1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-(2H3)methoxyphenyl)ethan-1-one

• ChemBase ID: 171523
• Molecular Formular: C24H27FN2O4
• Molecular Mass: 426.4805832
• Monoisotopic Mass: 426.19548557
• SMILES: c1c(cc2c(c1)c(no2)C1CCN(CC1)CCCOc1c(cc(cc1)C(=O)C)OC)F
• Canonical SMILES: COc1cc(ccc1OCCCN1CCC(CC1)c1noc2c1ccc(c2)F)C(=O)C
• InChI: InChI=1S/C24H27FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13-3-10-27-11-8-17(9-12-27)24-20-6-5-19(25)15-22(20)31-26-24/h4-7,14-15,17H,3,8-13H2,1-2H3
• InChIKey: XMXHEBAFVSFQEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-(^2H₃)methoxyphenyl)ethan-1-one
• IUPAC Traditional name: 1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-(^2H₃)methoxyphenyl)ethanone
• Synonyms: 1-[4-[3-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-(methoxy-d3)phenyl]ethanone; HP 873-d3; Zomaril-d3; Iloperidone-d3

Database IDs

• CAS Number: 1071167-49-1
• PubChem SID: 164227433
• PubChem CID: 46783609

CALCULATED PROPERTIES

• Acid pKa: 16.14218
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.84725976
• LogD (pH = 7.4): 2.5979548
• Log P: 3.2213526
• Molar Refractivity: 116.6455 cm^3
• Polarizability: 45.46392 Å^3
• Polar Surface Area: 64.8 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 119-121°C

Safety Information

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

DETAILS

Toronto Research Chemicals - I267202

Labelled Iloperidone. Combined dopamine (D2) and serotonin (5HT2) receptor antagonist. Antipsychotic.

REFERENCES

• Sainati, S.M., et al.: J. Clin. Pharmacol., 35, 713 (1995)
• Szewczak, M.R., et al.: J. Pharmacol. Exp. Ther., 274, 1404 (1995)
• Kongsamut, S., et al.: Eur. J. Pharmacol., 317, 417 (1995)