8-methoxy-2-(1-methylpiperidin-4-yl)-6-thiatricyclo[8.4.0.03,7]tetradeca-1(10),3(7),4,8,11,13-hexaen-2-ol

• ChemBase ID: 170686
• Molecular Formular: C20H23NO2S
• Molecular Mass: 341.46712
• Monoisotopic Mass: 341.14494998
• SMILES: c12c(C(c3c(C(=C1)OC)scc3)(C1CCN(CC1)C)O)cccc2
• Canonical SMILES: COC1=Cc2ccccc2C(c2c1scc2)(O)C1CCN(CC1)C
• InChI: InChI=1S/C20H23NO2S/c1-21-10-7-15(8-11-21)20(22)16-6-4-3-5-14(16)13-18(23-2)19-17(20)9-12-24-19/h3-6,9,12-13,15,22H,7-8,10-11H2,1-2H3
• InChIKey: AAYKXJAFSKIHRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-methoxy-2-(1-methylpiperidin-4-yl)-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,8,11,13-hexaen-2-ol
• IUPAC Traditional name: 8-methoxy-2-(1-methylpiperidin-4-yl)-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,8,11,13-hexaen-2-ol
• Synonyms: 10-Methoxy-4-(1-methyl-4-piperidinyl)-4H-benzo[4,5]cyclohepta[1,2-b]thiophene-4-ol; 4-Hydroxy-9,10-dehydro-10-methoxy Ketotifen

Database IDs

• CAS Number: 59743-88-3
• PubChem SID: 164226596
• PubChem CID: 108389

CALCULATED PROPERTIES

• Acid pKa: 12.843804
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.08400617
• LogD (pH = 7.4): 1.8455285
• Log P: 2.9013493
• Molar Refractivity: 100.4466 cm^3
• Polarizability: 38.25898 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943670

Ketotifen (K315100) impurity, used in separation of enantiomers of Ketotifen and its polar intermediate by isotachophoresis.

REFERENCES

• Jelinek, I., et al.: J. Chromatogr., 439, 386 (1988)