U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C16H13Cl2NO4
Molecular Weight 354.185
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACECLOFENAC

SMILES

OC(=O)COC(=O)CC1=C(NC2=C(Cl)C=CC=C2Cl)C=CC=C1

InChI

InChIKey=MNIPYSSQXLZQLJ-UHFFFAOYSA-N
InChI=1S/C16H13Cl2NO4/c17-11-5-3-6-12(18)16(11)19-13-7-2-1-4-10(13)8-15(22)23-9-14(20)21/h1-7,19H,8-9H2,(H,20,21)

HIDE SMILES / InChI
Aceclofenac is a non-steroidal anti-inflammatory drug (NSAID) analog of Diclofenac. It is used for the relief of pain and inflammation in rheumatoid arthritis, osteoarthritis and ankylosing spondylitis. The dose is 100 mg twice daily, and should not be given to people with porphyria or breastfeeding mothers and is not recommended for children. Aceclofenac is a cytokine inhibitor. Aceclofenac works by blocking the action of a substance in the body called cyclo-oxygenase. Cyclo-oxygenase is involved in the production of prostaglandins (chemicals in the body which cause pain, swelling and inflammation). Aceclofenac is the glycolic acid ester of diclofenac. The incidence of gastric ulcerogenicity of aceclofenac has been reported to be significantly lower than that of other frequently prescribed NSAIDs: for instance, 2-fold less than naproxen, 4-fold less than diclofenac, and 7-fold less than indomethacin. Aceclofenac is metabolized in human hepatocytes and human microsomes to form [2-(2',6'-dichloro-4'-hydroxy- phenylamino)phenyl] acetoxyacetic acid as the major metabolite, which is then further conjugated.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Clanza CR

Approved Use

CLANZA CR is indicated for Rheumatoid arthritis, ankylosing spondylitis, osteoarthritis and periarthritis of scapulohumerous, lumbago, ischiadynia, pain caused by nonaticular rheutism.

Launch Date

2011
Palliative
Clanza CR

Approved Use

CLANZA CR is indicated for Rheumatoid arthritis, ankylosing spondylitis, osteoarthritis and periarthritis of scapulohumerous, lumbago, ischiadynia, pain caused by nonaticular rheutism.

Launch Date

2011
Palliative
Clanza CR

Approved Use

CLANZA CR is indicated for Rheumatoid arthritis, ankylosing spondylitis, osteoarthritis and periarthritis of scapulohumerous, lumbago, ischiadynia, pain caused by nonaticular rheutism.

Launch Date

2011
Palliative
Clanza CR

Approved Use

CLANZA CR is indicated for Rheumatoid arthritis, ankylosing spondylitis, osteoarthritis and periarthritis of scapulohumerous, lumbago, ischiadynia, pain caused by nonaticular rheutism.

Launch Date

2011
PubMed

PubMed

TitleDatePubMed
Aceclofenac: a reappraisal of its use in the management of pain and rheumatic disease.
2001
Risk of upper gastrointestinal bleeding and perforation associated with low-dose aspirin as plain and enteric-coated formulations.
2001
Bioequivalence of two aceclofenac tablet formulations after a single oral dose to healthy male Korean volunteers.
2001 Feb
In-vitro test system for the evaluation of cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) inhibitors based on a single HPLC run with UV detection using bovine aortic coronary endothelial cells (BAECs).
2001 May
Photoallergic contact dermatitis from aceclofenac.
2001 Sep
Structure-function relationship and role of tumor necrosis factor-alpha-converting enzyme in the down-regulation of L-selectin by non-steroidal anti-inflammatory drugs.
2002 Oct 11
Management pattern for patients with osteoarthritis treated with traditional non-steroidal anti-inflammatory drugs in Spain prior to introduction of Coxibs.
2003
Stability indicating methods for the determination of aceclofenac.
2003 Feb
Upper gastrointestinal bleeding associated with the use of NSAIDs: newer versus older agents.
2004
Bioequivalence evaluation of two brands of aceclofenac 100 mg tablets (Aceclofar and Bristaflam) in healthy human volunteers.
2004 Apr
Licofelone, a novel 5-LOX/COX-inhibitor, attenuates leukocyte rolling and adhesion on endothelium under flow.
2005 Jul 1
Manipulative therapy and/or NSAIDs for acute low back pain: design of a randomized controlled trial [ACTRN012605000036617].
2005 Nov 10
Aceclofenac vs paracetamol in the management of symptomatic osteoarthritis of the knee: a double-blind 6-week randomized controlled trial.
2007 Aug
Simultaneous determination of aceclofenac, paracetamol, and chlorzoxazone by RP-HPLC in pharmaceutical dosage form.
2008 Aug
Mathematical evaluation of similarity factor using various weighing approaches on aceclofenac marketed formulations by model-independent method.
2008 Jan
Skin permeation mechanism and bioavailability enhancement of celecoxib from transdermally applied nanoemulsion.
2008 Jul 9
Patents

Sample Use Guides

is 200 mg daily, taken as one dose (every 24 hours).
Route of Administration: Oral
In Vitro Use Guide
In vitro adhesion assays were developed to examine the effects of aceclofenac on both neutrophil adhesion to tumor necrosis factor alpha stimulated human umbilical vein endothelial cells under nonstatic conditions, and homotypic neutrophil aggregation induced by anti-ICAM-3 and anti-CD18 monoclonal antibodies (Mab)
Name Type Language
ACECLOFENAC
EP   INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
ACECLOFENAC [EP MONOGRAPH]
Common Name English
Aceclofenac betadex [WHO-DD]
Common Name English
ACECLOFENAC [MART.]
Common Name English
GLYCOLIC ACID, (O-(2,6-DICHLOROANILINO)PHENYL)ACETATE (ESTER)
Common Name English
Aceclofenac [WHO-DD]
Common Name English
ACECLOFENAC [MI]
Common Name English
aceclofenac [INN]
Common Name English
ACECLOFENAC [JAN]
Common Name English
Classification Tree Code System Code
WHO-VATC QM02AA25
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
WHO-ATC M02AA25
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
WHO-VATC QM01AB16
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
WHO-ATC M01AB16
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C80534
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
MERCK INDEX
m1293
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY Merck Index
FDA UNII
RPK779R03H
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
SMS_ID
100000092759
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
PUBCHEM
71771
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
RXCUI
16689
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PRIMARY RxNorm
DRUG CENTRAL
43
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
WIKIPEDIA
ACECLOFENAC
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
INN
5608
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
DAILYMED
RPK779R03H
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
ChEMBL
CHEMBL93645
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
CAS
89796-99-6
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
EVMPD
SUB05200MIG
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID7045522
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
MESH
C056498
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
CHEBI
31159
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY
DRUG BANK
DB06736
Created by admin on Fri Dec 15 15:47:37 GMT 2023 , Edited by admin on Fri Dec 15 15:47:37 GMT 2023
PRIMARY