3-(3-methanesulfonylphenyl)-1-propylpiperidine

• ChemBase ID: 175751
• Molecular Formular: C15H23NO2S
• Molecular Mass: 281.41362
• Monoisotopic Mass: 281.14494998
• SMILES: c1(cccc(c1)C1CN(CCC1)CCC)S(=O)(=O)C
• Canonical SMILES: CCCN1CCCC(C1)c1cccc(c1)S(=O)(=O)C
• InChI: InChI=1S/C15H23NO2S/c1-3-9-16-10-5-7-14(12-16)13-6-4-8-15(11-13)19(2,17)18/h4,6,8,11,14H,3,5,7,9-10,12H2,1-2H3
• InChIKey: GZVBVBMMNFIXGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-methanesulfonylphenyl)-1-propylpiperidine
• IUPAC Traditional name: 3-(3-methanesulfonylphenyl)-1-propylpiperidine
• Synonyms: (3S)-3-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine; PNU 96391A; (-)-OSU 6162; PF-02746191; (-)-OSU

Database IDs

• CAS Number: 146798-66-5
• PubChem SID: 164231661
• PubChem CID: 22283003

CALCULATED PROPERTIES

• Acid pKa: 19.697733
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.45304558
• LogD (pH = 7.4): 2.001642
• Log P: 2.2589512
• Molar Refractivity: 79.9729 cm^3
• Polarizability: 31.75456 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethanol
• Apperance: Orange to Red Oil

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O006162

A weak dopamine D2 receptor antagonist.

REFERENCES

• Carlsson, M., et al.: Curr. Med. Chem., 11, 267 (2004)
• Natesan, S., et al.: J. Pharmacol. Exp. Ther., 318, 810 (2004)
• Seeman, P., et al.: Eur. J. Pharmacol., 557, 151 (2004)