2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}-1-phenylpropan-1-one hydrochloride

• ChemBase ID: 166075
• Molecular Formular: C13H20ClNO
• Molecular Mass: 241.757
• Monoisotopic Mass: 241.12334195
• SMILES: c1ccccc1C(=O)C(NC(C)(C)C)C.Cl
• Canonical SMILES: CC(C(=O)c1ccccc1)NC(C)(C)C.Cl
• InChI: InChI=1S/C13H19NO.ClH/c1-10(14-13(2,3)4)12(15)11-8-6-5-7-9-11;/h5-10,14H,1-4H3;1H
• InChIKey: OXZBSTLIANDWJA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}-1-phenylpropan-1-one hydrochloride
• IUPAC Traditional name: 2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}-1-phenylpropan-1-one hydrochloride
• Synonyms: 2-[(1,1-Dimethylethyl)amino]-1-phenyl-1-propanone Hydrochloride; 2-(tert-Butylamino)propiophenone Hydrochloride; Deschloro Bupropion-d9 Hydrochloride

Database IDs

• PubChem SID: 162260208
• PubChem CID: 71315544

CALCULATED PROPERTIES

• Acid pKa: 18.436506
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.004285418
• LogD (pH = 7.4): 1.7232434
• Log P: 2.662068
• Molar Refractivity: 62.8946 cm^3
• Polarizability: 24.823397 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288547

A labelled deschloro analogue of the selective dopamine uptake inhibior Bupropion (B689625) with antidepressant-like activity.

REFERENCES

• Foley, K. et al.: Drug Dev. Res., 60, 252 (2003)