Peringatan Keamanan

LD50=10 mg/kg (orally in dogs).

Selective COX-2 inhibitors have been associated with increased risk of serious cardiovascular events (e.g. myocardial infarction, stroke) in some patients. Current data is insufficient to assess the cardiovascular risk of flurbiprofen. Flurbiprofen may increase blood pressure and/or cause fluid retention and edema. Use caution in patients with fluid retention or heart failure. Risk of GI toxicity including bleeding, ulceration and perforation. Risk of direct renal injury, including renal papillary necrosis. Anaphylactoid and serious skin reactions (e.g. exfoliative dermatitis, Stevens-Johnson syndrome, toxic epidermal necrolysis) may occur. Common adverse events include abdominal pain, constipation, diarrhea, dyspepsia, flatulence, GI bleeding, GI perforation, nausea, peptic ulcer, vomiting, renal function abnormalities, anemia, dizziness, edema, liver function test abnormalities, headache, prolonged bleeding time, pruritus, rash, tinnitus. Although rarely documented in the case of flurbiprofen, oral propionic acid derivatives have been associated with a relatively high frequency of allergic reactions.

Flurbiprofen

DB00712

small molecule approved investigational

Deskripsi

Flurbiprofen, a propionic acid derivative, is a nonsteroidal anti-inflammatory agent (NSAIA) with antipyretic and analgesic activity. Oral formulations of flurbiprofen may be used for the symptomatic treatment of rheumatoid arthritis, osteoarthritis and anklylosing spondylitis. Flurbiprofen may also be used topically prior to ocular surgery to prevent or reduce intraoperative miosis. Flurbiprofen is structurally and pharmacologically related to fenoprofen, ibuprofen, and ketoprofen.

Struktur Molekul 2D

Berat 244.2609
Wujud solid

Peta Jejaring Molekuler
Legenda: ObatTargetGenEnzim(Panah → menunjukkan arah efek / relasi)TransporterCarrier

Profil Farmakokinetik

Waktu Paruh (Half-Life) R-flurbiprofen, 4.7 hours; S-flurbiprofen, 5.7 hours
Volume Distribusi * 14 L [Normal Healthy Adults] * 12 L [Geriatric Arthritis Patients] * 10 L [End Stage Renal Disease Patients] * 14 L [Alcoholic Cirrhosis Patients] * 0.12 L/kg
Klirens (Clearance) -

Absorpsi

Fluribiprofen is rapidly and almost completely absorbed following oral administration. Peak plasma concentrations are reached 0.5 - 4 hours after oral administration.

Metabolisme

Hepatic. Cytochrome P450 2C9 plays an important role in the metabolism of flurbiprofen to its major metabolite, 4’-hydroxy-flurbiprofen. The 4’-hydroxy-flurbiprofen metabolite showed little anti-inflammatory activity in animal models of inflammation.

Rute Eliminasi

Flurbiprofen is poorly excreted into human milk. Following dosing with flurbiprofen, less than 3% of flurbiprofen is excreted unchanged in the urine, with about 70% of the dose eliminated in the urine as parent drug and metabolites. Renal elimination is a significant pathway of elimination of flurbiprofen metabolites.

Interaksi Makanan

2 Data
  • 1. Avoid alcohol.
  • 2. Take with food. Food reduces irritation.

Interaksi Obat

1646 Data
Amlodipine The metabolism of Flurbiprofen can be decreased when combined with Amlodipine.
Phentermine The risk or severity of hypertension can be increased when Phentermine is combined with Flurbiprofen.
Midodrine The risk or severity of hypertension can be increased when Midodrine is combined with Flurbiprofen.
Isoetharine The risk or severity of hypertension can be increased when Isoetharine is combined with Flurbiprofen.
Ziprasidone The risk or severity of hypertension can be increased when Ziprasidone is combined with Flurbiprofen.
Methysergide The risk or severity of hypertension can be increased when Methysergide is combined with Flurbiprofen.
Cabergoline The risk or severity of hypertension can be increased when Cabergoline is combined with Flurbiprofen.
Zolmitriptan The risk or severity of hypertension can be increased when Zolmitriptan is combined with Flurbiprofen.
Dihydroergotamine The risk or severity of hypertension can be increased when Dihydroergotamine is combined with Flurbiprofen.
Methylergometrine The risk or severity of hypertension can be increased when Methylergometrine is combined with Flurbiprofen.
Norepinephrine The risk or severity of hypertension can be increased when Norepinephrine is combined with Flurbiprofen.
Mirtazapine The risk or severity of hypertension can be increased when Mirtazapine is combined with Flurbiprofen.
Phenylephrine The risk or severity of hypertension can be increased when Phenylephrine is combined with Flurbiprofen.
Phenylpropanolamine The risk or severity of hypertension can be increased when Phenylpropanolamine is combined with Flurbiprofen.
Droperidol The risk or severity of hypertension can be increased when Droperidol is combined with Flurbiprofen.
Doxapram The risk or severity of hypertension can be increased when Doxapram is combined with Flurbiprofen.
Atropine The risk or severity of hypertension can be increased when Atropine is combined with Flurbiprofen.
Lisuride The risk or severity of hypertension can be increased when Lisuride is combined with Flurbiprofen.
Linezolid The risk or severity of hypertension can be increased when Linezolid is combined with Flurbiprofen.
Metaraminol The risk or severity of hypertension can be increased when Metaraminol is combined with Flurbiprofen.
Furazolidone The risk or severity of hypertension can be increased when Furazolidone is combined with Flurbiprofen.
Thioridazine The risk or severity of hypertension can be increased when Thioridazine is combined with Flurbiprofen.
Ergotamine The risk or severity of hypertension can be increased when Ergotamine is combined with Flurbiprofen.
Nicergoline The risk or severity of hypertension can be increased when Nicergoline is combined with Flurbiprofen.
Sufentanil The risk or severity of hypertension can be increased when Sufentanil is combined with Flurbiprofen.
Methoxamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Methoxamine.
Risperidone The risk or severity of hypertension can be increased when Flurbiprofen is combined with Risperidone.
Isoflurane The risk or severity of hypertension can be increased when Flurbiprofen is combined with Isoflurane.
Propiomazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Propiomazine.
Alfentanil The risk or severity of hypertension can be increased when Flurbiprofen is combined with Alfentanil.
Minaprine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Minaprine.
Orciprenaline The risk or severity of hypertension can be increased when Flurbiprofen is combined with Orciprenaline.
Phenmetrazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Phenmetrazine.
Trifluoperazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Trifluoperazine.
Pseudoephedrine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Pseudoephedrine.
Benzphetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Benzphetamine.
Ritodrine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Ritodrine.
Flupentixol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Flupentixol.
Remifentanil The risk or severity of hypertension can be increased when Flurbiprofen is combined with Remifentanil.
Bitolterol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Bitolterol.
Oxymetazoline The risk or severity of hypertension can be increased when Flurbiprofen is combined with Oxymetazoline.
Diethylpropion The risk or severity of hypertension can be increased when Flurbiprofen is combined with Diethylpropion.
Salmeterol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Salmeterol.
Naratriptan The risk or severity of hypertension can be increased when Flurbiprofen is combined with Naratriptan.
Frovatriptan The risk or severity of hypertension can be increased when Flurbiprofen is combined with Frovatriptan.
Ergoloid mesylate The risk or severity of hypertension can be increased when Flurbiprofen is combined with Ergoloid mesylate.
Isoprenaline The risk or severity of hypertension can be increased when Flurbiprofen is combined with Isoprenaline.
Arbutamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Arbutamine.
Dutasteride The risk or severity of hypertension can be increased when Flurbiprofen is combined with Dutasteride.
Pergolide The risk or severity of hypertension can be increased when Flurbiprofen is combined with Pergolide.
Desflurane The risk or severity of hypertension can be increased when Flurbiprofen is combined with Desflurane.
Bromocriptine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Bromocriptine.
Finasteride The risk or severity of hypertension can be increased when Flurbiprofen is combined with Finasteride.
Aripiprazole The risk or severity of hypertension can be increased when Flurbiprofen is combined with Aripiprazole.
Isocarboxazid The risk or severity of hypertension can be increased when Flurbiprofen is combined with Isocarboxazid.
Ergometrine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Ergometrine.
Lisdexamfetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Lisdexamfetamine.
Fenoterol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Fenoterol.
Pirbuterol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Pirbuterol.
Ephedra sinica root The risk or severity of hypertension can be increased when Flurbiprofen is combined with Ephedra sinica root.
Ephedrine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Ephedrine.
Mephentermine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Mephentermine.
Procaterol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Procaterol.
Yohimbine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Yohimbine.
Methotrimeprazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Methotrimeprazine.
Clenbuterol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Clenbuterol.
Bambuterol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Bambuterol.
MMDA The risk or severity of hypertension can be increased when Flurbiprofen is combined with MMDA.
Midomafetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Midomafetamine.
2,5-Dimethoxy-4-ethylamphetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with 2,5-Dimethoxy-4-ethylamphetamine.
4-Methoxyamphetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with 4-Methoxyamphetamine.
4-Bromo-2,5-dimethoxyamphetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with 4-Bromo-2,5-dimethoxyamphetamine.
Tenamfetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Tenamfetamine.
Chlorphentermine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Chlorphentermine.
Dextroamphetamine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Dextroamphetamine.
Phendimetrazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Phendimetrazine.
Solifenacin The risk or severity of hypertension can be increased when Flurbiprofen is combined with Solifenacin.
Periciazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Periciazine.
Acepromazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Acepromazine.
Thioproperazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Thioproperazine.
Zuclopenthixol The risk or severity of hypertension can be increased when Flurbiprofen is combined with Zuclopenthixol.
Epicaptopril The risk or severity of hypertension can be increased when Flurbiprofen is combined with Epicaptopril.
Clorgiline The risk or severity of hypertension can be increased when Flurbiprofen is combined with Clorgiline.
1-benzylimidazole The risk or severity of hypertension can be increased when Flurbiprofen is combined with 1-benzylimidazole.
Nialamide The risk or severity of hypertension can be increased when Flurbiprofen is combined with Nialamide.
Lysergic acid diethylamide The risk or severity of hypertension can be increased when Flurbiprofen is combined with Lysergic acid diethylamide.
Dronedarone The risk or severity of hypertension can be increased when Flurbiprofen is combined with Dronedarone.
Flibanserin The risk or severity of hypertension can be increased when Flurbiprofen is combined with Flibanserin.
Iloperidone The risk or severity of hypertension can be increased when Flurbiprofen is combined with Iloperidone.
Rotigotine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Rotigotine.
Amibegron The risk or severity of hypertension can be increased when Flurbiprofen is combined with Amibegron.
Naluzotan The risk or severity of hypertension can be increased when Flurbiprofen is combined with Naluzotan.
Cariprazine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Cariprazine.
Mianserin The risk or severity of hypertension can be increased when Flurbiprofen is combined with Mianserin.
Pizotifen The risk or severity of hypertension can be increased when Flurbiprofen is combined with Pizotifen.
Solabegron The risk or severity of hypertension can be increased when Flurbiprofen is combined with Solabegron.
Asenapine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Asenapine.
Esmirtazapine The risk or severity of hypertension can be increased when Flurbiprofen is combined with Esmirtazapine.
Vilazodone The risk or severity of hypertension can be increased when Flurbiprofen is combined with Vilazodone.
Nitrous oxide The risk or severity of hypertension can be increased when Flurbiprofen is combined with Nitrous oxide.

Target Protein

Prostaglandin G/H synthase 2 PTGS2
Prostaglandin G/H synthase 1 PTGS1

Referensi & Sumber

Synthesis reference: Yutaka Mizushima, Hiroyuki Okamoto, Shigetoshi Sugio, Kazumasa Yokoyama, Tadakazu Suyama, Masao Tohno, Makoto Okumura, Yoshiaki Konishi, Kiyonoshin Ichikawa, Katsuhiro Uchida, "Flurbiprofen derivative ophthalmic preparation." U.S. Patent US5171566, issued January, 1984.
Artikel (PubMed)
  • PMID: 17285465
    Geerts H: Drug evaluation: (R)-flurbiprofen--an enantiomer of flurbiprofen for the treatment of Alzheimer's disease. IDrugs. 2007 Feb;10(2):121-33.
  • PMID: 19515014
    Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1.
  • PMID: 23668805
    Calapai G, Imbesi S, Cafeo V, Ventura Spagnolo E, Minciullo PL, Caputi AP, Gangemi S, Milone L: Fatal hypersensitivity reaction to an oral spray of flurbiprofen: a case report. J Clin Pharm Ther. 2013 Aug;38(4):337-8. doi: 10.1111/jcpt.12073. Epub 2013 May 13.
  • PMID: 22544663
    Mironov GG, Logie J, Okhonin V, Renaud JB, Mayer PM, Berezovski MV: Comparative study of three methods for affinity measurements: capillary electrophoresis coupled with UV detection and mass spectrometry, and direct infusion mass spectrometry. J Am Soc Mass Spectrom. 2012 Jul;23(7):1232-40. doi: 10.1007/s13361-012-0386-y. Epub 2012 Apr 28.

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Sekuens Gen/Protein (FASTA)

Sekuens dimuat saat dibutuhkan agar halaman tetap ringan.
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