(3S,6R)-6-(methylamino)-4,4-diphenylheptan-3-yl acetate hydrochloride

• ChemBase ID: 175566
• Molecular Formular: C22H30ClNO2
• Molecular Mass: 375.9321
• Monoisotopic Mass: 375.19650689
• SMILES: C([C@@H](C(C[C@H](NC)C)(c1ccccc1)c1ccccc1)OC(=O)C)C.Cl
• Canonical SMILES: CC[C@@H](C(c1ccccc1)(c1ccccc1)C[C@H](NC)C)OC(=O)C.Cl
• InChI: InChI=1S/C22H29NO2.ClH/c1-5-21(25-18(3)24)22(16-17(2)23-4,19-12-8-6-9-13-19)20-14-10-7-11-15-20;/h6-15,17,21,23H,5,16H2,1-4H3;1H/t17-,21+;/m1./s1
• InChIKey: QOWPUUFVFLIYRR-JKSHRDEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6R)-6-(methylamino)-4,4-diphenylheptan-3-yl acetate hydrochloride
• IUPAC Traditional name: (3S,6R)-6-(methylamino)-4,4-diphenylheptan-3-yl acetate hydrochloride
• Synonyms: [R-(R*,R*)]-α-ethyl-β-[2-(methylamino)propyl]-β-phenylbenzeneethanol Acetate (Ester) Hydrochloride; α-d-Noracetylmethadol; (+)-α-Noracetylmethadol Hydrochloride

Database IDs

• PubChem SID: 164231476
• PubChem CID: 71751163

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2705826
• LogD (pH = 7.4): 1.7387435
• Log P: 4.5017214
• Molar Refractivity: 112.5629 cm^3
• Polarizability: 40.66775 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N660590

The enatiomer of (-)-α-Noracetylmethadol. (+)-α-Noracetylmethadol is an active N-demethylated metabolite of the μ-opioid receptor agonist (+)-α-Acetylmethadol (A186325).

REFERENCES

• Horng, J.S. et al.: Res. Comm. Chem. Pathol. Pharmacol., 14, 621 (1976)
• Tse, F. et al.: Res. Comm. Subst. Abuse, 1, 185 (1976)