6-(dimethylamino)-4,4-diphenylhexan-3-one hydrochloride

• ChemBase ID: 175682
• Molecular Formular: C20H26ClNO
• Molecular Mass: 331.87954
• Monoisotopic Mass: 331.17029214
• SMILES: C(C(=O)C(CCN(C)C)(c1ccccc1)c1ccccc1)C.Cl
• Canonical SMILES: CCC(=O)C(c1ccccc1)(c1ccccc1)CCN(C)C.Cl
• InChI: InChI=1S/C20H25NO.ClH/c1-4-19(22)20(15-16-21(2)3,17-11-7-5-8-12-17)18-13-9-6-10-14-18;/h5-14H,4,15-16H2,1-3H3;1H
• InChIKey: GYWUCVKLUKFJLC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(dimethylamino)-4,4-diphenylhexan-3-one hydrochloride
• IUPAC Traditional name: normethadone hydrochloride
• Synonyms: 1,1-Diphenyl-1-(2-dimethylaminoethyl)-2-butanone Hydrochloride; 1-Dimethylamino-3,3-diphenyl-4-hexanone Hydrochloride; Isoamidone I Hydrochloride; 6-Dimethylamino-4,4-diphenyl-3-hexanone Hydrochloride; Dacartil Hydrochloride; Desmethylmethadone Hydrochloride; MCV 4457; NIH 10385; Ticarda; UM 118; Normethadone Hydrochloride

Database IDs

• CAS Number: 847-84-7
• PubChem SID: 164231592
• PubChem CID: 12313558

CALCULATED PROPERTIES

• Acid pKa: 18.795527
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4835465
• LogD (pH = 7.4): 3.147492
• Log P: 4.5905967
• Molar Refractivity: 92.8501 cm^3
• Polarizability: 36.322643 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N733500

Desmethyl analog of Methadone (M225865). A cough suppressant. Controlled Substance.

REFERENCES

• Eiden, F. et al.: Pharmaz. Zait., 117, 1503 (1972)
• Anand, D.R.: Arzneim.-Forsch., 15, 564 (1972)