. R. Hebd. Seances Acad. Sci., 1961, 252, 4011, (uv)
• Daenens, P. et al., Arzneim.-Forsch., 1974, 24, 195, (metab)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 4041
• Sax, N.I., Dangerous Properties of Industrial Materials, 6th edn., Van Nostrand Reinhold, 1984, 762