1-[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-(4-chlorophenoxy)ethan-1-one

• ChemBase ID: 130388
• Molecular Formular: C20H21ClN2O4
• Molecular Mass: 388.84474
• Monoisotopic Mass: 388.11898484
• SMILES: Clc1ccc(OCC(=O)N2CCN(CC2)Cc2ccc3OCOc3c2)cc1
• Canonical SMILES: Clc1ccc(cc1)OCC(=O)N1CCN(CC1)Cc1ccc2c(c1)OCO2
• InChI: InChI=1S/C20H21ClN2O4/c21-16-2-4-17(5-3-16)25-13-20(24)23-9-7-22(8-10-23)12-15-1-6-18-19(11-15)27-14-26-18/h1-6,11H,7-10,12-14H2
• InChIKey: BFUJHVVEMMWLHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-(4-chlorophenoxy)ethan-1-one
• IUPAC Traditional name: fipexide; 1-[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-(4-chlorophenoxy)ethan-1-one
• Synonyms: Fipexide; Fipexide

Database IDs

• CAS Number: 34161-24-5
• PubChem SID: 162224667
• PubChem CID: 3351
• ATC CODE: N06BX05
• CHEMBL: 254857
• Chemspider ID: 3234
• KEGG ID: D07345
• Unique Ingredient Identifier: TG44VME01D
• Wikipedia Title: Fipexide

CALCULATED PROPERTIES

• Acid pKa: 16.563078
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.974452
• LogD (pH = 7.4): 2.7076662
• Log P: 2.7328382
• Molar Refractivity: 101.4558 cm^3
• Polarizability: 39.84374 Å^3
• Polar Surface Area: 51.24 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: CNS stimulant

Product Information

• Application(s): Antidepressants; Nootropic (cognition enhancer) agent; Psychostimulant; Psychotonic

REFERENCES

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1227
• Fr. Pat., 1970, Lab F Bouchard, M7524; CA, 75, 112865r, (synth, pharmacol)
• Gautier, C. et al., Rev. Pathol. Comp. Med. Exp., 1975, 12, 67, (pharmacol, tox)
• David, G. et al., Acta Ther., 1985, 11, 387-404, (tox)
• Marino, A. et al., Pharmacol. Res., 1990, 22, 179, (pharmacol)
• Durand, F. et al., J. Hepatol., 1992, 15, 144, (tox)