1-(3-chlorophenyl)-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}propan-1-one hydrochloride

• ChemBase ID: 163108
• Molecular Formular: C13H19Cl2NO
• Molecular Mass: 276.20206
• Monoisotopic Mass: 275.08436959
• SMILES: c1c(cccc1C(=O)C(NC(C)(C)C)C)Cl.Cl
• Canonical SMILES: Clc1cccc(c1)C(=O)C(NC(C)(C)C)C.Cl
• InChI: InChI=1S/C13H18ClNO.ClH/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10;/h5-9,15H,1-4H3;1H
• InChIKey: HEYVINCGKDONRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-chlorophenyl)-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}propan-1-one hydrochloride
• IUPAC Traditional name: 1-(3-chlorophenyl)-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}propan-1-one hydrochloride
• Synonyms: 1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl-d9)amino]-1-propanone Hydrochloride; (±)-Bupropion-d9 Hydrochloride; Amfebutamon-d9 Hydrochloride; Amfebutamone-d9 Hydrochloride; Aplenzin-d9 Hydrochloride; Bupropion-d9 SR Hydrochloride; Elontril-d9 Hydrochloride; α-(tert-Butylamino-d9)-m-chloropropiophenone Hydrochloride; Bupropion-d9 Hydrochloride

Database IDs

• CAS Number: 1189725-26-5
• PubChem SID: 162257243
• PubChem CID: 45038477

CALCULATED PROPERTIES

• Acid pKa: 18.286419
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6626676
• LogD (pH = 7.4): 2.3901906
• Log P: 3.2661126
• Molar Refractivity: 67.6994 cm^3
• Polarizability: 26.657854 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol; Water
• Apperance: White to Off White Solid
• Melting Point: >178°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B689627

The isotopically labelled Bupropion ((B689625), a selective inhibitor of dopamine uptake. Bupropion is an antidepressant of the aminoketone class; aid in smoking cessation.

REFERENCES

• Soroko, F., et al.: J. Pharm. Pharmacol., 29, 769 (1977)
• Tucker, W.E., J. Clin. Psychiatry, 44, 60 (1977)
• Hsyu, P-H., et al.: J. Clin. Pharmacol., 37, 737 (1977)
• West, R., et al.: Expert Opin. Pharmacother., 4, 533 (1977)