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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H20O5S
Molecular Weight 336.403
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAPROXEN ETEMESIL

SMILES

COC1=CC2=CC=C(C=C2C=C1)[C@H](C)C(=O)OCCS(C)(=O)=O

InChI

InChIKey=JGBUBSOKFSVXKS-LBPRGKRZSA-N
InChI=1S/C17H20O5S/c1-12(17(18)22-8-9-23(3,19)20)13-4-5-15-11-16(21-2)7-6-14(15)10-13/h4-7,10-12H,8-9H2,1-3H3/t12-/m0/s1

HIDE SMILES / InChI
Naproxen etemesil is a lipophilic, non-acidic, inactive prodrug of the non-steroidal anti-inflammatory drug (NSAID) naproxen that is hydrolysed to pharmacologically active naproxen once absorbed. Naproxen etemesil was in development with Logical Therapeutics for the treatment of osteoarthritis. However, no recent development has been reported. It is also in phase I clinical trials for the treatment of inflammation and arthritis.The compound was originally developed by Medinox, licensed to Logical Therapeutics in 2006 for partial rights.

Approval Year

PubMed

PubMed

TitleDatePubMed
Clinical trial: endoscopic evaluation of naproxen etemesil, a naproxen prodrug, vs. naproxen - a proof-of-concept, randomized, double-blind, active-comparator study.
2010 Nov

Sample Use Guides

A multicentre, randomized, double-blind, double-dummy trial compared oral naproxen etemesil 1200 mg twice daily (n = 61) with naproxen 500 mg twice daily (n = 59) for 7.5 days in 120 healthy subjects
Route of Administration: Oral
Name Type Language
NAPROXEN ETEMESIL
USAN   WHO-DD  
USAN  
Official Name English
2-(Methylsulfonyl)ethyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
Systematic Name English
Naproxen etemesil [WHO-DD]
Common Name English
2-NAPHTHALENEACETIC ACID, 6-METHOXY-.ALPHA.-METHYL-, 2-(METHYLSULFONYL)ETHYL ESTER, (.ALPHA.S)-
Common Name English
MX-1094
Code English
LT-NS001
Code English
NAPROXEN ETEMESIL [USAN]
Common Name English
Code System Code Type Description
DRUG BANK
DB12398
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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PUBCHEM
25170420
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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FDA UNII
214269U36R
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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EVMPD
SUB127210
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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SMS_ID
100000153206
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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EPA CompTox
DTXSID60191903
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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CAS
385800-16-8
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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ChEMBL
CHEMBL2105683
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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NCI_THESAURUS
C166529
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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USAN
WW-75
Created by admin on Fri Dec 15 17:32:00 UTC 2023 , Edited by admin on Fri Dec 15 17:32:00 UTC 2023
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