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I7905

Sigma-Aldrich

Ibuprofen

meets USP testing specifications

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Synonym(s):
α-Methyl-4-(isobutyl)phenylacetic acid, (±)-2-(4-Isobutylphenyl)propanoic acid
Empirical Formula (Hill Notation):
C13H18O2
CAS Number:
Molecular Weight:
206.28
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

agency

USP/NF
meets USP testing specifications

Quality Level

form

solid

application(s)

pharmaceutical (small molecule)

SMILES string

CC(C)Cc1ccc(cc1)C(C)C(O)=O

InChI

1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)

InChI key

HEFNNWSXXWATRW-UHFFFAOYSA-N

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Application


  • A Case of Erythema Nodosum in a 20-Year-Old Female During the Postpartum Period.: Details a clinical case where ibuprofen was implicated in the treatment of erythema nodosum, offering insights into its therapeutic applications and associated risks (Nguyen M et al., 2024).

  • Coracoclavicular Joint Arthrosis - An Uncommon Cause of Shoulder Pain.: Investigates the use of ibuprofen in managing pain associated with rare joint disorders, contributing to broader understanding of pain management in orthopedic conditions (Graça NNJ et al., 2024).

Biochem/physiol Actions

Cyclooxygenase (COX) inhibitor that has greater activity against COX-1 than against COX-2.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ibuprofen sodium salt ≥98% (GC)

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Ibuprofen sodium salt

Silica mesoporous, 0.5 μm particle size, pore size ~2 nm

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805890

Silica

Acetylsalicylic acid analytical standard

Sigma-Aldrich

A3160

Acetylsalicylic acid

(S)-(+)-Ibuprofen ReagentPlus®, 99%

Sigma-Aldrich

375160

(S)-(+)-Ibuprofen

(±)-Ibuprofen A nonsteroidal anti-inflammatory drug (NSAID) that acts as a reversible and competitive inhibitor of cyclooxygenase 1 (COX-1) (IC₅₀ = 4.85 µM).

Sigma-Aldrich

401003

(±)-Ibuprofen

Aspirin meets USP testing specifications

Sigma-Aldrich

A2093

Aspirin

Aspirin United States Pharmacopeia (USP) Reference Standard

USP

1044006

Aspirin

Acetaminophen BioXtra, ≥99.0%

Sigma-Aldrich

A7085

Acetaminophen

R O Day et al.
Clinical pharmacology and therapeutics, 43(5), 480-487 (1988-05-01)
The simultaneous disposition of the enantiomers of ibuprofen in synovial fluid and plasma was studied in eight patients with arthritis. Concentrations of the active S-enantiomer in synovial fluid exceeded those of the R-enantiomer at all times in all patients with
Zhangjian Huang et al.
Journal of medicinal chemistry, 54(5), 1356-1364 (2011-02-02)
The carboxylic acid group of the anti-inflammatory (AI) drugs indo-methacin, (S)-naproxen and ibuprofen was covalently linked via a two-carbon ethyl spacer to a sulfohydroxamic acid moiety (CH(2)CH(2)SO(2)NHOH) to furnish a group of hybrid ester prodrugs that release nitric oxide (NO)
Carlos Velázquez et al.
Journal of medicinal chemistry, 48(12), 4061-4067 (2005-06-10)
A novel group of hybrid nitric oxide-releasing nonsteroidal antiinflammatory drugs ((*)NO-NSAIDs) possessing a 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (11, 13, 15) or 1-(N,N-dimethylamino)diazen-1-ium-1,2-diolate (12, 14, 16) moiety attached via a one-carbon methylene spacer to the carboxylic acid group of the traditional NSAIDs aspirin, ibuprofen
Morshed A Chowdhury et al.
Journal of medicinal chemistry, 52(6), 1525-1529 (2009-03-20)
A novel class of 1-(4-methanesulfonylphenyl and 4-aminosulfonylphenyl)-5-[4-(1-difluoromethyl-1,2-dihydropyrid-2-one)]-3-trifluoromethyl-1H-pyrazole hybrid cyclooxygenase-2 (COX-2)/5-lipoxygenase (5-LOX) inhibitory anti-inflammatory agents was designed. Replacement of the tolyl ring present in celecoxib by the N-difluoromethyl-1,2-dihydropyrid-2-one moiety provided compounds showing dual selective COX-2/5-LOX inhibitory activities. 1-(4-Aminosulfonylphenyl)-5-[4-(1-difluoromethyl-1,2-dihydropyrid-2-one)]-3-trifluoromethyl-1H-pyrazole exhibited good anti-inflammatory
Roland Neumann et al.
Neonatology, 102(1), 9-15 (2012-03-15)
Pharmacological closure of patent ductus arteriosus (PDA) is commonly achieved by intravenous (IV) administration of ibuprofen or indomethacin. Occasionally, oral ibuprofen is used for PDA treatment although its efficacy and safety are unclear. To systematically review randomized and quasi-randomized trials

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