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

• ChemBase ID: 174252
• Molecular Formular: C12H15NO2S
• Molecular Mass: 237.318
• Monoisotopic Mass: 237.08234973
• SMILES: c1ccc(cc1S(=O)(=O)C)C1=CCNCC1
• Canonical SMILES: CS(=O)(=O)c1cccc(c1)C1=CCNCC1
• InChI: InChI=1S/C12H15NO2S/c1-16(14,15)12-4-2-3-11(9-12)10-5-7-13-8-6-10/h2-5,9,13H,6-8H2,1H3
• InChIKey: JTQJRJLDKOSNJF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 346688-58-2
• PubChem SID: 164230162
• PubChem CID: 22397844

CALCULATED PROPERTIES

• Acid pKa: 19.693062
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.3391705
• LogD (pH = 7.4): -1.1279308
• Log P: 0.8076806
• Molar Refractivity: 66.1786 cm^3
• Polarizability: 26.137789 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326250

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)