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Merck

I4883

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

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Nombre del producto

Ibuprofen, ≥98% (GC)

InChI key

HEFNNWSXXWATRW-UHFFFAOYSA-N

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)

SMILES string

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

biological source

synthetic (organic)

assay

≥98% (GC)

form

powder

mp

77-78  °C

solubility

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

Quality Level

100

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

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.

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.

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

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SLCL5572
SLCH8939
SLCG1870
SLCD1404
SLBX6584

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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
Ratana Leksomboon et al.
Asian Pacific journal of cancer prevention : APJCP, 23(4), 1351-1358 (2022-04-30)
To examine the effects of ibuprofen, naproxen and diclofenac, non-steroidal anti-inflammatory drugs (NSAIDs) on cell proliferation activity of the human CCA cell lines. KKU-M139 and KKU-213B cell lines were used in this study. The cell viability was assessed by the
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
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