1-(3-aminopropyl)-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrochloride

• ChemBase ID: 167197
• Molecular Formular: C18H18ClFN2O
• Molecular Mass: 332.7997232
• Monoisotopic Mass: 332.10916911
• SMILES: c1c(ccc2c1COC2(c1ccc(cc1)F)CCCN)C#N.Cl
• Canonical SMILES: NCCCC1(OCc2c1ccc(c2)C#N)c1ccc(cc1)F.Cl
• InChI: InChI=1S/C18H17FN2O.ClH/c19-16-5-3-15(4-6-16)18(8-1-9-20)17-7-2-13(11-21)10-14(17)12-22-18;/h2-7,10H,1,8-9,12,20H2;1H
• InChIKey: ZPPDJHFUISDGTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-aminopropyl)-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrochloride
• IUPAC Traditional name: didemethylcitalopram hydrochloride
• Synonyms: 1-(3-Aminopropyl)-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile Hydrochloride; Didesmethylcitalopram Hydrochloride; Dinorcitalopram Hydrochloride; Lu 11-161 Hydrochloride; rac-Didesmethylcitalopram Hydrochloride; rac Didemethyl Citalopram Hydrochloride

Database IDs

• CAS Number: 1189694-81-2
• PubChem SID: 162261330
• PubChem CID: 46781259

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.07523038
• LogD (pH = 7.4): 0.34692684
• Log P: 2.9486759
• Molar Refractivity: 83.9509 cm^3
• Polarizability: 32.078323 Å^3
• Polar Surface Area: 59.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 82-84°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D439476

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

REFERENCES

• Kugelberg, F.C., et al.: J. Anal. Toxicol., 28, 631 (2004)