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Name: Ibuprofen
PubChem Compound ID: 3672
Description: A nonsteroidal anti-inflammatory agent with analgesic properties used in the therapy of rheumatism and arthritis.
Molecular formula: C13H18O2
Molecular weight: 206.281 g/mol
DivK1c_000887; Apo-Ibuprofen; Ibumetin; Togal N; Urem; Sine-Aid IB Caplets; Librofem; Unipron; Schmerz-Dolgit; Upfen.
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Name: Ibuprofen
Name (isomeric): DB01050
Drug Type: small molecule
Description: A nonsteroidal anti-inflammatory agent with analgesic properties used in the therapy of rheumatism and arthritis.
Para-Isobutylhydratropic Acid; Ibuprophen; P-Isobutylhydratropic Acid
Brand: Children's Advil, Inabrin, Rebugen, Apo-Ibuprofen, Cap-Profen, Dolo-Dolgit, Seclodin, Ibumetin, Bluton, Pedia-Profen, Children's Motrin, Epobron, NeoProfen, Ibutid, Ebufac, Amersol, Amibufen, Ibu, Nobfelon, Napacetin, Anflagen, Advil Liqui-Gels, Lebrufen, Profen, Midol 200, Apsifen-F, Medipren, Roidenin, Dolgit, Pediaprofen, Nobgen, Nobfen, Rufen, Anco, Junior Strength Advil, Tab-Profen, Haltran, Brufort, Ibuprin, Junior Strength Ibuprofen, Dolgin, Ibufen, Buburone, Ibu-Tab, Children's Elixsure, Dolocyl, Nuprin, Lamidon, Novoprofen, Midol, Ibuprohm, Motrin, Adran, Nurofen, Liptan, Suspren, Artril 300, Lidifen, Andran, Actiprofen, Junior Strength Motrin, Apsifen, Paxofen, Rafen, Dolgirid, Ibu-Tab 200, Pediatric Advil, Mynosedin, Femadon, Tabalon, Advil, Children's Ibuprofen, Pantrop, Ibuprocin, Inoven, Brufen, Novogent N, Brufanic, Codral, Trendar, Butylenin, Urem, Fenbid Spansule, Ifen, Ibu-Attritin, Ibu-Slo
Brand name mixture:
Advil® Cold and Sinus Plus(ibuprofen + pseudoephedrine HCl + chlorpheniramine maleate), Advil® Flu & Body Ache(ibuprofen + pseudoephedrine HCl), Advil® Cold & Sinus(ibuprofen + pseudoephedrine HCl), Robax Platinum®(methocarbamol + ibuprofen), Motrin® Sinus Headache(ibuprofen + pseudoephedrine HCl), Advil® Cold & Sinus Daytime(ibuprofen + pseudoe...
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Category: Analgesics, Non-Narcotic, Antipyretics, Cyclooxygenase Inhibitors, Analgesics, Anti-inflammatory Agents, Nonsteroidal Anti-inflammatory Agents (NSAIAs)
CAS number: 15687-27-1
Indication: For symptomatic treatment of rheumatoid arthritis, juvenile rheumatoid arthritis and osteoarthritis. May be used to treat mild to moderate pain and for the management of dysmenorrhea. May be used to reduce fever. Has been used with some success for treating ankylosing spondylitis, gout and psoriatic arthritis. May reduce pain, fever and inflammation of pericarditis. May be used IV with opiates to relieve moderate to severe pain. Ibuprofen lysine may be used IV to treat patent ductus arteriosus (PDA) in premature neonates.
Pharmacology: 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.
Mechanism of Action:
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 mediati...
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Absorption: ~ 80% absorbed from GI tract

Time to reach peak plasma concentration = 47 minutes (suspension), 62 minutes (chewable tablets), 120 minutes (conventional tablets)

Protein binding: 90-99% to whole human plasma and site II of purified albumin, binding appears to be saturable and becomes non-linear at concentrations exceeding 20 mcg/ml.
Biotransformation: R-enanatiomer undergoes extensive enantiomeric conversion (53-65%) to the more active S-enantiomer in vivo. Metablized by oxidation to 2 inactive metabolites: (+)-2[4´-(2-hydroxy-2-methylpropyl)phenyl]propionic acid and (+)-2-[4´-(2-carboxypropyl)phenyl]propionic acid. Very small amounts of 1-hydroxyibuprofen and 3-hydroxyibuprofen have been recovered from urine. Cytochrome P450 2C9 is the major catalyst in the formation of oxidative metabolites. Oxidative metabolites may be conjugated to glucuronide prior to excretion.
Route of elimination: Ibuprofen is rapidly metabolized and eliminated in the urine.
Half Life: 2-4 hours

Side effects: May cause peripheral edema and fluid retention. Use caution in patients with congestive heart failure or severe uncontrolled hypertension. May cause dyspepsia, heartburn, nausea, vomiting, anorexia, diarrhea, constipation, stomatitis, flatulence, bloating, epigastric pain, and abdominal pain. Peptic ulcer and GI bleeding have been reported. May also cause dizziness, headache and nervousness. Acute renal failure accompanied by acute tubular necrosis has been reported.

Most common symptoms of overdose are abdominal pain, nausea, vomiting, lethargy, vertigo, drowsiness (somnolence), dizziness and insomnia. Other symptoms of overdose include headache, loss of consciousness, tinnitus, CNS depression, convulsions and seizures. May rarely cause metabolic acidosis, abnormal hepatic function, hyperkalemia, renal failure, dyspnea, respiratory depression, coma, acute renal failure, and apnea (primarily in very young pediatric patients).

LD50=1255mg/kg(orally in mice)

Affected organisms: Humans and other mammals
Food interaction:
Avoid alcohol.
Take with food to reduce gastric irritation.
Food delays the time to reach peak plasma concentrations by 30-60 minutes and reduces peak plasma concentrations by 30-50%. Extent of absorption is unaffected.
Drug interaction:
TorasemideThe NSAID, ibuprofen, may decrease the diuretic and antihypertensive effect of the loop diuretic, torasemide.
CarteololRisk of inhibition of renal prostaglandins
BumetanideThe NSAID, ibuprofen, may antagonize the diuretic and antihypertensive effects of the loop diuretic, bumetanide.
AtenololRisk of inhibition of renal prostaglandins
TrandolaprilThe NSAID, Ibuprofen, may reduce the antihypertensive effect of Trandolapril. Consider alternate therapy or monitor for changes in Trandolapril efficacy if Ibuprofen is initiated, discontinued or dose changed.
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