4-(3-methanesulfonylphenyl)-1-propylpiperidine

• ChemBase ID: 174243
• Molecular Formular: C15H23NO2S
• Molecular Mass: 281.41362
• Monoisotopic Mass: 281.14494998
• SMILES: c1(cccc(c1)C1CCN(CC1)CCC)S(=O)(=O)C
• Canonical SMILES: CCCN1CCC(CC1)c1cccc(c1)S(=O)(=O)C
• InChI: InChI=1S/C15H23NO2S/c1-3-9-16-10-7-13(8-11-16)14-5-4-6-15(12-14)19(2,17)18/h4-6,12-13H,3,7-11H2,1-2H3
• InChIKey: YGKUEOZJFIXDGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(3-methanesulfonylphenyl)-1-propylpiperidine
• IUPAC Traditional name: pridopidine
• Synonyms: 4-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine; ACR 16; ASP 2314; FR 310826; Pridopidine; 4-(3-Methylsulfonylphenyl)-1-propylpiperidine

Database IDs

• CAS Number: 346688-38-8
• PubChem SID: 164230153
• PubChem CID: 9795739

CALCULATED PROPERTIES

• Log P: 2.1809976
• Molar Refractivity: 80.0499 cm^3
• Polarizability: 31.755259 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 19.698088
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.30213237
• LogD (pH = 7.4): 1.4637735

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid
• Melting Point: 73-75°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M326195

A new modulator of dopamine neurotransmission. Dopamine is a neurotransmitter in the brain. Drugs that act at central dopamine receptors are commonly used in the treatment of neurologic and psychiatric disorders.

REFERENCES

• Eidelberg, D., et al.: Brain, 120, 1315 (1997)
• Feigin, A., et al.: J. Nucl. Med., 42, 1591 (1997)
• Walker, F., et al.: Lancet, 369, 218 (1997)
• Dyhring, T., et al.: Eur. J. Pharmacol., 628, 19 (1997)