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

• ChemBase ID: 161974
• Molecular Formular: C23H32ClNO2
• Molecular Mass: 389.95868
• Monoisotopic Mass: 389.21215695
• SMILES: C([C@@H](C(C[C@H](N(C)C)C)(c1ccccc1)c1ccccc1)OC(=O)C)C.Cl
• Canonical SMILES: CC[C@@H](C(c1ccccc1)(c1ccccc1)C[C@H](N(C)C)C)OC(=O)C.Cl
• InChI: InChI=1S/C23H31NO2.ClH/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21;/h7-16,18,22H,6,17H2,1-5H3;1H/t18-,22+;/m1./s1
• InChIKey: UXBPQRGCVJOTNT-MYXGOWFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6R)-6-(dimethylamino)-4,4-diphenyl(1,1,1-^2H₃)heptan-3-yl acetate hydrochloride
• IUPAC Traditional name: (3S,6R)-6-(dimethylamino)-4,4-diphenyl(1,1,1-^2H₃)heptan-3-yl acetate hydrochloride
• Synonyms: (3S,6R)-(-)-6-(Dimethylamino)-4,4-diphenyl-3-heptanol Acetate (Ester)-d3 Hydrochloride; (αS)-β-[(2R)-2-(Dimethylamino)propyl]-α-ethyl-β-phenylbenzeneethanol-d3 Acetate (Ester) Hydrochloride; β-3-Acetoxy-6-dimethylamino-4,4-diphenylheptane-d3 Hydrochloride; [S-(R*,S*)]-β-[2-(Dimethylamino)propyl]-α-ethyl-β-phenylbenzeneethanol-d3 Acetate (Ester) Hydrochloride; Betacetylmethadol-d3 Hydrochloride

Database IDs

• PubChem SID: 162256109
• PubChem CID: 71313939

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4385403
• LogD (pH = 7.4): 2.4523962
• Log P: 4.8847694
• Molar Refractivity: 117.8576 cm^3
• Polarizability: 42.51397 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B323502

A labelled synthetic opioid similar in structure to Methadone (M225865). It acts as a μ-opioid receptor agonist and evokes heroin-like discriminative stimulus effects.

REFERENCES

• Brase, D.A. et al.: Biochem. Pharmacol., 25, 1684 (2002)
• Newman, J.L. et al.: Psychopharmacol., 164, 108 (2002)