1-methyl-4-{8-oxo-6-thiatricyclo[8.4.0.03,7]tetradeca-1(10),3(7),4,11,13-pentaen-2-ylidene}piperidin-1-ium-1-olate

• ChemBase ID: 172126
• Molecular Formular: C19H19NO2S
• Molecular Mass: 325.42466
• Monoisotopic Mass: 325.11364985
• SMILES: c12c(/C(=C/3\CC[N+](CC3)([O-])C)/c3c(C(=O)C1)scc3)cccc2
• Canonical SMILES: O=C1Cc2ccccc2/C(=C\2/CC[N+](CC2)([O-])C)/c2c1scc2
• InChI: InChI=1S/C19H19NO2S/c1-20(22)9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)19-16(18)8-11-23-19/h2-5,8,11H,6-7,9-10,12H2,1H3/b18-13-
• InChIKey: FDAHLWKMNJCURA-AQTBWJFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-{8-oxo-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-2-ylidene}piperidin-1-ium-1-olate
• IUPAC Traditional name: 1-methyl-4-{8-oxo-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-2-ylidene}piperidin-1-ium-1-olate
• Synonyms: 4,9-Dihydro-4-(1-methyl-1-oxido-4-piperidinylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one; 4,9-Dihydro-4-(1-methyl-4-piperidinylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one N-Oxide; Ketotifen N-Oxide

Database IDs

• CAS Number: 88456-70-6
• PubChem SID: 164228036
• PubChem CID: 12274874

CALCULATED PROPERTIES

• Acid pKa: 12.298265
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.222881
• LogD (pH = 7.4): 2.223481
• Log P: 2.223494
• Molar Refractivity: 103.7789 cm^3
• Polarizability: 35.232853 Å^3
• Polar Surface Area: 43.95 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K315115

A metabolite of Ketotifen (K315100) in humans; formed by human liver microsome.

REFERENCES

• Le Bigot, J.F., et al.: Drug Metab. Dispos., 11, 585 (1983)
• Le Bigot, J.F., et al.: Life Sci., 40, 883 (1983)