1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutan-1-amine

• ChemBase ID: 129442
• Molecular Formular: C15H22ClN
• Molecular Mass: 251.79488
• Monoisotopic Mass: 251.14407739
• SMILES: c1cc(Cl)ccc1C1(CCC1)C(N)CC(C)C
• Canonical SMILES: NC(C1(CCC1)c1ccc(cc1)Cl)CC(C)C
• InChI: InChI=1S/C15H22ClN/c1-11(2)10-14(17)15(8-3-9-15)12-4-6-13(16)7-5-12/h4-7,11,14H,3,8-10,17H2,1-2H3
• InChIKey: WQSACWZKKZPCHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutan-1-amine
• IUPAC Traditional name: 1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutan-1-amine
• Synonyms: SEP-225289; 1-(4-Chlorophenyl)-α-(2-methylpropyl)cyclobutanemethanamine; (+/-)-Didesmethylsibutramine; 1-[1-(4-Chlorophenyl)cyclobutyl]-3-methylbutylamine; 1-[1-(4-Chlorophenyl)cyclobutyl]-3-methylbutan-1-amine; Didesmethyl Sibutramine

Database IDs

• CAS Number: 84467-54-9
• PubChem SID: 162223736
• PubChem CID: 9900576; 134772
• Wikipedia Title: SEP-225289

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.3792117
• LogD (pH = 7.4): 2.1239102
• Log P: 4.386222
• Molar Refractivity: 73.8521 cm^3
• Polarizability: 29.493738 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Colourless Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D441165

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)
• McNeely, W., et al.: Drugs, 56, 1093 (1998)
• Bae, S., et al.: Drug Metab. Dispos., 36, 1679 (1998)