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

• ChemBase ID: 176080
• Molecular Formular: C20H19FN2O2
• Molecular Mass: 338.3754632
• Monoisotopic Mass: 338.14305608
• SMILES: c1c(ccc2c1C(=O)OC2(c1ccc(cc1)F)CCCN(C)C)C#N
• Canonical SMILES: N#Cc1ccc2c(c1)C(=O)OC2(CCCN(C)C)c1ccc(cc1)F
• InChI: InChI=1S/C20H19FN2O2/c1-23(2)11-3-10-20(15-5-7-16(21)8-6-15)18-9-4-14(13-22)12-17(18)19(24)25-20/h4-9,12H,3,10-11H2,1-2H3
• InChIKey: ASGSMDPSNUXWMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3-oxo-1,3-dihydro-2-benzofuran-5-carbonitrile
• IUPAC Traditional name: 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3-oxo-2-benzofuran-5-carbonitrile
• Synonyms: 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-3-oxo-5-isobenzofurancarbonitrile; 3-Oxo Citalopram

Database IDs

• CAS Number: 372941-54-3
• PubChem SID: 164231990
• PubChem CID: 11484526

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.25676522
• LogD (pH = 7.4): 1.3372617
• Log P: 3.6920044
• Molar Refractivity: 94.4784 cm^3
• Polarizability: 35.817642 Å^3
• Polar Surface Area: 53.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 74-78°C

Safety Information

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

DETAILS

Toronto Research Chemicals - O869980

Citalopram intermediate.

REFERENCES

• Biessen, E., et al.: Biochemistry, 29, 3349 (1990)