1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbaldehyde

• ChemBase ID: 164795
• Molecular Formular: C20H22FNO2
• Molecular Mass: 327.3925832
• Monoisotopic Mass: 327.16345717
• SMILES: c1c(ccc2c1COC2(c1ccc(cc1)F)CCCN(C)C)C=O
• Canonical SMILES: O=Cc1ccc2c(c1)COC2(CCCN(C)C)c1ccc(cc1)F
• InChI: InChI=1S/C20H22FNO2/c1-22(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-23)12-16(19)14-24-20/h4-9,12-13H,3,10-11,14H2,1-2H3
• InChIKey: GRNCGIVYWGYYLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbaldehyde
• IUPAC Traditional name: 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbaldehyde
• Synonyms: 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarboxaldehyde; Citalopram Carboxaldehyde

Database IDs

• CAS Number: 227954-87-2
• PubChem SID: 162258929
• PubChem CID: 9883857

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.38044965
• LogD (pH = 7.4): 1.9334315
• Log P: 3.6207104
• Molar Refractivity: 94.8826 cm^3
• Polarizability: 35.82505 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C504985

Citalopram (C505000) impurity.

REFERENCES

• Hoppel, C.L., et al.: J. Biol. Chem., 273, 23495 (1998)