4-(3-methanesulfonylphenyl)-1-propyl-1,2,3,6-tetrahydropyridine

• ChemBase ID: 174244
• Molecular Formular: C15H21NO2S
• Molecular Mass: 279.39774
• Monoisotopic Mass: 279.12929992
• SMILES: c1ccc(cc1S(=O)(=O)C)C1=CCN(CC1)CCC
• Canonical SMILES: CCCN1CCC(=CC1)c1cccc(c1)S(=O)(=O)C
• InChI: InChI=1S/C15H21NO2S/c1-3-9-16-10-7-13(8-11-16)14-5-4-6-15(12-14)19(2,17)18/h4-7,12H,3,8-11H2,1-2H3
• InChIKey: YDZAGNOUGPIQDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(3-methanesulfonylphenyl)-1-propyl-1,2,3,6-tetrahydropyridine
• IUPAC Traditional name: 4-(3-methanesulfonylphenyl)-1-propyl-3,6-dihydro-2H-pyridine
• Synonyms: 1,2,3,6-Tetrahydro-4-[3-(methylsulfonyl)phenyl]-1-propyl-pyridine; 4-[3-(Methylsulfonyl)phenyl]-1-propyl-1,2,3,6-tetrahydropyridine

Database IDs

• CAS Number: 346688-39-9
• PubChem SID: 164230154
• PubChem CID: 16655344

CALCULATED PROPERTIES

• Acid pKa: 19.693062
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.18081157
• LogD (pH = 7.4): 1.7719817
• Log P: 2.0700588
• Molar Refractivity: 80.7459 cm^3
• Polarizability: 31.66627 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Brownish Orange Solid
• Melting Point: 67-71°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M326196

A 4-Phenylpiperidine derivative as modulator of dopamine neurotransmission.

REFERENCES

• Glennon, R.A., et al.: J. Med. Chem., 31, 1968 (1988)
• van Steen, B.J., et al.: J. Med. Chem., 36, 2751 (1988)
• Mokrosz, J., et al.: Arch. Pharm., 328, 143 (1988)
• Dukat, M.-L., et al.: J. Med. Chem., 39, 4017 (1988)