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I7905

Ibuprofen

Name: Ibuprofen
Brand: SIAL

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

NACRES:

NA.21

PubChem Substance ID:

24896130

UNSPSC Code:

12352106

EC Number:

239-784-6

MDL number:

MFCD00010393

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Properties

Quality Level

200

agency

USP/NF, meets USP testing specifications

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)

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H302,H319,H335

pcodes

P261 - P264 - P271 - P280 - P301 + P312 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Ethanesulfohydroxamic acid ester prodrugs of nonsteroidal anti-inflammatory drugs (NSAIDs): synthesis, nitric oxide and nitroxyl release, cyclooxygenase inhibition, anti-inflammatory, and ulcerogenicity index studies.

Zhangjian Huang et al.

Journal of medicinal chemistry, 54(5), 1356-1364 (2011-02-02)

The carboxylic acid group of the anti-inflammatory (AI) drugs indo-methacin, (S)-naproxen and ibuprofen was covalently linked via a two-carbon ethyl spacer to a sulfohydroxamic acid moiety (CH(2)CH(2)SO(2)NHOH) to furnish a group of hybrid ester prodrugs that release nitric oxide (NO)

Novel nonsteroidal antiinflammatory drugs possessing a nitric oxide donor diazen-1-ium-1,2-diolate moiety: design, synthesis, biological evaluation, and nitric oxide release studies.

Carlos Velázquez et al.

Journal of medicinal chemistry, 48(12), 4061-4067 (2005-06-10)

A novel group of hybrid nitric oxide-releasing nonsteroidal antiinflammatory drugs ((*)NO-NSAIDs) possessing a 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (11, 13, 15) or 1-(N,N-dimethylamino)diazen-1-ium-1,2-diolate (12, 14, 16) moiety attached via a one-carbon methylene spacer to the carboxylic acid group of the traditional NSAIDs aspirin, ibuprofen

Synthesis of celecoxib analogues possessing a N-difluoromethyl-1,2-dihydropyrid-2-one 5-lipoxygenase pharmacophore: biological evaluation as dual inhibitors of cyclooxygenases and 5-lipoxygenase with anti-inflammatory activity.

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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Global Trade Item Number

SKU	GTIN
I7905-1G	04061833858417
I7905-10G	04061833858400
I7905-5G	04061833858424