2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl]acetaldehyde

• ChemBase ID: 175875
• Molecular Formular: C21H23NO2
• Molecular Mass: 321.41282
• Monoisotopic Mass: 321.17287898
• SMILES: C1Oc2c(/C(=C\CCN(C)C)/c3c1cccc3)cc(cc2)CC=O
• Canonical SMILES: O=CCc1ccc2c(c1)/C(=C\CCN(C)C)/c1ccccc1CO2
• InChI: InChI=1S/C21H23NO2/c1-22(2)12-5-8-19-18-7-4-3-6-17(18)15-24-21-10-9-16(11-13-23)14-20(19)21/h3-4,6-10,13-14H,5,11-12,15H2,1-2H3/b19-8-
• InChIKey: CTBUVTVWLYTOGO-UWVJOHFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl]acetaldehyde
• IUPAC Traditional name: 2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl]acetaldehyde
• Synonyms: (11Z)-11-[3-(Dimethylamino)propylidene]-6,11-dihydrodibenz[b,e]oxepin-2-ethanal; Olopatadine CarbaldehydeDISCONTINUED

Database IDs

• CAS Number: 1376615-97-2
• PubChem SID: 164231785
• PubChem CID: 58036923

CALCULATED PROPERTIES

• Acid pKa: 14.697028
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.08996375
• LogD (pH = 7.4): 1.6552079
• Log P: 3.319106
• Molar Refractivity: 108.627 cm^3
• Polarizability: 37.892963 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O574990

Olopatadine (O575000) impurity.

REFERENCES

• Chang, R.S.L., et al.: J. Pharmacol. Exp. Ther., 209, 437 (1979)