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Details

Stereochemistry RACEMIC
Molecular Formula C13H19NO2
Molecular Weight 221.296
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IBUPROXAM

SMILES

CC(C)Cc1ccc(cc1)C(C)C(=NO)O

InChI

InChIKey=BYPIURIATSUHDW-UHFFFAOYSA-N
InChI=1S/C13H19NO2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(15)14-16/h4-7,9-10,16H,8H2,1-3H3,(H,14,15)

HIDE SMILES / InChI

Molecular Formula C13H19NO2
Molecular Weight 221.296
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Ibuproxam is a prodrug which metabolizes into ibuprofen and is therefore indicated for the treatment of pain and inflammation. Administration of oral ibuproxam resulted in a significantly higher plasma concentration than administration of an equal dose of ibuprofen after 45 minutes. Despite showing some promise as a NSAID ibuproxam does not appear to have been approved or marketed.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
10000.0 nM [IC50]
5700.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Anti-inflammatory agents: determination of ibuproxam and its metabolite humans. Correlation between bioavailability, tolerance and chemico-physical characteristics.
1980
Comparative study of ibuproxam complexation with amorphous beta-cyclodextrin derivatives in solution and in the solid state.
2002 Sep
Thin layer chromatographic resolution of some 2-arylpropionic acid enantiomers using L-(-)-serine, L-(-)-threonine and a mixture of L-(-)-serine and L-(-)-threonine-impregnated silica gel as stationary phases.
2003 Jul
Characterization of ibuproxam binary and ternary dispersions with hydrophilic carriers.
2004 Jan
Antioxidant activity of NSAID hydroxamic acids.
2009 Jun
Patents

Sample Use Guides

Ibuproxam was administered orally to healthy volunteers as a 400 mg film tablet.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Jun 26 15:15:36 UTC 2021
Edited
by admin
on Sat Jun 26 15:15:36 UTC 2021
Record UNII
O3LD16O96Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IBUPROXAM
INN   MART.   MI   WHO-DD  
INN  
Official Name English
IBUPROXAM [MART.]
Common Name English
IBUPROXAM [INN]
Common Name English
IBUDROS
Brand Name English
NSC-305528
Code English
IBUPROXAM [MI]
Common Name English
P-ISOBUTYLHYDRATROPOHYDROXAMIC ACID
Common Name English
IBUPROXAM [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
WHO-ATC M01AE13
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
WHO-VATC QM01AE13
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
Code System Code Type Description
DRUG CENTRAL
1411
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
MERCK INDEX
M6190
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY Merck Index
INN
3978
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
FDA UNII
O3LD16O96Z
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
DRUG BANK
DB08955
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
CAS
53648-05-8
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
ECHA (EC/EINECS)
258-683-8
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
EVMPD
SUB08099MIG
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
MESH
C025377
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
PUBCHEM
68704
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
NCI_THESAURUS
C83774
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
ChEMBL
CHEMBL292707
Created by admin on Sat Jun 26 15:15:36 UTC 2021 , Edited by admin on Sat Jun 26 15:15:36 UTC 2021
PRIMARY
Related Record Type Details
ACTIVE MOIETY