Home>>Lipids>> Prostaglandins>>(S)-O-Desmethyl Naproxen

(S)-O-Desmethyl Naproxen

(Synonyms: 萘普生杂质A) 目录号 : GC49179

A metabolite of (S)-naproxen

(S)-O-Desmethyl Naproxen Chemical Structure

Cas No.:52079-10-4

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5 mg
¥1,696.00
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10 mg
¥3,221.00
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25 mg
¥7,641.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

(S)-O-Desmethyl naproxen is a metabolite of the non-steroidal anti-inflammatory drug (NSAID) and COX inhibitor (+)-naproxen ((S)-naproxen; It is formed from (S)-naproxen by the cytochrome P450 (CYP) isoforms CYP1A2 and CYP2C9.

1.Miners, J.O., Soulter, S., Tukey, R.H., et al.Cytochromes P450, 1A2, and 2C9 are responsible for the human hepatic O-demethylation of R- and S-naproxenBiochem. Pharmacol.51(8)1003-1008(1996)

Chemical Properties

Cas No. 52079-10-4 SDF
别名 萘普生杂质A
Canonical SMILES OC([C@H](C1=CC2=C(C=C(C=C2)O)C=C1)C)=O
分子式 C13H12O3 分子量 216.2
溶解度 DMSO: soluble 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 4.6253 mL 23.1267 mL 46.2535 mL
5 mM 0.9251 mL 4.6253 mL 9.2507 mL
10 mM 0.4625 mL 2.3127 mL 4.6253 mL
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Research Update

Occurrence and behavior of the chiral anti-inflammatory drug naproxen in an aquatic environment

Environ Toxicol Chem 2014 Dec;33(12):2671-8.PMID:25234664DOI:10.1002/etc.2741.

The present study reports on the occurrence and chiral behavior of the anti-inflammatory drug (S)-naproxen (NAP)-(S)-2-(6-methoxynaphthalen-2-yl)propionic acid-in an aquatic environment under both field and laboratory conditions. In influents and effluents of sewage treatment plants (STPs) in the Tama River basin (Tokyo), (S)-NAP was detected at concentrations of 0.03 ?g L(-1) to 0.43 ?g L(-1) and 0.01 ?g L(-1) to 0.11 ?g L(-1), respectively. The concentrations of a major metabolite, 6-O-desmethyl NAP (DM-NAP) were up to 0.47 ?g L(-1) and 0.56 ?g L(-1) in influents and effluents, respectively. (R)-naproxen was not detected in STP influents, although it was present in effluents, and the enantiomeric faction (= S/[S + R]) of NAP ranged from 0.88 to 0.91. Under laboratory conditions with activated sludge from STPs, rapid degradation of (S)-NAP to DM-NAP and chiral inversion of (S)-NAP to (R)-NAP were observed. During river die-away experiments, degradation and chiral inversion of NAP were extremely slow. In addition, chiral inversion of (S)-NAP to (R)-NAP was not observed during photodegradation experiments. In the river receiving STP discharge, NAP and DM-NAP concentrations reached 0.08 ?g L(-1) and 0.16 ?g L(-1) , respectively. The enantiomeric faction of NAP in the river ranged from 0.84 to 0.98 and remained almost unchanged with the increasing contribution of rainfall to the river water. These results suggest that the absence and decrease of (R)-NAP in river waters could indicate the inflow of untreated sewage. E