1-{3-[bis(2H3)methylamino]propyl}-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile

• ChemBase ID: 164798
• Molecular Formular: C20H21FN2O
• Molecular Mass: 324.3919432
• Monoisotopic Mass: 324.16379152
• SMILES: c1c(ccc2c1COC2(c1ccc(cc1)F)CCCN(C)C)C#N
• Canonical SMILES: N#Cc1ccc2c(c1)COC2(CCCN(C)C)c1ccc(cc1)F
• InChI: InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3
• InChIKey: WSEQXVZVJXJVFP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{3-[bis(^2H₃)methylamino]propyl}-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
• IUPAC Traditional name: 1-{3-[bis(^2H₃)methylamino]propyl}-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile
• Synonyms: 1-[3-(Dimethylamino-d6)propyl]-1-(4-fluorophenyl)-1,3-dizohydro-5-isobenzofurancarbonitrile; Citalopram-d6

Database IDs

• PubChem SID: 162258932
• PubChem CID: 45038689

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.3290631
• LogD (pH = 7.4): 1.409549
• Log P: 3.7643042
• Molar Refractivity: 94.0202 cm^3
• Polarizability: 35.7618 Å^3
• Polar Surface Area: 36.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 82-85°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C505002

Labelled Citalopram (C505000), an inhibitor of serotonin (5-HT) uptake. Used as an antidepressant.

REFERENCES

• Christensen, A.V., et al.: Eur. J. Pharmacol., 41, 153 (1977)
• Keller, M.B., et al.: J. Clin. Psychiatry, 61, 896 (1977)
• Von Moltke, L.L., et al.: Drug Metab. Dispos., 29, 1102 (1977)