IBUPROXAM

Details

Stereochemistry	RACEMIC
Molecular Formula	C13H19NO2
Molecular Weight	221.2955
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)CC1=CC=C(C=C1)C(C)C(=O)NO

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	221.2955
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7193032 | https://www.ncbi.nlm.nih.gov/pubmed/15000431 | https://www.ncbi.nlm.nih.gov/pubmed/577862 | http://adisinsight.springer.com/drugs/800007978

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase 89 Target ID: CHEMBL2095157 Sources: http://adisinsight.springer.com/drugs/800007978 \| http://pubs.acs.org/doi/abs/10.1021/jm00170a004	Inhibitor 8297		10000.0 nM [IC50]
Arachidonate 5-lipoxygenase 49 Target ID: P12527 Gene ID: 25290.0 Gene Symbol: Alox5 Target Organism: Rattus norvegicus (Rat) Sources: http://pubs.acs.org/doi/abs/10.1021/jm00165a017 \| https://www.ncbi.nlm.nih.gov/pubmed/2308149 \| https://www.ncbi.nlm.nih.gov/pubmed/3669019	Inhibitor 8297		5700.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain due to inflammation. 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/577862 https://www.ncbi.nlm.nih.gov/pubmed/577863	Primary		Phase I 428	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Characterization of ibuproxam binary and ternary dispersions with hydrophilic carriers.	2004 Jan	15000431
Antioxidant activity of NSAID hydroxamic acids.	2009 Jun	19564147

Patents

Sample Use Guides

In Vivo Use Guide

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 `Fri Dec 15 16:33:25 GMT 2023` Edited by `admin` on `Fri Dec 15 16:33:25 GMT 2023`
Record UNII	O3LD16O96Z
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

IBUPROXAM

Official Name

English

IBUPROXAM [MART.]

Common Name

English

Ibuproxam [WHO-DD]

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

Classification Tree Code System Code

NCI_THESAURUS

C257