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UC305

Sigma-Aldrich

O-Desmethylnaproxen

Synonym(s):

(S)-6-Hydroxy-α-methyl-2-naphthaleneacetic acid, d-2-(6-Hydroxy-2-naphthyl)proprionic acid

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About This Item

Empirical Formula (Hill Notation):
C13H12O3
CAS Number:
52079-10-4
Molecular Weight:
216.23
Beilstein/REAXYS Number:
8838512
MDL number:
MFCD00869765
UNSPSC Code:
12161501
PubChem Substance ID:
329827666
NACRES:
NA.77

form

solid

Quality Level

200

color

white

mp

182-183 °C

storage temp.

2-8°C

SMILES string

C[C@H](C(O)=O)c1ccc2cc(O)ccc2c1

InChI

1S/C13H12O3/c1-8(13(15)16)9-2-3-11-7-12(14)5-4-10(11)6-9/h2-8,14H,1H3,(H,15,16)/t8-/m0/s1

InChI key

XWJUDDGELKXYNO-QMMMGPOBSA-N

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Application

O-Desmethylnaproxen can be used for assaying naproxen metabolites.

Biochem/physiol Actions

CYP2C9 metabolite of naproxen

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C E Uboh et al.
Research communications in chemical pathology and pharmacology, 77(2), 201-218 (1992-08-01)
This study was undertaken to determine the applicability of plasma concentration of furosemide and specific gravity (SG) of urine in regulating the use of furosemide administered 4 hours prior to race time in Exercise-Induced Pulmonary Hemorrhage (EIPH) race horses. Nonbleeders
J V Andersen et al.
Journal of chromatography, 577(2), 325-333 (1992-06-10)
The glucuronides of the anti-inflammatory drug naproxen and its metabolite 6-O-desmethylnaproxen have been produced on a preparative scale by enzymatic synthesis. 6-O-Desmethylnaproxen, the glycine conjugate of naproxen and the O-sulphate of 6-O-desmethylnaproxen were prepared by chemical synthesis. Naproxen and the
T B Vree et al.
Journal of chromatography, 578(2), 239-249 (1992-07-24)
Naproxen is metabolized in humans by O-demethylation, and by acyl glucuronidation to the 1-O-glucuronide. Naproxen, its metabolite and the conjugates can be measured directly by gradient high-performance liquid chromatographic analysis without enzymic deglucuronidation. The glucuronide conjugates were isolated by preparative
Amitava Dasgupta et al.
American journal of clinical pathology, 133(6), 878-883 (2010-05-18)
A recent report indicated significant interference of naproxen with total bilirubin measurement when using the Jendrassik and Grof method. We explored the possibility of avoiding this interference by using a different method. We observed that naproxen has no effect on
Hypoalbuminaemia and naproxen pharmacokinetics in a patient with rheumatoid arthritis.
F A Van den Ouweland et al.
Clinical pharmacokinetics, 11(6), 511-515 (1986-11-01)
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