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I4883

Sigma-Aldrich

Ibuprofen

≥98% (GC), powder, COX inhibitor

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C13H18O2
Número de CAS:
15687-27-1
Peso molecular:
206.28
EC Number:
239-784-6
MDL number:
MFCD00010393
UNSPSC Code:
12352200
PubChem Substance ID:
24277715
NACRES:
NA.77

product name

Ibuprofen, ≥98% (GC)

biological source

synthetic (organic)

Quality Level

100

assay

≥98% (GC)

form

powder

mp

77-78  °C

solubility

ethanol: 50 mg/mL, clear, colorless to faintly yellow

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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General description

Ibuprofen is a commonly used nonsteroidal anti-inflammatory drug (NSAID) known for its pain-relieving, anti-inflammatory, and fever-reducing properties. It can hinder the effectiveness of various antihypertensive medications, including β-adrenergic blockers, angiotensin-converting enzyme inhibitors, angiotensin receptor blockers, and diuretics. Ibuprofen exists in an unbound state in cerebrospinal fluid and is accumulated in the synovial fluid of inflamed joints in arthritis patients.

Application

Ibuprofen has been used:
  • to study its vascular and pulmonary effects on neonatal lung development
  • to study its effects on cell apoptosis, cell proliferation, and histology changes in human cholangiocarcinoma cell lines
  • in the preparation of a terpene-based therapeutic deep eutectic system (THEDES) to investigate its physicochemical, antimicrobial, and anticancer properties

Biochem/physiol Actions

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

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Jennifer S Chen et al.
bioRxiv : the preprint server for biology (2020-10-01)
Identifying drugs that regulate severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection and its symptoms has been a pressing area of investigation during the coronavirus disease 2019 (COVID-19) pandemic. Nonsteroidal anti-inflammatory drugs (NSAIDs), which are frequently used for the relief
Mateusz P Czub et al.
Journal of medicinal chemistry, 63(13), 6847-6862 (2020-05-30)
Every day, hundreds of millions of people worldwide take nonsteroidal anti-inflammatory drugs (NSAIDs), often in conjunction with multiple other medications. In the bloodstream, NSAIDs are mostly bound to serum albumin (SA). We report the crystal structures of equine serum albumin
Tzu-Feng Wang et al.
Cells, 11(3) (2022-02-16)
Parkinson's disease (PD) is an age-related neurodegenerative disease caused by a selective loss of dopaminergic (DA) neurons in the substantia nigra (SN). Microglial activation is implicated in the pathogenesis of PD. This study aimed to characterize the role of microglial
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
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
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