IBUPROFEN

Details

Stereochemistry	RACEMIC
Molecular Formula	C13H18O2
Molecular Weight	206.2808
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)CC1=CC=C(C=C1)C(C)C(O)=O

InChI

InChIKey=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)

HIDE SMILES / InChI

Molecular Formula	C13H18O2
Molecular Weight	206.2808
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2f516c51-a1b5-4585-8de3-6271ad161608
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20718179

Ibuprofen is a nonsteroidal anti-inflammatory agent (NSAIA) or nonsteroidal anti-inflammatory drug (NSAID), with analgesic and antipyretic properties. Ibuprofen has pharmacologic actions similar to those of other prototypical NSAIAs, which are thought to act through inhibition of prostaglandin synthesis. It’s used temporarily relieves minor aches and pains due to: headache; the common cold; muscular aches; backache; toothache; minor pain of arthritis; menstrual cramps and temporarily reduces fever. The exact mechanism of action of ibuprofen is unknown. Ibuprofen is a non-selective inhibitor of cyclooxygenase, an enzyme invovled in prostaglandin synthesis via the arachidonic acid pathway. Its pharmacological effects are believed to be due to inhibition cylooxygenase-2 (COX-2) which decreases the synthesis of prostaglandins involved in mediating inflammation, pain, fever and swelling. Antipyretic effects may be due to action on the hypothalamus, resulting in an increased peripheral blood flow, vasodilation, and subsequent heat dissipation. Inhibition of COX-1 is thought to cause some of the side effects of ibuprofen including GI ulceration. Ibuprofen is administered as a racemic mixture. The R-enantiomer undergoes extensive interconversion to the S-enantiomer in vivo. The S-enantiomer is believed to be the more pharmacologically active enantiomer.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase 89 Target ID: CHEMBL2094253 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15481334	Inhibitor 8146

Conditions

Condition	Modality	Highest Phase	Product
Headache 47 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2f516c51-a1b5-4585-8de3-6271ad161608	Palliative	Approved 8307	IBU-TAB Approved Use temporarily relieves minor aches and pains due to: headache; the common cold; muscular aches; backache; toothache; minor pain of arthritis; menstrual cramps; temporarily reduces fever Launch Date 5.8717438E11
Common cold 59 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2f516c51-a1b5-4585-8de3-6271ad161608	Palliative	Approved 8307	IBU-TAB Approved Use temporarily relieves minor aches and pains due to: headache; the common cold; muscular aches; backache; toothache; minor pain of arthritis; menstrual cramps; temporarily reduces fever Launch Date 5.8717438E11
Muscular aches 12 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2f516c51-a1b5-4585-8de3-6271ad161608	Palliative	Approved 8307	IBU-TAB Approved Use temporarily relieves minor aches and pains due to: headache; the common cold; muscular aches; backache; toothache; minor pain of arthritis; menstrual cramps; temporarily reduces fever Launch Date 5.8717438E11
Backache 16 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2f516c51-a1b5-4585-8de3-6271ad161608	Palliative	Approved 8307	IBU-TAB Approved Use temporarily relieves minor aches and pains due to: headache; the common cold; muscular aches; backache; toothache; minor pain of arthritis; menstrual cramps; temporarily reduces fever Launch Date 5.8717438E11
Toothache 15 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2f516c51-a1b5-4585-8de3-6271ad161608	Palliative	Approved 8307	IBU-TAB Approved Use temporarily relieves minor aches and pains due to: headache; the common cold; muscular aches; backache; toothache; minor pain of arthritis; menstrual cramps; temporarily reduces fever Launch Date 5.8717438E11

C_max

Value	Dose	Co-administered	Analyte	Population
27.9 μg/mL REVIEW https://www.ncbi.nlm.nih.gov/pubmed/6465162	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:		IBUPROFEN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
103 μg × h/mL REVIEW https://www.ncbi.nlm.nih.gov/pubmed/6465162	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:		IBUPROFEN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
2.2 h REVIEW https://www.ncbi.nlm.nih.gov/pubmed/6465162	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:		IBUPROFEN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
1% REVIEW https://onlinelibrary.wiley.com/doi/10.1002/9781118743614.ch4			IBUPROFEN plasma	Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN

