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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H14O3
Molecular Weight 230.2592
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAPROXEN, (-)-

SMILES

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

InChI

InChIKey=CMWTZPSULFXXJA-SECBINFHSA-N
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-/m1/s1

HIDE SMILES / InChI

Molecular Formula C14H14O3
Molecular Weight 230.2592
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

(R)-Naproxen is an enantiomer of the more active (S)-Naproxen, the last belongs to the class of Non-Steroidal Anti-Inflammatory Drugs. (S)- and (R)-naproxen represent useful substrates to distinguish different glucuronosyl transferases isozymes.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Stereoselective (S)- and (R)-naproxen glucuronosyl transferases of rat liver.
1991 Mar-Apr
Simultaneous determination of (R)- and (S)-naproxen and (R)- and (S)-6-O-desmethylnaproxen by high-performance liquid chromatography on a Chiral-AGP column.
1992 Jun 10
Enantiomeric separation of R,S-naproxen by conventional and nano-liquid chromatography with methyl-beta-cyclodextrin as a mobile phase additive.
2001 Jul 27
Methotrexate-induced optic neuropathy.
2002 Dec
Occurrence and behavior of the chiral anti-inflammatory drug naproxen in an aquatic environment.
2014 Dec
Enantiomeric Resolution of (RS)-Naproxen and Application of (S)- Naproxen in the Direct and Indirect Enantioseparation of Racemic Compounds by Liquid Chromatography: A Review.
2017
Patents

Patents

Substance Class Chemical
Created
by admin
on Tue Oct 22 18:35:35 UTC 2019
Edited
by admin
on Tue Oct 22 18:35:35 UTC 2019
Record UNII
484XV9323P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NAPROXEN, (-)-
Common Name English
L-NAPROXEN
Common Name English
2-NAPHTHALENEACETIC ACID, 6-METHOXY-.ALPHA.-METHYL-, (.ALPHA.R)-
Systematic Name English
(R)-(-)-NAPROXEN
Common Name English
(2R)-2-(6-METHOXYNAPHTHALEN-2-YL)PROPANOIC ACID
Systematic Name English
NAPROXEN SODIUM SPECIFIED IMPURITY G [EP]
Common Name English
(-)-6-METHOXY-.ALPHA.-METHYL-2-NAPHTHALENEACETIC ACID
Systematic Name English
(R)-NAPROXEN
Common Name English
NAPROXEN SPECIFIED IMPURITY G [EP]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
245-966-6
Created by admin on Tue Oct 22 18:35:35 UTC 2019 , Edited by admin on Tue Oct 22 18:35:35 UTC 2019
PRIMARY
CAS
23979-41-1
Created by admin on Tue Oct 22 18:35:35 UTC 2019 , Edited by admin on Tue Oct 22 18:35:35 UTC 2019
PRIMARY
PUBCHEM
169118
Created by admin on Tue Oct 22 18:35:35 UTC 2019 , Edited by admin on Tue Oct 22 18:35:35 UTC 2019
PRIMARY
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