Chemical Properties of Naproxen (CAS 22204-53-1)

Naproxen

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)
InChI Key
CMWTZPSULFXXJA-UHFFFAOYSA-N
Formula
C14H14O3
SMILES
COc1ccc2cc(C(C)C(=O)O)ccc2c1
Molecular Weight1
230.26
CAS
22204-53-1
Other Names
  • (+)-2-(6-Methoxy-2-naphthyl)propionic acid
  • (+)-2-(Methoxy-2-naphthyl)-propionic acid
  • (+)-2-(Methoxy-2-naphthyl)-propionsaeure
  • (+)-6-Methoxy-«alpha»-methyl-2-naphthaleneacetic acid
  • (+)-6-Methoxy-«alpha»-methyl-2-napthaleneacetic acid
  • (+)-6-methoxy-.alpha.-methyl-2-naphthaleneacetic acid
  • (+)-Naproxen
  • (S)-(+)-naproxen
  • (S)-2-(6-Methoxy-2-naphthyl)propionic acid
  • (S)-6-Methoxy-«alpha»-methyl-2-naphthalene acetic acid
  • (S)-6-methoxy-.alpha.-methyl-2-naphthaleneacetic acid
  • (S)-Naproxen
  • 2-(6-Methoxy-2-naphthyl)propanoic acid , (+)-
  • 2-Naphthaleneacetic acid, 6-methoxy-«alpha»-methyl-, (+)-
  • 2-Naphthaleneacetic acid, 6-methoxy-«alpha»-methyl-, (S)-
  • 6-Methoxy-«alpha»-methyl-2-naphthaleneacetic acid (naproxen)
  • Apo-Naproxen
  • Bonyl
  • CG 3117
  • D-naproxen
  • Diocodal
  • Dysmenalgit
  • Equiproxen
  • Floginax
  • Laraflex
  • Laser
  • MNPA
  • Naixan
  • Napren
  • Naprium
  • Naprius
  • Naprosine
  • Naprosyn
  • Naprosyne
  • Naprux
  • Naxen
  • Naxyn
  • Nycopren
  • Panoxen
  • Prexan
  • Propionic acid, 2-(6-methoxy-2-naphthyl)-, (+)-
  • Proxen
  • Proxine
  • RS-3540
  • Reuxen
  • Veradol
  • Xenar
  • d-2-(6'-Methoxy-2'-naphthyl)-propionsaeure
  • d-2-(6-Methoxy-2-naphthyl)propionic acid
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Physical Properties

Property Value Unit Source
ΔfH°gas -426.52 kJ/mol Relay (1.0) Calculated Property
ΔfusH° [29.00; 31.40] kJ/mol Show Hide
ΔfusH° 29.00 kJ/mol Study of Glass Transition Phenomena in the Supercooled Liquid Phase of Methocarbamol, Acetaminophen and Mephensin
ΔfusH° 31.40 kJ/mol Experimental and Theoretical Investigation of the Phase Behavior of Naproxen in Supercritical CO2
ΔvapH° 97.82 kJ/mol Relay (1.0) Calculated Property
IE 7.74 eV Relay (1.0) Calculated Property
log10WS [-4.50; -2.34]   Show Hide
log10WS -2.34 Aq. Solubility Prediction
log10WS -4.50 Aq. Solubility Prediction
logPoct/wat 3.036 Crippen Calculated Property
McVol 178.210 ml/mol McGowan Calculated Property
Inp [2032.00; 2053.00]   Show Hide
Inp 2032.00 NIST
Inp 2053.00 NIST
Inp 2032.00 NIST
Tboil 639.34 K Relay (1.0) Calculated Property
Tfus [426.97; 430.65] K Show Hide
Tfus 430.65 K Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
Tfus 428.00 K Solubility of (+)-(S)-2-(6-Methoxynaphthalen-2-yl) Propanoic Acid in Acetone, Methanol, Ethanol, Propan-2-ol, and Ethyl Ethanoate at Temperatures between (278 and 320) K
Tfus 426.97 K Aq. Solubility Prediction