Doses

Dose	Population	Adverse events
199800 mg single, oral Overdose Dose: 199800 mg Route: oral Route: single Dose: 199800 mg Sources: https://pubmed.ncbi.nlm.nih.gov/18072160	unknown, 17 years Health Status: unknown Age Group: 17 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/18072160	Other AEs: Cardiovascular collapse, Acidosis... Other AEs: Cardiovascular collapse (grade 5, 1 patient) Acidosis (grade 5, 1 patient) Hypothermia (grade 5, 1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/18072160
90 g single, oral Overdose Dose: 90 g Route: oral Route: single Dose: 90 g Sources: https://pubmed.ncbi.nlm.nih.gov/20419362	unknown, 19 years Health Status: unknown Age Group: 19 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/20419362	Other AEs: Polyuria, Acidosis... Other AEs: Polyuria (1 patient) Acidosis (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/20419362
800 mg 4 times / day multiple, intravenous Recommended Dose: 800 mg, 4 times / day Route: intravenous Route: multiple Dose: 800 mg, 4 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21127424	unhealthy, 33 years n = 40 Health Status: unhealthy Age Group: 33 years Sex: M+F Population Size: 40 Sources: https://pubmed.ncbi.nlm.nih.gov/21127424	Other AEs: Acute respiratory distress syndrome, Tachypnea... Other AEs: Acute respiratory distress syndrome (serious, 1 patient) Tachypnea (serious, 1 patient) Septic shock (serious, 1 patient) Breathlessness (serious, 1 patient) Septicemia (serious, 1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/21127424
400 mg 4 times / day multiple, intravenous Recommended Dose: 400 mg, 4 times / day Route: intravenous Route: multiple Dose: 400 mg, 4 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2009/022348s000MedR.pdf Page: p.87	unhealthy, 42 years (range: 17-73 years) n = 195 Health Status: unhealthy Age Group: 42 years (range: 17-73 years) Sex: M+F Population Size: 195 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2009/022348s000MedR.pdf Page: p.87	Disc. AE: Dizziness, Headache... AEs leading to discontinuation/dose reduction: Dizziness (2%) Headache (1 patient) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2009/022348s000MedR.pdf Page: p.87
800 mg 4 times / day multiple, intravenous Recommended Dose: 800 mg, 4 times / day Route: intravenous Route: multiple Dose: 800 mg, 4 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2009/022348s000MedR.pdf Page: p.87	unhealthy, 44 years (range: 20-69 years) n = 304 Health Status: unhealthy Age Group: 44 years (range: 20-69 years) Sex: M+F Population Size: 304 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2009/022348s000MedR.pdf Page: p.87	Disc. AE: Headache... AEs leading to discontinuation/dose reduction: Headache (2 patients) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2009/022348s000MedR.pdf Page: p.87
240000 mg single, oral Overdose Dose: 240000 mg Route: oral Route: single Dose: 240000 mg Co-administed with:: divalproex sodium Sources: https://pubmed.ncbi.nlm.nih.gov/18072160	unknown, 49 years Health Status: unknown Age Group: 49 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/18072160	Other AEs: Cardiovascular collapse... Other AEs: Cardiovascular collapse (grade 5, 1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/18072160
240000 mg single, oral Overdose Dose: 240000 mg Route: oral Route: single Dose: 240000 mg Sources: https://pubmed.ncbi.nlm.nih.gov/18072160	unknown, 49 years Health Status: unknown Age Group: 49 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/18072160	Other AEs: Acidosis, Hypothermia... Other AEs: Acidosis (grade 5, 1 patient) Hypothermia (grade 5, 1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/18072160
400 mg 4 times / day multiple, intravenous Recommended Dose: 400 mg, 4 times / day Route: intravenous Route: multiple Dose: 400 mg, 4 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022348lbl.pdf	unhealthy, adult Health Status: unhealthy Condition: Pain Age Group: adult Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022348lbl.pdf	Other AEs: Myocardial infarction, Stroke... Other AEs: Myocardial infarction (serious\|grade 5) Stroke (serious\|grade 5) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022348lbl.pdf
400 mg 6 times / day multiple, oral Recommended Dose: 400 mg, 6 times / day Route: oral Route: multiple Dose: 400 mg, 6 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2007/017463s105lbl.pdf	unhealthy, adult Health Status: unhealthy Condition: pain Age Group: adult Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2007/017463s105lbl.pdf	Other AEs: Myocardial infarction, Stroke... Other AEs: Myocardial infarction (serious\|grade 5) Stroke (serious\|grade 5) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2007/017463s105lbl.pdf
200 mg single, oral Dose: 200 mg Route: oral Route: single Dose: 200 mg Sources: https://clinicaltrials.gov/ct2/show/NCT01842633	unhealthy n = 62 Health Status: unhealthy Condition: Episodic Tension Type Headache Population Size: 62 Sources: https://clinicaltrials.gov/ct2/show/NCT01842633	Other AEs: Depression, Insomnia... Other AEs: Depression (below serious, 1 patient) Insomnia (below serious, 1 patient) Oropharyngeal pain (below serious, 1 patient) Sinus congestion (below serious, 1 patient) Sources: https://clinicaltrials.gov/ct2/show/NCT01842633
97.5 mg 4 times / day multiple, oral Dose: 97.5 mg, 4 times / day Route: oral Route: multiple Dose: 97.5 mg, 4 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT01420653	unhealthy n = 112 Health Status: unhealthy Condition: Dental Pain Population Size: 112 Sources: https://clinicaltrials.gov/ct2/show/NCT01420653	Other AEs: Facial swelling... Other AEs: Facial swelling (below serious, 8 patients) Sources: https://clinicaltrials.gov/ct2/show/NCT01420653
10 mg/kg single, oral Dose: 10 mg/kg Route: oral Route: single Dose: 10 mg/kg Sources: https://clinicaltrials.gov/ct2/show/NCT02241512	unhealthy n = 29 Health Status: unhealthy Condition: Post-ERCP Pancreatitis Population Size: 29 Sources: https://clinicaltrials.gov/ct2/show/NCT02241512	Other AEs: Bleeding, Perforation... Other AEs: Bleeding (below serious, 2 patients) Perforation (below serious, 1 patient) Sources: https://clinicaltrials.gov/ct2/show/NCT02241512

AEs

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1670 inducer 753	substrate 985	substrate 1168	inhibitor 1570

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
P-gp 1401 OAT3 625 OAT1 584 OAT2 144 OAT4 145 OCT1 498 MRP2 363 Nav1.7 36	CYP2C8 670 CYP2C19 955 UGT1A3 421 UGT1A9 378 UGT2B4 248 UGT2B7 387 UGT2B17 212 UGT1A10 289 OATP1B1 389 OATP1B3 333 CYP1A2 1013 CYP2A6 510 CYP2E1 633 CYP4A11 100 UGT2B1 14

Drug as perpetrator

Target	Modality	Activity
MRP2 452	inhibitor 3185 Sources: https://www.jstage.jst.go.jp/article/dmpk/17/1/17_1_23/_article/-char/ja/ Page: 26.0	no
OAT3 627	inhibitor 3185 Sources: https://ascpt.onlinelibrary.wiley.com/doi/abs/10.1111/cts.12486 Page: abstract	yes [IC50 4.4 uM]
CYP3A4 1857	inducer 1515 Sources: https://www.tandfonline.com/doi/abs/10.3109/00498254.2014.955831 Page: 8.0	yes
Nav1.7 36	inhibitor 3185 Sources: https://www.sciencedirect.com/science/article/abs/pii/S152659000400762X Page: abstract	yes
OAT1 588	inhibitor 3185 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
OAT2 146	inhibitor 3185 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
OAT4 145	inhibitor 3185 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
OCT1 513	inhibitor 3185 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
P-gp 1588	inhibitor 3185 Sources: https://www.tandfonline.com/doi/abs/10.3109/14756366.2016.1149476 Page: 867.0	yes

