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)
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Phase change data
Go To: Top, References, Notes
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. - 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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.