Ketoprofen

• Formula: C₁₆H₁₄O₃
• Molecular weight: 254.2806
• IUPAC Standard InChI: InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19) Copy

  
• IUPAC Standard InChIKey: DKYWVDODHFEZIM-UHFFFAOYSA-N Copy
• CAS Registry Number: 22071-15-4
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Benzeneacetic acid, 3-benzoyl-α-methyl-; Propionic acid, 2-(3-benzoylphenyl)-; Alrheumat; Alrheumun; m-Benzoylhydratropic acid; 3-Benzoylhydratropic acid; 3-Benzoyl-α-methylbenzeneacetic acid; 2-(m-Benzoylphenyl)propionic acid; 2-(3-Benzoylphenyl)propionic acid; Capisten; Fastum; Iso-K; Kefenid; Ketopron; Lertus; Meprofen; Orudis; Oruvail; Profenid; 19583 RP; Dexal; Epatec; Menamin; Orugesic; Oscorel; RP-19583; Toprec; Toprek; (.+/-.)-3-Benzoyl-α-methylbenzeneacetic acid; (.+/-.)-m-Benzoylhydratropic acid; Aneol; Ketoprofene; RU 4733; Racemic ketoprofen; (+)α-(3-benzoylphenyl)propionic acid ((+)-ketoprofen)
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• Information on this page:
  • Phase change data
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
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Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: William E. Acree, Jr., James S. Chickos

Enthalpy of sublimation

Enthalpy of fusion

Gas Chromatography

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Normal alkane RI, non-polar column, temperature ramp

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References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Perlovich, Kurkov, et al., 2003
Perlovich, German L.; Kurkov, Sergey V.; Kinchin, Andrey N.; Bauer-Brandl, Annette, Thermodynamics of solutions IV: Solvation of ketoprofen in comparison with other NSAIDs, J. Pharm. Sci., 2003, 92, 12, 2502-2511, https://doi.org/10.1002/jps.10512 . [all data]

Wassvik, Holmén, et al., 2006
Wassvik, Carola M.; Holmén, Anders G.; Bergström, Christel A.S.; Zamora, Ismael; Artursson, Per, Contribution of solid-state properties to the aqueous solubility of drugs, European Journal of Pharmaceutical Sciences, 2006, 29, 3-4, 294-305, https://doi.org/10.1016/j.ejps.2006.05.013 . [all data]

Wassvik, Holmén, et al., 2008
Wassvik, Carola M.; Holmén, Anders G.; Draheim, Rieke; Artursson, Per; Bergström, Christel A.S., Molecular Characteristics for Solid-State Limited Solubility, J. Med. Chem., 2008, 51, 10, 3035-3039, https://doi.org/10.1021/jm701587d . [all data]

Mura, 1998
Mura, P., Interactions of ketoprofen and ibuprofen with β-cyclodextrins in solution and in the solid state, International Journal of Pharmaceutics, 1998, 166, 2, 189-203, https://doi.org/10.1016/S0378-5173(98)00035-0 . [all data]

Mura, Faucci, et al., 1999
Mura, P.; Faucci, M.T.; Parrini, P.L.; Furlanetto, S.; Pinzauti, S., Influence of the preparation method on the physicochemical properties of ketoprofen--cyclodextrin binary systems, International Journal of Pharmaceutics, 1999, 179, 1, 117-128, https://doi.org/10.1016/S0378-5173(98)00390-1 . [all data]

Espitalier, Biscans, et al., 1995
Espitalier, F.; Biscans, B.; Peyrigain, P. Sere; Laguérie, C., Ternary diagram: alpha-(3-benzoylphenyl)-propionic acid (ketoprofen) in acetone«58872»water mixtures at different temperatures. Experimental data and predicted results, Fluid Phase Equilibria, 1995, 113, 1-2, 151-171, https://doi.org/10.1016/0378-3812(95)02806-8 . [all data]

Sharp, 1987
Sharp, M.E., A rapid screening procedure for acidic and neutral drugs in blood by high resolution gas chromatography, J. Anal. Toxicol., 1987, 11, 1, 8-11, https://doi.org/10.1093/jat/11.1.8 . [all data]

Notes

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• Symbols used in this document:
  

  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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