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I4883

Sigma-Aldrich

Ibuprofen

≥98% (GC), powder, COX inhibitor

Synonyme(s) :

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

Formule empirique (notation de Hill):
C13H18O2
Numéro CAS:
15687-27-1
Poids moléculaire :
206.28
Numéro CE :
239-784-6
Numéro MDL:
MFCD00010393
Code UNSPSC :
12352200
ID de substance PubChem :
24277715
Nomenclature NACRES :
NA.77

product name

Ibuprofen, ≥98% (GC)

Source biologique

synthetic (organic)

Pureté

≥98% (GC)

Forme

powder

Pf

77-78  °C

Solubilité

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

Chaîne SMILES 

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)

Clé InChI

HEFNNWSXXWATRW-UHFFFAOYSA-N

Informations sur le gène

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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Description générale

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

Actions biochimiques/physiologiques

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

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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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