Drug as victim

Target	Modality	Activity
CYP1A2 1013	substrate 3264 Sources: https://www.sciencedirect.com/science/article/abs/pii/S0006295297001433 Page: 37.0	minor
CYP2C19 955	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	minor
CYP2C8 670	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	minor
CYP2A6 510	substrate 3264 Sources: https://www.sciencedirect.com/science/article/abs/pii/S0006295297001433 Page: 37.0	no
CYP2D6 1168	substrate 3264 Sources: https://www.sciencedirect.com/science/article/abs/pii/S0006295297001433 Page: 37.0	no
CYP2E1 633	substrate 3264 Sources: https://www.sciencedirect.com/science/article/abs/pii/S0006295297001433 Page: 37.0	no
CYP4A11 100	substrate 3264 Sources: https://www.sciencedirect.com/science/article/abs/pii/S0006295297001433 Page: 37.0	no
OATP1B1 389	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	no
OATP1B3 333	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	no
CYP2C9 985	substrate 3264 Sources: https://www.tandfonline.com/doi/abs/10.1517/17425255.2012.680886 Page: 701.0	yes
CYP3A4 1670	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
UGT1A10 289	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
UGT1A3 421	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
UGT1A9 378	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
UGT2B1 14	substrate 3264 Sources: https://hrcak.srce.hr/index.php?show=clanak&id_clanak_jezik=227797 Page: 2.0	yes
UGT2B17 212	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
UGT2B4 248	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes
UGT2B7 387	substrate 3264 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/ Page: 2.0	yes

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 1603	inhibitor 1584 Sources: https://www.frontiersin.org/articles/10.3389/fphar.2012.00003/full Page: 5.0

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:5855	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:5855
ChemicalBook	CB3699656	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB3699656
ChemicalBook	CB4336930	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB4336930
ChemicalBook	CB92675917	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB92675917
MolPort	MolPort-001-791-802	https://www.molport.com/shop/molecule-link/MolPort-001-791-802
Selleck Chemicals	Ibuprofen(Advil)	http://www.selleckchem.com/products/Ibuprofen(Advil).html
eMolecules	539665	https://www.emolecules.com/cgi-bin/more?vid=539665

