(3S,6R)-6-(dimethylamino)-4,4-diphenyl(1,1,1-2H3)heptan-3-ol hydrochloride

• ChemBase ID: 172714
• Molecular Formular: C21H30ClNO
• Molecular Mass: 347.922
• Monoisotopic Mass: 347.20159227
• SMILES: C([C@@H](C(C[C@H](N(C)C)C)(c1ccccc1)c1ccccc1)O)C.Cl
• Canonical SMILES: CC[C@@H](C(c1ccccc1)(c1ccccc1)C[C@H](N(C)C)C)O.Cl
• InChI: InChI=1S/C21H29NO.ClH/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19;/h6-15,17,20,23H,5,16H2,1-4H3;1H/t17-,20+;/m1./s1
• InChIKey: GMNBUMFCZAZBQG-XLCHORMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6R)-6-(dimethylamino)-4,4-diphenyl(1,1,1-^2H₃)heptan-3-ol hydrochloride
• IUPAC Traditional name: (3S,6R)-6-(dimethylamino)-4,4-diphenyl(1,1,1-^2H₃)heptan-3-ol hydrochloride
• Synonyms: [S-(R*,S*)]-β-[2-(Dimethylamino)propyl]-α-ethyl-β-phenylbenzeneethanol-d3 Hydrochloride; (-)-β-Methadol-d3 Hydrochloride; (3S,6R)-Methadol-d3 Hydrochloride; Betamethadol-d3 Hydrochloride; β-6-Dimethylamino-4,4-diphenyl-3-heptanol-d3 Hydrochloride; β-Methadol-d3 Hydrochloride; (αS)-β-[(2R)-2-(Dimethylamino)propyl]-α-ethyl-β-phenylbenzeneethanol-d3 Hydrochloride; (3S,6R)-(-)-6-(Dimethylamino)-4,4-diphenyl-3-heptanol-d3 Hydrochloride

Database IDs

• PubChem SID: 164228624
• PubChem CID: 71749980

CALCULATED PROPERTIES

• Acid pKa: 14.523448
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.0457338
• LogD (pH = 7.4): 2.289213
• Log P: 4.443644
• Molar Refractivity: 108.7061 cm^3
• Polarizability: 38.640266 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225912

A labelled analgesic derivative of the synthetic μ-opiate agonist (R)-Methadone (M225880) and a precursor of β-Acetylmethadol. It does not evoke heroin-like discriminative stimulus effects unlike other methadone derivatives. It has inhibitory effect on 5-

REFERENCES

• Newman, J.L. et al.: Psychopharmacol., 164, 108 (2002)
• Brase, D.A. et al.: Biochem. Pharmacol., 25, 1684 (2002)
• Casy, A.F. et al.: J. Med. Chem., 11, 601 (2002)