2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.03,7]tetradeca-1(10),3(7),4,11,13-pentaen-9-one

• ChemBase ID: 176020
• Molecular Formular: C19H19NOS
• Molecular Mass: 309.42526
• Monoisotopic Mass: 309.11873523
• SMILES: c12c(C(=C3CCN(CC3)C)c3c(CC1=O)scc3)cccc2
• Canonical SMILES: CN1CCC(=C2c3ccsc3CC(=O)c3c2cccc3)CC1
• InChI: InChI=1S/C19H19NOS/c1-20-9-6-13(7-10-20)19-15-5-3-2-4-14(15)17(21)12-18-16(19)8-11-22-18/h2-5,8,11H,6-7,9-10,12H2,1H3
• InChIKey: VKHZVYSAANYDBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-9-one
• IUPAC Traditional name: 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-9-one
• Synonyms: 4,10-Dihydro-4-(1-methyl-4-piperidinylidene)-9H-benzo[4,5]cyclohepta[1,2-b]thiophen-9-one; 9-Oxo Ketotifen

Database IDs

• CAS Number: 34580-09-1
• PubChem SID: 164231930
• PubChem CID: 12274837

CALCULATED PROPERTIES

• Acid pKa: 11.250426
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.706035
• LogD (pH = 7.4): 3.1584392
• Log P: 3.3478694
• Molar Refractivity: 101.734 cm^3
• Polarizability: 35.097786 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O857250

Ketotifen (K315100) impurity used as antihistaminics.

REFERENCES

• Waldvogel, E., et al.: Helv. Chim. Acta, 59, 866 (1976)