FComEx: Naproxen (PC000556)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:18 UTC

Update date

2017-01-19 02:36:27 UTC

FoodComEx ID

PC000556

FoodDB Record

FDB022741

Chemical Information

Name

Naproxen

Description

Naproxen (INN) is a non-steroidal anti-inflammatory drug (NSAID) commonly used for the reduction of mild to moderate pain, fever, inflammation and stiffness caused by conditions such as osteoarthritis, rheumatoid arthritis, psoriatic arthritis, gout, ankylosing spondylitis, injury (like fractures), menstrual cramps, tendonitis, bursitis, and the treatment of primary dysmenorrhea. Naproxen and naproxen sodium are marketed under various trade names including: Aleve, Anaprox, Naprogesic, Naprosyn, Naprelan; Naproxen is a non-steroidal anti-inflammatory drug (NSAID) commonly used for the reduction of mild to moderate pain, fever, inflammation and stiffness caused by conditions such as osteoarthritis, rheumatoid arthritis, psoriatic arthritis, gout, ankylosing spondylitis, injury (like fractures), menstrual cramps, tendonitis, bursitis, and the treatment of primary dysmenorrhea. Naproxen and naproxen sodium are marketed under various trade names including: Aleve, Anaprox, Naprogesic, Naprosyn, Naprelan. Naproxen was first marketed as the prescription drug Naprosyn in 1976 and naproxen sodium was first marketed under the trade name Anaprox in 1980. It remains a prescription-only drug in much of the world. The U.S. Food and Drug Administration (FDA) approved the use of naproxen sodium as an over-the-counter (OTC) drug in 1991, where OTC preparations are sold under the trade name Aleve. In Australia, small packets of lower-strength preparations of naproxen sodium are Schedule 2 Pharmacy Medicines; Naproxen is a member of the 2-arylpropionic acid (profen) family of NSAIDs. It is an odorless, white to off-white crystalline substance. It is lipid-soluble, practically insoluble in water with a low pH (below pH 4), while freely soluble in water at 6 pH and above. Naproxen has a melting point of 153 degree centigrade. [HMDB]

CAS Number

22204-53-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+)-(S)-6-Methoxy-a-methyl-2-naphthaleneacetate	Generator
(+)-(S)-6-Methoxy-a-methyl-2-naphthaleneacetic acid	Generator
(+)-(S)-6-Methoxy-alpha-methyl-2-naphthaleneacetate	Generator
(+)-(S)-6-Methoxy-alpha-methyl-2-naphthaleneacetic acid	ChEBI
(+)-(S)-6-Methoxy-α-methyl-2-naphthaleneacetate	Generator
(+)-(S)-6-Methoxy-α-methyl-2-naphthaleneacetic acid	Generator
(+)-(S)-Naproxen	hmdb
(+)-2-(6-Methoxy-2-naphthyl)propionate	Generator
(+)-2-(6-Methoxy-2-naphthyl)propionic acid	ChEBI
(+)-2-(Methoxy-2-naphthyl)-propionate	Generator
(+)-2-(Methoxy-2-naphthyl)-propionic acid	ChEBI
(+)-2-(Methoxy-2-naphthyl)-propionsaeure	ChEBI
(+)-Naproxen	hmdb
(S)-(+)-2-(6-Methoxy-2-naphthyl)propionate	Generator
(S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid	ChEBI
(S)-(+)-Naproxen	ChEBI
(S)-2-(6-Methoxy-2-naphthyl)propanoate	Generator
(S)-2-(6-Methoxy-2-naphthyl)propanoic acid	ChEBI
(S)-2-(6-Methoxy-2-naphthyl)propionate	Generator
(S)-2-(6-Methoxy-2-naphthyl)propionic acid	ChEBI
(S)-6-Methoxy-a-methyl-2-naphthaleneacetate	Generator
(S)-6-Methoxy-a-methyl-2-naphthaleneacetic acid	Generator
(S)-6-Methoxy-alpha-methyl-2-naphthaleneacetate	Generator
(S)-6-Methoxy-alpha-methyl-2-naphthaleneacetic acid	ChEBI
(S)-6-Methoxy-α-methyl-2-naphthaleneacetate	Generator
(S)-6-Methoxy-α-methyl-2-naphthaleneacetic acid	Generator
(S)-Naproxen	hmdb
2-(6-Methoxy-2-naphthyl)propionic acid	hmdb
Acusprain	hmdb
Anexopen	hmdb
Apronax	hmdb
Artagen	hmdb
Arthrisil	hmdb
Artrixen	hmdb
Artroxen	hmdb
Atiflan	hmdb
Axer	hmdb
Bipronyl	hmdb
Calosen	hmdb
Clinosyn	hmdb
Congex	hmdb
d-Naproxen	hmdb
Danaprox	hmdb
Daprox	hmdb
Diocodal	hmdb
DL Naproxen	hmdb
DL-Naproxen	hmdb
Duk	hmdb
Dysmenalgit	hmdb
Dysmenalgit N	hmdb
Ec-Naprosyn	hmdb
Equiproxen	hmdb
Flexipen	hmdb
Floginax	hmdb
Fuxen	hmdb
Genoxen	hmdb
Lefaine	hmdb
Leniartil	hmdb
Nafasol	hmdb
Naixan	hmdb
Nalyxan	hmdb
Napflam	hmdb
Napmel	hmdb
Naposin	hmdb
Naprosyne	hmdb
Naproxen	hmdb
Naproxen Sodium	hmdb
Naproxene	hmdb
Naproxeno	hmdb
Naproxenum	hmdb
Novonaprox	hmdb
Nycopren	hmdb
Opipramol	hmdb

Chemical Formula

C14H14O3

IUPAC name

(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid

InChI Identifier

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

InChI Key

CMWTZPSULFXXJA-VIFPVBQESA-N

Isomeric SMILES

COC1=CC2=C(C=C1)C=C(C=C2)[C@H](C)C(O)=O

Average Molecular Weight

230.2592

Monoisotopic Molecular Weight

230.094294314

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents