4-[3-hydroxy(2,2,3,4,4,4-2H6)butyl]-1,2-diphenylpyrazolidine-3,5-dione

• ChemBase ID: 170458
• Molecular Formular: C19H20N2O3
• Molecular Mass: 324.3737
• Monoisotopic Mass: 324.14739251
• SMILES: C1(=O)C(C(=O)N(N1c1ccccc1)c1ccccc1)CCC(O)C
• Canonical SMILES: CC(CCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1)O
• InChI: InChI=1S/C19H20N2O3/c1-14(22)12-13-17-18(23)20(15-8-4-2-5-9-15)21(19(17)24)16-10-6-3-7-11-16/h2-11,14,17,22H,12-13H2,1H3
• InChIKey: PPJYQSFRNGSEBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[3-hydroxy(2,2,3,4,4,4-^2H₆)butyl]-1,2-diphenylpyrazolidine-3,5-dione
• IUPAC Traditional name: 4-[3-hydroxy(2,2,3,4,4,4-^2H₆)butyl]-1,2-diphenylpyrazolidine-3,5-dione
• Synonyms: 4-(3-Hydroxybutyl)-1,2-diphenyl-3,5-pyrazolidinedione-d6; 1,2-Diphenyl-3,5-dioxo-4-(3-hydroxybutyl)pyrazolidine-d6; DL-γ-Hydroxyphenylbutazone-d6; γ-Hydroxy Phenylbutazone-d6

Database IDs

• PubChem SID: 164226368
• PubChem CID: 71748981

CALCULATED PROPERTIES

• Acid pKa: 4.6533375
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.7902914
• LogD (pH = 7.4): 0.6593581
• Log P: 2.6711254
• Molar Refractivity: 90.5048 cm^3
• Polarizability: 35.08495 Å^3
• Polar Surface Area: 60.85 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H940072

Labelled γ-Hydroxy Phenylbutazone (H940070). γ-Hydroxy Phenylbutazone is a metabolite of Kebuzone (K155300). Antirheumatic.

REFERENCES

• Lam, F., et al.: J. Pharma. Sci., 74, 229 (1985)