Peringatan Keamanan

The toxicity of nitrate drugs are the result of nitrate conversion to nitrite in the body. Nitrite leads to the autocatalytic oxidation of oxyhemoglobin to both hydrogen peroxide and methemoglobin. This increase in methemoglobin levels is a condition known as methemoglobinemia and is manifested by tissue hypoxia, as methemoglobin is unable to bind oxygen L2402.

Dizziness, redness of the skin (due to vasodilatation), skin irritation and headache are common adverse effects of this drug. Postural hypotension can also occur, especially if this drug is taken at higher doses or while standing L2395.

PETN - Oral LD50 (mouse) = 25,000 mg/kg MSDS

Pentaerythritol tetranitrate

DB06154

small molecule approved

Deskripsi

Pentaerythritol tetranitrate is the nitrate ester of pentaerythritol that possesses explosive properties. When mixed with a plasticizer, this chemical forms a plastic explosive. It is recognized by the FDA to be a coronary vasodilator in the treatment of heart conditions such as angina L2395.

It is a pentaerythritol nitrate in which all four hydroxy groups of pentaerythritol have been converted to the corresponding nitrate ester. It is a vasodilator with properties that are quite similar to those of glyceryl trinitrate, however, with a more prolonged duration of action. It is also one of the most powerful high explosives known and is a component of the plastic explosive known as Semtex L2393.

PETN has the chemical formula C5H8N4O12. It is formed by reacting pentaerythritol (C5H12O4), an alcohol commonly used in paints and varnishes, with nitric acid (HNO2). The reacting solution is chilled to precipitate the PETN. It is then filtered out, washed, dried, and recrystallized to produce a colorless crystalline material that is stored and shipped as a mixture with water and alcohol L2394.

Interestingly, this drug was studied for potential benefits in chronic ischemic heart failure patients. PETN targeting reactive oxygen species generation halted the changes of mitochondrial antioxidant enzymes and progressive fibrotic remodeling, leading to amelioration of cardiac functional performance in rats with ischemic heart failure A32649.

Struktur Molekul 2D

Berat 316.1366
Wujud solid

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

Profil Farmakokinetik

Waktu Paruh (Half-Life) The elimination half-life in plasma from male volunteers given an oral 100-mg dose of the tetranitrate was reported to be 4-5 hours [L2395].
Volume Distribusi The steady-state volume of distribution was 4.2 +/- 1.1 L/kg (n = 6) in rats given this drug by the intra-arterial route [A32646].
Klirens (Clearance) In a pharmacokinetic study of rats after intra-arterial administration of this drug, the clearance was measured to be 0.61 +/- 0.16 L/min/kg [A32646].

Absorpsi

Data absorpsi tidak tersedia.

Metabolisme

Extensively metabolized in the liver L2413. Metabolites: pentaerythritol trinitrate, pentaerythritol dinitrate, pentaerythritol mononitrate, & pentaerythritol (inactive)L2413

Rute Eliminasi

Mainly the urine L2413.

