Naproxen

C₁₄H₁₄O₃CAS 22204-53-1230.26 g/mol

Open in Covalent MOL file

Carboxylic acid Ether

Properties

Molecular formula: C₁₄H₁₄O₃
Molar mass: 230.26 g/mol
Exact mass: 230.0943 Da
Density: 1.24 g/mL
Melting point: 152–154 °C
pKa: 4.15
Water solubility: 15.9 mg/L (25 °C)
logP: 3.04Crippen estimate
Polar surface area: 46.5 Å²
H-bond donors / acceptors: 1 / 2
Rotatable bonds: 3
Stereocentres: Sin SMILES atom order

Hazards

Danger

H301 Toxic if swallowed42.4% of notifiers
H302 Harmful if swallowed57.6% of notifiers
H315 Causes skin irritation56.1% of notifiers
H319 Causes serious eye irritation55.4% of notifiers
H335 May cause respiratory irritation53.2% of notifiers
H361 Suspected of damaging fertility or the unborn child49.6% of notifiers

Aggregated from 139 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

22204-53-1

SMILES

COc1ccc2cc([C@H](C)C(=O)O)ccc2c1

InChIKey

CMWTZPSULFXXJA-VIFPVBQESA-N

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-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

52 names · show all

2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (αS)-
2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (+)-
2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (S)-
(αS)-6-Methoxy-α-methyl-2-naphthaleneacetic acid
(+)-2-(6-Methoxy-2-naphthyl)propionic acid
(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid
d-2-(6-Methoxy-2-naphthyl)propionic acid
d-Naproxen
CG 3117
Naprosyn
Equiproxen
Naixan
(+)-Naproxen
(S)-(+)-Naproxen
(S)-Naproxen
(+)-(S)-Naproxen
(S)-2-(6-Methoxy-2-naphthyl)propionic acid
(S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid
(S)-6-Methoxy-α-methyl-2-naphthaleneacetic acid
(S)-2-(6-Methoxy-2-naphthyl)propanoic acid
(S)-(+)-Naproxene
Apo-naproxen
Diocodal
RS 3540
Laraflex
Naprosyne
Naxen
MNPA
Naprux
Laser
Bonyl
Napren
Floginax
Veradol
Proxen
Panoxen
Proxine
Xenar
Dysmenalgit
Reuxen
Nycopren
Prexan
Naprium
Naprius
(S)-α-Methyl-6-methoxynaphthalene-2-acetic acid
Aproxen
(S)-2-(6-Methoxynaphthalen-2-yl)propionic acid
(S)-2-(6-Methoxynaphthalen-2-yl)propanoic acid
Xenar-CR
(2S)-2-(6-Methoxy-2-naphthyl)propanoic acid
(+)-(S)-2-(6-Methoxynaphthalen-2-yl)propanoic acid
(2S)-2-(6-Methoxynaphthalen-2-yl)propanoic acid

Work with Naproxen

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(R)-Naproxen23979-41-1Enantiomer (±)-Naproxen23981-80-8Stereo not defined (±)-Naproxen26159-31-9Stereo not defined Naproxen sodium26159-34-2Salt

Similar compounds

1-(6-Methoxy-2-naphthyl)ethanol77301-42-956 % similar 4-Methoxymandelic acid10502-44-052 % similar 2-Amino-2-(4-methoxyphenyl)acetic acid19789-59-451 % similar 6-Methoxy-2-naphthoic acid2471-70-751 % similar Fenoprofen31879-05-750 % similar 2-(4-Hydroxyphenyl)propionic acid938-96-550 % similar 2-(4-Methoxyphenoxy)propionic acid13794-15-549 % similar 2-(4-Tolyl)propanoic acid938-94-349 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Demethylsuberosin21422-04-8 5,6-Dihydro-4-methoxy-6-[(1E)-2-phenylethenyl]-2H-pyran-2-one3155-48-4 Kavain500-64-1 Pindone83-26-1

Elsewhere

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