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

• ChemBase ID: 72705
• Molecular Formular: C24H27FN2O4
• Molecular Mass: 426.4805832
• Monoisotopic Mass: 426.19548557
• SMILES: c1(c(ccc(c1)C(=O)C)OCCCN1CCC(CC1)c1noc2c1ccc(c2)F)OC
• 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-methoxyphenyl)ethan-1-one
• IUPAC Traditional name: zomaril; iloperidone
• Synonyms: Fanapta; Zomaril; Iloperidone(Fanapt); 1-[4-[3-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxyphenyl]ethanone; HP 873; Fanapt; Iloperidone; 1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxyphenyl)ethan-1-one

Database IDs

• CAS Number: 133454-47-4
• MDL Number: MFCD00866688
• PubChem SID: 162037626
• PubChem CID: 71360

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: 45.462933 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: 118-120°C
• Hydrophobicity(logP): 3.916

Safety Information

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

Pharmacology Properties

• Target: Neurological Disease

Product Information

• Purity: 95%
• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1483

Research Area: Schizophrenia
Biological Activity:
Iloperidone (Fanapt, Fanapta, Zomaril) is an atypical antipsychotic for the treatment of schizophrenia. Iloperidone is a monoamine directed towards acting upon and antagonizing specific neurotransmitters, particularly multiple dopamine and serotonin receptor subtypes. It is considered an ’atypical’ antipsychotic because of its display of serotonin receptor antagonism, similar to other atypical antipsychotics whereas the older typical antipsychotics are primarily dopamine antagonists. [1]

Toronto Research Chemicals - I267200

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

REFERENCES

• http://en.wikipedia.org/wiki/Iloperidone
• 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)