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Merck
CN

I7905

Sigma-Aldrich

Ibuprofen

meets USP testing specifications

Synonym(s):

α-Methyl-4-(isobutyl)phenylacetic acid, (±)-2-(4-Isobutylphenyl)propanoic acid

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About This Item

Empirical Formula (Hill Notation):
C13H18O2
CAS Number:
15687-27-1
Molecular Weight:
206.28
EC Number:
239-784-6
MDL number:
MFCD00010393
UNSPSC Code:
12352106
PubChem Substance ID:
24896130
NACRES:
NA.21

Key Documents

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Agency

USP/NF
meets USP testing specifications

Quality Level

200

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

Gene Information

human ... ALB(213), ALOX5(240), CYP1A2(1544), CYP2C9(1559), IL8RA(3577), PTGS1(5742), PTGS2(5743)
mouse ... Alox5(11689)
rat ... Alox5(25290), Ptgs1(24693)

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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
GHS07

Signal Word

Warning

Hazard Statements

H302,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000446036
0000446035
0000446036
0000446035
0000385834

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Bart Van Overmeire et al.
Lancet (London, England), 364(9449), 1945-1949 (2004-11-30)
Ibuprofen is used for treatment and prevention of patent ductus arteriosus in low-birthweight infants. Its effects on regional circulations differ from those of indometacin. Because prophylactic indometacin reduces the frequency of severe intraventricular haemorrhage and patent ductus arteriosus, we aimed
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
James F Markworth et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 305(11), R1281-R1296 (2013-10-04)
Classical proinflammatory eicosanoids, and more recently discovered lipid mediators with anti-inflammatory and proresolving bioactivity, exert a complex role in the initiation, control, and resolution of inflammation. Using a targeted lipidomics approach, we investigated circulating lipid mediator responses to resistance exercise
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
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