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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-VIFPVBQESA-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-/m0/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

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:11:39 UTC 2023
Edited
by admin
on Fri Dec 15 15:11:39 UTC 2023
Record UNII
57Y76R9ATQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NAPROXEN
EP   GREEN BOOK   HSDB   INCI   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN   INCI  
Official Name English
NAPROXEN [USP-RS]
Common Name English
NAPROXEN [GREEN BOOK]
Common Name English
PN400 COMPONENT NAPROXEN
Code English
NAPROXEN [MI]
Common Name English
NAPROXEN [HSDB]
Common Name English
NAPROXEN COMPONENT OF VIMOVO
Common Name English
(+)-(S)-6-METHOXY-.ALPHA.-METHYL-2-NAPHTHALENEACETIC ACID
Systematic Name English
naproxen [INN]
Common Name English
NAPROXEN [USAN]
Common Name English
NAPROSYN
Brand Name English
Naproxen [WHO-DD]
Common Name English
2-NAPHTHALENEACETIC ACID, 6-METHOXY-.ALPHA.-METHYL-, (S)-
Common Name English
NAPROXEN [VANDF]
Common Name English
NAPROXEN [EP MONOGRAPH]
Common Name English
RS-3540
Code English
VIMOVO COMPONENT NAPROXEN
Common Name English
NAPROXEN [MART.]
Common Name English
NSC-757239
Code English
NAPROXEN [USP MONOGRAPH]
Common Name English
NSC-750183
Code English
NAPROXEN [INCI]
Common Name English
NAPROXEN [ORANGE BOOK]
Common Name English
NAPROXEN [JAN]
Common Name English
EC-NAPROSYN
Brand Name English
Classification Tree Code System Code
NDF-RT N0000175722
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
CFR 21 CFR 522.1468
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
NDF-RT N0000175721
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-ATC G02CC02
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-VATC QM01AE56
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-VATC QM02AA12
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
NCI_THESAURUS C1323
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-VATC QG02CC02
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
LIVERTOX NBK548159
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-VATC QM01AE52
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-ATC M01AE52
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-ATC M02AA12
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
CFR 21 CFR 520.1468
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-VATC QM01AE02
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-ATC M01AE56
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
WHO-ATC M01AE02
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
NDF-RT N0000000160
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
Code System Code Type Description
NSC
750183
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
LACTMED
Naproxen
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
DRUG BANK
DB00788
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
INN
2979
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
PUBCHEM
156391
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
NCI_THESAURUS
C680
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
HSDB
3369
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
RXCUI
7258
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY RxNorm
CHEBI
59527
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
RS_ITEM_NUM
1457301
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
IUPHAR
5230
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
MESH
D009288
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
SMS_ID
100000090383
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
DAILYMED
57Y76R9ATQ
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
ChEMBL
CHEMBL154
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
DRUG CENTRAL
1883
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
MERCK INDEX
m7769
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY Merck Index
NSC
757239
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
FDA UNII
57Y76R9ATQ
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
CAS
22204-53-1
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
EVMPD
SUB09159MIG
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
EPA CompTox
DTXSID4040686
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
CHEBI
7476
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
WIKIPEDIA
NAPROXEN
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
ECHA (EC/EINECS)
244-838-7
Created by admin on Fri Dec 15 15:11:39 UTC 2023 , Edited by admin on Fri Dec 15 15:11:39 UTC 2023
PRIMARY
Related Record Type Details
OAT-4
TRANSPORTER -> INHIBITOR
Structure of NAPROXEN LYSINE
SALT/SOLVATE -> PARENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of NAPROXEN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
OAT-3
TRANSPORTER -> INHIBITOR
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A3
METABOLIC ENZYME -> SUBSTRATE
Structure of NAPROXEN PIPERAZINE
SALT/SOLVATE -> PARENT
Structure of CETYLTRIMETHYLAMMONIUM NAPROXENATE
SALT/SOLVATE -> PARENT
CYTOCHROME P450 1A2
METABOLIC ENZYME -> SUBSTRATE
Structure of NAPROXEN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
USP
OAT-2
TRANSPORTER -> INHIBITOR
OAT-1
TRANSPORTER -> INHIBITOR
Structure of NAPROXEN AMINOBUTANOL
SALT/SOLVATE -> PARENT
CYTOCHROME P450 2C9
METABOLIC ENZYME -> SUBSTRATE
Structure of OTENAPROXESUL
DERIVATIVE -> PARENT
Structure of NAPROXEN SODIUM
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of 6-O-DEMETHYLNAPROXEN
METABOLITE INACTIVE -> PARENT
Naproxen is extensively metabolized to 6-0-desmethyl naproxen and both parent and metabolites do not induce metabolizing enzymes
Structure of 6-O-DEMETHYLNAPROXEN
METABOLITE INACTIVE -> PARENT
Structure of 6-O-DEMETHYLNAPROXEN
METABOLITE INACTIVE -> PARENT
Structure of 6-O-DEMETHYLNAPROXEN
METABOLITE INACTIVE -> PARENT
Structure of NAPROXCINOD
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
Structure of NAPROXEN, (-)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 5-BROMONAPROXEN, (S)-
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 5-CHLORONAPROXEN, (S)-
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 6-METHOXY-2-NAPHTHOL
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 2-BROMO-6-METHOXYNAPHTHALENE
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 2-METHOXYNAPHTHALENE
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of RAC-NAPROXEN 2-PROPYL ESTER
IMPURITY -> PARENT
Structure of 2-ACETYL-6-METHOXYNAPHTHALENE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of NAPROXEN METHYL ESTER
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 6-METHOXY-2-NAPHTHYLACETIC ACID
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 6-O-DEMETHYLNAPROXEN
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 2-ETHYL-6-METHOXYNAPHTHALENE
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of NAPROXEN ETHYL ESTER
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 5-IODONAPROXEN, (S)-
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 6-METHOXY-2-NAPHTHOIC ACID
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 2.0
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 1-(6-METHOXYNAPHTHALEN-2-YL)ETHANOL, (±)-
IMPURITY -> PARENT
UNSPECIFIED
EP
Related Record Type Details
Structure of NAPROXEN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
EXCRETION PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
ORAL BIOAVAILABILITY PHARMACOKINETIC
MAXIMUM TOLERATED DOSE TOXICITY
Tmax PHARMACOKINETIC FOOD EFFECT
PHARMACOKINETIC
Tmax PHARMACOKINETIC
Tmax PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
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