2-(tert-butylamino)-1-(3,5-dichlorophenyl)propan-1-one hydrochloride

• ChemBase ID: 163287
• Molecular Formular: C13H18Cl3NO
• Molecular Mass: 310.64712
• Monoisotopic Mass: 309.04539724
• SMILES: C(C(=O)c1cc(cc(c1)Cl)Cl)(NC(C)(C)C)C.Cl
• Canonical SMILES: CC(C(=O)c1cc(Cl)cc(c1)Cl)NC(C)(C)C.Cl
• InChI: InChI=1S/C13H17Cl2NO.ClH/c1-8(16-13(2,3)4)12(17)9-5-10(14)7-11(15)6-9;/h5-8,16H,1-4H3;1H
• InChIKey: QQTNAMMMXBOUGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(tert-butylamino)-1-(3,5-dichlorophenyl)propan-1-one hydrochloride
• IUPAC Traditional name: 2-(tert-butylamino)-1-(3,5-dichlorophenyl)propan-1-one hydrochloride
• Synonyms: 1-(3,5-Dichlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone Hydrochloride; 2-(tert-Butylamino)-3',5'-dichloropropiophenone Hydrochloride

Database IDs

• PubChem SID: 162257422
• PubChem CID: 71314370

CALCULATED PROPERTIES

• Acid pKa: 18.138792
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3202515
• LogD (pH = 7.4): 3.0527375
• Log P: 3.8701572
• Molar Refractivity: 72.5042 cm^3
• Polarizability: 28.539701 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B690690

An impurity of the Bupropion (B689625). It has inhibitory effect on monoamine uptake and antagonizes the effects of human α3β4*, α4β2, α4β4, and α1* nicotinic acetylcholine receptors (nAChRs)

REFERENCES

• Carroll, F.I. et al.: J. Med. Chem., 53, 2204 (2010)