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)
- IUPAC Standard InChIKey: DKYWVDODHFEZIM-UHFFFAOYSA-N
- 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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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
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference |
|---|---|---|---|
| 26.3 ± 0.1 | 341. to 365. | GS | Perlovich, Kurkov, et al., 2003 |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 8.91 | 368. | DSC | Wassvik, Holmén, et al., 2006 | See also Wassvik, Holmén, et al., 2008. |
| 5.985 | 369. | N/A | Mura, 1998 | See also Mura, Faucci, et al., 1999. |
| 6.747 | 367.4 | N/A | Espitalier, Biscans, et al., 1995 |
References
Go To: Top, Phase change data, Notes
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]
Notes
Go To: Top, Phase change data, References
- 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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