Ibuprofen

• Formula: C₁₃H₁₈O₂
• Molecular weight: 206.2808
• IUPAC Standard InChI: InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15) Copy

  
• IUPAC Standard InChIKey: HEFNNWSXXWATRW-UHFFFAOYSA-N Copy
• CAS Registry Number: 15687-27-1
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Stereoisomers:
  • S-ibuprofen
• Other names: Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-; 4-Isobutyl-α-methylphenylacetic acid; α-(p-isobutylphenyl)propionic acid; α-(4-Isobutylphenyl)propionic acid; (.+/-.)-p-Isobutylhydratropic acid; (.+/-.)-2-(p-Isobutylphenyl)propionic acid; p-Isobutylhydratropic acid; Acide (isobutyl-4 phenyl)-2 propionique; Andran; Brufen; Buburone; Dolgit; Ebufac; Hydratropic acid, p-isobutyl-; Ibu-slo; Ibuprocin; IP-82; Liptan; Motrin; Nobfelon; Pantrop; R.D. 13621; Rebugen; U-18,573; 2-(p-Isobutylphenyl)propionic acid; 2-(4-Isobutylphenyl)propanoic acid; 4-Isobutylhydratropic acid; Adran; Anflagen; Artril 300; Bluton; Brufanic; Butylenin; Dolgin; Emodin; Epobron; Ibufen; Lamidon; Mynosedin; Napacetin; Nobfen; Nobgen; Nurofen; Roidenin; Benzeneacetic acid, α-methyl-4-(2-methylpropyl), (.+/-.)-; Advil; Haltran; Medipren; Midol 200; Nuprin; PediaProfen; Trendar; α-2-(p-Isobutylphenyl)propionic acid; Propanoic acid, 2-(4-isobutylphenyl); RD 13621; 4-Isobutylphenyl)-α-methylacetic acid; (RS)-Ibuprofen; p-Isobutyl-2-phenylpropionic acid; Burana; Butacortelone; Carol; Cobo; Optifen; Ostofen; Panafen; Proartinal; Proflex; Quadrax; Uprofen; Dibufen; Ibupril; Apsifen; α-Methyl-4-(2-methylpropyl)benzeneacetic acid; Advil Cold & Sinus (Salt/Mix); Children's Elixsure IB (Salt/Mix); Combunox (Salt/Mix); Motrin IB Gelcaps (Salt/Mix); Sine-Aid IB Caplets (Salt/Mix); (±) α-methyl-4-(isobutyl)phenylacetic acid (ibuprofen)
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• Information on this page:
  • Phase change data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas Chromatography
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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 fusion

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

References

Go To: Top, Phase change data, Mass spectrum (electron ionization), Notes

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

Cilurzo, Alberti, et al., 2010
Cilurzo, F.; Alberti, E.; Minghetti, P.; Gennari, C.G.M.; Casiraghi, A.; Montanari, L., Effect of drug chirality on the skin permeability of ibuprofen, International Journal of Pharmaceutics, 2010, 386, 1-2, 71-76, https://doi.org/10.1016/j.ijpharm.2009.10.053 . [all data]

Hong, Hua, et al., 2010
Hong, Jindui; Hua, Dan; Wang, Xia; Wang, Hongtao; Li, Jun, Solid-Liquid-Gas Equilibrium of the Ternaries Ibuprofen + Myristic Acid + CO ₂ and Ibuprofen + Tripalmitin + CO ₂, J. Chem. Eng. Data, 2010, 55, 1, 297-302, https://doi.org/10.1021/je900342a . [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]

Gracin and Rasmuson, 2002
Gracin, Sandra; Rasmuson, Åke C., Solubility of Phenylacetic Acid, p -Hydroxyphenylacetic Acid, p -Aminophenylacetic Acid, p -Hydroxybenzoic Acid, and Ibuprofen in Pure Solvents, J. Chem. Eng. Data, 2002, 47, 6, 1379-1383, https://doi.org/10.1021/je0255170 . [all data]

Xu, Sun, et al., 2004
Xu, Fen; Sun, Li-Xian; Tan, Zhi-Cheng; Liang, Jian-Guo; Li, Rui-Lian, Thermodynamic study of ibuprofen by adiabatic calorimetry and thermal analysis, Thermochimica Acta, 2004, 412, 1-2, 33-57, https://doi.org/10.1016/j.tca.2003.08.021 . [all data]

Li, Zell, et al., 1999
Li, Z. Jane; Zell, Mark T.; Munson, Eric J.; Grant, David J.W., Characterization of racemic species of chiral drugs using thermal analysis, thermodynamic calculation, and structural studies, J. Pharm. Sci., 1999, 88, 3, 337-346, https://doi.org/10.1021/js980205u . [all data]

Notes

Go To: Top, Phase change data, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  ΔfusH

  Enthalpy of fusion

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