4-(6-fluoro-1,2-benzoxazol-3-yl)-1-(2-{9-hydroxy-2-methyl-4-oxo-4H,6H,7H,8H,9H-pyrido[1,2-a]pyrimidin-3-yl}ethyl)piperidin-1-ium-1-olate

• ChemBase ID: 176157
• Molecular Formular: C23H27FN4O4
• Molecular Mass: 442.4832832
• Monoisotopic Mass: 442.20163358
• SMILES: C1(CCCn2c1nc(c(c2=O)CC[N+]1(CCC(CC1)c1noc2c1ccc(c2)F)[O-])C)O
• Canonical SMILES: Fc1ccc2c(c1)onc2C1CC[N+](CC1)([O-])CCc1c(C)nc2n(c1=O)CCCC2O
• InChI: InChI=1S/C23H27FN4O4/c1-14-17(23(30)27-9-2-3-19(29)22(27)25-14)8-12-28(31)10-6-15(7-11-28)21-18-5-4-16(24)13-20(18)32-26-21/h4-5,13,15,19,29H,2-3,6-12H2,1H3
• InChIKey: SOGHBNZGNKDZHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(6-fluoro-1,2-benzoxazol-3-yl)-1-(2-{9-hydroxy-2-methyl-4-oxo-4H,6H,7H,8H,9H-pyrido[1,2-a]pyrimidin-3-yl}ethyl)piperidin-1-ium-1-olate
• IUPAC Traditional name: 4-(6-fluoro-1,2-benzoxazol-3-yl)-1-(2-{9-hydroxy-2-methyl-4-oxo-6H,7H,8H,9H-pyrido[1,2-a]pyrimidin-3-yl}ethyl)piperidin-1-ium-1-olate
• Synonyms: 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-oxido-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one; 9-Hydroxy Risperidone N-Oxide

Database IDs

• CAS Number: 761460-08-6
• PubChem SID: 164232067
• PubChem CID: 24782992

CALCULATED PROPERTIES

• Acid pKa: 13.742346
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.63194025
• LogD (pH = 7.4): 0.63217676
• Log P: 0.63218
• Molar Refractivity: 118.0863 cm^3
• Polarizability: 44.79793 Å^3
• Polar Surface Area: 105.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol (hot)
• Apperance: White Solid
• Melting Point: 160-162°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P141010

One of the major degradation product of Risperidone in bulk drug and pharmaceutical dosage forms.

REFERENCES

• Leysen, J., et al.: J. Pharmacol. Exp. Ther., 247, 661 (1988)
• Huang, M., et al.: Pharm. Drug Dispos., 54, 257 (1988)
• Smyth, W., et al.: Anal. Bioanal. Chem., 378, 1305 (1988)