1-[3-amino(2H6)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrochloride

• ChemBase ID: 167198
• 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-amino(^2H₆)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrochloride
• IUPAC Traditional name: 1-[3-amino(^2H₆)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile hydrochloride
• Synonyms: 1-(3-Aminopropyl-d6)-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile Hydrochloride; Didesmethylcitalopram-d6 Hydrochloride; Dinorcitalopram-d6 Hydrochloride; Lu 11-161-d6 Hydrochloride; rac-Didesmethylcitalopram-d6 Hydrochloride; rac Didemethyl Citalopram-d6 Hydrochloride

Database IDs

• CAS Number: 1189865-88-0
• PubChem SID: 162261331
• PubChem CID: 46781260

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: 32.078613 Å^3
• Polar Surface Area: 59.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Light-Brown Solid
• Melting Point: 42-50°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D439477

A labelled 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)