8-[2-(3-hydroxyphenyl)ethyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one

• ChemBase ID: 170515
• Molecular Formular: C15H20N2O3
• Molecular Mass: 276.3309
• Monoisotopic Mass: 276.14739251
• SMILES: C1N(CCC2(C1)CNC(=O)O2)CCc1cc(ccc1)O
• Canonical SMILES: O=C1NCC2(O1)CCN(CC2)CCc1cccc(c1)O
• InChI: InChI=1S/C15H20N2O3/c18-13-3-1-2-12(10-13)4-7-17-8-5-15(6-9-17)11-16-14(19)20-15/h1-3,10,18H,4-9,11H2,(H,16,19)
• InChIKey: MLTTZGCVKGAGRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[2-(3-hydroxyphenyl)ethyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one
• IUPAC Traditional name: 8-[2-(3-hydroxyphenyl)ethyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one
• Synonyms: 8-[2-(3-Hydroxyphenyl)ethyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one; 3-Hydroxy Fenspiride

Database IDs

• CAS Number: 441781-23-3
• PubChem SID: 164226425
• PubChem CID: 71749006

CALCULATED PROPERTIES

• Acid pKa: 10.097096
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.6837149
• LogD (pH = 7.4): 0.03620829
• Log P: 1.1072016
• Molar Refractivity: 75.7064 cm^3
• Polarizability: 29.408606 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942390

A metabolite of Fenspiride (F265000).

REFERENCES

• Megel, H., et al.: Arch. Int. Pharmacodyn. Ther., 201, 90 (1973)
• Sauveur, C., et al.: J. Pharm. Biomed. Anal., 7, 1804 (1973)
• DeCastro, C., et al.: Eur. J. Pharmacol., 294, 669 (1973)