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I4883

Sigma-Aldrich

Ibuprofen

≥98% (GC)

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Synonym(s):
2-(4-Isobutylphenyl)propanoic acid, Brufen, Motrin, Rebugen, 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:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

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

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1 of 4

This Item
PHR1004I110BP539
Ibuprofen ≥98% (GC)

I4883

Ibuprofen

Ibuprofen Pharmaceutical Secondary Standard; Certified Reference Material

PHR1004

Ibuprofen

Ibuprofen

I110

Ibuprofen

Ibuprofen British Pharmacopoeia (BP) Reference Standard

BP539

Ibuprofen

form

powder

form

-

form

-

form

-

solubility

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

solubility

-

solubility

-

solubility

-

biological source

synthetic (organic)

biological source

-

biological source

-

biological source

-

mp

77-78  °C

mp

-

mp

-

mp

-

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)

Gene Information

human ... PTGS1(5742), PTGS2(5743)

Gene Information

human ... PTGS1(5742), PTGS2(5743)

Gene Information

human ... PTGS1(5742), PTGS2(5743)

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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Naproxen meets USP testing specifications

Sigma-Aldrich

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Naproxen

Ibuprofen Arginate ≥98% (HPLC)

Sigma-Aldrich

SML1842

Ibuprofen Arginate

Diclofenac sodium salt

Sigma-Aldrich

D6899

Diclofenac sodium salt

The Effects of Ibuprofen, Naproxen and Diclofenac on cell Apoptosis, Cell Proliferation and Histology Changes in Human Cholangiocarcinoma Cell Lines
Leksomboon R, et al.
Asian Pacific Journal of Cancer Prevention (2022)
Untangling the bioactive properties of therapeutic deep eutectic solvents based on natural terpenes
Silva E, et al.
Current research in medicine (2021)
Vascular and pulmonary effects of ibuprofen on neonatal lung development
Chen X, et al.
Respiratory Research (2023)
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
Eduardo Silva et al.
Pharmaceutics, 12(11) (2020-11-26)
Therapeutic deep eutectic systems (THEDES) have dramatically expanded their popularity in the pharmaceutical field due to their ability to increase active pharmaceutical ingredients (APIs) bioavailability. However, their biological performance has not yet been carefully scrutinized. Herein, THEDES based on the

Articles

Discover Bioactive Small Molecules for Lipid Signaling Research

Chromatograms

suitable for GC

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