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

Details

Stereochemistry ACHIRAL
Molecular Formula C18H16FNO4S
Molecular Weight 361.387
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POLMACOXIB

SMILES

CC1(C)OC(=C(C1=O)C2=CC=CC(F)=C2)C3=CC=C(C=C3)S(N)(=O)=O

InChI

InChIKey=IJWPAFMIFNSIGD-UHFFFAOYSA-N
InChI=1S/C18H16FNO4S/c1-18(2)17(21)15(12-4-3-5-13(19)10-12)16(24-18)11-6-8-14(9-7-11)25(20,22)23/h3-10H,1-2H3,(H2,20,22,23)

HIDE SMILES / InChI

Molecular Formula C18H16FNO4S
Molecular Weight 361.387
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Polmacoxib (trade name Acelex) is a nonsteroidal anti-inflammatory drug (NSAID) used to treat osteoarthritis. Polmacoxib is a novel NSAID that, due to its postulated dual inhibition of cyclooxygenase enzymes and Carbonic anhydrase -I/II, might limit the propensity for NSAID-induced hypertension and thereby attenuate associated cardiovascular risks. Polmacoxib did not elevate blood pressure in healthy volunteers or OA subjects in any of the previous clinical studies, including 4 Phase I and 1 Phase II trials. In Phase III clinical trials Polmacoxib was relatively well tolerated and demonstrated efficacy superior to placebo and noninferior to celecoxib after 6 weeks of treatment in patients with osteoarthritis. The results obtained during the 18-week trial extension with Polmacoxib were consistent with those observed during the 6-week treatment period, indicating that Polmacoxib can be considered safe for long-term use based on this relatively small scale of study in a Korean population. Polmacoxib approved for use in South Korea in February 2015.

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparative impact on prostanoid biosynthesis of celecoxib and the novel nonsteroidal anti-inflammatory drug CG100649.
2012 Jun
Patents

Patents

Sample Use Guides

2 mg/day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:59:00 UTC 2023
Edited
by admin
on Sat Dec 16 07:59:00 UTC 2023
Record UNII
IJ34D6YPAO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
POLMACOXIB
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
CG-100649
Code English
POLMACOXIB [USAN]
Common Name English
BENZENESULFONAMIDE, 4-(3-(3-FLUOROPHENYL)-4,5-DIHYDRO-5,5-DIMETHYL-4-OXO-2-FURANYL)-
Systematic Name English
CG100649
Code English
4-[3-(3-Fluorophenyl)-5,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl]-benzenesulfonamide
Systematic Name English
Polmacoxib [WHO-DD]
Common Name English
polmacoxib [INN]
Common Name English
Classification Tree Code System Code
WHO-ATC M01AH07
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
Code System Code Type Description
WIKIPEDIA
Polmacoxib
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
NCI_THESAURUS
C170335
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
USAN
ZZ-47
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
DRUG BANK
DB12399
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
CAS
1427301-99-2
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
SUPERSEDED
PUBCHEM
9841854
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
SMS_ID
100000172789
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
FDA UNII
IJ34D6YPAO
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
INN
9898
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
ChEMBL
CHEMBL166863
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
CAS
301692-76-2
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
IUPHAR
8316
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
DRUG CENTRAL
5240
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
EPA CompTox
DTXSID901029389
Created by admin on Sat Dec 16 07:59:00 UTC 2023 , Edited by admin on Sat Dec 16 07:59:00 UTC 2023
PRIMARY
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ACTIVE MOIETY