5-[(dimethylamino)methyl]-4,4-diphenyl(1,1,1-2H3)hexan-3-one hydrochloride

• ChemBase ID: 171820
• Molecular Formular: C21H28ClNO
• Molecular Mass: 345.90612
• Monoisotopic Mass: 345.1859422
• SMILES: C(C(=O)C(C(CN(C)C)C)(c1ccccc1)c1ccccc1)C.Cl
• Canonical SMILES: CCC(=O)C(c1ccccc1)(c1ccccc1)C(CN(C)C)C.Cl
• InChI: InChI=1S/C21H27NO.ClH/c1-5-20(23)21(17(2)16-22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19;/h6-15,17H,5,16H2,1-4H3;1H
• InChIKey: ZLZWUOKDFLNZFV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(dimethylamino)methyl]-4,4-diphenyl(1,1,1-^2H₃)hexan-3-one hydrochloride
• IUPAC Traditional name: 5-[(dimethylamino)methyl]-4,4-diphenyl(1,1,1-^2H₃)hexan-3-one hydrochloride
• Synonyms: 6-(Dimethylamino)-5-methyl-4,4-diphenyl-3-hexanone-d3 Hydrochloride; Isoamidone-d3 Hydrochloride; NSC 2106-d3; Isomethadone-d3 Hydrochloride

Database IDs

• PubChem SID: 164227730
• PubChem CID: 71749570

CALCULATED PROPERTIES

• Acid pKa: 18.75176
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7140745
• LogD (pH = 7.4): 3.2656503
• Log P: 4.9555693
• Molar Refractivity: 97.3217 cm^3
• Polarizability: 38.169483 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I821272

A labelled positional isomer of the synthetic opioid Methadone (M225865). Controlled Substance.

REFERENCES

• Beckett, A.H. et al.: J. Pharm. Pharmacol., 23, 347 (1971)
• Budd, R.D. et al.: Clin. Toxicol., 18, 783 (1971)