N-{1-[1-(4-chlorophenyl)(2H6)cyclobutyl]-3-methylbutyl}formamide

• ChemBase ID: 169378
• Molecular Formular: C16H22ClNO
• Molecular Mass: 279.80498
• Monoisotopic Mass: 279.13899201
• SMILES: c1cc(ccc1C1(C(CC(C)C)NC=O)CCC1)Cl
• Canonical SMILES: O=CNC(C1(CCC1)c1ccc(cc1)Cl)CC(C)C
• InChI: InChI=1S/C16H22ClNO/c1-12(2)10-15(18-11-19)16(8-3-9-16)13-4-6-14(17)7-5-13/h4-7,11-12,15H,3,8-10H2,1-2H3,(H,18,19)
• InChIKey: IYVDPOSYKKHSFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[1-(4-chlorophenyl)(^2H₆)cyclobutyl]-3-methylbutyl}formamide
• IUPAC Traditional name: N-{1-[1-(4-chlorophenyl)(^2H₆)cyclobutyl]-3-methylbutyl}formamide
• Synonyms: {N-[1-(4-Chlorophenyl)cyclobutyl-d6]-3-methylbutyl}formamide; N-Formyl N,N-Didesmethyl Sibutramine-d6

Database IDs

• PubChem SID: 162263510
• PubChem CID: 46781650

CALCULATED PROPERTIES

• Acid pKa: 15.413919
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.1563663
• LogD (pH = 7.4): 4.1563697
• Log P: 4.1563697
• Molar Refractivity: 78.8054 cm^3
• Polarizability: 31.080204 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - F699032

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

REFERENCES

• Radhakrishna, T., et al.: J. Pharm. Biomed. Anal., 22, 627 (2000)