Peringatan Keamanan

The LD50 of butyrfentanyl is not readily available.L7817

Patients experiencing an overdose may present with sedation, altered mental state, and difficulty breathing.A182069 Symptoms of overdose may be treated with naloxone and supportive measures.A182069

Butyrfentanyl

DB09173

small molecule illicit

Deskripsi

Butyrfentanyl or butyrylfentanyl (not to be confused with 3-methylfentanyl) is a potent short-acting synthetic opioid analgesic drug.A182054 It is an analog of fentanyl with roughly 1/30 the potency.L7811 Butyrfentanyl was first synthesized in 1961 by Janssen Pharmaceuticals as a new opioid analgesic.L7811

Butyrfentanyl has no current legitimate clinical applications, but anecdotal reports indicate it may occasionally be surfacing on the grey-market as a recreational drug.L7811 This compound is a schedule I controlled substance in the USA because it is a positional isomer of 3-Methylfentanyl.L7814

The DEA in the United States has confirmed at least 40 fatalities involving butyrfentanyl before May 2016.L7811

Struktur Molekul 2D

Berat 350.506
Wujud solid

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

Profil Farmakokinetik

Waktu Paruh (Half-Life) Data for the half life of butyrfentanyl are not readily available.
Volume Distribusi Data for the volume of distribution of butyrfentanyl are not readily available.
Klirens (Clearance) Data for the clearance of butyrfentanyl are not readily available.

Absorpsi

Data for the absorption of butyrfentanyl are not readily available.

Metabolisme

Butyrfentanyl can be N-dealkylated to nor-butyrfentanyl by CYP3A4 and CYP2D6, hydroxylated to (?-1)-hydroxy-butyrfentanyl by CYP3A4, 4'-hydroxylated to 4'-hydroxy-butyrfentanyl, hydroxylated to ?-hydroxy-butyrfentanyl bye CYP2D6 or CYP3A4, or hydroxylated to ?-hydroxy-butyrfentanyl by CYP3A4.A182054 ?-hydroxy-butyrfentanyl is further metabolized to ?-carboxy-butyrfentanyl while 4'-hydroxy-butyrfentanyl is further metabolized to 4'-hydroxy-3'-methoxy-butyrfentanyl.A182054 Many of these metabolites may undergo further conjugation reactions with glucuronic acid or sulfate.A182054

Rute Eliminasi

The route of elimination of butyrfentanyl has not been well described in the literature but most opioids are mainly eliminated in the urine.A34546