PubMed

Title	Date	PubMed
Letter: Aspirin sensitivity: other drugs.	1975 Feb	1115460
[Renal tubular acidosis with severe hypokalemic tetraparesis after ibuprofen intake].	1999 Apr 23	10341751
Recurrence of ibuprofen-induced aseptic meningitis in an otherwise healthy patient.	1999 Feb	10933487
Topical non-steroidal drugs are systemically absorbed and may cause renal disease.	1999 Jan	10052505
Induction of stromelysin gene expression by tumor necrosis factor alpha is inhibited by dexamethasone, salicylate, and N-acetylcysteine in synovial fibroblasts.	1999 Jun	10336562
Non-steroidal anti-inflammatory drugs inhibit the expression of cytokines and induce HSP70 in human monocytes.	1999 May	10328874
Enhancement of low density lipoprotein catabolism by non-steroidal anti-inflammatory drugs in cultured HepG2 cells.	1999 May 21	10395027
Comparative ability of ibuprofen and N-(4-hydroxyphenyl)retinamide to inhibit development of rat mammary adenocarcinomas associated with differential inhibition of gene expression of cyclooxygenase isoforms.	1999 Nov-Dec	10697514
Pseudomonas aeruginosa quorum-sensing signal molecule N-(3-oxododecanoyl)-L-homoserine lactone inhibits expression of P2Y receptors in cystic fibrosis tracheal gland cells.	1999 Oct	10496880
Selective targeting of cyclooxygenase-2 reveals its role in renal medullary interstitial cell survival.	1999 Sep	10484518
Interstitial nephritis in children with Crohn's disease.	2000 Apr	10791141
Sensitivity of repeated interdigital web pinching to detect antinociceptive effects of ibuprofen.	2000 Apr	10759688
Thioesterification of 2-arylpropionic acids by recombinant acyl-coenzyme A synthetases (ACS1 and ACS2).	2000 Apr	10725307
Ibuprofen protects dopaminergic neurons against glutamate toxicity in vitro.	2000 Aug 11	10961664
Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta.	2000 Feb 11	10660625
Regulation of endothelial nitric oxide synthase by PGD(2) in the developing choroid.	2000 Jan	10644584
Inhibition of inducible nitric oxide synthase gene expression by indomethacin or ibuprofen in beta-amyloid protein-stimulated J774 cells.	2000 Nov 17	11080519
A comparison of ibuprofen and indomethacin for closure of patent ductus arteriosus.	2000 Sep 7	10974130
A benefit/risk analysis of the prevention of brain ischaemia with anticoagulant drugs: when, how and whom to treat?	2001	11244207
Risk of upper gastrointestinal bleeding and perforation associated with low-dose aspirin as plain and enteric-coated formulations.	2001	11228592
Obsessive-compulsive disorder: a neuronal membrane phospholipid hypothesis and concomitant therapeutic strategy.	2001 Apr	11339839
Celecoxib and rofecoxib. The role of COX-2 inhibitors in dental practice.	2001 Apr	11315375
Induced accumulation of 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one glucoside (HDMBOA-Glc) in maize leaves.	2001 Apr	11314951
The effect of standard care, ibuprofen, and music on pain relief and patient satisfaction in adults with musculoskeletal trauma.	2001 Apr	11275859
Esophageal laceration and charcoal mediastinum complicating gastric lavage.	2001 Apr	11267816
Determination of nonsteroidal anti-inflammatory drugs in biological fluids by automatic on-line integration of solid-phase extraction and capillary electrophoresis.	2001 Feb	11258759
Ibuprofen affects pro- and anti-inflammatory cytokine production by mononuclear cells of preterm newborns.	2001 Feb	11223651
The role of acetaminophen in the management of patients with osteoarthritis.	2001 Feb 19	11173050
Ibuprofen-related hypoglycemia in a patient receiving sulfonylurea.	2001 Feb 20	11182854
Determination of drug residues in water by the combination of liquid chromatography or capillary electrophoresis with electrospray mass spectrometry.	2001 Feb 23	11263577
Ibuprofen versus indomethacin for closure of patent ductus arteriosus.	2001 Feb 8	11221607
Activity profile of glycolamide ester prodrugs of ibuprofen.	2001 Jan	11247537
NSAID-induced nephrotoxicity from the fetus to the child.	2001 Jan	11219488
Is the combination of ibuprofen and caffeine effective for the treatment of a tension-type headache?	2001 Jan	11195471
Ibuprofen as a chemesthetic stimulus: evidence of a novel mechanism of throat irritation.	2001 Jan	11124216
Prostaglandin H synthase-2 inhibitors interfere with prostaglandin H synthase-1 inhibition by nonsteroidal anti-inflammatory drugs.	2001 Jan 19	11166741
Allergic reactions due to ibuprofen in children.	2001 Jan-Feb	11207978
[Necrotizing fasciitis. Clinical criteria and risk factors].	2001 Mar	11319368
Inhibitors of arachidonic acid metabolism have variable effects on calcium signaling pathways.	2001 Mar	11281236
Seeking a simple measure of analgesia for mega-trials: is a single global assessment good enough?	2001 Mar	11240091
Linear drug eruption.	2001 Mar-Apr	11275808
Invasive group A streptococcal infection and nonsteroidal antiinflammatory drug use among children with primary varicella.	2001 May	11331694
Identification and characterization of human organic anion transporter 3 expressing predominantly in the kidney.	2001 May	11306713
Indomethacin and telomerase activity in tumor growth retardation.	2001 May	11295037
Inverse association of non-steroidal anti-inflammatory drugs and malignant melanoma among women.	2001 May-Jun	11295097

Patents

Sample Use Guides

In Vivo Use Guide

adults: take 1 tablet every 4 to 6 hours while symptoms persist. If pain or fever does not respond to 1 tablet, 2 tablets may be used; do not exceed 6 tablets in 24 hours. Children under 12 years: ask a doctor.

Route of Administration: Oral

In Vitro Use Guide

Ibuprofen, in a 400-μM concentration, decreased the expression of Hsp70 by 23% in comparison with untreated cells, whereas other NSAID had no effect. Ibuprofen also decreased the expression of Hsp70 in H358, a human lung adenocarcinoma cell line, in a dose-dependent manner (from 0-400 uM).

