NAPROXEN ETEMESIL

Investigational

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 Search

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

Molecular Formula	C17H20O5S
Molecular Weight	336.403
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800017838 | https://www.ncbi.nlm.nih.gov/pubmed/20804454 | https://www.pharmacodia.com/yaodu/html/v1/chemicals/a1e4a9d047858b87c17707c0c4e91657.html

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Clinical trial: endoscopic evaluation of naproxen etemesil, a naproxen prodrug, vs. naproxen - a proof-of-concept, randomized, double-blind, active-comparator study.	2010-11	20804454

Sample Use Guides

In Vivo Use Guide

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

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:47:43 GMT 2025` Edited by `admin` on `Mon Mar 31 18:47:43 GMT 2025`
Record UNII	214269U36R
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

LT-NS001

Preferred Name

English

NAPROXEN ETEMESIL

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

NAPROXEN ETEMESIL [USAN]

Common Name

English

Code System Code Type Description

DRUG BANK

DB12398