Interaksi Obat

354 Data
Mirabegron The serum concentration of Butyrfentanyl can be increased when it is combined with Mirabegron.
Cyclosporine The metabolism of Butyrfentanyl can be decreased when combined with Cyclosporine.
Cholecalciferol The metabolism of Butyrfentanyl can be decreased when combined with Cholecalciferol.
Fluvoxamine The metabolism of Butyrfentanyl can be decreased when combined with Fluvoxamine.
Metoprolol The metabolism of Butyrfentanyl can be decreased when combined with Metoprolol.
Venlafaxine The metabolism of Butyrfentanyl can be decreased when combined with Venlafaxine.
Terfenadine The metabolism of Butyrfentanyl can be decreased when combined with Terfenadine.
Clobazam The serum concentration of Butyrfentanyl can be increased when it is combined with Clobazam.
Clozapine The serum concentration of Butyrfentanyl can be increased when it is combined with Clozapine.
Imipramine The metabolism of Butyrfentanyl can be decreased when combined with Imipramine.
Quinine The metabolism of Butyrfentanyl can be decreased when combined with Quinine.
Duloxetine The metabolism of Butyrfentanyl can be decreased when combined with Duloxetine.
Chlorpromazine The metabolism of Butyrfentanyl can be decreased when combined with Chlorpromazine.
Celecoxib The metabolism of Butyrfentanyl can be decreased when combined with Celecoxib.
Darifenacin The metabolism of Butyrfentanyl can be decreased when combined with Darifenacin.
Cimetidine The metabolism of Butyrfentanyl can be decreased when combined with Cimetidine.
Ritonavir The metabolism of Butyrfentanyl can be decreased when combined with Ritonavir.
Chloroquine The metabolism of Butyrfentanyl can be decreased when combined with Chloroquine.
Delavirdine The metabolism of Butyrfentanyl can be decreased when combined with Delavirdine.
Tranylcypromine The metabolism of Butyrfentanyl can be decreased when combined with Tranylcypromine.
Terbinafine The metabolism of Butyrfentanyl can be decreased when combined with Terbinafine.
Tipranavir The metabolism of Butyrfentanyl can be decreased when combined with Tipranavir.
Ketoconazole The metabolism of Butyrfentanyl can be decreased when combined with Ketoconazole.
Perhexiline The metabolism of Butyrfentanyl can be decreased when combined with Perhexiline.
Tegaserod The metabolism of Butyrfentanyl can be decreased when combined with Tegaserod.
Desipramine The metabolism of Butyrfentanyl can be decreased when combined with Desipramine.
Fusidic acid The metabolism of Butyrfentanyl can be decreased when combined with Fusidic acid.
Abiraterone The metabolism of Butyrfentanyl can be decreased when combined with Abiraterone.
Panobinostat The metabolism of Butyrfentanyl can be decreased when combined with Panobinostat.
Vilazodone The metabolism of Butyrfentanyl can be decreased when combined with Vilazodone.
Lumefantrine The metabolism of Butyrfentanyl can be decreased when combined with Lumefantrine.
Sulfaphenazole The metabolism of Butyrfentanyl can be decreased when combined with Sulfaphenazole.
Phenylbutyric acid The metabolism of Butyrfentanyl can be decreased when combined with Phenylbutyric acid.
Dosulepin The metabolism of Butyrfentanyl can be decreased when combined with Dosulepin.
Manidipine The metabolism of Butyrfentanyl can be decreased when combined with Manidipine.
Rolapitant The metabolism of Butyrfentanyl can be decreased when combined with Rolapitant.
Asunaprevir The metabolism of Butyrfentanyl can be decreased when combined with Asunaprevir.
Pitolisant The metabolism of Butyrfentanyl can be decreased when combined with Pitolisant.
Rucaparib The metabolism of Butyrfentanyl can be decreased when combined with Rucaparib.
Ritanserin The metabolism of Butyrfentanyl can be decreased when combined with Ritanserin.
Rhein The metabolism of Butyrfentanyl can be decreased when combined with Rhein.
Primaquine The metabolism of Butyrfentanyl can be decreased when combined with Primaquine.
Lorcaserin The metabolism of Butyrfentanyl can be decreased when combined with Lorcaserin.
Nicardipine The metabolism of Butyrfentanyl can be decreased when combined with Nicardipine.
Berotralstat The metabolism of Butyrfentanyl can be decreased when combined with Berotralstat.
Cisapride The metabolism of Butyrfentanyl can be decreased when combined with Cisapride.
Thioridazine The metabolism of Butyrfentanyl can be decreased when combined with Thioridazine.
Paroxetine The metabolism of Butyrfentanyl can be decreased when combined with Paroxetine.
Quinidine The metabolism of Butyrfentanyl can be decreased when combined with Quinidine.
Cinacalcet The metabolism of Butyrfentanyl can be decreased when combined with Cinacalcet.
Bupropion The metabolism of Butyrfentanyl can be decreased when combined with Bupropion.
Orphenadrine The metabolism of Butyrfentanyl can be decreased when combined with Orphenadrine.
Propafenone The metabolism of Butyrfentanyl can be decreased when combined with Propafenone.
Halofantrine The metabolism of Butyrfentanyl can be decreased when combined with Halofantrine.
Methotrimeprazine The metabolism of Butyrfentanyl can be decreased when combined with Methotrimeprazine.
Glycerol phenylbutyrate The metabolism of Butyrfentanyl can be decreased when combined with Glycerol phenylbutyrate.
Ticlopidine The metabolism of Butyrfentanyl can be decreased when combined with Ticlopidine.
Citalopram The metabolism of Butyrfentanyl can be decreased when combined with Citalopram.
Lidocaine The metabolism of Butyrfentanyl can be decreased when combined with Lidocaine.
Clemastine The metabolism of Butyrfentanyl can be decreased when combined with Clemastine.
Methadone The metabolism of Butyrfentanyl can be decreased when combined with Methadone.
Cerivastatin The metabolism of Butyrfentanyl can be decreased when combined with Cerivastatin.
Hydroxyzine The metabolism of Butyrfentanyl can be decreased when combined with Hydroxyzine.
Fenfluramine The metabolism of Butyrfentanyl can be decreased when combined with Fenfluramine.
Labetalol The metabolism of Butyrfentanyl can be decreased when combined with Labetalol.
Dexmedetomidine The metabolism of Butyrfentanyl can be decreased when combined with Dexmedetomidine.
Dextropropoxyphene The metabolism of Butyrfentanyl can be decreased when combined with Dextropropoxyphene.
Tripelennamine The metabolism of Butyrfentanyl can be decreased when combined with Tripelennamine.
Biperiden The metabolism of Butyrfentanyl can be decreased when combined with Biperiden.
Mifepristone The metabolism of Butyrfentanyl can be decreased when combined with Mifepristone.
Perphenazine The metabolism of Butyrfentanyl can be decreased when combined with Perphenazine.
Ranitidine The metabolism of Butyrfentanyl can be decreased when combined with Ranitidine.
Cocaine The metabolism of Butyrfentanyl can be decreased when combined with Cocaine.
Doxorubicin The metabolism of Butyrfentanyl can be decreased when combined with Doxorubicin.
Promethazine The metabolism of Butyrfentanyl can be decreased when combined with Promethazine.
Diphenhydramine The metabolism of Butyrfentanyl can be decreased when combined with Diphenhydramine.
Miconazole The metabolism of Butyrfentanyl can be decreased when combined with Miconazole.
Chlorpheniramine The metabolism of Butyrfentanyl can be decreased when combined with Chlorpheniramine.
Moclobemide The metabolism of Butyrfentanyl can be decreased when combined with Moclobemide.
Acebutolol The metabolism of Butyrfentanyl can be decreased when combined with Acebutolol.
Metoclopramide The metabolism of Butyrfentanyl can be decreased when combined with Metoclopramide.
Mibefradil The metabolism of Butyrfentanyl can be decreased when combined with Mibefradil.
Oxprenolol The metabolism of Butyrfentanyl can be decreased when combined with Oxprenolol.
Hydroxychloroquine The metabolism of Butyrfentanyl can be decreased when combined with Hydroxychloroquine.
Pipotiazine The metabolism of Butyrfentanyl can be decreased when combined with Pipotiazine.
Iproniazid The metabolism of Butyrfentanyl can be decreased when combined with Iproniazid.
Rotigotine The metabolism of Butyrfentanyl can be decreased when combined with Rotigotine.
Indisulam The metabolism of Butyrfentanyl can be decreased when combined with Indisulam.
Sparteine The metabolism of Butyrfentanyl can be decreased when combined with Sparteine.
Rilpivirine The metabolism of Butyrfentanyl can be decreased when combined with Rilpivirine.
Stiripentol The metabolism of Butyrfentanyl can be decreased when combined with Stiripentol.
Melperone The metabolism of Butyrfentanyl can be decreased when combined with Melperone.
Dexchlorpheniramine maleate The metabolism of Butyrfentanyl can be decreased when combined with Dexchlorpheniramine maleate.
Isavuconazole The metabolism of Butyrfentanyl can be decreased when combined with Isavuconazole.
Artenimol The metabolism of Butyrfentanyl can be decreased when combined with Artenimol.
Diacerein The metabolism of Butyrfentanyl can be decreased when combined with Diacerein.
Triclabendazole The metabolism of Butyrfentanyl can be decreased when combined with Triclabendazole.
Dexchlorpheniramine The metabolism of Butyrfentanyl can be decreased when combined with Dexchlorpheniramine.
Black cohosh The metabolism of Butyrfentanyl can be decreased when combined with Black cohosh.
Verapamil The metabolism of Butyrfentanyl can be decreased when combined with Verapamil.

