3-[(2,2,3,3-2H4)cyclopropylmethoxy]-4-(4-methanesulfonylphenyl)-5,5-dimethyl-2,5-dihydrofuran-2-one

• ChemBase ID: 168987
• Molecular Formular: C17H20O5S
• Molecular Mass: 336.4027
• Monoisotopic Mass: 336.10314474
• SMILES: C1(=C(C(=O)OC1(C)C)OCC1CC1)c1ccc(cc1)S(=O)(=O)C
• Canonical SMILES: O=C1OC(C(=C1OCC1CC1)c1ccc(cc1)S(=O)(=O)C)(C)C
• InChI: InChI=1S/C17H20O5S/c1-17(2)14(12-6-8-13(9-7-12)23(3,19)20)15(16(18)22-17)21-10-11-4-5-11/h6-9,11H,4-5,10H2,1-3H3
• InChIKey: FULAPETWGIGNMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2,2,3,3-^2H₄)cyclopropylmethoxy]-4-(4-methanesulfonylphenyl)-5,5-dimethyl-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 3-[(2,2,3,3-^2H₄)cyclopropylmethoxy]-4-(4-methanesulfonylphenyl)-5,5-dimethylfuran-2-one
• Synonyms: 3-[(Cyclopropyl-d4)methoxy)]-5,5-dimethyl-4-[4-(methylsulfonyl)phenyl]-2(5H)-furanone; Equioxx-d4; Equixx-d4; Librens-d4; ML 1785713-d4; Previcox-d4; Firocoxib-d4

Database IDs

• PubChem SID: 162263119
• PubChem CID: 71316758

CALCULATED PROPERTIES

• Acid pKa: 19.68883
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.9647214
• LogD (pH = 7.4): 1.9647214
• Log P: 1.9647214
• Molar Refractivity: 87.3456 cm^3
• Polarizability: 34.5769 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 85-86°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F356002

Labelled Firocoxib (F356002). A selective cyclooxygenase-2-(COX-2) inhibitor. Anti-inflammatory; analgesic.

REFERENCES

• McCann, M.E., et al.: Am. J. Vet. Res., 65, 503 (2004)