1-[1-(3-isothiocyanatophenyl)cyclohexyl]piperidine; methanesulfonic acid

• ChemBase ID: 172592
• Molecular Formular: C19H28N2O3S2
• Molecular Mass: 396.56722
• Monoisotopic Mass: 396.15413477
• SMILES: c1c(cccc1C1(N2CCCCC2)CCCCC1)N=C=S.S(=O)(=O)(O)C
• Canonical SMILES: CS(=O)(=O)O.S=C=Nc1cccc(c1)C1(CCCCC1)N1CCCCC1
• InChI: InChI=1S/C18H24N2S.CH4O3S/c21-15-19-17-9-7-8-16(14-17)18(10-3-1-4-11-18)20-12-5-2-6-13-20;1-5(2,3)4/h7-9,14H,1-6,10-13H2;1H3,(H,2,3,4)
• InChIKey: ZASHKPXYYPYQRI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[1-(3-isothiocyanatophenyl)cyclohexyl]piperidine; methanesulfonic acid
• IUPAC Traditional name: metaphit; methanesulfonic acid
• Synonyms: 1-(1-[3-Isothiocyanato]phenyl)cyclohexylpiperidine, Methanesulfonate Salt; Metaphit Methanesulfonate Salt

Database IDs

• CAS Number: 99287-12-4
• PubChem SID: 164228502
• PubChem CID: 6604126

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.0830927
• LogD (pH = 7.4): 3.2077022
• Log P: 5.5098734
• Molar Refractivity: 94.7094 cm^3
• Polarizability: 36.40413 Å^3
• Polar Surface Area: 15.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid

Safety Information

• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - M258810

An irreversible, non-competitive antagonist at the PCP site on the NMDA receptor, and an irreversible, competitive antagonist at sigma receptors.

REFERENCES

• Bluth, L.S., et al.: Eur. J. Pharmacol., 161, 273 (1989)
• Zimanyi, I., et al.: Synapse, 3, 239 (1989)