Substance Class	Chemical Created by `admin` on `Fri Dec 16 19:35:06 UTC 2022` Edited by `admin` on `Fri Dec 16 19:35:06 UTC 2022`
Record UNII	WK2XYI10QM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IBUPROFEN

Official Name

English

IBUPROFEN COMPONENT OF ADVIL ALLERGY SINUS

Common Name

English

IB-100

Code

English

IBUPROFEN COMPONENT OF SINE-AID IB

Common Name

English

IBUPROFEN COMPONENT OF CHILDREN'S MOTRIN COLD

Common Name

English

ibuprofen [INN]

Common Name

English

U-18,573

Code

English

IBUPROFEN COMPONENT OF VICOPROFEN

Common Name

English

PROFEN

Brand Name

English

IBUPROFEN [EP MONOGRAPH]

Common Name

English

(±)-2-(P-ISOBUTYLPHENYL)PROPIONIC ACID

Common Name

English

CAP-PROFEN

Brand Name

English

IBUPROFEN [MI]

Common Name

English

IBUPROFEN [ORANGE BOOK]

Common Name

English

IBUPROFEN COMPONENT OF REPREXAIN

Common Name

English

IBUPROFEN [EMA EPAR]

Common Name

English

(±)-P-ISOBUTYLHYDRATROPIC ACID

Common Name

English

TAB-PROFEN

Brand Name

English

VICOPROFEN COMPONENT IBUPROFEN

Common Name

English

IBUPROFEN [HSDB]

Common Name

English

IBUPROFEN [USP-RS]

Common Name

English

NSC-256857

Code

English

BENZENEACETIC ACID, .ALPHA.-METHYL-4-(2-METHYLPROPYL), (±)-

Common Name

English

ADVIL ALLERGY SINUS COMPONENT IBUPROFEN

Common Name

English

IBUPROFEN [INCI]

Common Name

English

IBU-TAB

Brand Name

English

CALDOLOR

Brand Name

English

BURANA

Brand Name

English

IBUPROFEN [MART.]

Common Name

English

NUPRIN

Brand Name

English

ADVIL CONGESTION RELIEF COMPONENT IBUPROFEN

Common Name

English

ACHES-N-PAIN

Brand Name

English

IBUPROFEN COMPONENT OF COMBUNOX

Common Name

English

IBUPROFEN [USP MONOGRAPH]

Common Name

English

MIDOL

Brand Name

English

IBUPROFEN COMPONENT OF CHILDREN'S ADVIL COLD

Common Name

English

BENZENEACETIC ACID, .ALPHA.-METHYL-4-(2-METHYLPROPYL)-

Common Name

English

M01AE01

Code

English

(±)-IBUPROFEN

Common Name

English

CHILDREN'S ADVIL COLD COMPONENT IBUPROFEN

Common Name

English

IBUPROFEN COMPONENT OF ADVIL CONGESTION RELIEF

Common Name

English

U-18573

Code

English

COMBUNOX COMPONENT IBUPROFEN

Common Name

English

REPREXAIN COMPONENT IBUPROFEN

Common Name

English

RD 13621

Code

English

IBUPRIN

Brand Name

English

MEDIPREN

Brand Name

English

RUFEN

Brand Name

English

Ibuprofen [WHO-DD]

Common Name

English

PEDEA

Brand Name

English

IBUPROFEN [USAN]

Common Name

English

IBUPROFEN [WHO-IP]

Common Name

English

IBUPROFEN [VANDF]

Common Name

English

MOTRIN

Brand Name

English

IBU

Brand Name

English

SINE-AID IB COMPONENT IBUPROFEN

Common Name

English

IBUPROFENUM [WHO-IP LATIN]

Common Name

English

IBUPROFEN [JAN]

Common Name

English

CHILDREN'S MOTRIN COLD COMPONENT IBUPROFEN

Common Name

English

IBUPROFEN [USP IMPURITY]

Common Name

English

IBUPROHM

Brand Name

English

ADVIL

Brand Name

English

Classification Tree Code System Code

WHO-ATC

N02AJ19