(3S)-3-(3-methanesulfonylphenyl)-1-propylpiperidine hydrochloride

• ChemBase ID: 153267
• Molecular Formular: C15H24ClNO2S
• Molecular Mass: 317.87456
• Monoisotopic Mass: 317.12162769
• SMILES: CCCN1CCC[C@H](C1)c1cccc(c1)S(=O)(=O)C.Cl
• Canonical SMILES: CCCN1CCC[C@H](C1)c1cccc(c1)S(=O)(=O)C.Cl
• InChI: InChI=1S/C15H23NO2S.ClH/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;1H/t14-;/m1./s1
• InChIKey: LEMGVHZVBREXAD-PFEQFJNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-(3-methanesulfonylphenyl)-1-propylpiperidine hydrochloride
• IUPAC Traditional name: (3S)-3-(3-methanesulfonylphenyl)-1-propylpiperidine hydrochloride
• Synonyms: PNU-96391; PNU-0096391; OSU-6162; (S)-(-)-(3-methanesulfonyl-phenyl)-1-propyl-piperidine hydrochloride; (S,S)-3-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine hydrochloride; OSU6162 hydrochloride

Database IDs

• CAS Number: 156907-84-5
• MDL Number: MFCD09753276
• PubChem SID: 162247406
• PubChem CID: 9836644

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: H2O: ≥16 mg/mL
• Apperance: white to tan powder
• Optical Rotation: [α]/D -5 to -7°, c = 1 in methanol

Safety Information

• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H23NO2S·HCl

DETAILS

Sigma Aldrich - PZ0177

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
OSU6162 (PNU-96391) is a dopamine stabilizer, a drug that can stimulate or inhibit dopaminergic signaling depending on the dopaminergic tone. Dopaminergic stabilizers have been proposed to act as partial dopamine receptor agonists or as antagonists with both dopamine and behavioral stabilizing activity. Although affinity is not high (in vitro binding affinity for dopamine D2 receptor has a Ki of 447 nM), OSU6162 shows a high level of receptor occupancy.