3-[(4-fluorophenyl)methyl]-3-(1-methylpiperidin-4-yl)-1-{[4-(2-methylpropoxy)phenyl]methyl}urea

• ChemBase ID: 97104
• Molecular Formular: C25H34FN3O2
• Molecular Mass: 427.5547632
• Monoisotopic Mass: 427.26350556
• SMILES: Fc1ccc(cc1)CN(C1CCN(CC1)C)C(=O)NCc1ccc(cc1)OCC(C)C
• Canonical SMILES: CC(COc1ccc(cc1)CNC(=O)N(C1CCN(CC1)C)Cc1ccc(cc1)F)C
• InChI: InChI=1S/C25H34FN3O2/c1-19(2)18-31-24-10-6-20(7-11-24)16-27-25(30)29(23-12-14-28(3)15-13-23)17-21-4-8-22(26)9-5-21/h4-11,19,23H,12-18H2,1-3H3,(H,27,30)
• InChIKey: RKEWSXXUOLRFBX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-fluorophenyl)methyl]-3-(1-methylpiperidin-4-yl)-1-{[4-(2-methylpropoxy)phenyl]methyl}urea
• IUPAC Traditional name: 3-[(4-fluorophenyl)methyl]-3-(1-methylpiperidin-4-yl)-1-{[4-(2-methylpropoxy)phenyl]methyl}urea
• Synonyms: Pimavanserin; 1-(4-Fluorobenzyl)-3-(4-isobutoxybenzyl)-1-(1-methylpiperidin-4-yl)urea; N-(4-Fluorobenzyl)-N-(1-methylpiperidin-4-yl)-N'-[[4-(2-methylpropyloxy)phenyl]methyl]carbamide; N-[(4-Fluorophenyl)methyl]-N-(1-methyl-4-piperidinyl)-N'-[[4-(2-methylpropoxy)phenyl]methyl]urea; Pimavanserin

Database IDs

• CAS Number: 706779-91-1
• PubChem SID: 162104969
• PubChem CID: 10071196

CALCULATED PROPERTIES

• Acid pKa: 14.662267
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1754508
• LogD (pH = 7.4): 2.9339092
• Log P: 4.0122805
• Molar Refractivity: 122.9328 cm^3
• Polarizability: 47.323593 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - P441800

Drug used in the treatment of Parkinson’s disease psychosis.

REFERENCES

• Snigdha, S., et al.: J. Pharmacol. Exper. Ther., 332, 622 (2010)
• Meltzer, H., et al.: Neuropsychopharmacol., 35, 881 (2010)