Interaksi Makanan

1 Data
  • 1. Take with or without food. Food delays drug absorption, but not to a significant extent.

Interaksi Obat

800 Data
Dapoxetine Dapoxetine may increase the orthostatic hypotensive and hypotensive activities of Pentaerythritol tetranitrate.
Riociguat Pentaerythritol tetranitrate may increase the hypotensive activities of Riociguat.
Rosiglitazone The risk or severity of adverse effects can be increased when Pentaerythritol tetranitrate is combined with Rosiglitazone.
Molsidomine Molsidomine may increase the hypotensive activities of Pentaerythritol tetranitrate.
Tadalafil The risk or severity of hypotension can be increased when Tadalafil is combined with Pentaerythritol tetranitrate.
Vardenafil The risk or severity of hypotension can be increased when Vardenafil is combined with Pentaerythritol tetranitrate.
Dipyridamole The risk or severity of hypotension can be increased when Dipyridamole is combined with Pentaerythritol tetranitrate.
Ibudilast The risk or severity of hypotension can be increased when Ibudilast is combined with Pentaerythritol tetranitrate.
Avanafil Avanafil may increase the hypotensive activities of Pentaerythritol tetranitrate.
Udenafil The risk or severity of hypotension can be increased when Udenafil is combined with Pentaerythritol tetranitrate.
Doxofylline The risk or severity of hypotension can be increased when Doxofylline is combined with Pentaerythritol tetranitrate.
Mirodenafil The risk or severity of hypotension can be increased when Mirodenafil is combined with Pentaerythritol tetranitrate.
Fostamatinib The risk or severity of hypotension can be increased when Fostamatinib is combined with Pentaerythritol tetranitrate.
Ethanol Ethanol may increase the hypotensive and vasodilatory activities of Pentaerythritol tetranitrate.
Patent Blue The therapeutic efficacy of Pentaerythritol tetranitrate can be decreased when used in combination with Patent Blue.
Cyclosporine Cyclosporine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Icosapent Icosapent may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefotiam Cefotiam may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Mesalazine Mesalazine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefmenoxime Cefmenoxime may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefmetazole Cefmetazole may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Pamidronic acid Pamidronic acid may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Tenofovir disoproxil Tenofovir disoproxil may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Indomethacin Indomethacin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cidofovir Cidofovir may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefpiramide Cefpiramide may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ceftazidime Ceftazidime may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Loracarbef Loracarbef may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefalotin Cefalotin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Nabumetone Nabumetone may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ketorolac Ketorolac may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Tenoxicam Tenoxicam may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Celecoxib Celecoxib may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefotaxime Cefotaxime may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Tolmetin Tolmetin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Foscarnet Foscarnet may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Rofecoxib Rofecoxib may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Piroxicam Piroxicam may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Methotrexate Methotrexate may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cephalexin Cephalexin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Fenoprofen Fenoprofen may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Valaciclovir Valaciclovir may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Valdecoxib Valdecoxib may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Diclofenac Diclofenac may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Sulindac Sulindac may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Bacitracin Bacitracin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Amphotericin B Amphotericin B may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cephaloglycin Cephaloglycin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Flurbiprofen Flurbiprofen may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Adefovir dipivoxil Adefovir dipivoxil may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Pentamidine Pentamidine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Etodolac Etodolac may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Mefenamic acid Mefenamic acid may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Acyclovir Acyclovir may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Naproxen Naproxen may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Sulfasalazine Sulfasalazine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Phenylbutazone Phenylbutazone may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Meloxicam Meloxicam may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Carprofen Carprofen may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefaclor Cefaclor may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Diflunisal Diflunisal may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Tacrolimus Tacrolimus may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ceforanide Ceforanide may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Salicylic acid Salicylic acid may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Meclofenamic acid Meclofenamic acid may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Acetylsalicylic acid Acetylsalicylic acid may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Carboplatin Carboplatin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Oxaprozin Oxaprozin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ketoprofen Ketoprofen may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Balsalazide Balsalazide may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ibuprofen Ibuprofen may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefditoren Cefditoren may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Atazanavir Atazanavir may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Colistimethate Colistimethate may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefuroxime Cefuroxime may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefapirin Cefapirin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefadroxil Cefadroxil may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefprozil Cefprozil may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ceftriaxone Ceftriaxone may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Olsalazine Olsalazine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Lumiracoxib Lumiracoxib may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefamandole Cefamandole may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefazolin Cefazolin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefonicid Cefonicid may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefoperazone Cefoperazone may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefotetan Cefotetan may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefoxitin Cefoxitin may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ceftizoxime Ceftizoxime may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefradine Cefradine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Magnesium salicylate Magnesium salicylate may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Salsalate Salsalate may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Choline magnesium trisalicylate Choline magnesium trisalicylate may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefepime Cefepime may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefacetrile Cefacetrile may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Ceftibuten Ceftibuten may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Cefpodoxime Cefpodoxime may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Antrafenine Antrafenine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Aminophenazone Aminophenazone may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Antipyrine Antipyrine may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.
Tiaprofenic acid Tiaprofenic acid may decrease the excretion rate of Pentaerythritol tetranitrate which could result in a higher serum level.

Target Protein

Hemoglobin subunit alpha HBA1
Hemoglobin subunit beta HBB
Free radicals

Referensi & Sumber

Artikel (PubMed)
  • PMID: 3701607
    King SY, Fung HL: Pharmacokinetics of pentaerythritol tetranitrate following intra-arterial and oral dosing in the rat. J Pharm Sci. 1986 Mar;75(3):247-50.
  • PMID: 11527645
    Jurt U, Gori T, Ravandi A, Babaei S, Zeman P, Parker JD: Differential effects of pentaerythritol tetranitrate and nitroglycerin on the development of tolerance and evidence of lipid peroxidation: a human in vivo study. J Am Coll Cardiol. 2001 Sep;38(3):854-9.
  • PMID: 23611293
    Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16.
  • PMID: 26351025
    Fraccarollo D, Galuppo P, Neuser J, Bauersachs J, Widder JD: Pentaerythritol Tetranitrate Targeting Myocardial Reactive Oxygen Species Production Improves Left Ventricular Remodeling and Function in Rats With Ischemic Heart Failure. Hypertension. 2015 Nov;66(5):978-87. doi: 10.1161/HYPERTENSIONAHA.115.05931. Epub 2015 Sep 8.
  • PMID: 3925741
    Abrams J: Hemodynamic effects of nitroglycerin and long-acting nitrates. Am Heart J. 1985 Jul;110(1 Pt 2):216-24.

Contoh Produk & Brand

Produk: 3 • International brands: 0
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