Target Protein

Mu-type opioid receptor OPRM1
Kappa-type opioid receptor OPRK1
Delta-type opioid receptor OPRD1

Referensi & Sumber

Synthesis reference: Janssen PAJ. 1-Aralkyl-4-(N-aryl-carbonyl amino)piperidines and related compounds. US Patent No. US3164600 (January 5, 1965). 1965.
Artikel (PubMed)
  • PMID: 30930421
    Kanamori T, Iwata YT, Segawa H, Yamamuro T, Kuwayama K, Tsujikawa K, Inoue H: Metabolism of Butyrylfentanyl in Fresh Human Hepatocytes: Chemical Synthesis of Authentic Metabolite Standards for Definitive Identification. Biol Pharm Bull. 2019;42(4):623-630. doi: 10.1248/bpb.b18-00765.
  • PMID: 28807672
    Baumann MH, Majumdar S, Le Rouzic V, Hunkele A, Uprety R, Huang XP, Xu J, Roth BL, Pan YX, Pasternak GW: Pharmacological characterization of novel synthetic opioids (NSO) found in the recreational drug marketplace. Neuropharmacology. 2018 May 15;134(Pt A):101-107. doi: 10.1016/j.neuropharm.2017.08.016. Epub 2017 Aug 12.
  • PMID: 19567715
    Smith HS: Opioid metabolism. Mayo Clin Proc. 2009 Jul;84(7):613-24. doi: 10.1016/S0025-6196(11)60750-7.
  • PMID: 25713275
    Cole JB, Dunbar JF, McIntire SA, Regelmann WE, Slusher TM: Butyrfentanyl overdose resulting in diffuse alveolar hemorrhage. Pediatrics. 2015 Mar;135(3):e740-3. doi: 10.1542/peds.2014-2878.
  • PMID: 25314012
    Bista SR, Haywood A, Hardy J, Lobb M, Tapuni A, Norris R: Protein binding of fentanyl and its metabolite nor-fentanyl in human plasma, albumin and alpha-1 acid glycoprotein. Xenobiotica. 2015 Mar;45(3):207-12. doi: 10.3109/00498254.2014.971093. Epub 2014 Oct 14.

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