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

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

• C_p,gas : Ideal gas heat capacity (J/mol×K).
• η : Dynamic viscosity (Pa×s).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
• Δ_subH : Enthalpy of sublimation at a given temperature (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• IE : Ionization energy (eV).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• I_np : Non-polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfH°gas	-426.52	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	[29.00; 31.40]	kJ/mol
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		Aq. Solubility Prediction
logPoct/wat	3.036		Crippen Calculated Property
McVol	178.210	ml/mol	McGowan Calculated Property
Inp	[2032.00; 2053.00]
Inp	2032.00		NIST
Inp	2053.00		NIST
Inp	2032.00		NIST
Tboil	639.34	K	Relay (1.0) Calculated Property
Tfus	[428.00; 430.65]	K
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

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
Cp,gas	[487.55; 550.94]	J/mol×K	[743.03; 976.00]
Cp,gas	487.55	J/mol×K	743.03	Joback Calculated Property
Cp,gas	500.19	J/mol×K	781.86	Joback Calculated Property
Cp,gas	511.90	J/mol×K	820.69	Joback Calculated Property
Cp,gas	522.77	J/mol×K	859.52	Joback Calculated Property
Cp,gas	532.86	J/mol×K	898.35	Joback Calculated Property
Cp,gas	542.23	J/mol×K	937.17	Joback Calculated Property
Cp,gas	550.94	J/mol×K	976.00	Joback Calculated Property
η	[0.0001854; 0.0007802]	Pa×s	[499.53; 743.03]
η	0.0007802	Pa×s	499.53	Joback Calculated Property
η	0.0005612	Pa×s	540.11	Joback Calculated Property
η	0.0004227	Pa×s	580.70	Joback Calculated Property
η	0.0003303	Pa×s	621.28	Joback Calculated Property
η	0.0002661	Pa×s	661.86	Joback Calculated Property
η	0.0002198	Pa×s	702.45	Joback Calculated Property
η	0.0001854	Pa×s	743.03	Joback Calculated Property
ΔfusH	[29.41; 34.20]	kJ/mol	[428.50; 439.20]
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

Similar Compounds

Find more compounds similar to Naproxen.

Mixtures

• Carbon dioxide + Naproxen + Acetone
• Propylene Glycol + Naproxen + Ethanol
• Naproxen + 1-Octanol
• Naproxen + Tetradecanoic acid, 1-methylethyl ester
• Trichloromethane + Naproxen
• Naproxen + Cyclohexane
• Naproxen + 1-Octanol + Water
• Naproxen + Tetradecanoic acid, 1-methylethyl ester + Water
• Trichloromethane + Naproxen + Water
• Naproxen + Ethanol + Ethyl Acetate
• Naproxen + Acetone + Water
• Carbon dioxide + Naproxen
• Naproxen + Acetone
• 2-Propanol + Naproxen
• Naproxen + Methyl Alcohol
• Naproxen + Ethanol
• Naproxen + Ethyl Acetate
• 1-Propanol + Naproxen
• n-Hexane + Naproxen
• Naproxen + Carbon Tetrachloride

Find more mixtures with Naproxen.

Sources

• Cheméo Relay (1.0)
• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Solubility of naproxen in several organic solvents at different temperatures
• Thermodynamic study of the solubility of ibuprofen and naproxen in some ethanol + propylene glycol mixtures
• Solubility of naproxen in ethyl acetate + ethanol mixtures at several temperatures and correlation with the Jouyban-Acree model
• The determination and correlation of the solubility of naproxen in acetone and water mixtures
• High-pressure solubility of naproxen, nicotinamide and their mixture in acetone with supercritical CO2 as an anti-solvent
• Study of Glass Transition Phenomena in the Supercooled Liquid Phase of Methocarbamol, Acetaminophen and Mephensin
• Solubilities of Organic Semiconductors and Nonsteroidal Anti-inflammatory Drugs in Pure and Mixed Organic Solvents: Measurement and Modeling with Hansen Solubility Parameter
• Solubilities of the Drugs Benzocaine, Metronidazole Benzoate, and Naproxen in Supercritical Carbon Dioxide
• Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
• 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
• Experimental and Theoretical Investigation of the Phase Behavior of Naproxen in Supercritical CO2
• Joback Method
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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