NAPROXEN, (-)-

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27897117 | https://www.ncbi.nlm.nih.gov/pubmed/1676627

(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

Primary Target	Pharmacology	Condition	Potency
UDP-glucuronosyltransferase 1-1 15 Target ID: CHEMBL1287617 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1676627	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Stereoselective (S)- and (R)-naproxen glucuronosyl transferases of rat liver.	1991 Mar-Apr	1676627
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	1400768
Enantiomeric separation of R,S-naproxen by conventional and nano-liquid chromatography with methyl-beta-cyclodextrin as a mobile phase additive.	2001 Jul 27	11521897
Methotrexate-induced optic neuropathy.	2002 Dec	12427239
Occurrence and behavior of the chiral anti-inflammatory drug naproxen in an aquatic environment.	2014 Dec	25234664
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	27897117

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:34:58 GMT 2023` Edited by `admin` on `Sat Dec 16 08:34:58 GMT 2023`
Record UNII	484XV9323P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NAPROXEN, (-)-

Common Name

English

NAPROXEN IMPURITY G [EP IMPURITY]

Common Name

English

L-NAPROXEN

Common Name

English

NAPROXEN SODIUM IMPURITY G [EP IMPURITY]

Common Name

English

2-NAPHTHALENEACETIC ACID, 6-METHOXY-.ALPHA.-METHYL-, (.ALPHA.R)-

Systematic Name

English

(R)-(-)-NAPROXEN

Common Name

English

NAPROXEN RELATED COMPOUND G [USP-RS]

Common Name

English

(2R)-2-(6-METHOXYNAPHTHALEN-2-YL)PROPANOIC ACID

Systematic Name

English

(-)-6-METHOXY-.ALPHA.-METHYL-2-NAPHTHALENEACETIC ACID

Systematic Name

English

(R)-NAPROXEN

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

245-966-6