3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-2-methyl-4H,6H,7H,8H,9H-pyrido[1,2-a]pyrimidine-4,9-dione

• ChemBase ID: 172111
• Molecular Formular: C23H25FN4O3
• Molecular Mass: 424.4680032
• Monoisotopic Mass: 424.1910689
• SMILES: C1(=O)CCCn2c1nc(c(c2=O)CCN1CCC(CC1)c1noc2c1ccc(c2)F)C
• Canonical SMILES: Fc1ccc2c(c1)onc2C1CCN(CC1)CCc1c(C)nc2n(c1=O)CCCC2=O
• InChI: InChI=1S/C23H25FN4O3/c1-14-17(23(30)28-9-2-3-19(29)22(28)25-14)8-12-27-10-6-15(7-11-27)21-18-5-4-16(24)13-20(18)31-26-21/h4-5,13,15H,2-3,6-12H2,1H3
• InChIKey: AUSFXKQDZJPCTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-2-methyl-4H,6H,7H,8H,9H-pyrido[1,2-a]pyrimidine-4,9-dione
• IUPAC Traditional name: 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-2-methyl-6H,7H,8H-pyrido[1,2-a]pyrimidine-4,9-dione
• Synonyms: 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-7,8-dihydro-2-methyl-4H-pyrido[1,2-a]pyrimidine-4,9(6H)-dione; 9-Keto Risperidone

Database IDs

• CAS Number: 1189516-65-1
• PubChem SID: 164228021
• PubChem CID: 44608359

CALCULATED PROPERTIES

• Acid pKa: 18.672619
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.044695985
• LogD (pH = 7.4): 1.7243776
• Log P: 2.4722722
• Molar Refractivity: 115.2942 cm^3
• Polarizability: 44.00217 Å^3
• Polar Surface Area: 79.01 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow to Orange Solid
• Melting Point: 58-62°C

Safety Information

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

DETAILS

Toronto Research Chemicals - K215300

Risperidone (R525000) impurity.

REFERENCES

• Fang, et al.: Naunyn-Schmiedeberg’s Arch. Pharmacol., 359, 147 (1999)