Naproxen

• Formula: C₁₄H₁₄O₃
• Molecular weight: 230.2592
• IUPAC Standard InChI: InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m1/s1 Copy

  
• IUPAC Standard InChIKey: CMWTZPSULFXXJA-SECBINFHSA-N Copy
• CAS Registry Number: 22204-53-1
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Stereoisomers:
  • (±)-2-(6-methoxy-2-naphthyl)propionic acid
• Other names: 2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (S)-; (+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid; Propionic acid, 2-(6-methoxy-2-naphthyl)-, (+)-; CG 3117; Equiproxen; Floginax; (S)-6-Methoxy-α-methyl-2-naphthalene acetic acid; (+)-2-(Methoxy-2-naphthyl)-propionic acid; d-2-(6-Methoxy-2-naphthyl)propionic acid; d-2-(6'-Methoxy-2'-naphthyl)-propionsaeure; (+)-2-(Methoxy-2-naphthyl)-propionsaeure; MNPA; Naixan; 2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (+)-; Naprosine; Naprosyn; Naprux; Naxen; Naxyn; Proxen; RS-3540; (+)-6-Methoxy-α-methyl-2-napthaleneacetic acid; Bonyl; Diocodal; Dysmenalgit; Laraflex; Laser; Napren; Naprium; Naprius; Naprosyne; Nycopren; Panoxen; Prexan; Proxine; Reuxen; Veradol; Xenar; 2-(6-Methoxy-2-naphthyl)propanoic acid , (+)-; (S)-(+)-Naproxen; (+)-2-(6-Methoxy-2-naphthyl)propionic acid; (+)-Naproxen; (S)-2-(6-Methoxy-2-naphthyl)propionic acid; (S)-Naproxen; Apo-Naproxen; d-Naproxen; (S)-(+)-2-(6-METHOXY-2-NAPHTHYL)PROPIONIC ACID; 6-Methoxy-α-methyl-2-naphthaleneacetic acid (naproxen)
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• Information on this page:
  • Phase change data
  • Mass spectrum (electron ionization)
  • Gas Chromatography
  • References
  • Notes
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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

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

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., 2004
Perlovich, German L.; Kurkov, Sergey V.; Kinchin, Andrey N.; Bauer-Brandl, Annette, Thermodynamics of solutions III: comparison of the solvation of (+)-naproxen with other NSAIDs, European Journal of Pharmaceutics and Biopharmaceutics, 2004, 57, 2, 411-420, https://doi.org/10.1016/j.ejpb.2003.10.021 . [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]

Neau, Bhandarkar, et al., 1997
Neau, Steven H.; Bhandarkar, Satej V.; Hellmuth, Eckhard W., Pharmaceutical Research, 1997, 14, 5, 601-605, https://doi.org/10.1023/A:1012148910975 . [all data]

Claramonte, Vialard, et al., 1993
Claramonte, M.D. Contreras; Vialard, A. Parera; Vilchez, F. Girela, An application of regular solution theory in the study of the solubility of naproxen in some solvents used in topical preparations, International Journal of Pharmaceutics, 1993, 94, 1-3, 23-30, https://doi.org/10.1016/0378-5173(93)90005-Z . [all data]

Anderson and Fuller, 1987
Anderson, W.H.; Fuller, D.C., A simplified procedure for the isolation, characterization, and identification of weak acid and neutral drugs from whole blood, J. Anal. Toxicol., 1987, 11, 5, 198-204, https://doi.org/10.1093/jat/11.5.198 . [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

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