{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}(methyl)amine hydrochloride

• ChemBase ID: 166537
• Molecular Formular: C16H25Cl2N
• Molecular Mass: 302.2824
• Monoisotopic Mass: 301.13640517
• SMILES: c1cc(ccc1C1(C(CC(C)C)NC)CCC1)Cl.Cl
• Canonical SMILES: CNC(C1(CCC1)c1ccc(cc1)Cl)CC(C)C.Cl
• InChI: InChI=1S/C16H24ClN.ClH/c1-12(2)11-15(18-3)16(9-4-10-16)13-5-7-14(17)8-6-13;/h5-8,12,15,18H,4,9-11H2,1-3H3;1H
• InChIKey: OUVFHVJVFLFXPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}(methyl)amine hydrochloride
• IUPAC Traditional name: {1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}(methyl)amine hydrochloride
• Synonyms: 1-(4-Chlorophenyl)-N-methyl-α-(2-methylpropyl)-cyclobutanemethanamine Hydrochloride; Desmethyl Sibutramine, Hydrochloride Salt

Database IDs

• CAS Number: 84467-94-7
• PubChem SID: 162260670
• PubChem CID: 13083195

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.587099
• LogD (pH = 7.4): 2.0403404
• Log P: 4.8188024
• Molar Refractivity: 78.6267 cm^3
• Polarizability: 31.339117 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 239-242°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D292170

A metabolite of Sibutramine, a serotonin and noradrenaline reuptake inhibitor (SNR). Decreases calorie intake and increases energy expenditure.

REFERENCES

• Hanotin, C., et al.: Int. J. Obesity, 22, 32 (1998)
• Woolard, J., et al.: J. Pharmacol. Exp. Ther., 308, 1102 (1998)
• Geranton, S., et al.: Neuropharmacol., 46, 511 (1998)