Cheméo can also estimate Critical Temperature, Critical Pressure, Critical Volume, Standard Gibbs free energy of formation, Acentric Factor for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Property Value Unit Temperature (K) Source
ΔfusH [29.41; 34.20] kJ/mol [428.50; 439.20] Show Hide
ΔfusH 31.50 kJ/mol 428.50 NIST
ΔfusH 31.50 kJ/mol 428.50 NIST
ΔfusH 34.20 kJ/mol 428.80 NIST
ΔfusH 29.41 kJ/mol 439.20 NIST
ΔsubH 128.30 ± 0.50 kJ/mol 369.00 NIST

Correlations

Property Value Unit Temperature (K) Source
Cp,gas [238.03; 556.03] J/mol×K [273.00; 1000.00] Joback Predicted correlation Show Hide
EquationY = A + B·T + C·T² + D·T³ + E·T⁴
Y is Cp,gas in J/mol×K, T in K
Coefficient A-1.81700e+01
Coefficient B1.12574e+00
Coefficient C-7.36440e-04
Coefficient D1.84900e-07
Coefficient E0.00000e+00
Temperature range, min.273.00
Temperature range, max.1000.00
Cp,gas 238.03 J/mol×K 273.00 Calculated Property
Cp,gas 296.11 J/mol×K 353.78 Calculated Property
Cp,gas 347.13 J/mol×K 434.56 Calculated Property
Cp,gas 391.69 J/mol×K 515.33 Calculated Property
Cp,gas 430.37 J/mol×K 596.11 Calculated Property
Cp,gas 463.75 J/mol×K 676.89 Calculated Property
Cp,gas 492.43 J/mol×K 757.67 Calculated Property
Cp,gas 516.97 J/mol×K 838.44 Calculated Property
Cp,gas 537.98 J/mol×K 919.22 Calculated Property
Cp,gas 556.03 J/mol×K 1000.00 Calculated Property
Property Value Unit Temperature (K) Source
η [0.0016135; 0.0002400] Pa×s [428.54; 683.20] Joback Predicted correlation Show Hide
EquationY = exp(A + B/T + C·ln(T) + D·T^E)
Y is η in Pa×s, T in K
Coefficient A-1.15418e+01
Coefficient B2.19087e+03
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentLiquid phase. Joback/Reid (1987), valid from Tf to 0.7·Tc.
Temperature range, min.428.54
Temperature range, max.683.20
η 0.0016135 Pa×s 428.54 Calculated Property
η 0.0011755 Pa×s 456.84 Calculated Property
η 0.0008887 Pa×s 485.13 Calculated Property
η 0.0006929 Pa×s 513.43 Calculated Property
η 0.0005545 Pa×s 541.72 Calculated Property
η 0.0004536 Pa×s 570.02 Calculated Property
η 0.0003782 Pa×s 598.31 Calculated Property
η 0.0003206 Pa×s 626.61 Calculated Property
η 0.0002756 Pa×s 654.91 Calculated Property
η 0.0002400 Pa×s 683.20 Calculated Property

Similar Compounds

Naproxen methyl ester. Propanoic acid, 2-(4-methoxyphenyl). 2-Naphthaleneacetic acid, 6-methoxy-«alpha»-methyl-, trimethylsilyl ester, (+)-. 2-hydroxyethyl 2-(6-methoxynaphthalen-2-yl)propanoate. 2-NAPHTHYLPROPIONIC ACID. Naproxen, hydroxy, bis-methylated. 2-(4-Phenoxyphenyl)propanoic acid. Fenoprofen. 2,3-dihydroxypropyl 2-(6-methoxynaphthalen-2-yl)propanoate. Fenoprofen, hydroxy, bis-methylated. Benzeneacetic acid, «alpha»-methyl-. Benzeneacetic acid, «alpha»-methyl-, (R)-. Benzeneacetic acid, «alpha»-methyl-, (S)-. Fenoprofen, methylated. dl-tropic acid.

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Mixtures

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Sources

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