8-[(dimethylamino)methyl]-7-methoxy-3-methyl-2-phenyl-4H-chromen-4-one

• ChemBase ID: 130390
• Molecular Formular: C20H21NO3
• Molecular Mass: 323.38564
• Monoisotopic Mass: 323.15214354
• SMILES: O=c1c2c(oc(c1C)c1ccccc1)c(c(OC)cc2)CN(C)C
• Canonical SMILES: COc1ccc2c(c1CN(C)C)oc(c(c2=O)C)c1ccccc1
• InChI: InChI=1S/C20H21NO3/c1-13-18(22)15-10-11-17(23-4)16(12-21(2)3)20(15)24-19(13)14-8-6-5-7-9-14/h5-11H,12H2,1-4H3
• InChIKey: ZXFQRFXLFWWKLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[(dimethylamino)methyl]-7-methoxy-3-methyl-2-phenyl-4H-chromen-4-one
• IUPAC Traditional name: dimefline
• Synonyms: Dimefline; 8-[(Dimethylamino)methyl]-7-methoxy-3-methyl-2-phenyl-4H-1-benzopyran-4-one Hydrochloride; 8-[(Dimethylamino)methyl]-7-methoxy-3-methylflavone Hydrochloride; 2-Phenyl-3-methyl-7-methoxy-8-dimethylaminomethylchromone Hydrochloride; 3-Methyl-7-methoxy-8-[(dimethylamino)methyl]flavone Hydrochloride; 8-(Dimethylaminomethyl)-7-methoxy-3-methylflavone Hydrochloride; Dimeflin Hydrochloride; NSC 169869; Remeflin Hydrochloride; Dimefline Hydrochloride

Database IDs

• CAS Number: 1165-48-6; 2740-04-7
• PubChem SID: 162224669
• PubChem CID: 3078
• ATC CODE: R07AB08
• Chemspider ID: 2969
• KEGG ID: D07847
• Unique Ingredient Identifier: 9WII5M0DU3
• Wikipedia Title: Dimefline

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.2603447
• LogD (pH = 7.4): 3.1114376
• Log P: 3.146661
• Molar Refractivity: 96.3342 cm^3
• Polarizability: 36.67877 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D448250

Dimefline is a new respiratory stimulant drug.

REFERENCES

• Edwards, J.M., et al.: J. Nat. Prod., 42, 85 (1979)
• Setnikar, I., et al.: Arzneim.-Forsch., 11 1109 (1979)