dexibuprofen

Also known as (+)-(S)-p-isobutylhydratropic acid, (S)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid, (2S)-2-(4-isobutylphenyl)propanoic acid

Dexibuprofen is a nonsteroidal anti-inflammatory drug (NSAID). It is the active dextrorotatory enantiomer of ibuprofen. Most ibuprofen formulations, as well as other drugs of the profen drug class, contain a racemic mixture of both isomers.

In the Vinony graph

Vinony's link graph records 490 inbound references to dexibuprofen, and connects out to salicylic acid, metamizole sodium and clonixin.

It is catalogued under topics including Benzene derivatives, Chemical pages without DrugBank identifier and Drugboxes which contain changes to watched fields.

Vinony links it to 16 Wikipedia language editions.

Key facts

Drug.Watchedfields: changed
Drug.verifiedrevid: 443586803
Drug.IUPAC_name: (2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid
Drug.image: Dexibuprofen v2.svg
Drug.image_class: skin-invert-image
Drug.image2: (S)-ibuprofen-3D-balls.png
Drug.width: 200px
Drug.width2: 200px
Drug.tradename: Seractil, Deltaran, Ibusoft, Monactil
Drug.routes_of_administration: Oral
Drug.CAS_number: 51146-56-6
Drug.ATC_prefix: M01
Drug.ATC_suffix: AE14
Drug.PubChem: 39912
Drug.ChemSpiderID: 36498
Drug.UNII: 671DKG7P5S
Drug.KEGG: D03715
Drug.ChEBI: 43415

via Wikipedia infobox

Chemical data

Formula: C13H18O2
Molecular weight: 206.28 g/mol
IUPAC name: (2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid
SMILES: C[C@@H](C1=CC=C(C=C1)CC(C)C)C(=O)O
InChIKey: HEFNNWSXXWATRW-JTQLQIEISA-N
XLogP: 3.5
Polar surface area: 37.3 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1994
Admin. routes: oral
Indications: rheumatic disease, pain, Fever

via ChEMBL · EBI

Wikidata facts

Subclass of: ibuprofen
Mass: 206.131
Has use: medication

Show 6 more facts

chemical formula: C₁₃H₁₈O₂
World Health Organisation international non-proprietary name: dexibuprofen
canonical SMILES: CC(C)CC1=CC=C(C=C1)C(C)C(=O)O
isomeric SMILES: C[C@@H](C1=CC=C(C=C1)CC(C)C)C(=O)O
defined daily dose: 0.8
Commons category: Dexibuprofen

Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections

Contents

See also
References

Dexibuprofen is a chiral switch of racemic ibuprofen. The chiral carbon in dexibuprofen is assigned an absolute configuration of (S) per the Cahn–Ingold–Prelog rules. Dexibuprofen is also called (S)-(+)-ibuprofen.

Excerpted from Wikipedia’s “dexibuprofen” article, available under the CC BY-SA 4.0 licence.